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 1,154.29 km.

Flight duration

About 2 hours 22 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 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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Air Canada AC3920
YWG 2:15 PM
ORD 4:36 PM
Nonstop 2.4h
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Air Canada AC295
YWG 5:35 AM
YVR 6:38 AM
With stops 3.0h
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Air Canada AC1048
YVR 8:40 AM
ORD 2:49 PM
4.2h
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Flair Airlines F8640
YWG 5:10 PM
YYZ 8:40 PM
With stops 2.5h
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Porter Airlines PD2387
YTZ 7:55 AM
MDW 8:45 AM
1.8h
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Flair Airlines F8640
YWG 5:10 PM
YYZ 8:40 PM
With stops 2.5h
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Porter Airlines PD2393
YTZ 3:50 PM
MDW 4:40 PM
1.8h
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Porter Airlines PD420
YWG 6:10 AM
YYZ 9:40 AM
With stops 2.5h
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Air Canada AC511
YYZ 6:30 PM
ORD 7:24 PM
1.9h
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WestJet WS520
YWG 6:30 AM
YYZ 9:57 AM
With stops 2.5h
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Porter Airlines PD2393
YTZ 3:50 PM
MDW 4:40 PM
1.8h
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WestJet WS520
YWG 6:30 AM
YYZ 9:57 AM
With stops 2.5h
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Air Canada AC8909
YYZ 4:30 PM
ORD 5:27 PM
1.9h
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WestJet WS551
YWG 6:30 PM
YYC 7:43 PM
With stops 2.2h
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WestJet WS1588
YYC 12:15 PM
ORD 4:43 PM
3.5h
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United Airlines UA5389
YWG 7:00 AM
ORD 9:31 AM
Nonstop 2.5h
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WestJet WS261
YWG 8:30 AM
YYC 9:44 AM
With stops 2.2h
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WestJet WS1588
YYC 12:15 PM
ORD 4:43 PM
3.5h
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WestJet WS261
YWG 8:30 AM
YYC 9:44 AM
With stops 2.2h
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United Airlines UA1655
YYC 12:38 PM
ORD 5:10 PM
3.5h
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Flair Airlines F8533
YWG 8:45 PM
YYC 9:55 PM
With stops 2.2h
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WestJet WS1588
YYC 12:15 PM
ORD 4:43 PM
3.5h
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Flair Airlines F8533
YWG 8:45 PM
YYC 9:55 PM
With stops 2.2h
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United Airlines UA1655
YYC 12:38 PM
ORD 5:10 PM
3.5h
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WestJet WS1440
YWG 9:00 AM
BNA 11:51 AM
With stops 2.9h
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Spirit Airlines NK1765
BNA 2:01 PM
ORD 3:49 PM
1.8h
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WestJet WS1440
YWG 9:00 AM
BNA 11:51 AM
With stops 2.9h
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Allegiant Air G41314
BNA 5:26 PM
RFD 6:57 PM
1.5h
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WestJet WS1360
YWG 9:00 AM
ATL 1:10 PM
With stops 3.2h
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Frontier Airlines F92291
ATL 1:54 PM
MDW 2:52 PM
2.0h
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WestJet WS1360
YWG 9:00 AM
ATL 1:10 PM
With stops 3.2h
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Frontier Airlines F92779
ATL 10:25 PM
MDW 11:26 PM
2.0h
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Delta Air Lines DL7160
YWG 9:00 AM
ATL 1:10 PM
With stops 3.2h
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Frontier Airlines F92779
ATL 10:25 PM
MDW 11:26 PM
2.0h
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WestJet WS1440
YWG 9:00 AM
BNA 11:51 AM
With stops 2.9h
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Frontier Airlines F93080
BNA 9:49 PM
ORD 11:34 PM
1.8h
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WestJet WS267
YWG 12:30 PM
YYC 1:40 PM
With stops 2.2h
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WestJet WS1588
YYC 12:15 PM
ORD 4:43 PM
3.5h
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WestJet WS1440
YWG 9:00 AM
BNA 11:51 AM
With stops 2.9h
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Spirit Airlines NK1765
BNA 2:01 PM
ORD 3:49 PM
1.8h
