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Cheap flights from Illinois to Winnipeg from C$ 139

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 1/4. 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 from Illinois to Winnipeg

The cheapest plane tickets from Illinois to Winnipeg found on KAYAK recently.
6:15 a.m. - 4:28 p.m.ORD-YWG
10h 13m1 stop
9:00 a.m. - 10:21 p.m.YWG-ORD
13h 21m1 stop
C$ 392
Find Deal
Tue, 6 May - Wed, 7 May
7:05 a.m. - 3:08 p.m.MDW-YWG
8h 03m1 stop
7:30 a.m. - 5:01 p.m.YWG-MDW
9h 31m1 stop
C$ 464
Find Deal
Fri, 18 Apr - Sun, 20 Apr
5:30 p.m. - 9:01 a.m.ORD-YWG
15h 31m1 stop
8:30 a.m. - 4:44 p.m.YWG-ORD
8h 14m1 stop
C$ 565WestJet
Find Deal
Mon, 5 May - Sat, 10 May
4:45 p.m. - 3:35 p.m.ORD-YWG
22h 50m1 stop
6:20 a.m. - 3:56 p.m.YWG-ORD
9h 36m1 stop
C$ 572WestJet
Find Deal
Sun, 2 Mar - Sun, 9 Mar
5:50 a.m. - 4:28 p.m.ORD-YWG
10h 38m1 stop
9:00 a.m. - 12:06 a.m.YWG-ORD
15h 06m1 stop
C$ 766Delta
Find Deal
Tue, 6 May - Thu, 8 May
2:05 p.m. - 8:58 p.m.ORD-YWG
6h 53m1 stop
7:30 a.m. - 1:11 p.m.YWG-ORD
5h 41m1 stop
C$ 767Air Canada
Find Deal
Tue, 11 Feb - Thu, 13 Feb
1:05 p.m. - 6:04 p.m.MDW-YWG
28h 59m2 stops
11:35 a.m. - 12:10 p.m.YWG-MDW
24h 35m2 stops
C$ 776Porter Airlines
Find Deal
Wed, 19 Feb - Wed, 26 Feb
5:50 a.m. - 4:28 p.m.ORD-YWG
10h 38m1 stop
9:00 a.m. - 9:14 p.m.YWG-ORD
12h 14m1 stop
C$ 795Delta
Find Deal
Wed, 7 May - Fri, 9 May
7:12 a.m. - 1:58 p.m.ORD-YWG
6h 46m1 stop
7:30 a.m. - 2:51 p.m.YWG-ORD
7h 21m1 stop
C$ 803Air Canada
Find Deal
Sat, 15 Feb - Sat, 22 Feb
5:35 p.m. - 6:04 p.m.MDW-YWG
24h 29m2 stops
11:35 a.m. - 10:20 a.m.YWG-MDW
22h 45m2 stops
C$ 953Porter Airlines
Find Deal
Mon, 10 Mar - Wed, 12 Mar
5:56 p.m. - 3:08 p.m.ORD-YWG
21h 12m1 stop
C$ 139
Find Deal
Tue, 1 Apr
7:07 p.m. - 3:08 p.m.ORD-YWG
20h 01m1 stop
C$ 167
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Mon, 31 Mar
6:38 p.m. - 11:51 a.m.ORD-YWG
17h 13m2 stops
C$ 267Delta
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Fri, 28 Feb
5:30 p.m. - 3:08 p.m.ORD-YWG
21h 38m1 stop
C$ 286Delta
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Tue, 1 Apr
12:51 p.m. - 8:58 p.m.ORD-YWG
8h 07m1 stop
C$ 362Air Canada
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Tue, 11 Feb
2:05 p.m. - 8:58 p.m.ORD-YWG
6h 53m1 stop
C$ 364Air Canada
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Fri, 28 Feb
12:57 p.m. - 3:31 p.m.ORD-YWG
2h 34mdirect
C$ 371United Airlines
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Tue, 1 Apr
6:45 a.m. - 3:34 p.m.ORD-YWG
8h 49m2 stops
C$ 402WestJet
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Tue, 1 Apr
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
C$ 415United Airlines
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Thu, 6 Feb
10:19 a.m. - 4:43 p.m.MDW-YWG
6h 24m1 stop
C$ 434WestJet
