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Cheap flights from Winnipeg to Chicago

Find cheap Chicago to Winnipeg flights with our free search service. Compare all available fares for direct or connection flights from Chicago to Winnipeg.

Round-trip
  • One-way
  • Round-trip
1 adult
Adults 12 years or over
1
Children 2-11 years
0
Infants 0-23 months
0
Cancel Done
Economy Class
  • Economy Class
  • Business Class
Done
Done

Winnipeg to Chicago flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Winnipeg (YWG) - Chicago (CHI) 2024-06-24 2024-06-29 368 USD 16 hours 1 minutes Connection 2024-04-24T14:31:45
Winnipeg (YWG) - Chicago (CHI) 2024-05-31 2024-06-26 371 USD 17 hours 55 minutes Connection 2024-04-24T02:26:57
Winnipeg (YWG) - Chicago (CHI) 2024-05-24 2024-05-31 373 USD 18 hours 20 minutes Connection 2024-04-26T18:43:06
Winnipeg (YWG) - Chicago (CHI) 2024-05-25 2024-05-29 377 USD 22 hours 46 minutes Connection 2024-04-23T03:29:55
Winnipeg (YWG) - Chicago (CHI) 2024-05-25 2024-06-01 378 USD 21 hours 23 minutes Connection 2024-04-26T21:51:15
Winnipeg (YWG) - Chicago (CHI) 2024-05-10 2024-06-01 381 USD 17 hours 52 minutes Connection 2024-04-25T07:43:14
Winnipeg (YWG) - Chicago (CHI) 2024-05-29 2024-05-31 382 USD 13 hours 29 minutes Connection 2024-04-25T12:37:02
Winnipeg (YWG) - Chicago (CHI) 2024-05-29 2024-06-01 387 USD 31 hours 8 minutes Connection 2024-04-25T12:37:02
Winnipeg (YWG) - Chicago (CHI) 2024-06-01 2024-06-15 389 USD 17 hours 54 minutes Connection 2024-04-23T20:28:34
Winnipeg (YWG) - Chicago (CHI) 2024-10-04 2024-10-09 389 USD 20 hours 16 minutes Connection 2024-04-25T18:34:55
Winnipeg (YWG) - Chicago (CHI) 2024-06-11 2024-06-15 389 USD 17 hours 54 minutes Connection 2024-04-24T00:24:37
Winnipeg (YWG) - Chicago (CHI) 2024-06-12 2024-06-15 389 USD 17 hours 54 minutes Connection 2024-04-23T21:11:26
Winnipeg (YWG) - Chicago (CHI) 2024-05-21 2024-05-28 390 USD 17 hours 58 minutes Connection 2024-04-23T03:07:58
Winnipeg (YWG) - Chicago (CHI) 2024-07-02 2024-07-06 394 USD 12 hours 22 minutes Connection 2024-04-23T16:35:33
Winnipeg (YWG) - Chicago (CHI) 2024-06-17 2024-06-20 411 USD 19 hours 49 minutes Connection 2024-04-25T12:08:05
Winnipeg (YWG) - Chicago (CHI) 2024-06-01 2024-06-30 417 USD 19 hours 32 minutes Connection 2024-04-24T02:02:58
Winnipeg (YWG) - Chicago (CHI) 2024-05-24 2024-05-27 424 USD 4 hours 54 minutes Direct 2024-04-24T12:16:27
Winnipeg (YWG) - Chicago (CHI) 2024-05-30 2024-05-31 425 USD 18 hours 2 minutes Connection 2024-04-26T18:37:43
Winnipeg (YWG) - Chicago (CHI) 2024-09-27 2024-10-01 427 USD 22 hours 41 minutes Connection 2024-04-23T18:54:35
Winnipeg (YWG) - Chicago (CHI) 2024-10-04 2024-10-30 429 USD 21 hours 9 minutes Connection 2024-04-25T18:34:59
Winnipeg (YWG) - Chicago (CHI) 2024-05-08 2024-05-09 430 USD 27 hours 22 minutes Connection 2024-04-24T13:52:09
Winnipeg (YWG) - Chicago (CHI) 2024-07-24 2024-08-21 430 USD 18 hours 49 minutes Connection 2024-04-25T17:49:50
Winnipeg (YWG) - Chicago (CHI) 2024-08-18 2024-08-21 445 USD 13 hours 36 minutes Connection 2024-04-25T12:59:15
Winnipeg (YWG) - Chicago (CHI) 2024-05-18 2024-06-15 449 USD 18 hours 26 minutes Connection 2024-04-23T05:53:23
Winnipeg (YWG) - Chicago (CHI) 2024-06-30 2024-07-03 449 USD 33 hours 34 minutes Connection 2024-04-25T20:58:37
Winnipeg (YWG) - Chicago (CHI) 2024-10-03 2024-10-08 453 USD 27 hours 4 minutes Connection 2024-04-24T20:13:47
Winnipeg (YWG) - Chicago (CHI) 2024-07-11 2024-07-14 454 USD 27 hours 13 minutes Connection 2024-04-25T03:14:52
Winnipeg (YWG) - Chicago (CHI) 2024-06-22 2024-07-17 455 USD 17 hours 51 minutes Connection 2024-04-23T15:33:26
Winnipeg (YWG) - Chicago (CHI) 2024-06-16 2024-07-10 456 USD 17 hours 51 minutes Connection 2024-04-25T02:42:58
Winnipeg (YWG) - Chicago (CHI) 2024-06-19 2024-07-17 456 USD 17 hours 51 minutes Connection 2024-04-24T21:35:38

