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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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WestJet WS1396
YWG 4:55 PM
PHX 7:31 PM
With stops 3.6h
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Frontier Airlines F91736
PHX 3:07 PM
MDW 7:24 PM
3.3h
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WestJet WS243
YWG 4:10 PM
YYC 5:30 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 WS1396
YWG 4:55 PM
PHX 7:31 PM
With stops 3.6h
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Frontier Airlines F91828
PHX 6:00 AM
ORD 10:38 AM
3.6h
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WestJet WS539
YWG 5:55 AM
YVR 7:22 AM
With stops 3.5h
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United Airlines UA1403
YVR 10:30 AM
ORD 4:44 PM
4.2h
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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 PD2387
YTZ 7:55 AM
MDW 8:45 AM
1.8h
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WestJet WS223
YWG 6:15 AM
YYC 7:42 AM
With stops 2.5h
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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 11:49 AM
With stops 3.3h
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Delta Air Lines DL2738
ATL 3:30 PM
ORD 4:37 PM
2.1h
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WestJet WS1360
YWG 7:30 AM
ATL 11:49 AM
With stops 3.3h
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Frontier Airlines F93397
ATL 9:20 PM
ORD 10:44 PM
2.4h
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WestJet WS1360
YWG 7:30 AM
ATL 11:49 AM
With stops 3.3h
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Frontier Airlines F92779
ATL 9:25 PM
MDW 10:27 PM
2.0h
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WestJet WS1360
YWG 7:30 AM
ATL 11:49 AM
With stops 3.3h
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Delta Air Lines DL1076
ATL 8:50 PM
MDW 9:45 PM
1.9h
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WestJet WS227
YWG 7:50 AM
YYC 9:17 AM
With stops 2.5h
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WestJet WS1610
YYC 9:00 AM
ORD 1:35 PM
3.6h
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Flair Airlines F8640
YWG 8:20 PM
YYZ 11:55 PM
With stops 2.6h
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American Airlines AA3524
YYZ 6:00 AM
ORD 7:15 AM
2.3h
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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 7:55 AM
MDW 8:45 AM
1.8h
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Flair Airlines F8640
YWG 8:20 PM
YYZ 11:55 PM
With stops 2.6h
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Air Transat TS7060
YTZ 9:15 AM
MDW 10:05 AM
1.8h
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WestJet WS386
YWG 8:05 PM
YYZ 11:38 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 8:20 PM
YYZ 11:55 PM
With stops 2.6h
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Porter Airlines PD2393
YTZ 3:50 PM
MDW 4:40 PM
1.8h
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Flair Airlines F8640
YWG 8:20 PM
YYZ 11:55 PM
With stops 2.6h
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American Airlines AA3608
YYZ 4:43 PM
ORD 5:43 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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United Airlines UA3640
YYZ 9:00 PM
ORD 9:59 PM
2.0h
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Porter Airlines PD428
YWG 12:10 PM
YYZ 3:46 PM
With stops 2.6h
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American Airlines AA3524
YYZ 6:00 AM
ORD 7:15 AM
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 F92779
ATL 9:25 PM
MDW 10:27 PM
2.0h
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WestJet WS251
YWG 9:00 PM
YYC 10:21 PM
With stops 2.4h
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WestJet WS1610
YYC 9:00 AM
ORD 1:35 PM
3.6h
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Flair Airlines F8640
YWG 8:20 PM
YYZ 11:55 PM
With stops 2.6h
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American Airlines AA3524
YYZ 6:00 AM
ORD 7:15 AM
2.3h
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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 7:55 AM
MDW 8:45 AM
1.8h
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Flair Airlines F8640
YWG 8:20 PM
YYZ 11:55 PM
With stops 2.6h
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Air Transat TS7060
YTZ 9:15 AM
MDW 10:05 AM
1.8h
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WestJet WS386
YWG 8:05 PM
YYZ 11:38 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 8:20 PM
YYZ 11:55 PM
With stops 2.6h
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Porter Airlines PD2393
YTZ 3:50 PM
MDW 4:40 PM
1.8h
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Flair Airlines F8640
YWG 8:20 PM
YYZ 11:55 PM
With stops 2.6h
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American Airlines AA3608
YYZ 4:43 PM
ORD 5:43 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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United Airlines UA3640
YYZ 9:00 PM
ORD 9:59 PM
2.0h
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WestJet WS1360
YWG 7:30 AM
ATL 11:49 AM
With stops 3.3h
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Delta Air Lines DL2738
ATL 3:30 PM
ORD 4:37 PM
2.1h
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WestJet WS1360
YWG 7:30 AM
ATL 11:49 AM
With stops 3.3h
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Frontier Airlines F93397
ATL 9:20 PM
ORD 10:44 PM
2.4h
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WestJet WS1360
YWG 7:30 AM
ATL 11:49 AM
With stops 3.3h
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Frontier Airlines F92779
ATL 9:25 PM
MDW 10:27 PM
2.0h
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WestJet WS1360
YWG 7:30 AM
ATL 11:49 AM
With stops 3.3h
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Delta Air Lines DL1076
ATL 8:50 PM
MDW 9:45 PM
1.9h
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WestJet WS227
YWG 7:50 AM
YYC 9:17 AM
With stops 2.5h
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WestJet WS1610
YYC 9:00 AM
ORD 1:35 PM
3.6h
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WestJet WS223
YWG 6:15 AM
YYC 7:42 AM
With stops 2.5h
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WestJet WS1610
YYC 9:00 AM
ORD 1:35 PM
3.6h
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WestJet WS539
YWG 5:55 AM
YVR 7:22 AM
With stops 3.5h
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United Airlines UA1403
YVR 10:30 AM
ORD 4:44 PM
4.2h
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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 PD2387
YTZ 7:55 AM
MDW 8:45 AM
1.8h
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WestJet WS1396
YWG 4:55 PM
PHX 7:31 PM
With stops 3.6h
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Frontier Airlines F91736
PHX 3:07 PM
MDW 7:24 PM
3.3h
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WestJet WS243
YWG 4:10 PM
YYC 5:30 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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United Airlines UA5639
YWG 2:15 PM
ORD 4:36 PM
Nonstop 2.4h
See prices and details in the app >>
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Air Canada AC3920
YWG 2:15 PM
ORD 4:36 PM
Nonstop 2.4h
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United Airlines UA5639
YWG 2:15 PM
ORD 4:36 PM
Nonstop 2.4h
See prices and details in the app >>
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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 21 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.

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