Airlines with flights from Chicago to Winnipeg
There are two airlines with scheduled flights between ORD and YWG. United is the only airline with non-stop flights from Chicago O'Hare to Winnipeg International and the flight time is 2 hours and 38 minutes. You can also connect with Delta via Minneapolis with a flight time of 3 hours and 54 minutes.
Choose airline
Schedules
Non-stop with United Airlines
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Total flight time: 2 hours and 38 minutes
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Chicago is a United Airlines hub (Largest hub ).
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14 flights per week
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Embraer 175 (Enhanced Winglets)
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First class available
ORD
Direct
YWG
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
UA5475
09:14
09:14
09:14
09:14
09:14
09:14
09:14
UA5645
20:00
20:00
20:00
20:00
20:00
20:00
20:00
The timetable & schedule information was updated at 2026-04-21
Via Minneapolis with Delta Air Lines
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Total flight time: 3h 54m - 8h 16m.
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Sky Team Alliance
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117 flights per week
ORD
Via MSP
YWG
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL1717
DL3683
DL3683
06:30
06:30
06:30
06:30
06:30
06:30
06:30
DL1554
DL3683
DL3683
----
----
----
----
----
----
08:00
DL1554
DL3823
DL3823
08:36
08:36
08:36
08:36
08:36
08:36
----
DL1567
DL4147
DL4147
12:27
12:27
12:27
12:27
12:27
----
12:27
DL4767
DL4147
DL4147
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----
----
----
----
12:46
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DL1533
DL3656
DL3656
15:55
15:55
15:55
15:55
15:55
15:55
15:55
DL1306
DL3656
DL3656
17:57
17:57
17:57
17:57
17:57
17:57
18:14
The timetable & schedule information was updated at 2026-04-21

There are two airlines with scheduled flights between ORD and YWG. United is the only airline with non-stop flights from Chicago O'Hare to Winnipeg International and the flight time is 2 hours and 38 minutes. You can also connect with Delta via Minneapolis with a flight time of 3 hours and 54 minutes.