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Cheap flights from Illinois to Winnipeg from C$ 166

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Winnipeg departing on 5/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Illinois to Winnipeg

Cheap round-trip flights

These are some of the best round-trip flight deals from Illinois to Winnipeg 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 Illinois to Winnipeg.

Cheap last-minute flights

Planning a quick getaway from Illinois to Winnipeg? 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 Winnipeg, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Illinois to Winnipeg

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

All round-trip flight deals to Winnipeg

The cheapest plane tickets to Winnipeg found on KAYAK recently.
7:45 p.m. - 3:10 p.m.ORD-YWG
19h 25m2 stops
7:30 a.m. - 6:43 a.m.YWG-ORD
23h 13m2 stops
C$ 482
Find Deal
Thu, 5 Dec - Wed, 11 Dec
4:45 p.m. - 12:44 a.m.ORD-YWG
7h 59m1 stop
7:30 a.m. - 4:56 p.m.YWG-ORD
9h 26m1 stop
C$ 492
Find Deal
Thu, 20 Feb - Wed, 26 Feb
2:05 p.m. - 8:58 p.m.ORD-YWG
6h 53m1 stop
8:30 a.m. - 5:09 p.m.YWG-ORD
8h 39m1 stop
C$ 621Air Canada
Find Deal
Tue, 10 Dec - Thu, 12 Dec
8:25 p.m. - 8:28 a.m.ORD-YWG
12h 03m1 stop
8:30 a.m. - 5:09 p.m.YWG-ORD
8h 39m1 stop
C$ 654Air Canada
Find Deal
Sun, 8 Dec - Thu, 12 Dec
12:55 p.m. - 10:45 a.m.MDW-YWG
21h 50m1 stop
7:00 p.m. - 10:20 a.m.YWG-MDW
15h 20m1 stop
C$ 692Porter Airlines
Find Deal
Sat, 14 Dec - Mon, 16 Dec
7:59 p.m. - 11:45 a.m.ORD-YWG
15h 46m2 stops
5:37 p.m. - 9:58 p.m.YWG-ORD
4h 21m1 stop
C$ 706Delta
Find Deal
Mon, 16 Dec - Mon, 6 Jan
7:05 a.m. - 11:43 p.m.ORD-YWG
16h 38m2 stops
5:37 p.m. - 12:55 p.m.YWG-ORD
19h 18m2 stops
C$ 720Delta
Find Deal
Wed, 25 Dec - Mon, 20 Jan
12:55 p.m. - 11:40 p.m.MDW-YWG
10h 45m1 stop
11:35 a.m. - 10:20 a.m.YWG-MDW
22h 45m2 stops
C$ 756Porter Airlines
Find Deal
Sat, 14 Dec - Mon, 16 Dec
8:30 p.m. - 8:28 a.m.ORD-YWG
11h 58m1 stop
2:15 p.m. - 4:37 p.m.YWG-ORD
2h 22mdirect
C$ 779United Airlines
Find Deal
Fri, 21 Mar - Wed, 26 Mar
12:52 p.m. - 3:28 p.m.ORD-YWG
2h 36mdirect
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 864United Airlines
Find Deal
Mon, 16 Dec - Mon, 23 Dec
6:15 p.m. - 3:10 p.m.MDW-YWG
20h 55m1 stop
C$ 166
Find Deal
Thu, 5 Dec
5:59 p.m. - 3:10 p.m.ORD-YWG
21h 11m1 stop
C$ 169
Find Deal
Thu, 5 Dec
5:38 p.m. - 3:10 p.m.ORD-YWG
21h 32m1 stop
C$ 179
Find Deal
Tue, 17 Dec
9:50 a.m. - 5:08 p.m.ORD-YWG
7h 18m1 stop
C$ 300Air Canada
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Sat, 14 Dec
12:58 p.m. - 3:28 p.m.ORD-YWG
2h 30mdirect
C$ 332Air Canada
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Fri, 28 Feb
9:13 p.m. - 8:28 a.m.ORD-YWG
11h 15m1 stop
C$ 379United Airlines
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Wed, 1 Jan
12:55 p.m. - 6:04 p.m.MDW-YWG
29h 09m2 stops
C$ 407Porter Airlines
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Sat, 14 Dec
10:10 a.m. - 11:18 p.m.ORD-YWG
13h 08m2 stops
C$ 430WestJet
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Fri, 28 Feb