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Mon, 10 Feb
11:50 a.m. - 3:10 p.m.MDW-YWG
27h 20m1 stop
7:30 a.m. - 3:43 p.m.YWG-MDW
8h 13m1 stop
C$ 1,068
Find Deal
Sat, 18 Jan - Mon, 20 Jan
3:50 p.m. - 8:40 p.m.ORD-YWG
28h 50m2 stops
8:15 p.m. - 9:28 p.m.YWG-ORD
25h 13m2 stops
C$ 1,077
Find Deal
Sat, 18 Jan - Mon, 20 Jan
3:50 p.m. - 8:40 p.m.ORD-YWG
28h 50m3 stops
8:15 p.m. - 9:28 p.m.YWG-ORD
25h 13m2 stops
C$ 1,108
Find Deal
Sat, 18 Jan - Mon, 20 Jan
6:59 p.m. - 11:42 p.m.MDW-YWG
4h 43m1 stop
12:45 p.m. - 10:20 p.m.YWG-MDW
9h 35m2 stops
C$ 1,357Delta
Find Deal
Sat, 18 Jan - Sat, 25 Jan
4:15 p.m. - 11:42 p.m.ORD-YWG
7h 27m1 stop
12:45 p.m. - 11:59 p.m.YWG-ORD
11h 14m2 stops
C$ 1,357Delta
Find Deal
Sat, 18 Jan - Sat, 25 Jan
7:10 p.m. - 11:55 a.m.ORD-YWG
16h 45m1 stop
5:37 p.m. - 9:58 p.m.YWG-ORD
4h 21m1 stop
C$ 1,442WestJet
Find Deal
Sat, 18 Jan - Mon, 20 Jan
7:10 p.m. - 11:55 a.m.ORD-YWG
16h 45m1 stop
12:45 p.m. - 5:29 p.m.YWG-ORD
4h 44m1 stop
C$ 1,477WestJet
Find Deal
Sat, 18 Jan - Sat, 25 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$ 1,480Air Canada
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Sat, 18 Jan - Sat, 25 Jan
7:20 a.m. - 4:28 p.m.ORD-YWG
9h 08m1 stop
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 1,488Air Canada
Find Deal
Sat, 18 Jan - Sat, 25 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$ 1,797United Airlines
Find Deal
Sat, 18 Jan - Mon, 20 Jan
12:58 p.m. - 3:28 p.m.ORD-YWG
2h 30mdirect
2:20 p.m. - 4:48 p.m.YWG-ORD
2h 28mdirect
C$ 792United Airlines
Find Deal
Sat, 29 Mar - Wed, 9 Apr
12:57 p.m. - 3:31 p.m.ORD-YWG
2h 34mdirect
2:20 p.m. - 4:48 p.m.YWG-ORD
2h 28mdirect
C$ 808United Airlines
Find Deal
Fri, 18 Apr - Sun, 20 Apr
12:58 p.m. - 3:28 p.m.ORD-YWG
2h 30mdirect
2:15 p.m. - 4:37 p.m.YWG-ORD
2h 22mdirect
C$ 832United Airlines
Find Deal
Wed, 19 Feb - Wed, 26 Feb
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
2:20 p.m. - 4:48 p.m.YWG-ORD
2h 28mdirect
C$ 848Air Canada
Find Deal
Fri, 31 Jan - Mon, 31 Mar
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
2:20 p.m. - 4:48 p.m.YWG-ORD
2h 28mdirect
C$ 849Air Canada
Find Deal
Fri, 31 Jan - Mon, 31 Mar
12:58 p.m. - 3:28 p.m.ORD-YWG
2h 30mdirect
2:15 p.m. - 4:37 p.m.YWG-ORD
2h 22mdirect
C$ 852Air Canada
Find Deal
Sat, 1 Mar - Sat, 8 Mar
8:00 p.m. - 10:35 p.m.ORD-YWG
2h 35mdirect
2:15 p.m. - 4:36 p.m.YWG-ORD
2h 21mdirect
C$ 854Air Canada
Find Deal
Tue, 1 Jul - Tue, 8 Jul
12:58 p.m. - 3:28 p.m.ORD-YWG
2h 30mdirect
2:15 p.m. - 4:37 p.m.YWG-ORD
2h 22mdirect
C$ 872United Airlines
Find Deal
Sat, 1 Mar - Sat, 8 Mar
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$ 901Air Canada
Find Deal
Mon, 10 Feb - Wed, 12 Feb
12:56 p.m. - 3:28 p.m.ORD-YWG
2h 32mdirect
2:20 p.m. - 4:48 p.m.YWG-ORD
2h 28mdirect
C$ 913United Airlines
Find Deal
Fri, 31 Jan - Mon, 31 Mar

