Flights from Chicago to Winnipeg – Airlines & connecting routes
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MDW to YWG – All flight route options from Chicago Midway International, Illinois, USA to Winnipeg International, Canada. These flights are operated by Delta Air Lines & WestJet through 1 different flight connections. The shortest flight time is 6 hours and 24 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.
Other flight options
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Chicago to Winnipeg flights
This route is operated by one airline and has approximately 39 flights per week. You will be doing a stopover in Minneapolis (Airport code: MSP).
Are there any non-stop flights from MDW to YWG?
There are no direct or non-stop flights from Chicago Midway International, MDW to Winnipeg International, YWG.
Chicago to Winnipeg with Delta Air Lines
If you fly from Chicago with Delta Air Lines you will do a stopover in Minneapolis, MSP before reaching Winnipeg. This flight trip will take 6 hours and 24 minutes and you can fly every weekday with departures between 9:00 am and 7:00 pm. Delta Air Lines is a member of SkyTeam.
Distance & flight times: Midway International Airport to Winnipeg International
The flight time between MDW and YWG is 6 hours and 24 minutes.
Via | Total flight time | Layover time | Distance |
---|---|---|---|
MSP Minneapolis | 6h 24m | 2h 56m | 746 miles (1200 km) |



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From Chicago to Canada
Below is a list of other destinations to Canada from Chicago Midway International with either direct flights or 1 stop connections.
From USA to Winnipeg
Below is a list of other cities in USA with flights to Winnipeg with either non-stop or connecting flights.
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ORD Chicago Direct
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DFW Dallas
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ATL Atlanta Direct
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DEN Denver Direct
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JFK New York
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MIA Miami
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LAX Los Angeles
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CLT Charlotte
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IAH Houston
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EWR New York