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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) 2024-06-08 2024-06-29 369 USD 16 hours 1 minutes Connection 2024-04-28T22:35:00
Winnipeg (YWG) - Chicago (CHI) 2024-06-15 2024-06-29 369 USD 16 hours 1 minutes Connection 2024-04-29T00:43:42
Winnipeg (YWG) - Chicago (CHI) 2024-06-11 2024-06-15 383 USD 19 hours 54 minutes Connection 2024-05-01T02:44:40
Winnipeg (YWG) - Chicago (CHI) 2024-05-25 2024-06-19 385 USD 19 hours 32 minutes Connection 2024-04-30T02:28:41
Winnipeg (YWG) - Chicago (CHI) 2024-05-29 2024-06-05 388 USD 10 hours 43 minutes Connection 2024-04-30T02:19:20
Winnipeg (YWG) - Chicago (CHI) 2024-06-08 2024-06-15 392 USD 17 hours 54 minutes Connection 2024-04-29T20:35:25
Winnipeg (YWG) - Chicago (CHI) 2024-06-05 2024-06-12 393 USD 16 hours 50 minutes Connection 2024-04-28T22:48:21
Winnipeg (YWG) - Chicago (CHI) 2024-05-26 2024-06-19 399 USD 14 hours 28 minutes Connection 2024-04-30T02:28:41
Winnipeg (YWG) - Chicago (CHI) 2024-05-27 2024-06-19 399 USD 16 hours 1 minutes Connection 2024-04-30T02:28:42
Winnipeg (YWG) - Chicago (CHI) 2024-06-03 2024-06-06 424 USD 20 hours 4 minutes Connection 2024-04-28T00:26:37
Winnipeg (YWG) - Chicago (CHI) 2024-10-04 2024-10-08 424 USD 22 hours 42 minutes Connection 2024-04-28T04:34:22
Winnipeg (YWG) - Chicago (CHI) 2024-09-13 2024-09-16 434 USD 22 hours 39 minutes Connection 2024-04-29T14:09:13
Winnipeg (YWG) - Chicago (CHI) 2024-09-13 2024-09-17 434 USD 22 hours 29 minutes Connection 2024-04-29T14:09:13
Winnipeg (YWG) - Chicago (CHI) 2024-05-24 2024-05-28 434 USD 20 hours 12 minutes Connection 2024-04-29T02:35:08
Winnipeg (YWG) - Chicago (CHI) 2024-06-06 2024-07-03 441 USD 17 hours 21 minutes Connection 2024-04-30T21:23:08
Winnipeg (YWG) - Chicago (CHI) 2024-06-15 2024-07-10 452 USD 16 hours 1 minutes Connection 2024-04-30T21:32:01
Winnipeg (YWG) - Chicago (CHI) 2024-06-25 2024-06-29 452 USD 16 hours 1 minutes Connection 2024-05-01T02:00:57
Winnipeg (YWG) - Chicago (CHI) 2024-06-18 2024-07-10 455 USD 16 hours 1 minutes Connection 2024-05-01T07:47:47
Winnipeg (YWG) - Chicago (CHI) 2024-06-18 2024-06-25 455 USD 16 hours 1 minutes Connection 2024-05-01T04:21:31
Winnipeg (YWG) - Chicago (CHI) 2024-06-05 2024-07-03 458 USD 17 hours 51 minutes Connection 2024-04-28T22:48:21
Winnipeg (YWG) - Chicago (CHI) 2024-06-08 2024-07-03 458 USD 17 hours 51 minutes Connection 2024-04-29T20:48:25
Winnipeg (YWG) - Chicago (CHI) 2024-08-09 2024-08-14 468 USD 13 hours 3 minutes Connection 2024-04-29T18:16:45
Winnipeg (YWG) - Chicago (CHI) 2024-06-15 2024-06-18 468 USD 14 hours 51 minutes Connection 2024-04-29T15:02:24
Winnipeg (YWG) - Chicago (CHI) 2024-06-16 2024-06-18 468 USD 16 hours 1 minutes Connection 2024-04-30T18:53:17
Winnipeg (YWG) - Chicago (CHI) 2024-06-16 2024-06-22 468 USD 16 hours 1 minutes Connection 2024-04-28T02:54:48
Winnipeg (YWG) - Chicago (CHI) 2024-06-24 2024-06-29 468 USD 16 hours 1 minutes Connection 2024-04-30T03:03:07
Winnipeg (YWG) - Chicago (CHI) 2024-05-28 2024-06-01 468 USD 15 hours 34 minutes Connection 2024-04-29T01:06:19
Winnipeg (YWG) - Chicago (CHI) 2024-05-29 2024-06-01 468 USD 16 hours 4 minutes Connection 2024-04-29T18:25:48
Winnipeg (YWG) - Chicago (CHI) 2024-05-30 2024-06-01 468 USD 16 hours 4 minutes Connection 2024-04-29T18:25:54
Winnipeg (YWG) - Chicago (CHI) 2024-07-24 2024-07-26 470 USD 18 hours 52 minutes Connection 2024-04-29T07:56:36

Winnipeg to Chicago flight status

Flight Origin Destination Departure Arrival Equip
AC3506 Winnipeg (YWG) Chicago (ORD) 11:15 a.m. 2:06 p.m. ERJ 135 / ERJ 140 / ERJ 145
AC3570 Winnipeg (YWG) Chicago (ORD) 9:50 a.m. 12:45 p.m. E145
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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