Cheap Flights from Chicago to Newark (ORD to EWR)

Discover more affordable routes and cheaper dates from Chicago to Newark (ORD to EWR) within a date range.

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US$220

6:36pm - 10:00pm
Thu Apr 17th 2025

2h 24m
Chicago (ORD) → New York (EWR)

Direct

5:30am - 7:03am
Sat Apr 19th 2025

2h 33m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 Spirit Airlines · NK 283 Depart at 6:36pm from Chicago (ORD) Fly for 2h 24m Arrive at 10:00pm in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sat Apr 19th 2025 Spirit Airlines · NK 260 Depart at 5:30am from New York (EWR) Fly for 2h 33m Arrive at 7:03am in Chicago (ORD)

Book Flight
US$233

6:36pm - 10:00pm
Thu Apr 17th 2025

2h 24m
Chicago (ORD) → New York (EWR)

Direct

5:30am - 7:03am
Sun Apr 20th 2025

2h 33m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 Spirit Airlines · NK 283 Depart at 6:36pm from Chicago (ORD) Fly for 2h 24m Arrive at 10:00pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 Spirit Airlines · NK 260 Depart at 5:30am from New York (EWR) Fly for 2h 33m Arrive at 7:03am in Chicago (ORD)

Book Flight
US$249

6:36pm - 10:00pm
Thu Apr 17th 2025

2h 24m
Chicago (ORD) → New York (EWR)

Direct

5:30am - 7:03am
Fri Apr 18th 2025

2h 33m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 Spirit Airlines · NK 283 Depart at 6:36pm from Chicago (ORD) Fly for 2h 24m Arrive at 10:00pm in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Fri Apr 18th 2025 Spirit Airlines · NK 260 Depart at 5:30am from New York (EWR) Fly for 2h 33m Arrive at 7:03am in Chicago (ORD)

Book Flight
US$249

6:36pm - 10:00pm
Thu Apr 17th 2025

2h 24m
Chicago (ORD) → New York (EWR)

Direct

5:30am - 7:03am
Mon Apr 21st 2025

2h 33m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 Spirit Airlines · NK 283 Depart at 6:36pm from Chicago (ORD) Fly for 2h 24m Arrive at 10:00pm in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Mon Apr 21st 2025 Spirit Airlines · NK 260 Depart at 5:30am from New York (EWR) Fly for 2h 33m Arrive at 7:03am in Chicago (ORD)

Book Flight
US$262

6:36pm - 10:00pm
Fri Apr 18th 2025

2h 24m
Chicago (ORD) → New York (EWR)

Direct

5:30am - 7:03am
Sat Apr 19th 2025

2h 33m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 Spirit Airlines · NK 283 Depart at 6:36pm from Chicago (ORD) Fly for 2h 24m Arrive at 10:00pm in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 Spirit Airlines · NK 260 Depart at 5:30am from New York (EWR) Fly for 2h 33m Arrive at 7:03am in Chicago (ORD)

Book Flight
US$275

6:36pm - 10:00pm
Fri Apr 18th 2025

2h 24m
Chicago (ORD) → New York (EWR)

Direct

5:30am - 7:03am
Sun Apr 20th 2025

2h 33m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 Spirit Airlines · NK 283 Depart at 6:36pm from Chicago (ORD) Fly for 2h 24m Arrive at 10:00pm in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sun Apr 20th 2025 Spirit Airlines · NK 260 Depart at 5:30am from New York (EWR) Fly for 2h 33m Arrive at 7:03am in Chicago (ORD)

Book Flight
US$277

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

9:50pm - 11:40pm
Sun Apr 20th 2025

2h 50m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1308 Depart at 9:50pm from New York (EWR) Fly for 2h 50m Arrive at 11:40pm in Chicago (ORD)

Book Flight
US$278

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

5:52am - 7:30am
Sun Apr 20th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$278

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

7:00am - 8:40am
Sun Apr 20th 2025

2h 40m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1994 Depart at 7:00am from New York (EWR) Fly for 2h 40m Arrive at 8:40am in Chicago (ORD)

Book Flight
US$278

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

11:34am - 1:15pm
Sun Apr 20th 2025

2h 41m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1875 Depart at 11:34am from New York (EWR) Fly for 2h 41m Arrive at 1:15pm in Chicago (ORD)

