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Cheap flights from Winnipeg to Illinois from C$ 197

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Illinois departing on 10/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Winnipeg to Illinois

Cheap round-trip flights

These are some of the best round-trip flight deals from Winnipeg to Illinois that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Winnipeg to Illinois.

Cheap last-minute flights

Planning a quick getaway from Winnipeg to Illinois? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Illinois, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Winnipeg to Illinois

Find recent round-trip train or bus tickets from Winnipeg to Illinois.

All round-trip flight deals to Illinois

The cheapest plane tickets to Illinois found on KAYAK recently.
7:30 a.m. - 4:14 p.m.YWG-MDW
8h 44m1 stop
6:40 a.m. - 3:10 p.m.MDW-YWG
8h 30m1 stop
C$ 345
Find Deal
Tue, 14 Jan - Fri, 24 Jan
7:30 a.m. - 4:14 p.m.YWG-MDW
8h 44m1 stop
6:15 a.m. - 3:10 p.m.MDW-YWG
8h 55m1 stop
C$ 364
Find Deal
Tue, 7 Jan - Mon, 13 Jan
7:30 a.m. - 1:11 p.m.YWG-ORD
5h 41m1 stop
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
C$ 535United Airlines
Find Deal
Fri, 10 Jan - Sat, 11 Jan
8:15 a.m. - 3:56 p.m.YWG-ORD
7h 41m1 stop
4:45 p.m. - 12:44 a.m.ORD-YWG
7h 59m1 stop
C$ 545WestJet
Find Deal
Thu, 13 Mar - Mon, 17 Mar
6:20 a.m. - 3:56 p.m.YWG-ORD
9h 36m1 stop
4:45 p.m. - 12:44 a.m.ORD-YWG
7h 59m1 stop
C$ 547WestJet
Find Deal
Mon, 14 Apr - Thu, 24 Apr
7:30 a.m. - 2:51 p.m.YWG-ORD
7h 21m1 stop
7:19 a.m. - 1:58 p.m.ORD-YWG
6h 39m1 stop
C$ 564Air Canada
Find Deal
Sat, 14 Dec - Wed, 18 Dec
7:30 a.m. - 1:11 p.m.YWG-ORD
5h 41m1 stop
7:19 a.m. - 1:58 p.m.ORD-YWG
6h 39m1 stop
C$ 567Air Canada
Find Deal
Sat, 14 Dec - Wed, 18 Dec
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
7:15 a.m. - 1:03 p.m.ORD-YWG
5h 48m1 stop
C$ 589United Airlines
Find Deal
Mon, 13 Jan - Sun, 13 Apr
6:55 a.m. - 6:14 p.m.YWG-MDW
11h 19m2 stops
10:19 a.m. - 4:47 p.m.MDW-YWG
6h 28m1 stop
C$ 596Delta
Find Deal
Tue, 14 Jan - Mon, 20 Jan
5:37 p.m. - 9:58 p.m.YWG-ORD
4h 21m1 stop
6:55 a.m. - 4:47 p.m.ORD-YWG
9h 52m2 stops
C$ 596Delta
Find Deal
Sun, 12 Jan - Wed, 22 Jan
7:30 a.m. - 5:50 p.m.YWG-MDW
10h 20m1 stop
C$ 197
Find Deal
Fri, 10 Jan
7:30 a.m. - 5:50 p.m.YWG-MDW
10h 20m1 stop
C$ 200
Find Deal
Fri, 10 Jan
5:00 a.m. - 4:40 p.m.YWG-MDW
11h 40m1 stop
C$ 311Porter Airlines
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Sun, 8 Dec
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 318Air Canada
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Thu, 9 Jan
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 328Air Canada
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Fri, 10 Jan
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 380United Airlines
