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One Way Flights from Chicago to Calgary (CHI to YYC)

Discover alternate routes & cheap one way flights from Chicago to Calgary (CHI to YYC) within a departure date range.

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USD 84
5:55pm - 8:40pm
Thu Jun 27th
3h 45m
Chicago (ORD) → Calgary (YYC)
Direct
Thu Jun 27th 2024 WestJet · WS 1589 Depart at 5:55pm from Chicago (ORD) Fly for 3h 45m Arrive at 8:40pm in Calgary (YYC)
Book Flight
USD 160
6:54am - 4:47pm
Thu Jun 27th
10h 53m
Chicago (ORD) → Calgary (YYC)
2 Stops
Thu Jun 27th 2024 Spirit Airlines · NK 2918 Depart at 6:54am from Chicago (ORD) Fly for 2h 32m Arrive at 9:26am in Dallas (DFW)
Layover in Dallas for 0h 50m
Thu Jun 27th 2024 Spirit Airlines · NK 2902 Depart at 10:16am from Dallas (DFW) Fly for 2h 29m Arrive at 10:45am in Phoenix (PHX)
Layover in Phoenix for 2h 0m
Thu Jun 27th 2024 WestJet · WS 1403 Depart at 12:45pm from Phoenix (PHX) Fly for 3h 2m Arrive at 4:47pm in Calgary (YYC)
Book Flight
USD 160
6:54am - 9:59pm
Thu Jun 27th
16h 5m
Chicago (ORD) → Calgary (YYC)
2 Stops
Thu Jun 27th 2024 Spirit Airlines · NK 2918 Depart at 6:54am from Chicago (ORD) Fly for 2h 32m Arrive at 9:26am in Dallas (DFW)
Layover in Dallas for 0h 50m
Thu Jun 27th 2024 Spirit Airlines · NK 2902 Depart at 10:16am from Dallas (DFW) Fly for 2h 29m Arrive at 10:45am in Phoenix (PHX)
Layover in Phoenix for 7h 15m
Thu Jun 27th 2024 WestJet · WS 1517 Depart at 6:00pm from Phoenix (PHX) Fly for 2h 59m Arrive at 9:59pm in Calgary (YYC)
Book Flight
USD 180
7:00am - 9:59pm
Fri Jun 28th
15h 59m
Chicago (ORD) → Calgary (YYC)
2 Stops
Fri Jun 28th 2024 Spirit Airlines · NK 2918 Depart at 7:00am from Chicago (ORD) Fly for 2h 32m Arrive at 9:32am in Dallas (DFW)
Layover in Dallas for 5h 37m
Fri Jun 28th 2024 Spirit Airlines · NK 2902 Depart at 3:09pm from Dallas (DFW) Fly for 2h 30m Arrive at 3:39pm in Phoenix (PHX)
Layover in Phoenix for 2h 21m
Fri Jun 28th 2024 WestJet · WS 1517 Depart at 6:00pm from Phoenix (PHX) Fly for 2h 59m Arrive at 9:59pm in Calgary (YYC)
Book Flight
USD 212
11:26am - 9:59pm
Fri Jun 28th
11h 33m
Chicago (MDW) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 Frontier Airlines · F9 1735 Depart at 11:26am from Chicago (MDW) Fly for 3h 47m Arrive at 1:13pm in Phoenix (PHX)
Layover in Phoenix for 4h 47m
Fri Jun 28th 2024 WestJet · WS 1517 Depart at 6:00pm from Phoenix (PHX) Fly for 2h 59m Arrive at 9:59pm in Calgary (YYC)
Book Flight
USD 225
5:01am - 4:47pm
Thu Jun 27th
12h 46m
Chicago (MDW) → Calgary (YYC)
2 Stops
Thu Jun 27th 2024 Frontier Airlines · F9 2209 Depart at 5:01am from Chicago (MDW) Fly for 2h 46m Arrive at 6:47am in Denver (DEN)
Layover in Denver for 2h 4m
Thu Jun 27th 2024 Frontier Airlines · F9 1819 Depart at 8:51am from Denver (DEN) Fly for 1h 58m Arrive at 9:49am in Phoenix (PHX)
Layover in Phoenix for 2h 56m
Thu Jun 27th 2024 WestJet · WS 1403 Depart at 12:45pm from Phoenix (PHX) Fly for 3h 2m Arrive at 4:47pm in Calgary (YYC)
Book Flight
USD 225
5:01am - 9:59pm
Thu Jun 27th
17h 58m
Chicago (MDW) → Calgary (YYC)
2 Stops
Thu Jun 27th 2024 Frontier Airlines · F9 2209 Depart at 5:01am from Chicago (MDW) Fly for 2h 46m Arrive at 6:47am in Denver (DEN)
Layover in Denver for 2h 4m
Thu Jun 27th 2024 Frontier Airlines · F9 1819 Depart at 8:51am from Denver (DEN) Fly for 1h 58m Arrive at 9:49am in Phoenix (PHX)
Layover in Phoenix for 8h 11m
Thu Jun 27th 2024 WestJet · WS 1517 Depart at 6:00pm from Phoenix (PHX) Fly for 2h 59m Arrive at 9:59pm in Calgary (YYC)
Book Flight
USD 234
8:26pm - 11:11am
Fri Jun 28th
15h 45m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 Spirit Airlines · NK 822 Depart at 8:26pm from Chicago (ORD) Fly for 4h 27m Arrive at 10:53pm in Portland (PDX)
Layover in Portland for 9h 22m