Book Flight
US$278

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

1:05pm - 2:47pm
Sun Apr 20th 2025

2h 42m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1810 Depart at 1:05pm from New York (EWR) Fly for 2h 42m Arrive at 2:47pm in Chicago (ORD)

Book Flight
US$278

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

10:03am - 11:46am
Sun Apr 20th 2025

2h 43m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1525 Depart at 10:03am from New York (EWR) Fly for 2h 43m Arrive at 11:46am in Chicago (ORD)

Book Flight
US$278

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

8:00am - 9:45am
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2100 Depart at 8:00am from New York (EWR) Fly for 2h 45m Arrive at 9:45am in Chicago (ORD)

Book Flight
US$278

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

3:20pm - 5:05pm
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1144 Depart at 3:20pm from New York (EWR) Fly for 2h 45m Arrive at 5:05pm in Chicago (ORD)

Book Flight
US$278

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

9:03am - 10:48am
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2337 Depart at 9:03am from New York (EWR) Fly for 2h 45m Arrive at 10:48am in Chicago (ORD)

Book Flight
US$291

6:36pm - 10:00pm
Fri Apr 18th 2025

2h 24m
Chicago (ORD) → New York (EWR)

Direct

5:30am - 7:03am
Mon Apr 21st 2025

2h 33m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 Spirit Airlines · NK 283 Depart at 6:36pm from Chicago (ORD) Fly for 2h 24m Arrive at 10:00pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Mon Apr 21st 2025 Spirit Airlines · NK 260 Depart at 5:30am from New York (EWR) Fly for 2h 33m Arrive at 7:03am in Chicago (ORD)

Book Flight
US$306

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

5:52am - 7:30am
Sat Apr 19th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$306

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

6:59am - 8:39am
Sat Apr 19th 2025

2h 40m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1994 Depart at 6:59am from New York (EWR) Fly for 2h 40m Arrive at 8:39am in Chicago (ORD)

Book Flight
US$306

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

11:34am - 1:15pm
Sat Apr 19th 2025

2h 41m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1875 Depart at 11:34am from New York (EWR) Fly for 2h 41m Arrive at 1:15pm in Chicago (ORD)

Book Flight
US$306

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

1:05pm - 2:47pm
Sat Apr 19th 2025

2h 42m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1810 Depart at 1:05pm from New York (EWR) Fly for 2h 42m Arrive at 2:47pm in Chicago (ORD)

Book Flight
US$306

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

10:03am - 11:46am
Sat Apr 19th 2025

2h 43m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1525 Depart at 10:03am from New York (EWR) Fly for 2h 43m Arrive at 11:46am in Chicago (ORD)

Book Flight
US$306

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

8:00am - 9:45am
Sat Apr 19th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 2100 Depart at 8:00am from New York (EWR) Fly for 2h 45m Arrive at 9:45am in Chicago (ORD)

Book Flight
US$306

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

4:55pm - 6:40pm
Sat Apr 19th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 661 Depart at 4:55pm from New York (EWR) Fly for 2h 45m Arrive at 6:40pm in Chicago (ORD)

Book Flight
US$306

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

3:20pm - 5:05pm
Sat Apr 19th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1144 Depart at 3:20pm from New York (EWR) Fly for 2h 45m Arrive at 5:05pm in Chicago (ORD)

Book Flight
US$306

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

9:03am - 10:48am
Sat Apr 19th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 2337 Depart at 9:03am from New York (EWR) Fly for 2h 45m Arrive at 10:48am in Chicago (ORD)

Book Flight
US$306

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

6:30pm - 8:20pm
Sat Apr 19th 2025

2h 50m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 254 Depart at 6:30pm from New York (EWR) Fly for 2h 50m Arrive at 8:20pm in Chicago (ORD)

Book Flight
US$306

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

9:50pm - 11:40pm
Sat Apr 19th 2025

2h 50m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1308 Depart at 9:50pm from New York (EWR) Fly for 2h 50m Arrive at 11:40pm in Chicago (ORD)

Book Flight
US$306

6:00am - 11:17am
Fri Apr 18th 2025

4h 17m
Chicago (ORD) → New York (EWR)

1 Stop

9:50pm - 11:40pm
Mon Apr 21st 2025

2h 50m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1077 Depart at 6:00am from Chicago (ORD) Fly for 1h 58m Arrive at 8:58am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 0h 57m