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Sun, 12 Jan
7:30 a.m. - 1:11 p.m.YWG-ORD
5h 41m1 stop
C$ 408United Airlines
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Thu, 2 Jan
6:45 p.m. - 4:40 p.m.YWG-MDW
21h 55m1 stop
C$ 408Porter Airlines
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Sun, 8 Dec
12:20 p.m. - 10:12 a.m.YWG-MDW
21h 52m2 stops
C$ 454WestJet
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Fri, 10 Jan
12:20 p.m. - 9:50 a.m.YWG-MDW
21h 30m2 stops
C$ 496WestJet
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Sun, 8 Dec
7:30 a.m. - 9:32 a.m.YWG-MDW
26h 02m1 stop
2:17 p.m. - 4:55 p.m.MDW-YWG
26h 38m1 stop
C$ 1,204WestJet
Find Deal
Fri, 22 Nov - Mon, 25 Nov
7:30 a.m. - 6:46 p.m.YWG-ORD
11h 16m1 stop
3:45 p.m. - 11:41 a.m.ORD-YWG
19h 56m1 stop
C$ 1,222WestJet
Find Deal
Fri, 22 Nov - Mon, 25 Nov
6:55 a.m. - 10:14 p.m.YWG-ORD
15h 19m1 stop
7:05 a.m. - 4:24 p.m.ORD-YWG
9h 19m2 stops
C$ 1,241WestJet
Find Deal
Fri, 22 Nov - Mon, 25 Nov
8:15 a.m. - 9:58 p.m.YWG-ORD
13h 43m2 stops
7:05 a.m. - 4:24 p.m.ORD-YWG
9h 19m2 stops
C$ 1,243WestJet
Find Deal
Fri, 22 Nov - Mon, 25 Nov
7:30 a.m. - 5:54 p.m.YWG-MDW
10h 24m1 stop
12:43 p.m. - 11:26 a.m.MDW-YWG
22h 43m2 stops
C$ 1,253WestJet
Find Deal
Fri, 22 Nov - Mon, 25 Nov
2:15 p.m. - 4:45 p.m.YWG-ORD
2h 30mdirect
7:10 a.m. - 1:27 p.m.ORD-YWG
6h 17m1 stop
C$ 2,095United Airlines
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Fri, 22 Nov - Mon, 25 Nov
2:15 p.m. - 4:45 p.m.YWG-ORD
2h 30mdirect
12:52 p.m. - 3:28 p.m.ORD-YWG
2h 36mdirect
C$ 5,832United Airlines
Find Deal
Fri, 22 Nov - Mon, 25 Nov
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
C$ 589Air Canada
Find Deal
Thu, 9 Jan - Tue, 14 Jan
2:15 p.m. - 4:45 p.m.YWG-ORD
2h 30mdirect
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
C$ 620Air Canada
Find Deal
Mon, 16 Dec - Wed, 25 Dec
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
12:58 p.m. - 3:28 p.m.ORD-YWG
2h 30mdirect
C$ 621United Airlines
Find Deal
Sun, 9 Feb - Thu, 20 Feb
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
C$ 663Air Canada
Find Deal
Mon, 6 Jan - Wed, 15 Jan
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
C$ 684United Airlines
Find Deal
Fri, 10 Jan - Sat, 11 Jan
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
1:00 p.m. - 3:24 p.m.ORD-YWG
2h 24mdirect
C$ 704Air Canada
Find Deal
Mon, 13 Jan - Sun, 13 Apr
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
C$ 736United Airlines
Find Deal
Mon, 6 Jan - Sun, 12 Jan
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
C$ 750Air Canada
Find Deal
Thu, 30 Jan - Tue, 4 Feb
2:15 p.m. - 4:45 p.m.YWG-ORD
2h 30mdirect
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
C$ 788Air Canada
Find Deal
Mon, 16 Dec - Sun, 22 Dec
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
C$ 817Air Canada
Find Deal
Wed, 25 Dec - Wed, 1 Jan

