Cheap Flights from San Francisco to Chicago (SFO to ORD)

Discover more affordable routes and cheaper dates from San Francisco to Chicago (SFO to ORD) within a date range.

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US$467

10:46am - 4:58pm
Thu Feb 27th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Tue Mar 4th 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 5 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$467

10:46am - 4:58pm
Thu Feb 27th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Mon Mar 3rd 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 4 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$470

10:46am - 4:58pm
Thu Feb 27th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Tue Mar 4th 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 5 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 Alaska Airlines · AS 597 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$470

10:46am - 4:58pm
Thu Feb 27th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Mon Mar 3rd 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 4 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 Alaska Airlines · AS 597 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$471

10:46am - 4:58pm
Thu Feb 27th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Tue Mar 4th 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 5 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$471

10:46am - 4:58pm
Thu Feb 27th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Mon Mar 3rd 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 4 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$520

6:41pm - 12:59am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Mon Mar 3rd 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$520

6:41pm - 12:59am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:45am - 11:40am
Mon Mar 3rd 2025

4h 55m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1387 Depart at 8:45am from Chicago (ORD) Fly for 4h 55m Arrive at 11:40am in San Francisco (SFO)

Book Flight
US$520

10:35pm - 4:53am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:45am - 11:40am
Mon Mar 3rd 2025

4h 55m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1387 Depart at 8:45am from Chicago (ORD) Fly for 4h 55m Arrive at 11:40am in San Francisco (SFO)

Book Flight
US$520

6:41pm - 12:59am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

4:00pm - 7:00pm
Mon Mar 3rd 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2409 Depart at 4:00pm from Chicago (ORD) Fly for 5h 0m Arrive at 7:00pm in San Francisco (SFO)

Book Flight
US$520

10:35pm - 4:53am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

12:45pm - 3:45pm
Mon Mar 3rd 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1878 Depart at 12:45pm from Chicago (ORD) Fly for 5h 0m Arrive at 3:45pm in San Francisco (SFO)

Book Flight
US$520

6:41pm - 12:59am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

12:45pm - 3:45pm
Mon Mar 3rd 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1878 Depart at 12:45pm from Chicago (ORD) Fly for 5h 0m Arrive at 3:45pm in San Francisco (SFO)

Book Flight
US$520

10:35pm - 4:53am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

6:30am - 9:30am
Mon Mar 3rd 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2027 Depart at 6:30am from Chicago (ORD) Fly for 5h 0m Arrive at 9:30am in San Francisco (SFO)

Book Flight
US$520

6:41pm - 12:59am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

6:30am - 9:30am
Mon Mar 3rd 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2027 Depart at 6:30am from Chicago (ORD) Fly for 5h 0m Arrive at 9:30am in San Francisco (SFO)

Book Flight
US$520

6:41pm - 12:59am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

2:25pm - 5:27pm
Mon Mar 3rd 2025

5h 2m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1577 Depart at 2:25pm from Chicago (ORD) Fly for 5h 2m Arrive at 5:27pm in San Francisco (SFO)

Book Flight
US$520

10:35pm - 4:53am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

10:35am - 1:38pm
Mon Mar 3rd 2025

5h 3m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 343 Depart at 10:35am from Chicago (ORD) Fly for 5h 3m Arrive at 1:38pm in San Francisco (SFO)

Book Flight
US$520

6:41pm - 12:59am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

10:35am - 1:38pm
Mon Mar 3rd 2025

5h 3m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 343 Depart at 10:35am from Chicago (ORD) Fly for 5h 3m Arrive at 1:38pm in San Francisco (SFO)

Book Flight
US$520

6:41pm - 12:59am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

6:09pm - 9:13pm
Mon Mar 3rd 2025

5h 4m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1761 Depart at 6:09pm from Chicago (ORD) Fly for 5h 4m Arrive at 9:13pm in San Francisco (SFO)

Book Flight
US$520

10:35pm - 4:53am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Mon Mar 3rd 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$520

10:35pm - 4:53am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

4:00pm - 7:00pm
Mon Mar 3rd 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2409 Depart at 4:00pm from Chicago (ORD) Fly for 5h 0m Arrive at 7:00pm in San Francisco (SFO)

Book Flight
US$520

10:35pm - 4:53am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

2:25pm - 5:27pm
Mon Mar 3rd 2025

5h 2m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1577 Depart at 2:25pm from Chicago (ORD) Fly for 5h 2m Arrive at 5:27pm in San Francisco (SFO)

