header-icon

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.

See more
Earliest first
Latest first
Porter Airlines PD424
YWG 05:00
YYZ 08:33
With stops 2.5h
S
M
T
W
T
F
S
Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS539
YWG 05:55
YVR 07:22
With stops 3.5h
S
M
T
W
T
F
S
United Airlines UA1403
YVR 10:30
ORD 16:44
4.2h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS223
YWG 06:15
YYC 07:42
With stops 2.5h
S
M
T
W
T
F
S
WestJet WS1610
YYC 09:00
ORD 13:35
3.6h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS1360
YWG 07:30
ATL 11:49
With stops 3.3h
S
M
T
W
T
F
S
Delta Air Lines DL2738
ATL 15:30
ORD 16:37
2.1h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS1360
YWG 07:30
ATL 11:49
With stops 3.3h
S
M
T
W
T
F
S
Frontier Airlines F93397
ATL 21:20
ORD 22:44
2.4h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS1360
YWG 07:30
ATL 11:49
With stops 3.3h
S
M
T
W
T
F
S
Frontier Airlines F92779
ATL 21:25
MDW 22:27
2.0h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS1360
YWG 07:30
ATL 11:49
With stops 3.3h
S
M
T
W
T
F
S
Delta Air Lines DL1076
ATL 20:50
MDW 21:45
1.9h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS227
YWG 07:50
YYC 09:17
With stops 2.5h
S
M
T
W
T
F
S
WestJet WS1610
YYC 09:00
ORD 13:35
3.6h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL7160
YWG 09:00
ATL 13:10
With stops 3.2h
S
M
T
W
T
F
S
Frontier Airlines F92779
ATL 21:25
MDW 22:27
2.0h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Porter Airlines PD428
YWG 12:10
YYZ 15:46
With stops 2.6h
S
M
T
W
T
F
S
American Airlines AA3524
YYZ 06:00
ORD 07:15
2.3h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS243
YWG 16:10
YYC 17:30
With stops 2.3h
S
M
T
W
T
F
S
WestJet WS1610
YYC 09:00
ORD 13:35
3.6h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS1396
YWG 16:55
PHX 19:31
With stops 3.6h
S
M
T
W
T
F
S
Frontier Airlines F91736
PHX 15:07
MDW 19:24
3.3h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS1396
YWG 16:55
PHX 19:31
With stops 3.6h
S
M
T
W
T
F
S
Frontier Airlines F91828
PHX 06:00
ORD 10:38
3.6h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS386
YWG 20:05
YYZ 23:38
With stops 2.5h
S
M
T
W
T
F
S
Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Flair Airlines F8640
YWG 20:20
YYZ 23:55
With stops 2.6h
S
M
T
W
T
F
S
American Airlines AA3524
YYZ 06:00
ORD 07:15
2.3h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Flair Airlines F8640
YWG 20:20
YYZ 23:55
With stops 2.6h
S
M
T
W
T
F
S
Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Flair Airlines F8640
YWG 20:20
YYZ 23:55
With stops 2.6h
S
M
T
W
T
F
S
Air Transat TS7060
YTZ 09:15
MDW 10:05
1.8h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Flair Airlines F8640
YWG 20:20
YYZ 23:55
With stops 2.6h
S
M
T
W
T
F
S
Porter Airlines PD2393
YTZ 15:50
MDW 16:40
1.8h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
See all
WestJet WS251
YWG 21:00
YYC 22:21
With stops 2.4h
S
M
T
W
T
F
S
WestJet WS1610
YYC 09:00
ORD 13:35
3.6h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Flair Airlines F8640
YWG 20:20
YYZ 23:55
With stops 2.6h
S
M
T
W
T
F
S
American Airlines AA3524
YYZ 06:00
ORD 07:15
2.3h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Flair Airlines F8640
YWG 20:20
YYZ 23:55
With stops 2.6h
S
M
T
W
T
F
S
Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Flair Airlines F8640
YWG 20:20
YYZ 23:55
With stops 2.6h
S
M
T
W
T
F
S
Air Transat TS7060
YTZ 09:15
MDW 10:05
1.8h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Flair Airlines F8640
YWG 20:20
YYZ 23:55
With stops 2.6h
S
M
T
W
T
F
S
Porter Airlines PD2393
YTZ 15:50
MDW 16:40
1.8h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Flair Airlines F8640
YWG 20:20
YYZ 23:55
With stops 2.6h
S
M
T
W
T
F
S
American Airlines AA3608
YYZ 16:43
ORD 17:43
2.0h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Flair Airlines F8640
YWG 20:20
YYZ 23:55
With stops 2.6h
S
M
T
W
T
F
S
United Airlines UA3640
YYZ 21:00
ORD 21:59
2.0h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS386
YWG 20:05
YYZ 23:38
With stops 2.5h
S
M
T
W
T
F
S
Porter Airlines PD2387
YTZ 09:30
MDW 10:20
1.8h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS1396
YWG 16:55
PHX 19:31
With stops 3.6h
S
M
T
W
T
F
S
Frontier Airlines F91736
PHX 15:07
MDW 19:24
3.3h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS1396
YWG 16:55
PHX 19:31
With stops 3.6h
S
M
T
W
T
F
S
Frontier Airlines F91828
PHX 06:00
ORD 10:38
3.6h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS243
YWG 16:10
YYC 17:30
With stops 2.3h
S
M
T
W
T
F
S
WestJet WS1610
YYC 09:00
ORD 13:35
3.6h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Porter Airlines PD428
YWG 12:10
YYZ 15:46
With stops 2.6h
S
M
T
W
T
F
S
American Airlines AA3524
YYZ 06:00
ORD 07:15
2.3h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Delta Air Lines DL7160
YWG 09:00
ATL 13:10
With stops 3.2h
S
M
T
W
T
F
S
Frontier Airlines F92779
ATL 21:25
MDW 22:27
2.0h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS227
YWG 07:50
YYC 09:17
With stops 2.5h
S
M
T
W
T
F
S
WestJet WS1610
YYC 09:00
ORD 13:35
3.6h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS1360
YWG 07:30
ATL 11:49
With stops 3.3h
S
M
T
W
T
F
S
Delta Air Lines DL2738
ATL 15:30
ORD 16:37
2.1h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS1360
YWG 07:30
ATL 11:49
With stops 3.3h
S
M
T
W
T
F
S
Frontier Airlines F93397
ATL 21:20
ORD 22:44
2.4h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS1360
YWG 07:30
ATL 11:49
With stops 3.3h
S
M
T
W
T
F
S
Frontier Airlines F92779
ATL 21:25
MDW 22:27
2.0h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
WestJet WS1360
YWG 07:30
ATL 11:49
With stops 3.3h
S
M
T
W
T
F
S
Delta Air Lines DL1076
ATL 20:50
MDW 21:45
1.9h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
See all
United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
United Airlines UA5639
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices
Air Canada AC3920
YWG 14:15
ORD 16:36
Nonstop 2.4h
See prices and details in the app >>
S
M
T
W
T
F
S
Check prices

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.

See more
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 to Chicago the cheapest?

    Airlines adjust prices for flights from Winnipeg to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • It takes about 2 hours 21 minutes to fly from Winnipeg to Chicago.
  • Airlines with flights from Winnipeg to Chicago: Air New Zealand, United Airlines, avianca and Air Canada.

You may also like