Fri Apr 18th 2025 United Airlines · UA 4408 Depart at 9:55am from Washington, D.C. (DCA) Fly for 1h 22m Arrive at 11:17am in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Mon Apr 21st 2025 United Airlines · UA 1308 Depart at 9:50pm from New York (EWR) Fly for 2h 50m Arrive at 11:40pm in Chicago (ORD)

Book Flight
US$313

6:36pm - 9:59pm
Sat Apr 19th 2025

2h 23m
Chicago (ORD) → New York (EWR)

Direct

5:30am - 7:03am
Sun Apr 20th 2025

2h 33m
New York (EWR) → Chicago (ORD)

Direct

Sat Apr 19th 2025 Spirit Airlines · NK 283 Depart at 6:36pm from Chicago (ORD) Fly for 2h 23m Arrive at 9:59pm in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 Spirit Airlines · NK 260 Depart at 5:30am from New York (EWR) Fly for 2h 33m Arrive at 7:03am in Chicago (ORD)

Book Flight
US$329

6:36pm - 9:59pm
Sat Apr 19th 2025

2h 23m
Chicago (ORD) → New York (EWR)

Direct

5:30am - 7:03am
Mon Apr 21st 2025

2h 33m
New York (EWR) → Chicago (ORD)

Direct

Sat Apr 19th 2025 Spirit Airlines · NK 283 Depart at 6:36pm from Chicago (ORD) Fly for 2h 23m Arrive at 9:59pm in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Mon Apr 21st 2025 Spirit Airlines · NK 260 Depart at 5:30am from New York (EWR) Fly for 2h 33m Arrive at 7:03am in Chicago (ORD)

Book Flight
US$329

6:36pm - 10:00pm
Sun Apr 20th 2025

2h 24m
Chicago (ORD) → New York (EWR)

Direct

5:30am - 7:03am
Mon Apr 21st 2025

2h 33m
New York (EWR) → Chicago (ORD)

Direct

Sun Apr 20th 2025 Spirit Airlines · NK 283 Depart at 6:36pm from Chicago (ORD) Fly for 2h 24m Arrive at 10:00pm in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Mon Apr 21st 2025 Spirit Airlines · NK 260 Depart at 5:30am from New York (EWR) Fly for 2h 33m Arrive at 7:03am in Chicago (ORD)

Book Flight
US$332

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Sun Apr 20th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$332

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

7:00am - 8:40am
Sun Apr 20th 2025

2h 40m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1994 Depart at 7:00am from New York (EWR) Fly for 2h 40m Arrive at 8:40am in Chicago (ORD)

Book Flight
US$332

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

11:34am - 1:15pm
Sun Apr 20th 2025

2h 41m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1875 Depart at 11:34am from New York (EWR) Fly for 2h 41m Arrive at 1:15pm in Chicago (ORD)

Book Flight
US$332

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

1:05pm - 2:47pm
Sun Apr 20th 2025

2h 42m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1810 Depart at 1:05pm from New York (EWR) Fly for 2h 42m Arrive at 2:47pm in Chicago (ORD)

Book Flight
US$332

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

10:03am - 11:46am
Sun Apr 20th 2025

2h 43m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1525 Depart at 10:03am from New York (EWR) Fly for 2h 43m Arrive at 11:46am in Chicago (ORD)

Book Flight
US$332

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

8:00am - 9:45am
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2100 Depart at 8:00am from New York (EWR) Fly for 2h 45m Arrive at 9:45am in Chicago (ORD)

Book Flight
US$332

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

9:03am - 10:48am
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2337 Depart at 9:03am from New York (EWR) Fly for 2h 45m Arrive at 10:48am in Chicago (ORD)

Book Flight
US$332

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

3:20pm - 5:05pm
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1144 Depart at 3:20pm from New York (EWR) Fly for 2h 45m Arrive at 5:05pm in Chicago (ORD)

Book Flight
US$332

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

9:50pm - 11:40pm
Sun Apr 20th 2025

2h 50m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1308 Depart at 9:50pm from New York (EWR) Fly for 2h 50m Arrive at 11:40pm in Chicago (ORD)

Book Flight
US$348

8:45am - 2:24pm
Thu Apr 17th 2025

4h 39m
Chicago (ORD) → New York (EWR)

1 Stop

5:52am - 7:30am
Sun Apr 20th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 545 Depart at 8:45am from Chicago (ORD) Fly for 1h 59m Arrive at 11:44am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 3m