Book Flight
US$520

10:35pm - 4:53am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

6:09pm - 9:13pm
Mon Mar 3rd 2025

5h 4m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1761 Depart at 6:09pm from Chicago (ORD) Fly for 5h 4m Arrive at 9:13pm in San Francisco (SFO)

Book Flight
US$522

10:46am - 4:58pm
Fri Feb 28th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Tue Mar 4th 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 4 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$525

10:46am - 4:58pm
Fri Feb 28th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Mon Mar 3rd 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

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

Mon Mar 3rd 2025 Alaska Airlines · AS 597 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$530

10:35pm - 4:53am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Mon Mar 3rd 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$530

6:41pm - 12:59am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Mon Mar 3rd 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$530

10:35pm - 4:53am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:45am - 11:40am
Mon Mar 3rd 2025

4h 55m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1387 Depart at 8:45am from Chicago (ORD) Fly for 4h 55m Arrive at 11:40am in San Francisco (SFO)

Book Flight
US$530

6:41pm - 12:59am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:45am - 11:40am
Mon Mar 3rd 2025

4h 55m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1387 Depart at 8:45am from Chicago (ORD) Fly for 4h 55m Arrive at 11:40am in San Francisco (SFO)

Book Flight
US$530

10:35pm - 4:53am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

6:30am - 9:30am
Mon Mar 3rd 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2027 Depart at 6:30am from Chicago (ORD) Fly for 5h 0m Arrive at 9:30am in San Francisco (SFO)

Book Flight
US$530

6:41pm - 12:59am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

6:30am - 9:30am
Mon Mar 3rd 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2027 Depart at 6:30am from Chicago (ORD) Fly for 5h 0m Arrive at 9:30am in San Francisco (SFO)

Book Flight
US$530

6:41pm - 12:59am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

4:00pm - 7:00pm
Mon Mar 3rd 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2409 Depart at 4:00pm from Chicago (ORD) Fly for 5h 0m Arrive at 7:00pm in San Francisco (SFO)

Book Flight
US$530

10:35pm - 4:53am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

4:00pm - 7:00pm
Mon Mar 3rd 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2409 Depart at 4:00pm from Chicago (ORD) Fly for 5h 0m Arrive at 7:00pm in San Francisco (SFO)

Book Flight
US$530

10:35pm - 4:53am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

12:45pm - 3:45pm
Mon Mar 3rd 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1878 Depart at 12:45pm from Chicago (ORD) Fly for 5h 0m Arrive at 3:45pm in San Francisco (SFO)

Book Flight
US$530

6:41pm - 12:59am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

12:45pm - 3:45pm
Mon Mar 3rd 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1878 Depart at 12:45pm from Chicago (ORD) Fly for 5h 0m Arrive at 3:45pm in San Francisco (SFO)

Book Flight
US$530

6:41pm - 12:59am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

2:25pm - 5:27pm
Mon Mar 3rd 2025

5h 2m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1577 Depart at 2:25pm from Chicago (ORD) Fly for 5h 2m Arrive at 5:27pm in San Francisco (SFO)

Book Flight
US$530

10:35pm - 4:53am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

2:25pm - 5:27pm
Mon Mar 3rd 2025

5h 2m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1577 Depart at 2:25pm from Chicago (ORD) Fly for 5h 2m Arrive at 5:27pm in San Francisco (SFO)

Book Flight
US$530

6:41pm - 12:59am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

10:35am - 1:38pm
Mon Mar 3rd 2025

5h 3m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 343 Depart at 10:35am from Chicago (ORD) Fly for 5h 3m Arrive at 1:38pm in San Francisco (SFO)

Book Flight
US$530

10:35pm - 4:53am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

10:35am - 1:38pm
Mon Mar 3rd 2025

5h 3m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 343 Depart at 10:35am from Chicago (ORD) Fly for 5h 3m Arrive at 1:38pm in San Francisco (SFO)

Book Flight
US$530

10:35pm - 4:53am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

6:09pm - 9:13pm
Mon Mar 3rd 2025

5h 4m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1761 Depart at 6:09pm from Chicago (ORD) Fly for 5h 4m Arrive at 9:13pm in San Francisco (SFO)

Book Flight
US$530

6:41pm - 12:59am
Thu Feb 27th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

6:09pm - 9:13pm
Mon Mar 3rd 2025

5h 4m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1761 Depart at 6:09pm from Chicago (ORD) Fly for 5h 4m Arrive at 9:13pm in San Francisco (SFO)

Book Flight
US$542

10:46am - 4:58pm
Sun Feb 23rd 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Mon Mar 3rd 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Sun Feb 23rd 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 8 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$548