United Airlines flights from Winnipeg to Illinois

Our best United Airlines deals on Winnipeg to Illinois flight tickets
United Airlines
10 Jan
YWG7:30 a.m.Winnipeg
5h 41m
1 stop
ORD1:11 p.m.Chicago O'Hare Intl
11 Jan
ORD12:56 p.m.Chicago O'Hare Intl
2h 32m
YWG3:28 p.m.Winnipeg
United Airlines
13 Jan
YWG2:15 p.m.Winnipeg
2h 36m
ORD4:51 p.m.Chicago O'Hare Intl
13 Apr
ORD7:15 a.m.Chicago O'Hare Intl
5h 48m
1 stop
YWG1:03 p.m.Winnipeg
United Airlines
18 Dec
YWG2:15 p.m.Winnipeg
2h 30m
ORD4:45 p.m.Chicago O'Hare Intl
25 Dec
ORD12:56 p.m.Chicago O'Hare Intl
2h 32m
YWG3:28 p.m.Winnipeg

Air Canada flights from Winnipeg to Illinois

Our best Air Canada deals on Winnipeg to Illinois flight tickets
Air Canada
14 Dec
YWG7:30 a.m.Winnipeg
7h 21m
1 stop
ORD2:51 p.m.Chicago O'Hare Intl
18 Dec
ORD7:19 a.m.Chicago O'Hare Intl
6h 39m
1 stop
YWG1:58 p.m.Winnipeg
Air Canada
14 Dec
YWG7:30 a.m.Winnipeg
5h 41m
1 stop
ORD1:11 p.m.Chicago O'Hare Intl
18 Dec
ORD7:19 a.m.Chicago O'Hare Intl
6h 39m
1 stop
YWG1:58 p.m.Winnipeg
Air Canada
24 Jan
YWG7:45 a.m.Winnipeg
7h 00m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl
31 Jan
ORD7:20 a.m.Chicago O'Hare Intl
9h 08m
1 stop
YWG4:28 p.m.Winnipeg

See travel insights to Illinois from

How to get the cheapest flight ticket from Winnipeg to Illinois

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Illinois?

According to our data, Wednesday is the cheapest day to fly to Illinois from Winnipeg. The lowest ticket price found for a Wednesday departure recently was C$ 593. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Illinois is Saturday, with ticket prices averaging around C$ 734.

What is the cheapest Winnipeg to Illinois flight route?

Fly from Winnipeg to Chicago O'Hare Intl for the best Winnipeg - Illinois flight prices

What cabin class options are available on Winnipeg to Illinois flights?

There are 4 cabin classes available to choose from on Winnipeg to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Winnipeg to Illinois flights?

You could potentially save up to 38% on your flight if you consider stops on a Winnipeg to Illinois flight.

Cheap Winnipeg to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Illinois

Best price found

C$ 197

Fastest flight time

2h 30m

Direct flights

Every day

Airports in Illinois

2 airports
The best one-way flight to Illinois from Winnipeg in the past 72 hours is C$ 197. The best round-trip flight deal from Winnipeg to Illinois found on momondo in the last 72 hours is C$ 345.
The fastest flight from Winnipeg to Illinois takes 2h 30m
Direct flights go from Winnipeg to Illinois every day.
There are 2 airports near Illinois: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • When did momondo last update prices for flights from Winnipeg Airport to Illinois?

    Prices for flights from Winnipeg Airport to Illinois are refreshed on a daily basis.

  • How many operators does momondo search for flights from Winnipeg Airport to Illinois?

  • How old do you have to be to fly from Winnipeg Airport to Illinois?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The travel and health documents you'll need for your trip to Illinois may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Illinois. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Winnipeg to Illinois?


Best airlines flying from Winnipeg to Illinois

Compare and see reviews for airlines that fly from Winnipeg to Illinois with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 394Free CancellationRating
7.0
8,246 reviews
Search Air Canada flights
DeltaPriceFrom C$ 484Free CancellationRating
8.0
8,755 reviews
Search Delta flights
WestJetPriceFrom C$ 514Free CancellationRating
7.3
2,811 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 551Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Illinois?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Illinois from Winnipeg.

Can I find flights from Winnipeg to Illinois with flexible booking policies on momondo?

momondo does allow users to show only those flights to Illinois from Winnipeg which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Winnipeg to Illinois?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Illinois from Winnipeg.

I’m not ready to book a flight from Winnipeg to Illinois right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Illinois from Winnipeg. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


An easier way to manage your Illinois trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Popular Cities in Illinois

Popular flights according to clicks in the last 7 days on momondo