12:52 p.m. - 3:28 p.m.ORD-YWG
2h 36mdirect
C$ 432United Airlines
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Tue, 17 Dec
1:05 p.m. - 6:04 p.m.MDW-YWG
28h 59m2 stops
C$ 440Porter Airlines
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Sun, 19 Jan
5:40 p.m. - 8:40 p.m.ORD-YWG
27h 00m3 stops
11:35 a.m. - 9:20 a.m.YWG-ORD
21h 45m2 stops
C$ 942
Find Deal
Wed, 20 Nov - Fri, 22 Nov
5:40 p.m. - 8:40 p.m.ORD-YWG
27h 00m2 stops
4:00 p.m. - 10:56 a.m.YWG-ORD
18h 56m1 stop
C$ 952
Find Deal
Wed, 20 Nov - Fri, 22 Nov
5:40 p.m. - 8:40 p.m.ORD-YWG
27h 00m3 stops
11:35 a.m. - 8:03 p.m.YWG-ORD
32h 28m3 stops
C$ 1,021
Find Deal
Wed, 20 Nov - Fri, 22 Nov
12:52 p.m. - 3:28 p.m.ORD-YWG
2h 36mdirect
7:05 p.m. - 2:47 p.m.YWG-ORD
19h 42m2 stops
C$ 1,748United Airlines
Find Deal
Wed, 20 Nov - Fri, 22 Nov
12:52 p.m. - 3:28 p.m.ORD-YWG
2h 36mdirect
5:55 p.m. - 8:05 a.m.YWG-ORD
14h 10m1 stop
C$ 1,768Air Canada
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Thu, 21 Nov - Sun, 1 Dec
12:52 p.m. - 3:28 p.m.ORD-YWG
2h 36mdirect
8:30 a.m. - 5:09 p.m.YWG-ORD
8h 39m1 stop
C$ 1,775Air Canada
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Wed, 20 Nov - Fri, 22 Nov
9:30 a.m. - 4:55 p.m.MDW-YWG
7h 25m1 stop
7:30 a.m. - 5:54 p.m.YWG-MDW
10h 24m1 stop
C$ 1,793WestJet
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Thu, 21 Nov - Sun, 1 Dec
2:17 p.m. - 11:27 p.m.MDW-YWG
9h 10m1 stop
6:55 a.m. - 1:37 p.m.YWG-MDW
6h 42m1 stop
C$ 1,913WestJet
Find Deal
Wed, 20 Nov - Fri, 22 Nov
9:31 a.m. - 4:55 p.m.MDW-YWG
7h 24m2 stops
6:55 a.m. - 1:37 p.m.YWG-MDW
6h 42m1 stop
C$ 1,961Delta
Find Deal
Thu, 21 Nov - Sun, 1 Dec
12:52 p.m. - 3:28 p.m.ORD-YWG
2h 36mdirect
2:15 p.m. - 4:45 p.m.YWG-ORD
2h 30mdirect
C$ 2,141United Airlines
Find Deal
Wed, 20 Nov - Fri, 22 Nov
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 696Air Canada
Find Deal
Thu, 26 Dec - Mon, 30 Dec
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 717Air Canada
Find Deal
Wed, 1 Jan - Wed, 8 Jan
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 733Air Canada
Find Deal
Tue, 14 Jan - Sat, 18 Jan
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 762Air Canada
Find Deal
Wed, 1 Jan - Wed, 8 Jan
12:52 p.m. - 3:28 p.m.ORD-YWG
2h 36mdirect
2:15 p.m. - 4:45 p.m.YWG-ORD
2h 30mdirect
C$ 823Air Canada
Find Deal
Tue, 10 Dec - Thu, 12 Dec
12:52 p.m. - 3:28 p.m.ORD-YWG
2h 36mdirect
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 833Air Canada
Find Deal
Mon, 16 Dec - Mon, 6 Jan
12:52 p.m. - 3:28 p.m.ORD-YWG
2h 36mdirect
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 864United Airlines
Find Deal
Mon, 16 Dec - Mon, 23 Dec
12:52 p.m. - 3:28 p.m.ORD-YWG
2h 36mdirect
2:15 p.m. - 4:45 p.m.YWG-ORD
2h 30mdirect
C$ 871United Airlines
Find Deal
Mon, 9 Dec - Fri, 13 Dec
12:52 p.m. - 3:28 p.m.ORD-YWG
2h 36mdirect
2:15 p.m. - 4:45 p.m.YWG-ORD
2h 30mdirect
C$ 883United Airlines
Find Deal
Sun, 8 Dec - Thu, 12 Dec
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
2:15 p.m. - 4:37 p.m.YWG-ORD
2h 22mdirect
C$ 959
Find Deal
Mon, 10 Feb - Sun, 16 Feb