10:46am - 4:58pm
Tue Feb 25th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Tue Mar 4th 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 7 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 Alaska Airlines · AS 597 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$548

10:46am - 4:58pm
Wed Feb 26th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Mon Mar 3rd 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Wed Feb 26th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 5 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 Alaska Airlines · AS 597 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$551

10:46am - 4:58pm
Mon Feb 24th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Tue Mar 4th 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Mon Feb 24th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 8 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 Alaska Airlines · AS 597 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$551

10:46am - 4:58pm
Sun Feb 23rd 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Tue Mar 4th 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Sun Feb 23rd 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 9 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 Alaska Airlines · AS 597 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$551

10:46am - 4:58pm
Mon Feb 24th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Mon Mar 3rd 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Mon Feb 24th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 7 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 Alaska Airlines · AS 597 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$551

10:46am - 4:58pm
Tue Feb 25th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Mon Mar 3rd 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 6 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 Alaska Airlines · AS 597 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$551

10:46am - 4:58pm
Sun Feb 23rd 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Mon Mar 3rd 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Sun Feb 23rd 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 8 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 Alaska Airlines · AS 597 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$557

10:46am - 4:58pm
Tue Feb 25th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Mon Mar 3rd 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 6 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$557

10:46am - 4:58pm
Tue Feb 25th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Tue Mar 4th 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 7 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$557

10:46am - 4:58pm
Mon Feb 24th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Tue Mar 4th 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Mon Feb 24th 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 8 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$557

10:46am - 4:58pm
Mon Feb 24th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Mon Mar 3rd 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Mon Feb 24th 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 7 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$557

10:46am - 4:58pm
Sun Feb 23rd 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Tue Mar 4th 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Sun Feb 23rd 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 9 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$579

6:15am - 12:38pm
Thu Feb 27th 2025

4h 23m
San Francisco (SFO) → Chicago (ORD)

Direct

2:25pm - 5:27pm
Mon Mar 3rd 2025

5h 2m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2207 Depart at 6:15am from San Francisco (SFO) Fly for 4h 23m Arrive at 12:38pm in Chicago (ORD)

Stay in Chicago for 4 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 United Airlines · UA 1577 Depart at 2:25pm from Chicago (ORD) Fly for 5h 2m Arrive at 5:27pm in San Francisco (SFO)

Book Flight
US$579

6:15am - 12:38pm
Thu Feb 27th 2025

4h 23m
San Francisco (SFO) → Chicago (ORD)

Direct

10:35am - 1:38pm
Mon Mar 3rd 2025

5h 3m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2207 Depart at 6:15am from San Francisco (SFO) Fly for 4h 23m Arrive at 12:38pm in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 343 Depart at 10:35am from Chicago (ORD) Fly for 5h 3m Arrive at 1:38pm in San Francisco (SFO)

Book Flight
US$579

6:15am - 12:38pm
Thu Feb 27th 2025

4h 23m
San Francisco (SFO) → Chicago (ORD)

Direct

6:09pm - 9:13pm
Mon Mar 3rd 2025

5h 4m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 2207 Depart at 6:15am from San Francisco (SFO) Fly for 4h 23m Arrive at 12:38pm in Chicago (ORD)

Stay in Chicago for 4 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 United Airlines · UA 1761 Depart at 6:09pm from Chicago (ORD) Fly for 5h 4m Arrive at 9:13pm in San Francisco (SFO)

Book Flight
US$605

10:35pm - 4:53am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Tue Mar 4th 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

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

Tue Mar 4th 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$605

6:41pm - 12:59am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Tue Mar 4th 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Tue Mar 4th 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$605

6:41pm - 12:59am
Fri Feb 28th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:45am - 11:40am
Tue Mar 4th 2025

4h 55m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 United Airlines · UA 2117 Depart at 6:41pm from San Francisco (SFO) Fly for 4h 18m Arrive at 12:59am in Chicago (ORD)

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

Tue Mar 4th 2025 United Airlines · UA 1387 Depart at 8:45am from Chicago (ORD) Fly for 4h 55m Arrive at 11:40am in San Francisco (SFO)

Book Flight
US$628

1:46pm - 8:03pm
Thu Feb 27th 2025

4h 17m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Mon Mar 3rd 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Thu Feb 27th 2025 United Airlines · UA 1332 Depart at 1:46pm from San Francisco (SFO) Fly for 4h 17m Arrive at 8:03pm in Chicago (ORD)

Stay in Chicago for 4 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$644

10:46am - 4:58pm
Mon Feb 24th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Mon Mar 3rd 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Mon Feb 24th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 7 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$644

