1. Home
  2. Flights Search
  3. Flights from Chicago to Winnipeg

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) 2024-05-03 2024-05-05 355 USD 41 hours 5 minutes Connection 2024-04-19T14:44:30
Chicago (CHI) - Winnipeg (YWG) 2024-05-23 2024-05-31 398 USD 4 hours 54 minutes Direct 2024-04-18T16:10:22
Chicago (CHI) - Winnipeg (YWG) 2024-05-25 2024-05-27 398 USD 4 hours 54 minutes Direct 2024-04-19T09:00:35
Chicago (CHI) - Winnipeg (YWG) 2024-05-26 2024-05-27 398 USD 4 hours 54 minutes Direct 2024-04-19T09:01:29
Chicago (CHI) - Winnipeg (YWG) 2024-05-28 2024-05-31 398 USD 4 hours 54 minutes Direct 2024-04-18T16:07:06
Chicago (CHI) - Winnipeg (YWG) 2024-05-24 2024-05-28 409 USD 4 hours 54 minutes Direct 2024-04-18T03:59:38
Chicago (CHI) - Winnipeg (YWG) 2024-05-27 2024-05-31 412 USD 10 hours 28 minutes Connection 2024-04-17T02:29:46
Chicago (CHI) - Winnipeg (YWG) 2024-05-28 2024-06-04 414 USD 4 hours 54 minutes Direct 2024-04-19T20:53:45
Chicago (CHI) - Winnipeg (YWG) 2024-05-18 2024-05-19 415 USD 14 hours 45 minutes Connection 2024-04-17T18:21:38
Chicago (CHI) - Winnipeg (YWG) 2024-05-19 2024-05-20 415 USD 16 hours 9 minutes Connection 2024-04-19T13:01:25
Chicago (CHI) - Winnipeg (YWG) 2024-08-06 2024-08-07 418 USD 24 hours 42 minutes Connection 2024-04-19T20:23:52
Chicago (CHI) - Winnipeg (YWG) 2024-05-25 2024-05-31 420 USD 9 hours 50 minutes Connection 2024-04-16T18:56:49
Chicago (CHI) - Winnipeg (YWG) 2024-05-24 2024-05-26 431 USD 22 hours 42 minutes Connection 2024-04-19T18:54:40
Chicago (CHI) - Winnipeg (YWG) 2024-05-18 2024-05-24 432 USD 12 hours 28 minutes Connection 2024-04-18T19:52:49
Chicago (CHI) - Winnipeg (YWG) 2024-05-23 2024-05-28 433 USD 4 hours 54 minutes Direct 2024-04-17T23:01:46
Chicago (CHI) - Winnipeg (YWG) 2024-06-01 2024-06-06 436 USD 9 hours 50 minutes Connection 2024-04-16T15:51:39
Chicago (CHI) - Winnipeg (YWG) 2024-05-25 2024-06-02 436 USD 9 hours 50 minutes Connection 2024-04-17T09:36:37
Chicago (CHI) - Winnipeg (YWG) 2024-05-25 2024-06-08 436 USD 9 hours 50 minutes Connection 2024-04-18T08:56:58
Chicago (CHI) - Winnipeg (YWG) 2024-06-06 2024-06-12 441 USD 4 hours 54 minutes Direct 2024-04-19T00:50:37
Chicago (CHI) - Winnipeg (YWG) 2024-06-09 2024-06-11 441 USD 4 hours 54 minutes Direct 2024-04-19T14:47:18
Chicago (CHI) - Winnipeg (YWG) 2024-05-18 2024-05-22 442 USD 17 hours 24 minutes Connection 2024-04-18T15:24:45
Chicago (CHI) - Winnipeg (YWG) 2024-05-18 2024-05-26 442 USD 12 hours 28 minutes Connection 2024-04-18T08:54:38
Chicago (CHI) - Winnipeg (YWG) 2024-05-19 2024-05-26 442 USD 12 hours 28 minutes Connection 2024-04-18T08:56:00
Chicago (CHI) - Winnipeg (YWG) 2024-05-18 2024-05-25 445 USD 26 hours 23 minutes Connection 2024-04-18T15:55:56
Chicago (CHI) - Winnipeg (YWG) 2024-06-03 2024-06-05 452 USD 9 hours 50 minutes Connection 2024-04-16T21:52:22
Chicago (CHI) - Winnipeg (YWG) 2024-06-05 2024-06-09 452 USD 9 hours 50 minutes Connection 2024-04-18T08:09:24
Chicago (CHI) - Winnipeg (YWG) 2024-06-06 2024-06-10 452 USD 10 hours 20 minutes Connection 2024-04-18T23:21:28
Chicago (CHI) - Winnipeg (YWG) 2024-06-08 2024-06-15 452 USD 9 hours 50 minutes Connection 2024-04-18T02:49:25
Chicago (CHI) - Winnipeg (YWG) 2024-06-08 2024-06-16 452 USD 10 hours 20 minutes Connection 2024-04-16T16:39:17
Chicago (CHI) - Winnipeg (YWG) 2024-06-08 2024-06-24 452 USD 10 hours 20 minutes Connection 2024-04-16T17:36:23

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

Popular Flights Searchs

  • Domestic Destinations
  • International Destinations