Sat Jun 29th 2024 WestJet · WS 3629 Depart at 8:15am from Portland (PDX) Fly for 1h 56m Arrive at 11:11am in Calgary (YYC)
Book Flight
USD 246
7:56pm - 10:42pm
Thu Jun 27th
3h 46m
Chicago (ORD) → Calgary (YYC)
Direct
Thu Jun 27th 2024 United Airlines · UA 1899 Depart at 7:56pm from Chicago (ORD) Fly for 3h 46m Arrive at 10:42pm in Calgary (YYC)
Book Flight
USD 247
6:00am - 4:47pm
Thu Jun 27th
11h 47m
Chicago (ORD) → Calgary (YYC)
2 Stops
Thu Jun 27th 2024 Frontier Airlines · F9 1483 Depart at 6:00am from Chicago (ORD) Fly for 2h 45m Arrive at 7:45am in Denver (DEN)
Layover in Denver for 1h 6m
Thu Jun 27th 2024 Frontier Airlines · F9 1819 Depart at 8:51am from Denver (DEN) Fly for 1h 58m Arrive at 9:49am in Phoenix (PHX)
Layover in Phoenix for 2h 56m
Thu Jun 27th 2024 WestJet · WS 1403 Depart at 12:45pm from Phoenix (PHX) Fly for 3h 2m Arrive at 4:47pm in Calgary (YYC)
Book Flight
USD 251
6:00am - 4:47pm
Thu Jun 27th
11h 47m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 Frontier Airlines · F9 1483 Depart at 6:00am from Chicago (ORD) Fly for 2h 45m Arrive at 7:45am in Denver (DEN)
Layover in Denver for 6h 35m
Thu Jun 27th 2024 WestJet · WS 1571 Depart at 2:20pm from Denver (DEN) Fly for 2h 27m Arrive at 4:47pm in Calgary (YYC)
Book Flight
USD 251
5:01am - 4:47pm
Thu Jun 27th
12h 46m
Chicago (MDW) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 Frontier Airlines · F9 2209 Depart at 5:01am from Chicago (MDW) Fly for 2h 46m Arrive at 6:47am in Denver (DEN)
Layover in Denver for 7h 33m
Thu Jun 27th 2024 WestJet · WS 1571 Depart at 2:20pm from Denver (DEN) Fly for 2h 27m Arrive at 4:47pm in Calgary (YYC)
Book Flight
USD 278
9:22pm - 9:45am
Fri Jun 28th
13h 23m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 Alaska Airlines · AS 901 Depart at 9:22pm from Chicago (ORD) Fly for 4h 37m Arrive at 11:59pm in Seattle (SEA)
Layover in Seattle for 7h 1m
Sat Jun 29th 2024 WestJet · WS 1551 Depart at 7:00am from Seattle (SEA) Fly for 1h 45m Arrive at 9:45am in Calgary (YYC)
Book Flight
USD 295
9:22pm - 9:45am
Thu Jun 27th
13h 23m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 Alaska Airlines · AS 901 Depart at 9:22pm from Chicago (ORD) Fly for 4h 37m Arrive at 11:59pm in Seattle (SEA)
Layover in Seattle for 7h 1m
Fri Jun 28th 2024 WestJet · WS 1551 Depart at 7:00am from Seattle (SEA) Fly for 1h 45m Arrive at 9:45am in Calgary (YYC)
Book Flight
USD 300
5:55pm - 8:40pm
Fri Jun 28th
3h 45m
Chicago (ORD) → Calgary (YYC)
Direct
Fri Jun 28th 2024 WestJet · WS 1589 Depart at 5:55pm from Chicago (ORD) Fly for 3h 45m Arrive at 8:40pm in Calgary (YYC)
Book Flight
USD 302
10:17pm - 8:29am
Fri Jun 28th
35h 12m
Chicago (ORD) → Calgary (YYC)
2 Stops
Fri Jun 28th 2024 Spirit Airlines · NK 489 Depart at 10:17pm from Chicago (ORD) Fly for 4h 27m Arrive at 12:44am in Los Angeles (LAX)
Layover in Los Angeles for 20h 16m
Sat Jun 29th 2024 WestJet · WS 1699 Depart at 9:00pm from Los Angeles (LAX) Fly for 2h 49m Arrive at 11:49pm in Vancouver (YVR)
Layover in Vancouver for 6h 11m
Sun Jun 30th 2024 WestJet · WS 100 Depart at 6:00am from Vancouver (YVR) Fly for 1h 29m Arrive at 8:29am in Calgary (YYC)
Book Flight
USD 306
9:22pm - 10:49am
Fri Jun 28th
14h 27m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 Alaska Airlines · AS 901 Depart at 9:22pm from Chicago (ORD) Fly for 4h 37m Arrive at 11:59pm in Seattle (SEA)
Layover in Seattle for 8h 10m
Sat Jun 29th 2024 Alaska Airlines · AS 2036 Depart at 8:09am from Seattle (SEA) Fly for 1h 40m Arrive at 10:49am in Calgary (YYC)
Book Flight
USD 306
7:22pm - 10:49am
Fri Jun 28th
16h 27m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 Alaska Airlines · AS 421 Depart at 7:22pm from Chicago (ORD) Fly for 4h 38m Arrive at 10:00pm in Seattle (SEA)
Layover in Seattle for 10h 9m