10:46am - 4:58pm
Tue Feb 25th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

7:00pm - 10:10pm
Tue Mar 4th 2025

5h 10m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 7 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 Hawaiian Airlines · HA 6199 Depart at 7:00pm from Chicago (ORD) Fly for 5h 10m Arrive at 10:10pm in San Francisco (SFO)

Book Flight
US$650

1:46pm - 8:03pm
Tue Feb 25th 2025

4h 17m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Tue Mar 4th 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 United Airlines · UA 1332 Depart at 1:46pm from San Francisco (SFO) Fly for 4h 17m Arrive at 8:03pm in Chicago (ORD)

Stay in Chicago for 7 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$650

1:46pm - 8:03pm
Tue Feb 25th 2025

4h 17m
San Francisco (SFO) → Chicago (ORD)

Direct

8:45am - 11:40am
Tue Mar 4th 2025

4h 55m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 United Airlines · UA 1332 Depart at 1:46pm from San Francisco (SFO) Fly for 4h 17m Arrive at 8:03pm in Chicago (ORD)

Stay in Chicago for 6 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 1387 Depart at 8:45am from Chicago (ORD) Fly for 4h 55m Arrive at 11:40am in San Francisco (SFO)

Book Flight
US$650

10:35pm - 4:53am
Tue Feb 25th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Tue Mar 4th 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

Stay in Chicago for 6 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$650

10:35pm - 4:53am
Tue Feb 25th 2025

4h 18m
San Francisco (SFO) → Chicago (ORD)

Direct

8:45am - 11:40am
Tue Mar 4th 2025

4h 55m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 United Airlines · UA 2482 Depart at 10:35pm from San Francisco (SFO) Fly for 4h 18m Arrive at 4:53am in Chicago (ORD)

Stay in Chicago for 6 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 1387 Depart at 8:45am from Chicago (ORD) Fly for 4h 55m Arrive at 11:40am in San Francisco (SFO)

Book Flight
US$650

6:15am - 12:38pm
Tue Feb 25th 2025

4h 23m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Tue Mar 4th 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 United Airlines · UA 2207 Depart at 6:15am from San Francisco (SFO) Fly for 4h 23m Arrive at 12:38pm in Chicago (ORD)

Stay in Chicago for 7 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$650

1:46pm - 8:03pm
Tue Feb 25th 2025

4h 17m
San Francisco (SFO) → Chicago (ORD)

Direct

12:45pm - 3:45pm
Tue Mar 4th 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 United Airlines · UA 1332 Depart at 1:46pm from San Francisco (SFO) Fly for 4h 17m Arrive at 8:03pm in Chicago (ORD)

Stay in Chicago for 6 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 1878 Depart at 12:45pm from Chicago (ORD) Fly for 5h 0m Arrive at 3:45pm in San Francisco (SFO)

Book Flight
US$650

1:46pm - 8:03pm
Tue Feb 25th 2025

4h 17m
San Francisco (SFO) → Chicago (ORD)

Direct

6:30am - 9:30am
Tue Mar 4th 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 United Airlines · UA 1332 Depart at 1:46pm from San Francisco (SFO) Fly for 4h 17m Arrive at 8:03pm in Chicago (ORD)

Stay in Chicago for 6 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 2027 Depart at 6:30am from Chicago (ORD) Fly for 5h 0m Arrive at 9:30am in San Francisco (SFO)

Book Flight
US$650

1:46pm - 8:03pm
Tue Feb 25th 2025

4h 17m
San Francisco (SFO) → Chicago (ORD)

Direct

4:00pm - 7:00pm
Tue Mar 4th 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 United Airlines · UA 1332 Depart at 1:46pm from San Francisco (SFO) Fly for 4h 17m Arrive at 8:03pm in Chicago (ORD)

Stay in Chicago for 6 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 2409 Depart at 4:00pm from Chicago (ORD) Fly for 5h 0m Arrive at 7:00pm in San Francisco (SFO)

Book Flight
US$650

6:15am - 12:38pm
Tue Feb 25th 2025

4h 23m
San Francisco (SFO) → Chicago (ORD)

Direct

12:45pm - 3:45pm
Tue Mar 4th 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 United Airlines · UA 2207 Depart at 6:15am from San Francisco (SFO) Fly for 4h 23m Arrive at 12:38pm in Chicago (ORD)

Stay in Chicago for 7 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 1878 Depart at 12:45pm from Chicago (ORD) Fly for 5h 0m Arrive at 3:45pm in San Francisco (SFO)

