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 to Chicago flight status

Flight Origin Destination Departure Arrival Equip
AV2179 Winnipeg (YWG) Chicago (ORD) 2:20 p.m. 5:01 p.m.
AC3570 Winnipeg (YWG) Chicago (ORD) 9:40 a.m. 12:45 p.m. E145
AC3215 Winnipeg (YWG) Chicago (ORD) 3:53 p.m. 6:03 p.m. ERJ 135 / ERJ 140 / ERJ 145
NZ9846 Winnipeg (YWG) Chicago (ORD) 2:20 p.m. 5:01 p.m. 737-900
AC3506 Winnipeg (YWG) Chicago (ORD) 9:47 a.m. 12:11 p.m. ERJ 135 / ERJ 140 / ERJ 145
NZ9848 Winnipeg (YWG) Chicago (ORD) 7 a.m. 9:31 a.m. A320-100/200
CM1508 Winnipeg (YWG) Chicago (ORD) 7 a.m. 9:31 a.m. E70
OO5891 Winnipeg (YWG) Chicago (ORD) 1:30 p.m. 3:11 p.m. CRJ2
OO5953 Winnipeg (YWG) Chicago (ORD) 6 a.m. 6:57 a.m. CRJ2
NZ9850 Winnipeg (YWG) Chicago (ORD) 11:30 p.m. 9:35 a.m. B739
AY3272 Winnipeg (YWG) Chicago (ORD) 11:25 p.m. 1:05 a.m. 321
WQ2550 Winnipeg (YWG) Chicago (ORD) 11 p.m. None B734
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
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.