Sat Jun 29th 2024 Alaska Airlines · AS 2036 Depart at 8:09am from Seattle (SEA) Fly for 1h 40m Arrive at 10:49am in Calgary (YYC)
Book Flight
USD 308
8:47am - 11:37am
Thu Jun 27th
3h 50m
Chicago (ORD) → Calgary (YYC)
Direct
Thu Jun 27th 2024 United Airlines · UA 764 Depart at 8:47am from Chicago (ORD) Fly for 3h 50m Arrive at 11:37am in Calgary (YYC)
Book Flight
USD 311
10:17pm - 11:09am
Thu Jun 27th
13h 52m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 Spirit Airlines · NK 489 Depart at 10:17pm from Chicago (ORD) Fly for 4h 27m Arrive at 12:44am in Los Angeles (LAX)
Layover in Los Angeles for 6h 16m
Fri Jun 28th 2024 WestJet · WS 1513 Depart at 7:00am from Los Angeles (LAX) Fly for 3h 9m Arrive at 11:09am in Calgary (YYC)
Book Flight
USD 314
1:13pm - 8:58pm
Fri Jun 28th
8h 45m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 Alaska Airlines · AS 335 Depart at 1:13pm from Chicago (ORD) Fly for 4h 34m Arrive at 3:47pm in Seattle (SEA)
Layover in Seattle for 2h 28m
Fri Jun 28th 2024 WestJet · WS 1555 Depart at 6:15pm from Seattle (SEA) Fly for 1h 43m Arrive at 8:58pm in Calgary (YYC)
Book Flight
USD 315
5:16am - 6:13pm
Fri Jun 28th
13h 57m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 United Airlines · UA 2666 Depart at 5:16am from Chicago (ORD) Fly for 2h 37m Arrive at 6:53am in Denver (DEN)
Layover in Denver for 8h 51m
Fri Jun 28th 2024 United Airlines · UA 2204 Depart at 3:44pm from Denver (DEN) Fly for 2h 29m Arrive at 6:13pm in Calgary (YYC)
Book Flight
USD 319
9:53pm - 9:45am
Fri Jun 28th
36h 52m
Chicago (ORD) → Calgary (YYC)
2 Stops
Fri Jun 28th 2024 Frontier Airlines · F9 3173 Depart at 9:53pm from Chicago (ORD) Fly for 2h 57m Arrive at 11:50pm in Denver (DEN)
Layover in Denver for 8h 33m
Sat Jun 29th 2024 Frontier Airlines · F9 1175 Depart at 8:23am from Denver (DEN) Fly for 3h 3m Arrive at 10:26am in Seattle (SEA)
Layover in Seattle for 20h 34m
Sun Jun 30th 2024 WestJet · WS 1551 Depart at 7:00am from Seattle (SEA) Fly for 1h 45m Arrive at 9:45am in Calgary (YYC)
Book Flight
USD 322
10:17pm - 10:49am
Fri Jun 28th
37h 32m
Chicago (ORD) → Calgary (YYC)
2 Stops
Fri Jun 28th 2024 Spirit Airlines · NK 489 Depart at 10:17pm from Chicago (ORD) Fly for 4h 27m Arrive at 12:44am in Los Angeles (LAX)
Layover in Los Angeles for 20h 36m
Sat Jun 29th 2024 Alaska Airlines · AS 1055 Depart at 9:20pm from Los Angeles (LAX) Fly for 2h 39m Arrive at 11:59pm in Seattle (SEA)
Layover in Seattle for 8h 10m
Sun Jun 30th 2024 Alaska Airlines · AS 2036 Depart at 8:09am from Seattle (SEA) Fly for 1h 40m Arrive at 10:49am in Calgary (YYC)
Book Flight
USD 327
5:16am - 1:49pm
Fri Jun 28th
9h 33m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 United Airlines · UA 2666 Depart at 5:16am from Chicago (ORD) Fly for 2h 37m Arrive at 6:53am in Denver (DEN)
Layover in Denver for 4h 28m
Fri Jun 28th 2024 United Airlines · UA 2459 Depart at 11:21am from Denver (DEN) Fly for 2h 28m Arrive at 1:49pm in Calgary (YYC)
Book Flight
USD 327
5:16am - 1:49pm
Thu Jun 27th
9h 33m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 United Airlines · UA 2666 Depart at 5:16am from Chicago (ORD) Fly for 2h 37m Arrive at 6:53am in Denver (DEN)
Layover in Denver for 4h 28m
Thu Jun 27th 2024 United Airlines · UA 2459 Depart at 11:21am from Denver (DEN) Fly for 2h 28m Arrive at 1:49pm in Calgary (YYC)
Book Flight
USD 338
7:56pm - 10:42pm
Fri Jun 28th
3h 46m
Chicago (ORD) → Calgary (YYC)
Direct
Fri Jun 28th 2024 United Airlines · UA 1899 Depart at 7:56pm from Chicago (ORD) Fly for 3h 46m Arrive at 10:42pm in Calgary (YYC)
Book Flight
USD 341
5:16am - 6:13pm
Thu Jun 27th
13h 57m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 United Airlines · UA 2666 Depart at 5:16am from Chicago (ORD) Fly for 2h 37m Arrive at 6:53am in Denver (DEN)
Layover in Denver for 8h 51m
