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 1,154.29 km.

Flight duration

About 2 hours 23 minutes

Flight distance

About 1,154.29 km

How long is the flight from Winnipeg to Chicago?

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

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Earliest first
Latest first
United Airlines UA5639
YWG 2:15 PM
ORD 4:36 PM
Nonstop 2.4h
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WestJet WS229
YWG 2:55 PM
YYC 4:10 PM
With stops 2.3h
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WestJet WS1610
YYC 9:00 AM
ORD 1:35 PM
3.6h
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WestJet WS231
YWG 4:55 PM
YYC 6:10 PM
With stops 2.3h
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WestJet WS1610
YYC 9:00 AM
ORD 1:35 PM
3.6h
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Porter Airlines PD424
YWG 5:00 AM
YYZ 8:33 AM
With stops 2.5h
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Porter Airlines PD6034
YYZ 11:40 AM
ORD 12:35 PM
1.9h
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Flair Airlines F8648
YWG 5:10 PM
YYZ 8:40 PM
With stops 2.5h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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WestJet WS247
YWG 6:55 PM
YYC 8:15 PM
With stops 2.3h
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WestJet WS1610
YYC 9:00 AM
ORD 1:35 PM
3.6h
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Air Transat TS7439
YWG 6:55 PM
YYZ 10:20 PM
With stops 2.4h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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WestJet WS223
YWG 7:00 AM
YYC 8:15 AM
With stops 2.3h
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WestJet WS1610
YYC 9:00 AM
ORD 1:35 PM
3.6h
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WestJet WS1360
YWG 7:30 AM
ATL 11:46 AM
With stops 3.3h
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Frontier Airlines F91595
ATL 6:23 PM
ORD 7:53 PM
2.5h
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WestJet WS1360
YWG 7:30 AM
ATL 11:46 AM
With stops 3.3h
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Frontier Airlines F92291
ATL 7:02 PM
MDW 8:07 PM
2.1h
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WestJet WS1360
YWG 7:30 AM
ATL 11:46 AM
With stops 3.3h
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Frontier Airlines F92779
ATL 9:17 PM
MDW 10:21 PM
2.1h
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WestJet WS1360
YWG 7:30 AM
ATL 11:46 AM
With stops 3.3h
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Frontier Airlines F93397
ATL 6:23 PM
ORD 7:53 PM
2.5h
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Porter Airlines PD428
YWG 8:45 PM
YYZ 12:13 AM
With stops 2.5h
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Porter Airlines PD6073
YYZ 6:15 PM
ORD 7:15 PM
2.0h
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Flair Airlines F8640
YWG 8:20 PM
YYZ 11:55 PM
With stops 2.6h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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WestJet WS386
YWG 8:05 PM
YYZ 11:35 PM
With stops 2.5h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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WestJet WS386
YWG 8:05 PM
YYZ 11:35 PM
With stops 2.5h
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Air Transat TS7060
YTZ 8:50 AM
MDW 9:40 AM
1.8h
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Porter Airlines PD428
YWG 8:45 PM
YYZ 12:13 AM
With stops 2.5h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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Flair Airlines F8642
YWG 9:25 AM
YYZ 12:55 PM
With stops 2.5h
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Air Canada AC509
YYZ 6:30 PM
ORD 7:30 PM
2.0h
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Flair Airlines F8857
YWG 9:35 PM
YVR 11:00 PM
With stops 3.4h
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Air Canada AC1048
YVR 8:35 AM
ORD 2:50 PM
4.3h
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Flair Airlines F8642
YWG 9:25 AM
YYZ 12:55 PM
With stops 2.5h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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Flair Airlines F8644
YWG 10:20 AM
YYZ 1:55 PM
With stops 2.6h
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American Airlines AA3524
YYZ 7:17 AM
ORD 8:27 AM
2.2h
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Flair Airlines F8644
YWG 10:20 AM
YYZ 1:55 PM
With stops 2.6h
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Air Transat TS7060
YTZ 8:50 AM
MDW 9:40 AM
1.8h
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Flair Airlines F8644
YWG 10:20 AM
YYZ 1:55 PM
With stops 2.6h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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Flair Airlines F8642
YWG 9:25 AM
YYZ 12:55 PM
With stops 2.5h
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Air Canada AC509
YYZ 6:30 PM
ORD 7:30 PM
2.0h
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Flair Airlines F8857
YWG 9:35 PM
YVR 11:00 PM
With stops 3.4h
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Air Canada AC1048
YVR 8:35 AM
ORD 2:50 PM
4.3h
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Flair Airlines F8642
YWG 9:25 AM
YYZ 12:55 PM
With stops 2.5h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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Porter Airlines PD428
YWG 8:45 PM
YYZ 12:13 AM
With stops 2.5h
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Porter Airlines PD6073
YYZ 6:15 PM
ORD 7:15 PM
2.0h
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Flair Airlines F8640
YWG 8:20 PM
YYZ 11:55 PM
With stops 2.6h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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WestJet WS386
YWG 8:05 PM
YYZ 11:35 PM
With stops 2.5h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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WestJet WS386
YWG 8:05 PM
YYZ 11:35 PM
With stops 2.5h
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Air Transat TS7060
YTZ 8:50 AM
MDW 9:40 AM
1.8h
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Porter Airlines PD428
YWG 8:45 PM
YYZ 12:13 AM
With stops 2.5h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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WestJet WS223
YWG 7:00 AM
YYC 8:15 AM
With stops 2.3h
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WestJet WS1610
YYC 9:00 AM
ORD 1:35 PM
3.6h
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WestJet WS1360
YWG 7:30 AM
ATL 11:46 AM
With stops 3.3h
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Frontier Airlines F91595
ATL 6:23 PM
ORD 7:53 PM
2.5h
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WestJet WS1360
YWG 7:30 AM
ATL 11:46 AM
With stops 3.3h
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Frontier Airlines F92291
ATL 7:02 PM
MDW 8:07 PM
2.1h
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WestJet WS1360
YWG 7:30 AM
ATL 11:46 AM
With stops 3.3h
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Frontier Airlines F92779
ATL 9:17 PM
MDW 10:21 PM
2.1h
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WestJet WS1360
YWG 7:30 AM
ATL 11:46 AM
With stops 3.3h
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Frontier Airlines F93397
ATL 6:23 PM
ORD 7:53 PM
2.5h
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WestJet WS247
YWG 6:55 PM
YYC 8:15 PM
With stops 2.3h
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WestJet WS1610
YYC 9:00 AM
ORD 1:35 PM
3.6h
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Air Transat TS7439
YWG 6:55 PM
YYZ 10:20 PM
With stops 2.4h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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Porter Airlines PD424
YWG 5:00 AM
YYZ 8:33 AM
With stops 2.5h
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Porter Airlines PD6034
YYZ 11:40 AM
ORD 12:35 PM
1.9h
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Flair Airlines F8648
YWG 5:10 PM
YYZ 8:40 PM
With stops 2.5h
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F
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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See all
United Airlines UA5639
YWG 2:15 PM
ORD 4:36 PM
Nonstop 2.4h
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Check prices
United Airlines UA5639
YWG 2:15 PM
ORD 4:36 PM
Nonstop 2.4h
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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 departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • It takes around 2 hours 23 minutes to fly from Winnipeg (YWG) to Chicago (CHI).
  • Airlines with flights from Winnipeg (YWG) to Chicago (CHI): Air New Zealand, United Airlines, avianca and Air Canada.