Flight times from Winnipeg to Chicago & schedule

The average flight time from Winnipeg to Chicago is About 2 hours 22 minutes, covering a distance of About 1,154.29km.

Flight duration

About 2 hours 22 minutes

Flight distance

About 1,154.29km

How long is the flight from Winnipeg to Chicago?

The flights usually depart from Winnipeg James Armstrong Richardson International Airport and arrive at O'Hare International Airport.

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Earliest first
Latest first
Air Canada AC295
YWG 05:35
YVR 06:38
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Air Canada AC1048
YVR 08:40
ORD 14:49
4.2h
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Porter Airlines PD420
YWG 06:10
YYZ 09:40
With stops 2.5h
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Air Canada AC511
YYZ 18:30
ORD 19:24
1.9h
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WestJet WS520
YWG 06:30
YYZ 09:57
With stops 2.5h
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Air Canada AC507
YYZ 14:15
ORD 15:10
1.9h
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WestJet WS520
YWG 06:30
YYZ 09:57
With stops 2.5h
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Porter Airlines PD2393
YTZ 15:50
MDW 16:40
1.8h
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WestJet WS520
YWG 06:30
YYZ 09:57
With stops 2.5h
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Air Canada AC8909
YYZ 16:30
ORD 17:27
1.9h
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United Airlines UA5389
YWG 07:00
ORD 09:31
Nonstop 2.5h
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WestJet WS261
YWG 08:30
YYC 09:44
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:43
3.5h
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WestJet WS261
YWG 08:30
YYC 09:44
With stops 2.2h
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United Airlines UA1655
YYC 12:38
ORD 17:10
3.5h
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WestJet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Spirit Airlines NK1765
BNA 14:01
ORD 15:49
1.8h
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WestJet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Allegiant Air G41314
BNA 17:26
RFD 18:57
1.5h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F92291
ATL 15:02
MDW 16:00
2.0h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F92779
ATL 22:46
MDW 23:41
1.9h
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WestJet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Frontier Airlines F93080
BNA 14:27
ORD 16:21
1.9h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F91595
ATL 15:26
ORD 16:45
2.3h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F93397
ATL 22:27
ORD 23:39
2.2h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F91441
ATL 09:14
ORD 10:31
2.3h
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WestJet WS267
YWG 12:30
YYC 13:40
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:43
3.5h
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United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
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Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
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Flair Airlines F8640
YWG 17:10
YYZ 20:40
With stops 2.5h
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Porter Airlines PD2393
YTZ 15:50
MDW 16:40
1.8h
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WestJet WS205
YWG 21:05
YYC 22:18
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:43
3.5h
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Flair Airlines F8533
YWG 20:45
YYC 21:55
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:43
3.5h
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Flair Airlines F8533
YWG 20:45
YYC 21:55
With stops 2.2h
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United Airlines UA1655
YYC 12:38
ORD 17:10
3.5h
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WestJet WS551
YWG 18:30
YYC 19:43
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:43
3.5h
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Flair Airlines F8640
YWG 17:10
YYZ 20:40
With stops 2.5h
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Porter Airlines PD2393
YTZ 15:50
MDW 16:40
1.8h
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United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
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Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
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WestJet WS267
YWG 12:30
YYC 13:40
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:43
3.5h
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WestJet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Spirit Airlines NK1765
BNA 14:01
ORD 15:49
1.8h
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WestJet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Allegiant Air G41314
BNA 17:26
RFD 18:57
1.5h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F92291
ATL 15:02
MDW 16:00
2.0h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F92779
ATL 22:46
MDW 23:41
1.9h
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WestJet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Frontier Airlines F93080
BNA 14:27
ORD 16:21
1.9h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F91595
ATL 15:26
ORD 16:45
2.3h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F93397
ATL 22:27
ORD 23:39
2.2h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F91441
ATL 09:14
ORD 10:31
2.3h
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WestJet WS261
YWG 08:30
YYC 09:44
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:43
3.5h
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WestJet WS261
YWG 08:30
YYC 09:44
With stops 2.2h
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United Airlines UA1655
YYC 12:38
ORD 17:10
3.5h
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United Airlines UA5389
YWG 07:00
ORD 09:31
Nonstop 2.5h
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WestJet WS520
YWG 06:30
YYZ 09:57
With stops 2.5h
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Air Canada AC507
YYZ 14:15
ORD 15:10
1.9h
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See all
United Airlines UA5389
YWG 07:00
ORD 09:31
Nonstop 2.5h
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United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
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Check prices
Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
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Check prices
United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
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Check prices
Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
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United Airlines UA5389
YWG 07:00
ORD 09:31
Nonstop 2.5h
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Top airlines for flights from Winnipeg to Chicago

Multiple airlines provide flights from Winnipeg to Chicago. The best rated one is Frontier Airlines with an average rating of 10.0.

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Frontier Airlines
Frontier Airlines
User rating: 10.0
WestJet
WestJet
User rating: 10.0

FAQs about flight schedules from Winnipeg to Chicago

  • When are flight tickets from Winnipeg (YWG) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Winnipeg to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • It takes about 2 hours 22 minutes to fly from Winnipeg (YWG) to Chicago (CHI).
  • Airlines with flights from Winnipeg (YWG) to Chicago (CHI): Air Canada, Air New Zealand, United Airlines, avianca and Copa Airlines.