Thu Jun 27th 2024 United Airlines · UA 2204 Depart at 3:44pm from Denver (DEN) Fly for 2h 29m Arrive at 6:13pm in Calgary (YYC)
Book Flight
USD 350
6:05am - 1:35pm
Thu Jun 27th
8h 30m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 WestJet · WS 7931 Depart at 6:05am from Chicago (ORD) Fly for 1h 25m Arrive at 7:30am in Minneapolis (MSP)
Layover in Minneapolis for 4h 11m
Thu Jun 27th 2024 WestJet · WS 6320 Depart at 11:41am from Minneapolis (MSP) Fly for 2h 54m Arrive at 1:35pm in Calgary (YYC)
Book Flight
USD 350
6:05am - 8:26pm
Thu Jun 27th
15h 21m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 WestJet · WS 7931 Depart at 6:05am from Chicago (ORD) Fly for 1h 25m Arrive at 7:30am in Minneapolis (MSP)
Layover in Minneapolis for 10h 59m
Thu Jun 27th 2024 WestJet · WS 6317 Depart at 6:29pm from Minneapolis (MSP) Fly for 2h 57m Arrive at 8:26pm in Calgary (YYC)
Book Flight
USD 351
6:00am - 11:52pm
Thu Jun 27th
18h 52m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 Alaska Airlines · AS 333 Depart at 6:00am from Chicago (ORD) Fly for 4h 31m Arrive at 8:31am in Seattle (SEA)
Layover in Seattle for 12h 47m
Thu Jun 27th 2024 Alaska Airlines · AS 2097 Depart at 9:18pm from Seattle (SEA) Fly for 1h 34m Arrive at 11:52pm in Calgary (YYC)
Book Flight
USD 361
6:05am - 10:02pm
Fri Jun 28th
16h 57m
Chicago (ORD) → Calgary (YYC)
2 Stops
Fri Jun 28th 2024 WestJet · WS 7931 Depart at 6:05am from Chicago (ORD) Fly for 1h 25m Arrive at 7:30am in Minneapolis (MSP)
Layover in Minneapolis for 7h 30m
Fri Jun 28th 2024 WestJet · WS 6338 Depart at 3:00pm from Minneapolis (MSP) Fly for 1h 37m Arrive at 4:37pm in Winnipeg (YWG)
Layover in Winnipeg for 4h 13m
Fri Jun 28th 2024 WestJet · WS 205 Depart at 8:50pm from Winnipeg (YWG) Fly for 2h 12m Arrive at 10:02pm in Calgary (YYC)
Book Flight
USD 361
8:00am - 3:04pm
Thu Jun 27th
8h 4m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 Alaska Airlines · AS 325 Depart at 8:00am from Chicago (ORD) Fly for 4h 20m Arrive at 10:20am in Portland (PDX)
Layover in Portland for 1h 55m
Thu Jun 27th 2024 WestJet · WS 1500 Depart at 12:15pm from Portland (PDX) Fly for 1h 49m Arrive at 3:04pm in Calgary (YYC)
Book Flight
USD 369
1:00pm - 9:43pm
Thu Jun 27th
9h 43m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 United Airlines · UA 1882 Depart at 1:00pm from Chicago (ORD) Fly for 2h 47m Arrive at 2:47pm in Denver (DEN)
Layover in Denver for 4h 28m
Thu Jun 27th 2024 United Airlines · UA 720 Depart at 7:15pm from Denver (DEN) Fly for 2h 28m Arrive at 9:43pm in Calgary (YYC)
Book Flight
USD 369
8:45am - 6:13pm
Fri Jun 28th
10h 28m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 United Airlines · UA 2462 Depart at 8:45am from Chicago (ORD) Fly for 2h 45m Arrive at 10:30am in Denver (DEN)
Layover in Denver for 5h 14m
Fri Jun 28th 2024 United Airlines · UA 2204 Depart at 3:44pm from Denver (DEN) Fly for 2h 29m Arrive at 6:13pm in Calgary (YYC)
Book Flight
USD 369
7:10am - 6:13pm
Fri Jun 28th
12h 3m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 United Airlines · UA 711 Depart at 7:10am from Chicago (ORD) Fly for 2h 44m Arrive at 8:54am in Denver (DEN)
Layover in Denver for 6h 50m
Fri Jun 28th 2024 United Airlines · UA 2204 Depart at 3:44pm from Denver (DEN) Fly for 2h 29m Arrive at 6:13pm in Calgary (YYC)
Book Flight
USD 369
7:10am - 9:43pm
Fri Jun 28th
15h 33m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 United Airlines · UA 711 Depart at 7:10am from Chicago (ORD) Fly for 2h 44m Arrive at 8:54am in Denver (DEN)
Layover in Denver for 10h 21m
Fri Jun 28th 2024 United Airlines · UA 720 Depart at 7:15pm from Denver (DEN) Fly for 2h 28m Arrive at 9:43pm in Calgary (YYC)
Book Flight
USD 377
7:22pm - 9:45am
Fri Jun 28th
15h 23m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 Alaska Airlines · AS 421 Depart at 7:22pm from Chicago (ORD) Fly for 4h 38m Arrive at 10:00pm in Seattle (SEA)
