Direct flights from Chicago to Winnipeg
All flights from ORD to YWG non-stop. There are direct flights from Chicago O Hare International (ORD), Illinois, USA to Winnipeg International (YWG), Canada with United Airlines. 14 weekly departures are currently scheduled on this route. Departure times range from 09:15 to 19:54 depending on the schedule period. The flight distance is 709 miles (1141 km). Flight time ranges from 2 hours and 24 minutes to 2 hours and 54 minutes.
Chicago
, USA
Winnipeg
, Canada
Flight schedule from Chicago to Winnipeg with United Airlines
This is a weekly direct flight schedule for United Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-08-24
Chicago to Winnipeg scheduled departures
Select a date to see every published non-stop departure between ORD and YWG.
ORD - YWG route facts
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Distance709 miles (1141 km)
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Flight time2 hours and 24 minutes to 2 hours and 54 minutes
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Airline United
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Airline alliancesStar Alliance
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CabinsEconomy First
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Hub airportsORD (Largest hub.)
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Departure terminalsTerminal 2
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AircraftEmbraer 175 (Enhanced Winglets)
Route FAQ
Direct flights from Chicago to Canada
From Chicago to Vancouver
YVR Vancouver International Airport
From Chicago to Calgary
YYC Calgary International
From Chicago to Edmonton
YEG Edmonton International Airport
From Chicago to Halifax
YHZ Halifax International
From Chicago to Quebec
YQB Quebec Jean Lesage International
From Chicago to Montreal
YUL Pierre Elliott Trudeau International
From Chicago to Ottawa
YOW Ottawa Macdonald Cartier International
From Chicago to Toronto
YYZ Pearson International
From Chicago to Toronto
YTZ City Centre
