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 1,154.29 km.

Flight duration

About 2 hours 28 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 WS231
YWG 4:55 PM
YYC 6:10 PM
With stops 2.3h
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WestJet WS1610
YYC 12:00 PM
ORD 4:40 PM
3.7h
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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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Delta Air Lines DL3660
YWG 6:40 AM
MSP 8:14 AM
With stops 1.6h
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Delta Air Lines DL4750
MSP 11:30 AM
MDW 1:07 PM
1.6h
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WestJet WS221
YWG 6:00 AM
YYC 7:15 AM
With stops 2.3h
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WestJet WS1610
YYC 12:00 PM
ORD 4:40 PM
3.7h
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Air Transat TS7026
YWG 6:55 PM
YHM 10:09 PM
With stops 2.2h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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WestJet WS386
YWG 6:05 PM
YYZ 9:35 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 WS380
YWG 6:15 AM
YYZ 9:45 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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United Airlines UA5747
YWG 7:00 AM
ORD 9:34 AM
Nonstop 2.6h
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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 12:00 PM
ORD 4:40 PM
3.7h
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Air Canada AC270
YWG 7:10 PM
YYZ 10:40 PM
With stops 2.5h
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Air Canada AC507
YYZ 2:00 PM
ORD 3:00 PM
2.0h
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Air Canada AC258
YWG 8:10 AM
YYZ 11:40 AM
With stops 2.5h
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Air Canada AC509
YYZ 1:55 PM
ORD 2:55 PM
2.0h
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Air Transat TS7439
YWG 8:45 PM
YYZ 12:10 AM
With stops 2.4h
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Air Canada AC503
YYZ 8:05 AM
ORD 9:00 AM
1.9h
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Porter Airlines PD428
YWG 8:50 PM
YYZ 12:15 AM
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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Air Transat TS7439
YWG 8:45 PM
YYZ 12:10 AM
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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Flair Airlines F8644
YWG 8:10 PM
YYZ 11:40 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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Porter Airlines PD428
YWG 8:50 PM
YYZ 12:15 AM
With stops 2.4h
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Porter Airlines PD2393
YTZ 3:50 PM
MDW 4:40 PM
1.8h
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Air Transat TS7439
YWG 8:45 PM
YYZ 12:10 AM
With stops 2.4h
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Porter Airlines PD2393
YTZ 3:50 PM
MDW 4:40 PM
1.8h
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Porter Airlines PD428
YWG 8:50 PM
YYZ 12:15 AM
With stops 2.4h
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Air Canada AC511
YYZ 8:00 PM
ORD 9:00 PM
2.0h
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Porter Airlines PD422
YWG 9:20 AM
YYZ 12:45 PM
With stops 2.4h
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Porter Airlines PD6010
YYZ 3:13 PM
ORD 4:18 PM
2.1h
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Delta Air Lines DL3871
YWG 12:46 PM
MSP 2:19 PM
With stops 1.6h
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Delta Air Lines DL2130
MSP 6:05 PM
ORD 7:43 PM
1.6h
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Porter Airlines PD422
YWG 9:20 AM
YYZ 12:45 PM
With stops 2.4h
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Porter Airlines PD6010
YYZ 3:13 PM
ORD 4:18 PM
2.1h
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WestJet WS235
YWG 9:05 PM
YYC 10:20 PM
With stops 2.3h
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WestJet WS1610
YYC 12:00 PM
ORD 4:40 PM
3.7h
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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 PD422
YWG 9:20 AM
YYZ 12:45 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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Air Canada AC258
YWG 8:10 AM
YYZ 11:40 AM
With stops 2.5h
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Air Canada AC509
YYZ 1:55 PM
ORD 2:55 PM
2.0h
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Air Transat TS7439
YWG 8:45 PM
YYZ 12:10 AM
With stops 2.4h
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Air Canada AC503
YYZ 8:05 AM
ORD 9:00 AM
1.9h
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Porter Airlines PD428
YWG 8:50 PM
YYZ 12:15 AM
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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Check prices
Air Transat TS7439
YWG 8:45 PM
YYZ 12:10 AM
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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Check prices
Flair Airlines F8644
YWG 8:10 PM
YYZ 11:40 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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Check prices
Porter Airlines PD428
YWG 8:50 PM
YYZ 12:15 AM
With stops 2.4h
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Porter Airlines PD2393
YTZ 3:50 PM
MDW 4:40 PM
1.8h
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Air Transat TS7439
YWG 8:45 PM
YYZ 12:10 AM
With stops 2.4h
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F
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Porter Airlines PD2393
YTZ 3:50 PM
MDW 4:40 PM
1.8h
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Check prices
Porter Airlines PD428
YWG 8:50 PM
YYZ 12:15 AM
With stops 2.4h
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Air Canada AC511
YYZ 8:00 PM
ORD 9:00 PM
2.0h
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United Airlines UA5747
YWG 7:00 AM
ORD 9:34 AM
Nonstop 2.6h
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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 12:00 PM
ORD 4:40 PM
3.7h
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Air Canada AC270
YWG 7:10 PM
YYZ 10:40 PM
With stops 2.5h
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Air Canada AC507
YYZ 2:00 PM
ORD 3:00 PM
2.0h
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Check prices
Delta Air Lines DL3660
YWG 6:40 AM
MSP 8:14 AM
With stops 1.6h
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Delta Air Lines DL4750
MSP 11:30 AM
MDW 1:07 PM
1.6h
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Check prices
WestJet WS221
YWG 6:00 AM
YYC 7:15 AM
With stops 2.3h
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WestJet WS1610
YYC 12:00 PM
ORD 4:40 PM
3.7h
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Air Transat TS7026
YWG 6:55 PM
YHM 10:09 PM
With stops 2.2h
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Porter Airlines PD2387
YTZ 9:30 AM
MDW 10:20 AM
1.8h
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Check prices
WestJet WS386
YWG 6:05 PM
YYZ 9:35 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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See all
United Airlines UA5639
YWG 2:15 PM
ORD 4:36 PM
Nonstop 2.4h
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W
T
F
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Check prices
United Airlines UA5747
YWG 7:00 AM
ORD 9:34 AM
Nonstop 2.6h
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W
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F
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Check prices
United Airlines UA5747
YWG 7:00 AM
ORD 9:34 AM
Nonstop 2.6h
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W
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F
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Check prices
United Airlines UA5639
YWG 2:15 PM
ORD 4:36 PM
Nonstop 2.4h
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Check prices

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 27 minutes to fly from Winnipeg (YWG) to Chicago (CHI).
  • Airlines with flights from Winnipeg (YWG) to Chicago (CHI): Air Canada, United Airlines, Air New Zealand, avianca and Copa Airlines.