Layover in Seattle for 9h 0m
Sat Jun 29th 2024 WestJet · WS 1551 Depart at 7:00am from Seattle (SEA) Fly for 1h 45m Arrive at 9:45am in Calgary (YYC)
Book Flight
USD 377
6:00am - 8:58pm
Fri Jun 28th
15h 58m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 Alaska Airlines · AS 333 Depart at 6:00am from Chicago (ORD) Fly for 4h 31m Arrive at 8:31am in Seattle (SEA)
Layover in Seattle for 9h 44m
Fri Jun 28th 2024 WestJet · WS 1555 Depart at 6:15pm from Seattle (SEA) Fly for 1h 43m Arrive at 8:58pm in Calgary (YYC)
Book Flight
USD 384
9:22pm - 10:49am
Thu Jun 27th
14h 27m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 Alaska Airlines · AS 901 Depart at 9:22pm from Chicago (ORD) Fly for 4h 37m Arrive at 11:59pm in Seattle (SEA)
Layover in Seattle for 8h 10m
Fri Jun 28th 2024 Alaska Airlines · AS 2036 Depart at 8:09am from Seattle (SEA) Fly for 1h 40m Arrive at 10:49am in Calgary (YYC)
Book Flight
USD 386
10:17pm - 11:09am
Fri Jun 28th
13h 52m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 Spirit Airlines · NK 489 Depart at 10:17pm from Chicago (ORD) Fly for 4h 27m Arrive at 12:44am in Los Angeles (LAX)
Layover in Los Angeles for 6h 16m
Sat Jun 29th 2024 WestJet · WS 1513 Depart at 7:00am from Los Angeles (LAX) Fly for 3h 9m Arrive at 11:09am in Calgary (YYC)
Book Flight
USD 388
9:29am - 12:42am
Fri Jun 28th
16h 13m
Chicago (MDW) → Calgary (YYC)
2 Stops
Fri Jun 28th 2024 WestJet · WS 8633 Depart at 9:29am from Chicago (MDW) Fly for 1h 37m Arrive at 11:06am in Minneapolis (MSP)
Layover in Minneapolis for 4h 12m
Fri Jun 28th 2024 WestJet · WS 6321 Depart at 3:18pm from Minneapolis (MSP) Fly for 2h 15m Arrive at 6:33pm in Toronto (YYZ)
Layover in Toronto for 3h 47m
Fri Jun 28th 2024 WestJet · WS 679 Depart at 10:20pm from Toronto (YYZ) Fly for 4h 22m Arrive at 12:42am in Calgary (YYC)
Book Flight
USD 401
8:45am - 6:13pm
Thu Jun 27th
10h 28m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 United Airlines · UA 2462 Depart at 8:45am from Chicago (ORD) Fly for 2h 45m Arrive at 10:30am in Denver (DEN)
Layover in Denver for 5h 14m
Thu Jun 27th 2024 United Airlines · UA 2204 Depart at 3:44pm from Denver (DEN) Fly for 2h 29m Arrive at 6:13pm in Calgary (YYC)
Book Flight
USD 401
7:10am - 6:13pm
Thu Jun 27th
12h 3m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 United Airlines · UA 711 Depart at 7:10am from Chicago (ORD) Fly for 2h 45m Arrive at 8:55am in Denver (DEN)
Layover in Denver for 6h 49m
Thu Jun 27th 2024 United Airlines · UA 2204 Depart at 3:44pm from Denver (DEN) Fly for 2h 29m Arrive at 6:13pm in Calgary (YYC)
Book Flight
USD 409
6:05am - 3:50pm
Fri Jun 28th
10h 45m
Chicago (ORD) → Calgary (YYC)
2 Stops
Fri Jun 28th 2024 WestJet · WS 7931 Depart at 6:05am from Chicago (ORD) Fly for 1h 25m Arrive at 7:30am in Minneapolis (MSP)
Layover in Minneapolis for 0h 57m
Fri Jun 28th 2024 WestJet · WS 6366 Depart at 8:27am from Minneapolis (MSP) Fly for 2h 11m Arrive at 11:38am in Toronto (YYZ)
Layover in Toronto for 1h 52m
Fri Jun 28th 2024 WestJet · WS 661 Depart at 1:30pm from Toronto (YYZ) Fly for 4h 20m Arrive at 3:50pm in Calgary (YYC)
Book Flight
USD 409
1:00pm - 6:13pm
Thu Jun 27th
6h 13m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 United Airlines · UA 1882 Depart at 1:00pm from Chicago (ORD) Fly for 2h 47m Arrive at 2:47pm in Denver (DEN)
Layover in Denver for 0h 57m
Thu Jun 27th 2024 United Airlines · UA 2204 Depart at 3:44pm from Denver (DEN) Fly for 2h 29m Arrive at 6:13pm in Calgary (YYC)
Book Flight
USD 411
2:25pm - 11:52pm
Thu Jun 27th
10h 27m
Chicago (ORD) → Calgary (YYC)
2 Stops
Thu Jun 27th 2024 Alaska Airlines · AS 413 Depart at 2:25pm from Chicago (ORD) Fly for 4h 20m Arrive at 4:45pm in Portland (PDX)
Layover in Portland for 1h 0m