Thu Apr 17th 2025 United Airlines · UA 2639 Depart at 12:47pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:24pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$348

8:45am - 2:24pm
Thu Apr 17th 2025

4h 39m
Chicago (ORD) → New York (EWR)

1 Stop

7:00am - 8:40am
Sun Apr 20th 2025

2h 40m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 545 Depart at 8:45am from Chicago (ORD) Fly for 1h 59m Arrive at 11:44am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 3m

Thu Apr 17th 2025 United Airlines · UA 2639 Depart at 12:47pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:24pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1994 Depart at 7:00am from New York (EWR) Fly for 2h 40m Arrive at 8:40am in Chicago (ORD)

Book Flight
US$348

8:45am - 2:24pm
Thu Apr 17th 2025

4h 39m
Chicago (ORD) → New York (EWR)

1 Stop

11:34am - 1:15pm
Sun Apr 20th 2025

2h 41m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 545 Depart at 8:45am from Chicago (ORD) Fly for 1h 59m Arrive at 11:44am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 3m

Thu Apr 17th 2025 United Airlines · UA 2639 Depart at 12:47pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:24pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1875 Depart at 11:34am from New York (EWR) Fly for 2h 41m Arrive at 1:15pm in Chicago (ORD)

Book Flight
US$348

8:45am - 2:24pm
Thu Apr 17th 2025

4h 39m
Chicago (ORD) → New York (EWR)

1 Stop

1:05pm - 2:47pm
Sun Apr 20th 2025

2h 42m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 545 Depart at 8:45am from Chicago (ORD) Fly for 1h 59m Arrive at 11:44am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 3m

Thu Apr 17th 2025 United Airlines · UA 2639 Depart at 12:47pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:24pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1810 Depart at 1:05pm from New York (EWR) Fly for 2h 42m Arrive at 2:47pm in Chicago (ORD)

Book Flight
US$348

8:45am - 2:24pm
Thu Apr 17th 2025

4h 39m
Chicago (ORD) → New York (EWR)

1 Stop

10:03am - 11:46am
Sun Apr 20th 2025

2h 43m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 545 Depart at 8:45am from Chicago (ORD) Fly for 1h 59m Arrive at 11:44am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 3m

Thu Apr 17th 2025 United Airlines · UA 2639 Depart at 12:47pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:24pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1525 Depart at 10:03am from New York (EWR) Fly for 2h 43m Arrive at 11:46am in Chicago (ORD)

Book Flight
US$348

8:45am - 2:24pm
Thu Apr 17th 2025

4h 39m
Chicago (ORD) → New York (EWR)

1 Stop

3:20pm - 5:05pm
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 545 Depart at 8:45am from Chicago (ORD) Fly for 1h 59m Arrive at 11:44am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 3m

Thu Apr 17th 2025 United Airlines · UA 2639 Depart at 12:47pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:24pm in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1144 Depart at 3:20pm from New York (EWR) Fly for 2h 45m Arrive at 5:05pm in Chicago (ORD)

Book Flight
US$348

8:45am - 2:24pm
Thu Apr 17th 2025

4h 39m
Chicago (ORD) → New York (EWR)

1 Stop

8:00am - 9:45am
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 545 Depart at 8:45am from Chicago (ORD) Fly for 1h 59m Arrive at 11:44am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 3m

Thu Apr 17th 2025 United Airlines · UA 2639 Depart at 12:47pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:24pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2100 Depart at 8:00am from New York (EWR) Fly for 2h 45m Arrive at 9:45am in Chicago (ORD)

Book Flight
US$348

8:45am - 2:24pm
Thu Apr 17th 2025

4h 39m
Chicago (ORD) → New York (EWR)

1 Stop

9:03am - 10:48am
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 545 Depart at 8:45am from Chicago (ORD) Fly for 1h 59m Arrive at 11:44am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 3m

Thu Apr 17th 2025 United Airlines · UA 2639 Depart at 12:47pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:24pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2337 Depart at 9:03am from New York (EWR) Fly for 2h 45m Arrive at 10:48am in Chicago (ORD)

Book Flight
US$348

8:45am - 2:24pm
Thu Apr 17th 2025

4h 39m
Chicago (ORD) → New York (EWR)

1 Stop

9:50pm - 11:40pm
Sun Apr 20th 2025

2h 50m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 545 Depart at 8:45am from Chicago (ORD) Fly for 1h 59m Arrive at 11:44am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 3m