Book Flight
US$650

6:15am - 12:38pm
Tue Feb 25th 2025

4h 23m
San Francisco (SFO) → Chicago (ORD)

Direct

4:00pm - 7:00pm
Tue Mar 4th 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 United Airlines · UA 2207 Depart at 6:15am from San Francisco (SFO) Fly for 4h 23m Arrive at 12:38pm in Chicago (ORD)

Stay in Chicago for 7 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 2409 Depart at 4:00pm from Chicago (ORD) Fly for 5h 0m Arrive at 7:00pm in San Francisco (SFO)

Book Flight
US$650

8:29am - 2:55pm
Tue Feb 25th 2025

4h 26m
San Francisco (SFO) → Chicago (ORD)

Direct

12:45pm - 3:45pm
Tue Mar 4th 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 United Airlines · UA 793 Depart at 8:29am from San Francisco (SFO) Fly for 4h 26m Arrive at 2:55pm in Chicago (ORD)

Stay in Chicago for 6 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 1878 Depart at 12:45pm from Chicago (ORD) Fly for 5h 0m Arrive at 3:45pm in San Francisco (SFO)

Book Flight
US$650

8:29am - 2:55pm
Tue Feb 25th 2025

4h 26m
San Francisco (SFO) → Chicago (ORD)

Direct

4:00pm - 7:00pm
Tue Mar 4th 2025

5h 0m
Chicago (ORD) → San Francisco (SFO)

Direct

Tue Feb 25th 2025 United Airlines · UA 793 Depart at 8:29am from San Francisco (SFO) Fly for 4h 26m Arrive at 2:55pm in Chicago (ORD)

Stay in Chicago for 7 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 2409 Depart at 4:00pm from Chicago (ORD) Fly for 5h 0m Arrive at 7:00pm in San Francisco (SFO)

Book Flight
US$769

10:46am - 4:58pm
Fri Feb 28th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Mon Mar 3rd 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$769

10:46am - 4:58pm
Fri Feb 28th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

8:45am - 11:40am
Mon Mar 3rd 2025

4h 55m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

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

Mon Mar 3rd 2025 United Airlines · UA 1387 Depart at 8:45am from Chicago (ORD) Fly for 4h 55m Arrive at 11:40am in San Francisco (SFO)

Book Flight
US$773

10:46am - 4:58pm
Fri Feb 28th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Tue Mar 4th 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 4 nights — find accommodations with Kayak and Booking

Tue Mar 4th 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$773

10:46am - 4:58pm
Fri Feb 28th 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

8:45am - 11:40am
Tue Mar 4th 2025

4h 55m
Chicago (ORD) → San Francisco (SFO)

Direct

Fri Feb 28th 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

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

Tue Mar 4th 2025 United Airlines · UA 1387 Depart at 8:45am from Chicago (ORD) Fly for 4h 55m Arrive at 11:40am in San Francisco (SFO)

Book Flight
US$795

10:46am - 4:58pm
Sun Feb 23rd 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Mon Mar 3rd 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Sun Feb 23rd 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 8 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

Book Flight
US$795

10:46am - 4:58pm
Sun Feb 23rd 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

8:45am - 11:40am
Mon Mar 3rd 2025

4h 55m
Chicago (ORD) → San Francisco (SFO)

Direct

Sun Feb 23rd 2025 Hawaiian Airlines · HA 7000 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 7 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 United Airlines · UA 1387 Depart at 8:45am from Chicago (ORD) Fly for 4h 55m Arrive at 11:40am in San Francisco (SFO)

Book Flight
US$800

10:46am - 4:58pm
Sun Feb 23rd 2025

4h 12m
San Francisco (SFO) → Chicago (ORD)

Direct

8:05pm - 10:59pm
Mon Mar 3rd 2025

4h 54m
Chicago (ORD) → San Francisco (SFO)

Direct

Sun Feb 23rd 2025 Alaska Airlines · AS 598 Depart at 10:46am from San Francisco (SFO) Fly for 4h 12m Arrive at 4:58pm in Chicago (ORD)

Stay in Chicago for 8 nights — find accommodations with Kayak and Booking

Mon Mar 3rd 2025 United Airlines · UA 2364 Depart at 8:05pm from Chicago (ORD) Fly for 4h 54m Arrive at 10:59pm in San Francisco (SFO)

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 San Francisco to Chicago (SFO to ORD)

Sarah Belizaire

John Ford

Roaming Sonaa

ANDY TRAVELS

Travel With Bender

Wesley Mergard

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