Thu Jun 27th 2024 Alaska Airlines · AS 930 Depart at 5:45pm from Portland (PDX) Fly for 1h 5m Arrive at 6:50pm in Seattle (SEA)
Layover in Seattle for 2h 28m
Thu Jun 27th 2024 Alaska Airlines · AS 2097 Depart at 9:18pm from Seattle (SEA) Fly for 1h 34m Arrive at 11:52pm in Calgary (YYC)
Book Flight
USD 411
2:25pm - 11:52pm
Thu Jun 27th
10h 27m
Chicago (ORD) → Calgary (YYC)
2 Stops
Thu Jun 27th 2024 Alaska Airlines · AS 413 Depart at 2:25pm from Chicago (ORD) Fly for 4h 20m Arrive at 4:45pm in Portland (PDX)
Layover in Portland for 2h 5m
Thu Jun 27th 2024 Alaska Airlines · AS 2177 Depart at 6:50pm from Portland (PDX) Fly for 0h 58m Arrive at 7:48pm in Seattle (SEA)
Layover in Seattle for 1h 30m
Thu Jun 27th 2024 Alaska Airlines · AS 2097 Depart at 9:18pm from Seattle (SEA) Fly for 1h 34m Arrive at 11:52pm in Calgary (YYC)
Book Flight
USD 413
9:29am - 10:02pm
Fri Jun 28th
13h 33m
Chicago (MDW) → Calgary (YYC)
2 Stops
Fri Jun 28th 2024 WestJet · WS 8633 Depart at 9:29am from Chicago (MDW) Fly for 1h 37m Arrive at 11:06am in Minneapolis (MSP)
Layover in Minneapolis for 3h 54m
Fri Jun 28th 2024 WestJet · WS 6338 Depart at 3:00pm from Minneapolis (MSP) Fly for 1h 37m Arrive at 4:37pm in Winnipeg (YWG)
Layover in Winnipeg for 4h 13m
Fri Jun 28th 2024 WestJet · WS 205 Depart at 8:50pm from Winnipeg (YWG) Fly for 2h 12m Arrive at 10:02pm in Calgary (YYC)
Book Flight
USD 414
11:08am - 8:10pm
Thu Jun 27th
10h 2m
Chicago (RFD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 Allegiant Air · G4 3401 Depart at 11:08am from Chicago (RFD) Fly for 1h 45m Arrive at 12:53pm in Nashville (BNA)
Layover in Nashville for 4h 2m
Thu Jun 27th 2024 WestJet · WS 1427 Depart at 4:55pm from Nashville (BNA) Fly for 4h 15m Arrive at 8:10pm in Calgary (YYC)
Book Flight
USD 418
11:26am - 7:59pm
Thu Jun 27th
9h 33m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 Frontier Airlines · F9 1596 Depart at 11:26am from Chicago (ORD) Fly for 2h 3m Arrive at 2:29pm in Atlanta (ATL)
Layover in Atlanta for 2h 46m
Thu Jun 27th 2024 WestJet · WS 1591 Depart at 5:15pm from Atlanta (ATL) Fly for 4h 44m Arrive at 7:59pm in Calgary (YYC)
Book Flight
USD 418
1:00pm - 9:43pm
Fri Jun 28th
9h 43m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 United Airlines · UA 1882 Depart at 1:00pm from Chicago (ORD) Fly for 2h 47m Arrive at 2:47pm in Denver (DEN)
Layover in Denver for 4h 28m
Fri Jun 28th 2024 United Airlines · UA 720 Depart at 7:15pm from Denver (DEN) Fly for 2h 28m Arrive at 9:43pm in Calgary (YYC)
Book Flight
USD 426
6:00am - 4:35pm
Thu Jun 27th
11h 35m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 Alaska Airlines · AS 333 Depart at 6:00am from Chicago (ORD) Fly for 4h 31m Arrive at 8:31am in Seattle (SEA)
Layover in Seattle for 5h 19m
Thu Jun 27th 2024 WestJet · WS 1553 Depart at 1:50pm from Seattle (SEA) Fly for 1h 45m Arrive at 4:35pm in Calgary (YYC)
Book Flight
USD 427
12:04pm - 7:59pm
Thu Jun 27th
8h 55m
Chicago (MDW) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 Frontier Airlines · F9 2780 Depart at 12:04pm from Chicago (MDW) Fly for 1h 59m Arrive at 3:03pm in Atlanta (ATL)
Layover in Atlanta for 2h 12m
Thu Jun 27th 2024 WestJet · WS 1591 Depart at 5:15pm from Atlanta (ATL) Fly for 4h 44m Arrive at 7:59pm in Calgary (YYC)
Book Flight
USD 435
7:15am - 1:35pm
Thu Jun 27th
7h 20m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 United Airlines · UA 2232 Depart at 7:15am from Chicago (ORD) Fly for 1h 34m Arrive at 8:49am in Minneapolis (MSP)
Layover in Minneapolis for 2h 52m
Thu Jun 27th 2024 WestJet · WS 6320 Depart at 11:41am from Minneapolis (MSP) Fly for 2h 54m Arrive at 1:35pm in Calgary (YYC)
Book Flight
USD 445
11:26am - 7:59pm
Fri Jun 28th
9h 33m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 Frontier Airlines · F9 1596 Depart at 11:26am from Chicago (ORD) Fly for 2h 3m Arrive at 2:29pm in Atlanta (ATL)
