Search Cheap Flights from Winnipeg to Chicago from 228.95 USD







Find the popular and cheapest one way flight from Winnipeg to Chicago

At WowTickets, flights from Winnipeg to Chicago are tailored for both speed and affordability. Our offerings consider the fastest and most economical options to ensure a seamless journey. The duration of flights averages 06:36:00, providing a swift link between these cities. Starting prices from 282 USD vary depending on travel times and specific days of the week, offering flexibility and value to our travellers.

One-way flight prices for 14 October

Sun
263.64 $

Sun

05.01

Mon
263.64 $

Mon

06.01

Cheapest
228.95 $

Wed

08.01

Thu
234.79 $

Thu

09.01

Fri
275.06 $

Fri

10.01

Sat
234.79 $

Sat

11.01

Sun
375.06 $

Sun

12.01

Mon
375.06 $

Mon

13.01

Tue
375.06 $

Tue

14.01

Wed
375.06 $

Wed

15.01

Thu
375.06 $

Thu

16.01

Fri
375.06 $

Fri

17.01

Sat
375.06 $

Sat

18.01

Sun
375.06 $

Sun

19.01

Mon
375.06 $

Mon

20.01

Tue
375.06 $

Tue

21.01

Wed
375.06 $

Wed

22.01

Thu
375.06 $

Thu

23.01

Fri
375.06 $

Fri

24.01

Sat
375.06 $

Sat

25.01

Secure your one-way flight from Winnipeg to Chicago for 14 October (YWG - CHI) with our selection of top deals. Compare prices across different airlines directly on our platform to find the most economical options for your travel plans. Ensure you get the best rate available for your journey without compromising on convenience or quality.

Great deals on tickets for 14 October

AirlinePriceDuration
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Air Canada

From 228.95

8 hr 15 min
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WestJet

From 287.9

8 hr 39 min
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United Airlines

From 327.58

2 hr 31 min
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Delta Air

From 348.41

4 hr 38 min

Quickly and easily compare round-trip airfares from Winnipeg to Chicago

Flight CodeAirlineAirportDeparture And ArrivalDuration
5567
airline logo
YWG - CHI19:20 - 21:512 hr 31 min
3920
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YWG - CHI19:20 - 21:512 hr 31 min
4005_1563
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YWG - CHI22:28 - 03:064 hr 38 min
261_1588
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YWG - CHI13:30 - 22:098 hr 39 min

Schedule of return flights from Winnipeg to Chicago

We have generated the best return flights from Winnipeg to Chicago – these results are based on price and convenience. Fares start from 282 USD but vary depending on the time and day.

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