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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

Earliest flight

07:00 → 09:31

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
Air Canada AC256
YWG 05:00
YYZ 08:25
With stops 2.4h
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Air Canada AC8905
YYZ 12:00
ORD 12:54
1.9h
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WestJet WS520
YWG 06:30
YYZ 09:57
With stops 2.5h
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Porter Airlines PD2393
YTZ 15:50
MDW 16:40
1.8h
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Delta Air Lines DL3660
YWG 06:40
MSP 08:11
With stops 1.5h
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Delta Air Lines DL1567
MSP 10:00
ORD 11:29
1.5h
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Delta Air Lines DL3660
YWG 06:40
MSP 08:11
With stops 1.5h
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Delta Air Lines DL3795
MSP 07:00
MDW 08:38
1.6h
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United Airlines UA5389
YWG 07:00
ORD 09:31
Nonstop 2.5h
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Air Canada AC4135
YWG 07:00
ORD 09:21
Nonstop 2.4h
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WestJet WS261
YWG 08:30
YYC 09:44
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:44
3.5h
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WestJet WS223
YWG 08:30
YYC 09:40
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:44
3.5h
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Delta Air Lines DL3526
YWG 08:50
MSP 10:20
With stops 1.5h
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Delta Air Lines DL1533
MSP 13:23
ORD 14:58
1.6h
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Delta Air Lines DL3526
YWG 08:50
MSP 10:20
With stops 1.5h
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Delta Air Lines DL4169
MSP 16:30
MDW 18:05
1.6h
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WestJet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Southwest Airlines WN480
BNA 10:55
ORD 12:45
1.8h
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WestJet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Spirit Airlines NK1185
BNA 19:27
ORD 21:30
2.0h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F92779
ATL 22:05
MDW 23:06
2.0h
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Delta Air Lines DL7160
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F92779
ATL 22:05
MDW 23:06
2.0h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Delta Air Lines DL1199
ATL 22:45
ORD 23:55
2.2h
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WestJet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Southwest Airlines WN2580
BNA 22:40
MDW 00:15
1.6h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F93397
ATL 22:57
ORD 00:08
2.2h
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WestJet WS1348
YWG 09:10
MCO 14:10
With stops 4.0h
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Spirit Airlines NK1369
MCO 13:23
ORD 15:31
3.1h
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WestJet WS267
YWG 12:30
YYC 13:40
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:44
3.5h
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Delta Air Lines DL3871
YWG 12:40
MSP 14:12
With stops 1.5h
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Delta Air Lines DL1306
MSP 15:29
ORD 17:01
1.5h
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Flair Airlines F8539
YWG 21:25
YYC 22:35
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:44
3.5h
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WestJet WS205
YWG 21:05
YYC 22:18
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:44
3.5h
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WestJet WS551
YWG 18:30
YYC 19:43
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:44
3.5h
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Delta Air Lines DL4005
YWG 17:38
MSP 19:08
With stops 1.5h
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Delta Air Lines DL1563
MSP 20:20
ORD 21:52
1.5h
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United Airlines UA5623
YWG 16:25
DEN 18:00
With stops 2.6h
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United Airlines UA2258
DEN 19:00
ORD 22:25
2.4h
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United Airlines UA5623
YWG 16:25
DEN 18:00
With stops 2.6h
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United Airlines UA377
DEN 20:34
ORD 23:57
2.4h
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WestJet WS269
YWG 15:15
YYC 16:28
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:44
3.5h
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United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
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Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
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Delta Air Lines DL3871
YWG 12:40
MSP 14:12
With stops 1.5h
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Delta Air Lines DL1306
MSP 15:29
ORD 17:01
1.5h
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Delta Air Lines DL3871
YWG 12:40
MSP 14:12
With stops 1.5h
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Delta Air Lines DL4169
MSP 16:30
MDW 18:05
1.6h
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WestJet WS267
YWG 12:30
YYC 13:40
With stops 2.2h
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WestJet WS1588
YYC 12:15
ORD 16:44
3.5h
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WestJet WS1348
YWG 09:10
MCO 14:10
With stops 4.0h
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Spirit Airlines NK1369
MCO 13:23
ORD 15:31
3.1h
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WestJet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Southwest Airlines WN480
BNA 10:55
ORD 12:45
1.8h
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WestJet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Spirit Airlines NK1185
BNA 19:27
ORD 21:30
2.0h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F92779
ATL 22:05
MDW 23:06
2.0h
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Delta Air Lines DL7160
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F92779
ATL 22:05
MDW 23:06
2.0h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Delta Air Lines DL1199
ATL 22:45
ORD 23:55
2.2h
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WestJet WS1440
YWG 09:00
BNA 11:51
With stops 2.9h
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Southwest Airlines WN2580
BNA 22:40
MDW 00:15
1.6h
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WestJet WS1360
YWG 09:00
ATL 13:10
With stops 3.2h
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Frontier Airlines F93397
ATL 22:57
ORD 00:08
2.2h
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United Airlines UA5389
YWG 07:00
ORD 09:31
Nonstop 2.5h
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Air Canada AC4135
YWG 07:00
ORD 09:21
Nonstop 2.4h
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United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
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Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
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United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
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Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
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United Airlines UA5389
YWG 07:00
ORD 09:31
Nonstop 2.5h
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Air Canada AC4135
YWG 07:00
ORD 09:21
Nonstop 2.4h
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Top airlines for flights from Winnipeg to Chicago

Multiple airlines provide flights from Winnipeg to Chicago. The best rated one is American Airlines with an average rating of 10.0.

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American Airlines
American Airlines
User rating: 10.0
Flair Airlines
Flair Airlines
User rating: 10.0

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.

  • How long does it take to fly from Winnipeg (YWG) to Chicago (CHI) and what is the distance?

    It takes around 2 hours 22 minutes to fly from Winnipeg (YWG) to Chicago (CHI).

  • What are the most popular airlines that 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.

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