Delta flights from Illinois to Winnipeg

Our best Delta deals on Illinois to Winnipeg flight tickets
Delta
16 Dec
ORD7:59 p.m.Chicago O'Hare Intl
15h 46m
2 stops
YWG11:45 a.m.Winnipeg
6 Jan
YWG5:37 p.m.Winnipeg
4h 21m
1 stop
ORD9:58 p.m.Chicago O'Hare Intl
Delta
25 Dec
ORD7:05 a.m.Chicago O'Hare Intl
16h 38m
2 stops
YWG11:43 p.m.Winnipeg
20 Jan
YWG5:37 p.m.Winnipeg
19h 18m
2 stops
ORD12:55 p.m.Chicago O'Hare Intl
Delta
9 Jan
MDW10:19 a.m.Chicago Midway
6h 28m
1 stop
YWG4:47 p.m.Winnipeg
12 Jan
YWG6:55 a.m.Winnipeg
5h 51m
1 stop
MDW12:46 p.m.Chicago Midway

United Airlines flights from Illinois to Winnipeg

Our best United Airlines deals on Illinois to Winnipeg flight tickets
United Airlines
21 Mar
ORD8:30 p.m.Chicago O'Hare Intl
11h 58m
1 stop
YWG8:28 a.m.Winnipeg
26 Mar
YWG2:15 p.m.Winnipeg
2h 22m
ORD4:37 p.m.Chicago O'Hare Intl
United Airlines
16 Dec
ORD12:52 p.m.Chicago O'Hare Intl
2h 36m
YWG3:28 p.m.Winnipeg
23 Dec
YWG2:15 p.m.Winnipeg
2h 36m
ORD4:51 p.m.Chicago O'Hare Intl
United Airlines
28 Dec
ORD9:50 a.m.Chicago O'Hare Intl
7h 18m
1 stop
YWG5:08 p.m.Winnipeg
30 Dec
YWG4:30 p.m.Winnipeg
6h 40m
1 stop
ORD11:10 p.m.Chicago O'Hare Intl

How to get the cheapest flight ticket from Illinois to Winnipeg

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 airline that flies to Winnipeg from Illinois?

Air Canada. Air Canada is the most popular carrier operating from Illinois to Winnipeg

What is the cheapest Illinois to Winnipeg flight route?

Chicago Midway - Winnipeg. Fly from Chicago Midway to Winnipeg for the best Illinois - Winnipeg flight prices

How many flights depart from Illinois to Winnipeg on average per day?

As of November 2024, 3 flights take off from Illinois and land in Winnipeg each day. The most common flight departure time for this route is 12:00p.m., with 100% of daily flights taking off in the afternoon.

Can stopping save me money on Illinois to Winnipeg flights?

You could potentially save up to 50% on your flight if you consider stops on a Illinois to Winnipeg flight.

Cheap Illinois to Winnipeg flight deals and tips

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

Best price found

C$ 166

Fastest flight time

2h 30m

Direct flights

Every day

Airports in Winnipeg

1 airport
The best one-way flight to Winnipeg from Illinois in the past 72 hours is C$ 166. The best round-trip flight deal from Illinois to Winnipeg found on momondo in the last 72 hours is C$ 482.
The fastest flight from Illinois to Winnipeg takes 2h 30m
Direct flights go from Illinois to Winnipeg every day.
There is 1 airport near Winnipeg: Winnipeg (YWG)

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Illinois to Winnipeg Airport.

  • What documentation or ID do you need to fly to Winnipeg Airport?

    The travel and health documents you'll need for your trip to Winnipeg Airport 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 Winnipeg Airport. 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 Illinois to Winnipeg?


Best airlines flying from Illinois to Winnipeg

Compare and see reviews for airlines that fly from Illinois to Winnipeg with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 496Free CancellationRating
7.0
8,230 reviews
Search Air Canada flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to Winnipeg . Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Illinois to Winnipeg with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

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 Winnipeg from Illinois.

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

Yes. momondo can track prices for Illinois to Winnipeg flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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