Thu Apr 17th 2025 United Airlines · UA 2639 Depart at 12:47pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:24pm in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1308 Depart at 9:50pm from New York (EWR) Fly for 2h 50m Arrive at 11:40pm in Chicago (ORD)

Book Flight
US$348

9:00am - 2:52pm
Thu Apr 17th 2025

4h 52m
Chicago (ORD) → New York (EWR)

1 Stop

5:52am - 7:30am
Sun Apr 20th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1381 Depart at 9:00am from Chicago (ORD) Fly for 1h 57m Arrive at 11:57am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 1h 15m

Thu Apr 17th 2025 United Airlines · UA 4442 Depart at 1:12pm from Washington, D.C. (DCA) Fly for 1h 40m Arrive at 2:52pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$348

9:00am - 2:52pm
Thu Apr 17th 2025

4h 52m
Chicago (ORD) → New York (EWR)

1 Stop

7:00am - 8:40am
Sun Apr 20th 2025

2h 40m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1381 Depart at 9:00am from Chicago (ORD) Fly for 1h 57m Arrive at 11:57am in Washington, D.C. (DCA)

Layover in Washington, D.C. for 1h 15m

Thu Apr 17th 2025 United Airlines · UA 4442 Depart at 1:12pm from Washington, D.C. (DCA) Fly for 1h 40m Arrive at 2:52pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1994 Depart at 7:00am from New York (EWR) Fly for 2h 40m Arrive at 8:40am in Chicago (ORD)

Book Flight
US$355

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Sat Apr 19th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$355

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

6:59am - 8:39am
Sat Apr 19th 2025

2h 40m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1994 Depart at 6:59am from New York (EWR) Fly for 2h 40m Arrive at 8:39am in Chicago (ORD)

Book Flight
US$355

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

11:34am - 1:15pm
Sat Apr 19th 2025

2h 41m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1875 Depart at 11:34am from New York (EWR) Fly for 2h 41m Arrive at 1:15pm in Chicago (ORD)

Book Flight
US$355

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

1:05pm - 2:47pm
Sat Apr 19th 2025

2h 42m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1810 Depart at 1:05pm from New York (EWR) Fly for 2h 42m Arrive at 2:47pm in Chicago (ORD)

Book Flight
US$355

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

10:03am - 11:46am
Sat Apr 19th 2025

2h 43m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1525 Depart at 10:03am from New York (EWR) Fly for 2h 43m Arrive at 11:46am in Chicago (ORD)

Book Flight
US$355

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

3:20pm - 5:05pm
Sat Apr 19th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1144 Depart at 3:20pm from New York (EWR) Fly for 2h 45m Arrive at 5:05pm in Chicago (ORD)

Book Flight
US$355

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

9:03am - 10:48am
Sat Apr 19th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 2337 Depart at 9:03am from New York (EWR) Fly for 2h 45m Arrive at 10:48am in Chicago (ORD)

Book Flight
US$355

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

4:55pm - 6:40pm
Sat Apr 19th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 661 Depart at 4:55pm from New York (EWR) Fly for 2h 45m Arrive at 6:40pm in Chicago (ORD)

Book Flight
US$355

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

8:00am - 9:45am
Sat Apr 19th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 2100 Depart at 8:00am from New York (EWR) Fly for 2h 45m Arrive at 9:45am in Chicago (ORD)

Book Flight
US$355

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

6:30pm - 8:20pm
Sat Apr 19th 2025

2h 50m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 254 Depart at 6:30pm from New York (EWR) Fly for 2h 50m Arrive at 8:20pm in Chicago (ORD)

Book Flight
US$355

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

9:50pm - 11:40pm
Sat Apr 19th 2025

2h 50m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1308 Depart at 9:50pm from New York (EWR) Fly for 2h 50m Arrive at 11:40pm in Chicago (ORD)

Book Flight
US$368

7:10am - 10:27am
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

1:05pm - 2:47pm
Thu Apr 17th 2025

2h 42m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 563 Depart at 7:10am from Chicago (ORD) Fly for 2h 17m Arrive at 10:27am in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Thu Apr 17th 2025 United Airlines · UA 1810 Depart at 1:05pm from New York (EWR) Fly for 2h 42m Arrive at 2:47pm in Chicago (ORD)