Winnipeg to Chicago flight status

Flight Origin Destination Departure Arrival Equip
AC3570 Winnipeg (YWG) Chicago (ORD) 9:50 a.m. 12:45 p.m. E145
AC3506 Winnipeg (YWG) Chicago (ORD) 11:15 a.m. 2:06 p.m. ERJ 135 / ERJ 140 / ERJ 145
AC3215 Winnipeg (YWG) Chicago (ORD) 7:45 a.m. 9:51 a.m. ERJ 135 / ERJ 140 / ERJ 145
NZ9850 Winnipeg (YWG) Chicago (ORD) 11:30 p.m. 9:35 a.m. B739
OO5891 Winnipeg (YWG) Chicago (ORD) 5:43 p.m. 6:36 p.m. CRJ2
AY3272 Winnipeg (YWG) Chicago (ORD) 11:25 p.m. 1:05 a.m. 321
OO5953 Winnipeg (YWG) Chicago (ORD) 6:10 p.m. 7:40 p.m. CRJ2
NZ9846 Winnipeg (YWG) Chicago (ORD) 5:31 p.m. 8:16 p.m. 737-900
WQ2550 Winnipeg (YWG) Chicago (ORD) 11 p.m. None B734
NZ9848 Winnipeg (YWG) Chicago (ORD) 1:32 p.m. 3:59 p.m. A320-100/200
EI6456 Winnipeg (YWG) Chicago (ORD) 1:32 p.m. 3:59 p.m.
EI6455 Winnipeg (YWG) Chicago (ORD) 7:18 a.m. 10 a.m. CRJ
CM1508 Winnipeg (YWG) Chicago (ORD) 7:18 a.m. 10 a.m. E70
EV5970 Winnipeg (YWG) Chicago (ORD) 7:51 a.m. 9:59 a.m. ERJ
EI6457 Winnipeg (YWG) Chicago (ORD) 11:49 a.m. 2:10 p.m. CRJ
EI6458 Winnipeg (YWG) Chicago (ORD) 7:05 a.m. 9:40 a.m. ERJ 135 / ERJ 140 / ERJ 145
MI5096 Winnipeg (YWG) Chicago (ORD) noon 2:30 p.m. 320
IB6774 Winnipeg (YWG) Chicago (ORD) 8:10 a.m. 10:23 a.m.
AV2179 Winnipeg (YWG) Chicago (ORD) 5:37 p.m. 8:10 p.m.

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