Cheap flights from Chicago to Winnipeg

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

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

Chicago to Winnipeg flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Chicago (CHI) - Winnipeg (YWG) 2024-06-01 2024-06-02 280 USD 14 hours 34 minutes Connection 2024-05-18T12:47:27
Chicago (CHI) - Winnipeg (YWG) 2024-09-16 2024-09-17 356 USD 19 hours 56 minutes Connection 2024-05-17T21:00:02
Chicago (CHI) - Winnipeg (YWG) 2024-06-06 2024-06-10 378 USD 18 hours 20 minutes Connection 2024-05-17T03:26:12
Chicago (CHI) - Winnipeg (YWG) 2024-05-29 2024-06-01 378 USD 18 hours 20 minutes Connection 2024-05-17T12:32:29
Chicago (CHI) - Winnipeg (YWG) 2024-06-29 2024-07-03 385 USD 48 hours 26 minutes Connection 2024-05-18T16:55:11
Chicago (CHI) - Winnipeg (YWG) 2024-06-22 2024-07-17 399 USD 18 hours 47 minutes Connection 2024-05-16T15:07:53
Chicago (CHI) - Winnipeg (YWG) 2024-06-25 2024-07-17 399 USD 22 hours 49 minutes Connection 2024-05-17T00:14:45
Chicago (CHI) - Winnipeg (YWG) 2024-05-30 2024-06-02 399 USD 19 hours 26 minutes Connection 2024-05-17T16:43:59
Chicago (CHI) - Winnipeg (YWG) 2024-08-22 2024-08-28 411 USD 17 hours 49 minutes Connection 2024-05-17T04:34:52
Chicago (CHI) - Winnipeg (YWG) 2024-07-02 2024-07-07 431 USD 18 hours 9 minutes Connection 2024-05-16T12:39:19
Chicago (CHI) - Winnipeg (YWG) 2024-06-21 2024-06-25 468 USD 4 hours 54 minutes Direct 2024-05-16T04:30:01
Chicago (CHI) - Winnipeg (YWG) 2024-06-08 2024-07-03 470 USD 16 hours 56 minutes Connection 2024-05-18T17:45:51
Chicago (CHI) - Winnipeg (YWG) 2024-08-12 2024-08-20 470 USD 15 hours 58 minutes Connection 2024-05-17T20:25:47
Chicago (CHI) - Winnipeg (YWG) 2024-06-21 2024-06-26 473 USD 10 hours 12 minutes Connection 2024-05-17T23:16:53
Chicago (CHI) - Winnipeg (YWG) 2024-06-19 2024-06-22 473 USD 10 hours 12 minutes Connection 2024-05-16T11:44:41
Chicago (CHI) - Winnipeg (YWG) 2024-06-25 2024-07-01 475 USD 25 hours 4 minutes Connection 2024-05-18T03:44:46
Chicago (CHI) - Winnipeg (YWG) 2024-06-08 2024-06-10 481 USD 16 hours 4 minutes Connection 2024-05-17T12:08:44
Chicago (CHI) - Winnipeg (YWG) 2024-07-04 2024-07-07 485 USD 16 hours 40 minutes Connection 2024-05-17T22:57:18
Chicago (CHI) - Winnipeg (YWG) 2024-07-12 2024-07-15 490 USD 21 hours 20 minutes Connection 2024-05-16T18:43:38
Chicago (CHI) - Winnipeg (YWG) 2024-06-18 2024-06-20 490 USD 14 hours 36 minutes Connection 2024-05-17T22:18:43
Chicago (CHI) - Winnipeg (YWG) 2024-06-18 2024-06-24 490 USD 14 hours 36 minutes Connection 2024-05-17T00:05:51
Chicago (CHI) - Winnipeg (YWG) 2024-06-22 2024-06-25 490 USD 14 hours 46 minutes Connection 2024-05-18T11:44:04
Chicago (CHI) - Winnipeg (YWG) 2024-08-15 2024-08-24 497 USD 15 hours 58 minutes Connection 2024-05-18T11:43:27
Chicago (CHI) - Winnipeg (YWG) 2024-05-24 2024-05-31 497 USD 16 hours 8 minutes Connection 2024-05-18T20:24:34
Chicago (CHI) - Winnipeg (YWG) 2024-07-31 2024-08-02 497 USD 17 hours 49 minutes Connection 2024-05-17T04:15:20
Chicago (CHI) - Winnipeg (YWG) 2024-06-29 2024-07-02 499 USD 46 hours 46 minutes Connection 2024-05-18T16:55:10
Chicago (CHI) - Winnipeg (YWG) 2024-06-16 2024-06-22 502 USD 16 hours 37 minutes Connection 2024-05-17T20:23:01
Chicago (CHI) - Winnipeg (YWG) 2024-06-16 2024-06-23 502 USD 11 hours 28 minutes Connection 2024-05-17T07:23:54
Chicago (CHI) - Winnipeg (YWG) 2024-06-20 2024-06-26 513 USD 17 hours 51 minutes Connection 2024-05-17T16:32:16
Chicago (CHI) - Winnipeg (YWG) 2024-06-24 2024-07-02 517 USD 19 hours 2 minutes Connection 2024-05-16T23:30:45

Chicago to Winnipeg flight status

Flight Origin Destination Departure Arrival Equip
AC3381 Chicago (ORD) Winnipeg (YWG) 10:10 a.m. 3:01 p.m. CRJ
NZ9851 Chicago (ORD) Winnipeg (YWG) 1:15 p.m. 6:20 a.m. A319
OO6371 Chicago (ORD) Winnipeg (YWG) 8:59 p.m. 10:53 p.m. CRJ
AC4463 Chicago (ORD) Winnipeg (YWG) 7:35 p.m. 10:11 p.m.
NZ9847 Chicago (ORD) Winnipeg (YWG) 10 a.m. 12:34 p.m. Bombardier CRJ-200ER
WQ2545 Chicago (ORD) Winnipeg (YWG) 1:30 p.m. None B734
NZ9849 Chicago (ORD) Winnipeg (YWG) 7:35 p.m. 10:11 p.m. Bombardier CRJ-200ER
EI6452 Chicago (ORD) Winnipeg (YWG) 7:35 p.m. 10:11 p.m. Bombardier CRJ-200ER
WQ2531 Chicago (ORD) Winnipeg (YWG) None None B734
KZ683 Chicago (ORD) Winnipeg (YWG) 11:55 p.m. None B748
CM1417 Chicago (ORD) Winnipeg (YWG) 2:03 p.m. 5:17 p.m. CR7