Book Flight
US$376

6:00am - 9:14am
Thu Apr 17th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Sun Apr 20th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$376

6:00am - 9:14am
Thu Apr 17th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

7:00am - 8:40am
Sun Apr 20th 2025

2h 40m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1994 Depart at 7:00am from New York (EWR) Fly for 2h 40m Arrive at 8:40am in Chicago (ORD)

Book Flight
US$376

8:50am - 12:07pm
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Sun Apr 20th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 782 Depart at 8:50am from Chicago (ORD) Fly for 2h 17m Arrive at 12:07pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$376

6:00am - 9:14am
Thu Apr 17th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

11:34am - 1:15pm
Sun Apr 20th 2025

2h 41m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1875 Depart at 11:34am from New York (EWR) Fly for 2h 41m Arrive at 1:15pm in Chicago (ORD)

Book Flight
US$376

6:00am - 9:14am
Thu Apr 17th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

1:05pm - 2:47pm
Sun Apr 20th 2025

2h 42m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1810 Depart at 1:05pm from New York (EWR) Fly for 2h 42m Arrive at 2:47pm in Chicago (ORD)

Book Flight
US$376

8:50am - 12:07pm
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

7:00am - 8:40am
Sun Apr 20th 2025

2h 40m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 782 Depart at 8:50am from Chicago (ORD) Fly for 2h 17m Arrive at 12:07pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1994 Depart at 7:00am from New York (EWR) Fly for 2h 40m Arrive at 8:40am in Chicago (ORD)

Book Flight
US$376

6:00am - 9:14am
Thu Apr 17th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

10:03am - 11:46am
Sun Apr 20th 2025

2h 43m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1525 Depart at 10:03am from New York (EWR) Fly for 2h 43m Arrive at 11:46am in Chicago (ORD)

Book Flight
US$376

8:50am - 12:07pm
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

11:34am - 1:15pm
Sun Apr 20th 2025

2h 41m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 782 Depart at 8:50am from Chicago (ORD) Fly for 2h 17m Arrive at 12:07pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1875 Depart at 11:34am from New York (EWR) Fly for 2h 41m Arrive at 1:15pm in Chicago (ORD)

Book Flight
US$376

6:00am - 9:14am
Thu Apr 17th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

9:03am - 10:48am
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2337 Depart at 9:03am from New York (EWR) Fly for 2h 45m Arrive at 10:48am in Chicago (ORD)

Book Flight
US$376

6:00am - 9:14am
Thu Apr 17th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

8:00am - 9:45am
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2100 Depart at 8:00am from New York (EWR) Fly for 2h 45m Arrive at 9:45am in Chicago (ORD)

Book Flight
US$376

8:50am - 12:07pm
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

1:05pm - 2:47pm
Sun Apr 20th 2025

2h 42m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 782 Depart at 8:50am from Chicago (ORD) Fly for 2h 17m Arrive at 12:07pm in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1810 Depart at 1:05pm from New York (EWR) Fly for 2h 42m Arrive at 2:47pm in Chicago (ORD)

Book Flight
US$376

6:00am - 9:14am
Thu Apr 17th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

3:20pm - 5:05pm
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1144 Depart at 3:20pm from New York (EWR) Fly for 2h 45m Arrive at 5:05pm in Chicago (ORD)

Book Flight
US$376

8:50am - 12:07pm
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

10:03am - 11:46am
Sun Apr 20th 2025

2h 43m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 782 Depart at 8:50am from Chicago (ORD) Fly for 2h 17m Arrive at 12:07pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1525 Depart at 10:03am from New York (EWR) Fly for 2h 43m Arrive at 11:46am in Chicago (ORD)

Book Flight
US$376

8:50am - 12:07pm
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

8:00am - 9:45am
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 782 Depart at 8:50am from Chicago (ORD) Fly for 2h 17m Arrive at 12:07pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2100 Depart at 8:00am from New York (EWR) Fly for 2h 45m Arrive at 9:45am in Chicago (ORD)

Book Flight
US$376

8:50am - 12:07pm
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

3:20pm - 5:05pm
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 782 Depart at 8:50am from Chicago (ORD) Fly for 2h 17m Arrive at 12:07pm in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1144 Depart at 3:20pm from New York (EWR) Fly for 2h 45m Arrive at 5:05pm in Chicago (ORD)