Layover in Atlanta for 2h 46m
Fri Jun 28th 2024 WestJet · WS 1591 Depart at 5:15pm from Atlanta (ATL) Fly for 4h 44m Arrive at 7:59pm in Calgary (YYC)
Book Flight
USD 464
5:50pm - 11:52pm
Fri Jun 28th
7h 2m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 Alaska Airlines · AS 353 Depart at 5:50pm from Chicago (ORD) Fly for 4h 38m Arrive at 8:28pm in Seattle (SEA)
Layover in Seattle for 0h 50m
Fri Jun 28th 2024 Alaska Airlines · AS 2097 Depart at 9:18pm from Seattle (SEA) Fly for 1h 34m Arrive at 11:52pm in Calgary (YYC)
Book Flight
USD 464
5:50pm - 11:52pm
Thu Jun 27th
7h 2m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 Alaska Airlines · AS 353 Depart at 5:50pm from Chicago (ORD) Fly for 4h 38m Arrive at 8:28pm in Seattle (SEA)
Layover in Seattle for 0h 50m
Thu Jun 27th 2024 Alaska Airlines · AS 2097 Depart at 9:18pm from Seattle (SEA) Fly for 1h 34m Arrive at 11:52pm in Calgary (YYC)
Book Flight
USD 471
6:00am - 4:35pm
Fri Jun 28th
11h 35m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 Alaska Airlines · AS 333 Depart at 6:00am from Chicago (ORD) Fly for 4h 31m Arrive at 8:31am in Seattle (SEA)
Layover in Seattle for 5h 19m
Fri Jun 28th 2024 WestJet · WS 1553 Depart at 1:50pm from Seattle (SEA) Fly for 1h 45m Arrive at 4:35pm in Calgary (YYC)
Book Flight
USD 472
8:45am - 1:35pm
Thu Jun 27th
5h 50m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 United Airlines · UA 2348 Depart at 8:45am from Chicago (ORD) Fly for 1h 34m Arrive at 10:19am in Minneapolis (MSP)
Layover in Minneapolis for 1h 22m
Thu Jun 27th 2024 WestJet · WS 6320 Depart at 11:41am from Minneapolis (MSP) Fly for 2h 54m Arrive at 1:35pm in Calgary (YYC)
Book Flight
USD 476
8:48am - 11:37am
Fri Jun 28th
3h 49m
Chicago (ORD) → Calgary (YYC)
Direct
Fri Jun 28th 2024 United Airlines · UA 764 Depart at 8:48am from Chicago (ORD) Fly for 3h 49m Arrive at 11:37am in Calgary (YYC)
Book Flight
USD 563
4:00pm - 8:26pm
Thu Jun 27th
5h 26m
Chicago (ORD) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 United Airlines · UA 1933 Depart at 4:00pm from Chicago (ORD) Fly for 1h 33m Arrive at 5:33pm in Minneapolis (MSP)
Layover in Minneapolis for 0h 56m
Thu Jun 27th 2024 WestJet · WS 6317 Depart at 6:29pm from Minneapolis (MSP) Fly for 2h 57m Arrive at 8:26pm in Calgary (YYC)
Book Flight
USD 585
9:29am - 1:35pm
Thu Jun 27th
5h 6m
Chicago (MDW) → Calgary (YYC)
1 Stop
Thu Jun 27th 2024 WestJet · WS 8633 Depart at 9:29am from Chicago (MDW) Fly for 1h 37m Arrive at 11:06am in Minneapolis (MSP)
Layover in Minneapolis for 0h 35m
Thu Jun 27th 2024 WestJet · WS 6320 Depart at 11:41am from Minneapolis (MSP) Fly for 2h 54m Arrive at 1:35pm in Calgary (YYC)
Book Flight
USD 601
1:00pm - 6:13pm
Fri Jun 28th
6h 13m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 United Airlines · UA 1882 Depart at 1:00pm from Chicago (ORD) Fly for 2h 47m Arrive at 2:47pm in Denver (DEN)
Layover in Denver for 0h 57m
Fri Jun 28th 2024 United Airlines · UA 2204 Depart at 3:44pm from Denver (DEN) Fly for 2h 29m Arrive at 6:13pm in Calgary (YYC)
Book Flight
USD 613
9:20am - 1:35pm
Fri Jun 28th
5h 15m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 WestJet · WS 7929 Depart at 9:20am from Chicago (ORD) Fly for 1h 38m Arrive at 10:58am in Minneapolis (MSP)
Layover in Minneapolis for 0h 43m
Fri Jun 28th 2024 WestJet · WS 6320 Depart at 11:41am from Minneapolis (MSP) Fly for 2h 54m Arrive at 1:35pm in Calgary (YYC)
Book Flight
USD 613
3:55pm - 8:26pm
Fri Jun 28th
5h 31m
Chicago (ORD) → Calgary (YYC)
1 Stop
Fri Jun 28th 2024 WestJet · WS 8434 Depart at 3:55pm from Chicago (ORD) Fly for 1h 38m Arrive at 5:33pm in Minneapolis (MSP)
Layover in Minneapolis for 0h 56m
Fri Jun 28th 2024 WestJet · WS 6317 Depart at 6:29pm from Minneapolis (MSP) Fly for 2h 57m Arrive at 8:26pm in Calgary (YYC)
