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Jan 10, Compare & reserve one-way or return flights from Chicago to Winnipeg from only to get the best flight deals and promotions for your ORD to YWG trip!

Flights from Chicago to Winnipeg Flights from Chicago to Winnipeg, current page Fares from One Way, Round Trip from Chicago to Winnipeg Prices starting at for return flights and for one-way flights to Winnipeg were the cheapest prices found within the past 7 days, for the period specified. Chicago to Winnipeg Flights Departure times vary between - The earliest flight departs atthe last flight departs at However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.

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