Book Flight
US$376

8:50am - 12:07pm
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

9:03am - 10:48am
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 782 Depart at 8:50am from Chicago (ORD) Fly for 2h 17m Arrive at 12:07pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2337 Depart at 9:03am from New York (EWR) Fly for 2h 45m Arrive at 10:48am in Chicago (ORD)

Book Flight
US$376

6:00am - 9:14am
Thu Apr 17th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

9:50pm - 11:40pm
Sun Apr 20th 2025

2h 50m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1308 Depart at 9:50pm from New York (EWR) Fly for 2h 50m Arrive at 11:40pm in Chicago (ORD)

Book Flight
US$376

8:50am - 12:07pm
Thu Apr 17th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

9:50pm - 11:40pm
Sun Apr 20th 2025

2h 50m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 782 Depart at 8:50am from Chicago (ORD) Fly for 2h 17m Arrive at 12:07pm in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1308 Depart at 9:50pm from New York (EWR) Fly for 2h 50m Arrive at 11:40pm in Chicago (ORD)

Book Flight
US$391

6:00am - 9:14am
Fri Apr 18th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Sun Apr 20th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$391

6:00am - 9:14am
Fri Apr 18th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

7:00am - 8:40am
Sun Apr 20th 2025

2h 40m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1994 Depart at 7:00am from New York (EWR) Fly for 2h 40m Arrive at 8:40am in Chicago (ORD)

Book Flight
US$391

6:00am - 9:14am
Fri Apr 18th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

11:34am - 1:15pm
Sun Apr 20th 2025

2h 41m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1875 Depart at 11:34am from New York (EWR) Fly for 2h 41m Arrive at 1:15pm in Chicago (ORD)

Book Flight
US$391

6:00am - 9:14am
Fri Apr 18th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

1:05pm - 2:47pm
Sun Apr 20th 2025

2h 42m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1810 Depart at 1:05pm from New York (EWR) Fly for 2h 42m Arrive at 2:47pm in Chicago (ORD)

Book Flight
US$391

6:00am - 9:14am
Fri Apr 18th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

10:03am - 11:46am
Sun Apr 20th 2025

2h 43m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1525 Depart at 10:03am from New York (EWR) Fly for 2h 43m Arrive at 11:46am in Chicago (ORD)

Book Flight
US$391

6:00am - 9:14am
Fri Apr 18th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

3:20pm - 5:05pm
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 1144 Depart at 3:20pm from New York (EWR) Fly for 2h 45m Arrive at 5:05pm in Chicago (ORD)

Book Flight
US$391

6:00am - 9:14am
Fri Apr 18th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

8:00am - 9:45am
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2100 Depart at 8:00am from New York (EWR) Fly for 2h 45m Arrive at 9:45am in Chicago (ORD)

Book Flight
US$391

6:00am - 9:14am
Fri Apr 18th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

9:03am - 10:48am
Sun Apr 20th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2337 Depart at 9:03am from New York (EWR) Fly for 2h 45m Arrive at 10:48am in Chicago (ORD)

Book Flight
US$412

6:00am - 9:14am
Sat Apr 19th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Sun Apr 20th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Sat Apr 19th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$439

6:00am - 9:14am
Sat Apr 19th 2025

2h 14m
Chicago (ORD) → New York (EWR)

Direct

4:55pm - 6:40pm
Sat Apr 19th 2025

2h 45m
New York (EWR) → Chicago (ORD)

Direct

Sat Apr 19th 2025 United Airlines · UA 1254 Depart at 6:00am from Chicago (ORD) Fly for 2h 14m Arrive at 9:14am in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 661 Depart at 4:55pm from New York (EWR) Fly for 2h 45m Arrive at 6:40pm in Chicago (ORD)

Book Flight
US$452

8:50am - 12:07pm
Sat Apr 19th 2025

2h 17m
Chicago (ORD) → New York (EWR)

Direct

9:50pm - 11:40pm
Sat Apr 19th 2025

2h 50m
New York (EWR) → Chicago (ORD)

Direct

Sat Apr 19th 2025 United Airlines · UA 782 Depart at 8:50am from Chicago (ORD) Fly for 2h 17m Arrive at 12:07pm in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1308 Depart at 9:50pm from New York (EWR) Fly for 2h 50m Arrive at 11:40pm in Chicago (ORD)