Book Flight
USD 841
10:41pm - 9:51pm
Fri Jun 28th
48h 10m
Chicago (MDW) → Calgary (YYC)
3 Stops
Fri Jun 28th 2024 Volaris · Y4 7773 Depart at 10:41pm from Chicago (MDW) Fly for 4h 0m Arrive at 1:41am in Morelia (MLM)
Layover in Morelia for 13h 47m
Sat Jun 29th 2024 AeroMéxico · AM 2027 Depart at 3:28pm from Morelia (MLM) Fly for 1h 17m Arrive at 4:45pm in Mexico City (MEX)
Layover in Mexico City for 4h 15m
Sat Jun 29th 2024 AeroMéxico · AM 560 Depart at 9:00pm from Mexico City (MEX) Fly for 2h 37m Arrive at 12:37am in Cancún (CUN)
Layover in Cancún for 16h 18m
Sun Jun 30th 2024 WestJet · WS 2315 Depart at 4:55pm from Cancún (CUN) Fly for 5h 56m Arrive at 9:51pm in Calgary (YYC)
Book Flight
USD 865
10:41pm - 9:34pm
Fri Jun 28th
47h 53m
Chicago (MDW) → Calgary (YYC)
3 Stops
Fri Jun 28th 2024 Volaris · Y4 7773 Depart at 10:41pm from Chicago (MDW) Fly for 4h 0m Arrive at 1:41am in Morelia (MLM)
Layover in Morelia for 7h 14m
Sat Jun 29th 2024 VivaAerobus · VB 4063 Depart at 8:55am from Morelia (MLM) Fly for 1h 30m Arrive at 10:25am in Monterrey (MTY)
Layover in Monterrey for 19h 25m
Sun Jun 30th 2024 VivaAerobus · VB 610 Depart at 5:50am from Monterrey (MTY) Fly for 1h 30m Arrive at 8:20am in Houston (IAH)
Layover in Houston for 9h 55m
Sun Jun 30th 2024 WestJet · WS 1535 Depart at 6:15pm from Houston (IAH) Fly for 4h 19m Arrive at 9:34pm in Calgary (YYC)
Book Flight
USD 873
10:41pm - 11:18am
Fri Jun 28th
37h 37m
Chicago (MDW) → Calgary (YYC)
3 Stops
Fri Jun 28th 2024 Volaris · Y4 7773 Depart at 10:41pm from Chicago (MDW) Fly for 4h 0m Arrive at 1:41am in Morelia (MLM)
Layover in Morelia for 7h 14m
Sat Jun 29th 2024 VivaAerobus · VB 4063 Depart at 8:55am from Morelia (MLM) Fly for 1h 30m Arrive at 10:25am in Monterrey (MTY)
Layover in Monterrey for 9h 25m
Sat Jun 29th 2024 VivaAerobus · VB 616 Depart at 7:50pm from Monterrey (MTY) Fly for 1h 25m Arrive at 10:15pm in Houston (IAH)
Layover in Houston for 9h 45m
Sun Jun 30th 2024 WestJet · WS 1577 Depart at 8:00am from Houston (IAH) Fly for 4h 18m Arrive at 11:18am in Calgary (YYC)
Book Flight
USD 964
10:41pm - 11:24pm
Fri Jun 28th
25h 43m
Chicago (MDW) → Calgary (YYC)
3 Stops
Fri Jun 28th 2024 Volaris · Y4 7773 Depart at 10:41pm from Chicago (MDW) Fly for 4h 0m Arrive at 1:41am in Morelia (MLM)
Layover in Morelia for 7h 14m
Sat Jun 29th 2024 VivaAerobus · VB 4063 Depart at 8:55am from Morelia (MLM) Fly for 1h 30m Arrive at 10:25am in Monterrey (MTY)
Layover in Monterrey for 2h 5m
Sat Jun 29th 2024 VivaAerobus · VB 2175 Depart at 12:30pm from Monterrey (MTY) Fly for 2h 25m Arrive at 3:55pm in Cancún (CUN)
Layover in Cancún for 2h 35m
Sat Jun 29th 2024 WestJet · WS 2317 Depart at 6:30pm from Cancún (CUN) Fly for 5h 54m Arrive at 11:24pm in Calgary (YYC)
Book Flight
USD 994
10:41pm - 10:04pm
Fri Jun 28th
24h 23m
Chicago (MDW) → Calgary (YYC)
3 Stops
Fri Jun 28th 2024 Volaris · Y4 7773 Depart at 10:41pm from Chicago (MDW) Fly for 4h 0m Arrive at 1:41am in Morelia (MLM)
Layover in Morelia for 7h 14m
Sat Jun 29th 2024 VivaAerobus · VB 4063 Depart at 8:55am from Morelia (MLM) Fly for 1h 30m Arrive at 10:25am in Monterrey (MTY)
Layover in Monterrey for 1h 0m
Sat Jun 29th 2024 VivaAerobus · VB 622 Depart at 11:25am from Monterrey (MTY) Fly for 3h 10m Arrive at 1:35pm in Los Angeles (LAX)
Layover in Los Angeles for 4h 30m
Sat Jun 29th 2024 WestJet · WS 1515 Depart at 6:05pm from Los Angeles (LAX) Fly for 2h 59m Arrive at 10:04pm in Calgary (YYC)
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.

@eyupitsjohn

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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

One Way Flights from Chicago to Calgary (CHI to YYC)

Sarah Belizaire

John.

ANDY TRAVELS

Travel With Bender

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Why I Built FlightList