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Flight times from Winnipeg to Chicago & schedule

The average flight time from Winnipeg to Chicago is About 2 hours 23 minutes, covering a distance of About 1,154.29km.

Flight duration

About 2 hours 23 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 AC256
YWG 05:00
YYZ 08:25
With stops 2.4h
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Air Canada AC8903
YYZ 10:00
ORD 10:53
1.9h
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Air Canada AC256
YWG 05:00
YYZ 08:25
With stops 2.4h
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Porter Airlines PD2393
YTZ 15:50
MDW 16:40
1.8h
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Air Canada AC295
YWG 05:35
YVR 06:38
With stops 3.0h
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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 18:35
ORD 19:29
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 14:10
ORD 15:04
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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Air Transat TS8809
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 16:44
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 12:37
ORD 17:08
3.5h
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Westjet WS223
YWG 08:30
YYC 09:40
With stops 2.2h
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Westjet WS1588
YYC 12:15
ORD 16:44
3.5h
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Westjet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Frontier Airlines F93080
BNA 14:59
ORD 16:56
1.9h
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Westjet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F92779
ATL 22:25
MDW 23:25
2.0h
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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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Flair Airlines F8642
YWG 09:40
YYZ 13:10
With stops 2.5h
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Air Canada AC8909
YYZ 16:30
ORD 17:27
1.9h
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Flair Airlines F8642
YWG 09:40
YYZ 13:10
With stops 2.5h
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Air Canada AC511
YYZ 18:35
ORD 19:29
1.9h
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Air Canada AC374
YWG 11:15
YUL 15:02
With stops 2.8h
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Air Canada AC8965
YUL 17:45
ORD 19:19
2.6h
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Westjet WS147
YWG 12:15
YEG 13:26
With stops 2.2h
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Westjet WS1148
YEG 08:05
ORD 12:39
3.6h
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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 16:44
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 16:44
3.5h
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Westjet WS573
YWG 18:15
YEG 19:26
With stops 2.2h
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Westjet WS1148
YEG 08:05
ORD 12:39
3.6h
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Westjet WS577
YWG 17:38
YEG 18:47
With stops 2.1h
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Westjet WS1148
YEG 08:05
ORD 12:39
3.6h
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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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Air Canada AC264
YWG 13:40
YYZ 17:07
With stops 2.5h
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Air Canada AC511
YYZ 18:35
ORD 19:29
1.9h
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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 16:44
3.5h
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Westjet WS147
YWG 12:15
YEG 13:26
With stops 2.2h
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Westjet WS1148
YEG 08:05
ORD 12:39
3.6h
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Air Canada AC374
YWG 11:15
YUL 15:02
With stops 2.8h
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Air Canada AC8965
YUL 17:45
ORD 19:19
2.6h
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Flair Airlines F8642
YWG 09:40
YYZ 13:10
With stops 2.5h
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Air Canada AC8909
YYZ 16:30
ORD 17:27
1.9h
See prices and details in the app >>
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Check prices
Flair Airlines F8642
YWG 09:40
YYZ 13:10
With stops 2.5h
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Air Canada AC511
YYZ 18:35
ORD 19:29
1.9h
See prices and details in the app >>
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Westjet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Frontier Airlines F93080
BNA 14:59
ORD 16:56
1.9h
See prices and details in the app >>
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Westjet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F92779
ATL 22:25
MDW 23:25
2.0h
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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
See prices and details in the app >>
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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 16:44
3.5h
See prices and details in the app >>
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Westjet WS261
YWG 08:30
YYC 09:44
With stops 2.2h
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United Airlines UA1655
YYC 12:37
ORD 17:08
3.5h
See prices and details in the app >>
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Westjet WS223
YWG 08:30
YYC 09:40
With stops 2.2h
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Westjet WS1588
YYC 12:15
ORD 16:44
3.5h
See prices and details in the app >>
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United Airlines UA5389
YWG 07:00
ORD 09:31
Nonstop 2.5h
See prices and details in the app >>
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Westjet WS520
YWG 06:30
YYZ 09:57
With stops 2.5h
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Air Canada AC507
YYZ 14:10
ORD 15:04
1.9h
See prices and details in the app >>
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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
See prices and details in the app >>
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See all
United Airlines UA5389
YWG 07:00
ORD 09:31
Nonstop 2.5h
See prices and details in the app >>
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United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
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Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
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United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
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Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
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United Airlines UA5389
YWG 07:00
ORD 09:31
Nonstop 2.5h
See prices and details in the app >>
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FAQs about flight schedules from Winnipeg to Chicago

  • When to buy 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 24 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.

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