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WestJet WS1440
YWG 9:00 AM
BNA 11:51 AM
With stops 2.9h
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Allegiant Air G41314
BNA 5:26 PM
RFD 6:57 PM
1.5h
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WestJet WS1360
YWG 9:00 AM
ATL 1:10 PM
With stops 3.2h
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Frontier Airlines F92291
ATL 1:54 PM
MDW 2:52 PM
2.0h
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WestJet WS1360
YWG 9:00 AM
ATL 1:10 PM
With stops 3.2h
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Frontier Airlines F92779
ATL 10:25 PM
MDW 11:26 PM
2.0h
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Delta Air Lines DL7160
YWG 9:00 AM
ATL 1:10 PM
With stops 3.2h
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Frontier Airlines F92779
ATL 10:25 PM
MDW 11:26 PM
2.0h
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WestJet WS1440
YWG 9:00 AM
BNA 11:51 AM
With stops 2.9h
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Frontier Airlines F93080
BNA 9:49 PM
ORD 11:34 PM
1.8h
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WestJet WS1360
YWG 9:00 AM
ATL 1:10 PM
With stops 3.2h
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Frontier Airlines F91595
ATL 3:21 PM
ORD 4:40 PM
2.3h
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Delta Air Lines DL7160
YWG 9:00 AM
ATL 1:10 PM
With stops 3.2h
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Frontier Airlines F91595
ATL 3:21 PM
ORD 4:40 PM
2.3h
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WestJet WS205
YWG 9:05 PM
YYC 10:18 PM
With stops 2.2h
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WestJet WS1588
YYC 12:15 PM
ORD 4:43 PM
3.5h
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WestJet WS1360
YWG 9:00 AM
ATL 1:10 PM
With stops 3.2h
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Frontier Airlines F91441
ATL 12:30 PM
ORD 1:47 PM
2.3h
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WestJet WS261
YWG 8:30 AM
YYC 9:44 AM
With stops 2.2h
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WestJet WS1588
YYC 12:15 PM
ORD 4:43 PM
3.5h
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WestJet WS261
YWG 8:30 AM
YYC 9:44 AM
With stops 2.2h
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United Airlines UA1655
YYC 12:38 PM
ORD 5:10 PM
3.5h
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Flair Airlines F8533
YWG 8:45 PM
YYC 9:55 PM
With stops 2.2h
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WestJet WS1588
YYC 12:15 PM
ORD 4:43 PM
3.5h
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Flair Airlines F8533
YWG 8:45 PM
YYC 9:55 PM
With stops 2.2h
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United Airlines UA1655
YYC 12:38 PM
ORD 5:10 PM
3.5h
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United Airlines UA5389
YWG 7:00 AM
ORD 9:31 AM
Nonstop 2.5h
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Porter Airlines PD420
YWG 6:10 AM
YYZ 9:40 AM
With stops 2.5h
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Air Canada AC511
YYZ 6:30 PM
ORD 7:24 PM
1.9h
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WestJet WS520
YWG 6:30 AM
YYZ 9:57 AM
With stops 2.5h
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Porter Airlines PD2393
YTZ 3:50 PM
MDW 4:40 PM
1.8h
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WestJet WS520
YWG 6:30 AM
YYZ 9:57 AM
With stops 2.5h
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Air Canada AC8909
YYZ 4:30 PM
ORD 5:27 PM
1.9h
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WestJet WS551
YWG 6:30 PM
YYC 7:43 PM
With stops 2.2h
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WestJet WS1588
YYC 12:15 PM
ORD 4:43 PM
3.5h
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See all
United Airlines UA5639
YWG 2:15 PM
ORD 4:36 PM
Nonstop 2.4h
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Air Canada AC3920
YWG 2:15 PM
ORD 4:36 PM
Nonstop 2.4h
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United Airlines UA5389
YWG 7:00 AM
ORD 9:31 AM
Nonstop 2.5h
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United Airlines UA5389
YWG 7:00 AM
ORD 9:31 AM
Nonstop 2.5h
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United Airlines UA5639
YWG 2:15 PM
ORD 4:36 PM
Nonstop 2.4h
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Air Canada AC3920
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 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.