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Flight times from Winnipeg to Chicago & schedule

The average flight time from Winnipeg to Chicago is About 2 hours 28 minutes, covering a distance of About 1,154.29km.

Flight duration

About 2 hours 28 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
Westjet WS382
YWG 05:00
YYZ 08:35
With stops 2.6h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
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Westjet WS227
YWG 06:00
YYC 08:25
With stops 2.4h
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Westjet WS1610
YYC 12:00
ORD 16:40
3.7h
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Westjet WS380
YWG 06:15
YYZ 09:45
With stops 2.5h
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American Airlines AA3606
YYZ 13:15
ORD 14:20
2.1h
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Westjet WS380
YWG 06:15
YYZ 09:45
With stops 2.5h
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American Airlines AA3610
YYZ 19:15
ORD 20:20
2.1h
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Westjet WS380
YWG 06:15
YYZ 09:45
With stops 2.5h
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American Airlines AA3524
YYZ 06:30
ORD 07:40
2.2h
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United Airlines UA6005
YWG 07:00
ORD 09:35
Nonstop 2.6h
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Westjet WS378
YWG 07:45
YYZ 11:15
With stops 2.5h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
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Air Transat TS7878
YWG 09:20
YYZ 12:45
With stops 2.4h
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American Airlines AA3524
YYZ 06:30
ORD 07:40
2.2h
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Air Transat TS7878
YWG 09:20
YYZ 12:45
With stops 2.4h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
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Flair Airlines F8642
YWG 09:25
YYZ 12:55
With stops 2.5h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
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Porter Airlines PD422
YWG 09:35
YYZ 13:00
With stops 2.4h
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Porter Airlines PD6010
YYZ 15:10
ORD 16:20
2.2h
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Porter Airlines PD422
YWG 09:35
YYZ 13:00
With stops 2.4h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
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United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
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Westjet WS231
YWG 16:55
YYC 18:10
With stops 2.3h
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Westjet WS1610
YYC 12:00
ORD 16:40
3.7h
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Flair Airlines F8648
YWG 17:10
YYZ 20:40
With stops 2.5h
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American Airlines AA3524
YYZ 06:30
ORD 07:40
2.2h
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Flair Airlines F8648
YWG 17:10
YYZ 20:40
With stops 2.5h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
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Flair Airlines F8648
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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Air Transat TS7026
YWG 18:55
YHM 22:09
With stops 2.2h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
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Air Transat TS7439
YWG 19:05
YYZ 22:34
With stops 2.5h
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American Airlines AA3524
YYZ 06:30
ORD 07:40
2.2h
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Air Transat TS7439
YWG 19:05
YYZ 22:34
With stops 2.5h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
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Westjet WS223
YWG 21:35
YYC 23:00
With stops 2.4h
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Westjet WS1610
YYC 12:00
ORD 16:40
3.7h
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Westjet WS235
YWG 21:05
YYC 22:20
With stops 2.3h
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Westjet WS1610
YYC 12:00
ORD 16:40
3.7h
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Porter Airlines PD428
YWG 20:30
YYZ 23:55
With stops 2.4h
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American Airlines AA3524
YYZ 06:30
ORD 07:40
2.2h
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Porter Airlines PD428
YWG 20:30
YYZ 23:55
With stops 2.4h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
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Porter Airlines PD428
YWG 20:30
YYZ 23:55
With stops 2.4h
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Porter Airlines PD2393
YTZ 15:50
MDW 16:40
1.8h
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Flair Airlines F8644
YWG 20:10
YYZ 23:40
With stops 2.5h
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Air Transat TS7314
YTZ 13:45
MDW 14:35
1.8h
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Westjet WS386
YWG 20:05
YYZ 23:40
With stops 2.6h
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American Airlines AA3524
YYZ 06:30
ORD 07:40
2.2h
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Westjet WS386
YWG 20:05
YYZ 23:40
With stops 2.6h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
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Westjet WS386
YWG 20:05
YYZ 23:40
With stops 2.6h
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Porter Airlines PD2393
YTZ 15:50
MDW 16:40
1.8h
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Air Transat TS7439
YWG 19:05
YYZ 22:34
With stops 2.5h
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American Airlines AA3524
YYZ 06:30
ORD 07:40
2.2h
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Air Transat TS7439
YWG 19:05
YYZ 22:34
With stops 2.5h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
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Air Transat TS7026
YWG 18:55
YHM 22:09
With stops 2.2h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
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Flair Airlines F8648
YWG 17:10
YYZ 20:40
With stops 2.5h
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American Airlines AA3524
YYZ 06:30
ORD 07:40
2.2h
See prices and details in the app >>
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Flair Airlines F8648
YWG 17:10
YYZ 20:40
With stops 2.5h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
See prices and details in the app >>
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Flair Airlines F8648
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
See prices and details in the app >>
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Westjet WS231
YWG 16:55
YYC 18:10
With stops 2.3h
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Westjet WS1610
YYC 12:00
ORD 16:40
3.7h
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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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Porter Airlines PD422
YWG 09:35
YYZ 13:00
With stops 2.4h
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Porter Airlines PD6010
YYZ 15:10
ORD 16:20
2.2h
See prices and details in the app >>
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Porter Airlines PD422
YWG 09:35
YYZ 13:00
With stops 2.4h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
See prices and details in the app >>
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Flair Airlines F8642
YWG 09:25
YYZ 12:55
With stops 2.5h
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Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
See prices and details in the app >>
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See all
United Airlines UA6005
YWG 07:00
ORD 09:35
Nonstop 2.6h
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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United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
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United Airlines UA6005
YWG 07:00
ORD 09:35
Nonstop 2.6h
See prices and details in the app >>
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