Book Flight
US$524

12:45pm - 3:57pm
Thu Apr 17th 2025

2h 12m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Sun Apr 20th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 2238 Depart at 12:45pm from Chicago (ORD) Fly for 2h 12m Arrive at 3:57pm in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$524

12:45pm - 3:57pm
Thu Apr 17th 2025

2h 12m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Mon Apr 21st 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 2238 Depart at 12:45pm from Chicago (ORD) Fly for 2h 12m Arrive at 3:57pm in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Mon Apr 21st 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$563

2:25pm - 5:53pm
Sat Apr 19th 2025

2h 28m
Chicago (ORD) → New York (EWR)

Direct

9:50pm - 11:40pm
Sat Apr 19th 2025

2h 50m
New York (EWR) → Chicago (ORD)

Direct

Sat Apr 19th 2025 United Airlines · UA 1066 Depart at 2:25pm from Chicago (ORD) Fly for 2h 28m Arrive at 5:53pm in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Sat Apr 19th 2025 United Airlines · UA 1308 Depart at 9:50pm from New York (EWR) Fly for 2h 50m Arrive at 11:40pm in Chicago (ORD)

Book Flight
US$591

9:45pm - 12:58am
Fri Apr 18th 2025

2h 13m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Mon Apr 21st 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1209 Depart at 9:45pm from Chicago (ORD) Fly for 2h 13m Arrive at 12:58am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Mon Apr 21st 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$658

9:45pm - 12:58am
Thu Apr 17th 2025

2h 13m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Sun Apr 20th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1209 Depart at 9:45pm from Chicago (ORD) Fly for 2h 13m Arrive at 12:58am in New York (EWR)

Stay in New York for 2 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$704

9:45pm - 12:58am
Thu Apr 17th 2025

2h 13m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Mon Apr 21st 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Thu Apr 17th 2025 United Airlines · UA 1209 Depart at 9:45pm from Chicago (ORD) Fly for 2h 13m Arrive at 12:58am in New York (EWR)

Stay in New York for 3 nights — find accommodations with Kayak and Booking

Mon Apr 21st 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$791

9:45pm - 12:58am
Sat Apr 19th 2025

2h 13m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Sun Apr 20th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Sat Apr 19th 2025 United Airlines · UA 1209 Depart at 9:45pm from Chicago (ORD) Fly for 2h 13m Arrive at 12:58am in New York (EWR)

Stay in New York for 0 nights — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight
US$846

9:45pm - 12:58am
Fri Apr 18th 2025

2h 13m
Chicago (ORD) → New York (EWR)

Direct

5:52am - 7:30am
Sun Apr 20th 2025

2h 38m
New York (EWR) → Chicago (ORD)

Direct

Fri Apr 18th 2025 United Airlines · UA 1209 Depart at 9:45pm from Chicago (ORD) Fly for 2h 13m Arrive at 12:58am in New York (EWR)

Stay in New York for 1 night — find accommodations with Kayak and Booking

Sun Apr 20th 2025 United Airlines · UA 2164 Depart at 5:52am from New York (EWR) Fly for 2h 38m Arrive at 7:30am in Chicago (ORD)

Book Flight

Sarah Belizaire

@sarahbb1

Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights

John Ford

@eyupitsjohn

There seem to be lots of sites launching at the moment that promise to find you cheap flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights

Roaming Sonaa

@roamingsonaa

For people wanting to maximize their trips, Flightlist is my newest travel hack for uncovering the coolest routes at irresistible prices. No stress, no annoying ads — just seamless flight booking with amazing functionality. It's designed for remote workers, backpackers, and people living abroad.

Read Sonaa's 7 Amazing Skyscanner Alternatives for Booking Travel

ANDY TRAVELS

@andy_travels

@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍

Travel With Bender

@travelwitbender

Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪

Read Josh's Ultimate Guide To Find Cheap One Way Flights

Wesley Mergard

@travel.with.wes

One useful tool I've found for evaluating different departure and return dates is called FlightList.io. You can quickly scan different travel date ranges, carriers and one way flight options to easily determine the cheapest flight combinations for your trip.

Read Wesley's My Best Cheap Flight Hacks (Why Pay More?)

Cheap Flights from Chicago to Newark (ORD to EWR)

Sarah Belizaire

John Ford

Roaming Sonaa

ANDY TRAVELS

Travel With Bender

Wesley Mergard

Latest Cheap Flight Searches

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Why I Built FlightList & Solved My Own Problem

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