Delta flights from Illinois to Winnipeg

Our best Delta deals on Illinois to Winnipeg flight tickets
Delta
6 May
ORD5:50 a.m.Chicago O'Hare Intl
10h 38m
1 stop
YWG4:28 p.m.Winnipeg
8 May
YWG9:00 a.m.Winnipeg
15h 06m
1 stop
ORD12:06 a.m.Chicago O'Hare Intl
Delta
7 May
ORD5:50 a.m.Chicago O'Hare Intl
10h 38m
1 stop
YWG4:28 p.m.Winnipeg
9 May
YWG9:00 a.m.Winnipeg
12h 14m
1 stop
ORD9:14 p.m.Chicago O'Hare Intl
Delta
6 May
ORD5:50 a.m.Chicago O'Hare Intl
10h 38m
1 stop
YWG4:28 p.m.Winnipeg
11 May
YWG8:30 a.m.Winnipeg
8h 14m
1 stop
ORD4:44 p.m.Chicago O'Hare Intl

Air Canada flights from Illinois to Winnipeg

Our best Air Canada deals on Illinois to Winnipeg flight tickets
Air Canada
11 Feb
ORD2:05 p.m.Chicago O'Hare Intl
6h 53m
1 stop
YWG8:58 p.m.Winnipeg
13 Feb
YWG7:30 a.m.Winnipeg
5h 41m
1 stop
ORD1:11 p.m.Chicago O'Hare Intl
Air Canada
15 Feb
ORD7:12 a.m.Chicago O'Hare Intl
6h 46m
1 stop
YWG1:58 p.m.Winnipeg
22 Feb
YWG7:30 a.m.Winnipeg
7h 21m
1 stop
ORD2:51 p.m.Chicago O'Hare Intl
Air Canada
19 Feb
ORD7:20 a.m.Chicago O'Hare Intl
9h 08m
1 stop
YWG4:28 p.m.Winnipeg
26 Feb
YWG2:15 p.m.Winnipeg
2h 22m
ORD4:37 p.m.Chicago O'Hare Intl

See travel insights to Winnipeg from

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 month to fly to Winnipeg?

The cheapest month to fly to Winnipeg from Illinois is in January. Flight prices, which tend to average around C$ 458, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of January, then departing from Illinois during the month September is also very affordable. Most momondo users find prices during this month for around C$ 619.

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

Our data shows that Thursday is the least expensive day to fly to Winnipeg. Tickets to fly out on this day can be as low as C$ 0. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Winnipeg on Tuesday is C$ 1,059.

What is the cheapest time of day to depart on your flight to Winnipeg?

In the evening is the cheapest time of day to fly from Illinois to Winnipeg when you can find flight prices for as low as C$ 0. Flying to Winnipeg in the evening is an ideal time because this is during off-peak travel hours. Flights to Winnipeg are more costly in the morning, with an average ticket price of C$ 992. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Illinois to Winnipeg flight route?

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

How far in advance should I book a flight to Winnipeg?

You are more likely to see cheaper flights to Winnipeg from Illinois when booking 15 weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around C$ 827 when searching 15 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Winnipeg from Illinois for as low as C$ 655 on momondo.

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

There are 1 cabin classes available to choose from on Illinois to Winnipeg flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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$ 139

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$ 139. The best round-trip flight deal from Illinois to Winnipeg found on momondo in the last 72 hours is C$ 392.
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$ 507Free CancellationRating
7.0
8,587 reviews
Search Air Canada flights

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Selkirk
Portage la Prairie

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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