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Cheap flights from Winnipeg to Illinois from C$ 193

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 13/5. 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 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.
8:30 a.m. - 4:44 p.m.YWG-ORD
8h 14m1 stop
5:30 p.m. - 8:16 p.m.ORD-YWG
26h 46m1 stop
C$ 476WestJet
Find Deal
Thu, 22 May - Mon, 26 May
8:30 a.m. - 4:44 p.m.YWG-ORD
8h 14m1 stop
5:30 p.m. - 11:01 p.m.ORD-YWG
29h 31m1 stop
C$ 477WestJet
Find Deal
Thu, 22 May - Mon, 26 May
7:30 a.m. - 5:55 a.m.YWG-ORD
22h 25m2 stops
11:30 a.m. - 3:08 p.m.ORD-YWG
27h 38m2 stops
C$ 486
Find Deal
Tue, 4 Feb - Tue, 25 Feb
10:00 a.m. - 5:31 a.m.YWG-ORD
19h 31m3 stops
11:30 a.m. - 3:08 p.m.ORD-YWG
27h 38m2 stops
C$ 487
Find Deal
Tue, 4 Feb - Tue, 25 Feb
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$ 595United Airlines
Find Deal
Tue, 4 Feb - Tue, 25 Feb
7:15 a.m. - 2:45 p.m.YWG-ORD
7h 30m1 stop
12:58 p.m. - 3:28 p.m.ORD-YWG
2h 30mdirect
C$ 604Air Canada
Find Deal
Tue, 4 Feb - Tue, 25 Feb
7:45 a.m. - 2:45 p.m.YWG-ORD
7h 00m1 stop
7:20 a.m. - 4:28 p.m.ORD-YWG
9h 08m1 stop
C$ 611Air Canada
Find Deal
Sat, 8 Mar - Wed, 12 Mar
2:20 p.m. - 4:48 p.m.YWG-ORD
2h 28mdirect
7:50 p.m. - 1:09 p.m.ORD-YWG
17h 19m1 stop
C$ 613United Airlines
Find Deal
Fri, 4 Apr - Mon, 7 Apr
12:40 p.m. - 4:47 p.m.YWG-ORD
4h 07m1 stop
5:20 p.m. - 11:23 p.m.ORD-YWG
6h 03m1 stop
C$ 621Delta
Find Deal
Thu, 22 May - Mon, 26 May
12:45 p.m. - 5:47 p.m.YWG-MDW
5h 02m1 stop
6:59 p.m. - 11:42 p.m.MDW-YWG
4h 43m1 stop
C$ 653Delta
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Mon, 20 Jan - Mon, 27 Jan
9:00 a.m. - 5:49 p.m.YWG-MDW
8h 49m1 stop
C$ 193
Find Deal
Tue, 13 May
7:30 a.m. - 4:16 p.m.YWG-MDW
8h 46m1 stop
C$ 194
Find Deal
Tue, 11 Feb
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 332Air Canada
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Wed, 22 Jan
2:15 p.m. - 4:36 p.m.YWG-ORD
2h 21mdirect
C$ 334Air Canada
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Tue, 13 May
6:30 a.m. - 5:03 p.m.YWG-MDW
10h 33m2 stops
C$ 394Delta
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Tue, 13 May
12:45 p.m. - 9:58 p.m.YWG-ORD
9h 13m1 stop
C$ 423Delta
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Thu, 9 Jan
4:25 p.m. - 12:42 p.m.YWG-MDW
20h 17m3 stops
C$ 437WestJet
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Tue, 11 Feb
12:20 p.m. - 9:16 a.m.YWG-ORD
20h 56m2 stops
C$ 487WestJet
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Thu, 9 Jan
6:05 p.m. - 4:58 p.m.YWG-ORD
22h 53m2 stops
C$ 516United Airlines
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Thu, 9 Jan
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
C$ 610United Airlines
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Fri, 10 Jan
2:15 p.m. - 4:51 p.m.YWG-ORD
2h 36mdirect
2:05 p.m. - 8:58 p.m.ORD-YWG
6h 53m1 stop
C$ 1,088Air Canada
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Mon, 30 Dec - Fri, 3 Jan
7:30 a.m. - 2:51 p.m.YWG-ORD
7h 21m1 stop
2:05 p.m. - 8:33 p.m.ORD-YWG
6h 28m1 stop
C$ 1,096Air Canada
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Mon, 30 Dec - Fri, 3 Jan
12:20 p.m. - 12:44 p.m.YWG-ORD
24h 24m2 stops
12:40 p.m. - 12:44 a.m.ORD-YWG
12h 04m2 stops
C$ 1,130WestJet
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Mon, 30 Dec - Fri, 3 Jan
7:30 a.m. - 2:51 p.m.YWG-ORD
7h 21m1 stop
8:45 a.m. - 9:10 p.m.ORD-YWG
12h 25m1 stop
C$ 1,142Air Canada
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Thu, 26 Dec - Thu, 2 Jan
8:15 a.m. - 9:39 p.m.YWG-ORD
13h 24m2 stops
7:00 a.m. - 3:34 p.m.ORD-YWG
8h 34m2 stops
C$ 1,188WestJet
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Thu, 26 Dec - Thu, 2 Jan
12:20 p.m. - 4:40 p.m.YWG-ORD
28h 20m2 stops
12:40 p.m. - 12:44 a.m.ORD-YWG
12h 04m2 stops
C$ 1,196WestJet
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Thu, 26 Dec - Fri, 3 Jan
12:20 p.m. - 8:59 p.m.YWG-ORD
8h 39m2 stops
12:35 p.m. - 4:54 p.m.ORD-YWG
4h 19m1 stop
C$ 1,459Delta
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Thu, 26 Dec - Thu, 2 Jan
7:15 a.m. - 7:42 p.m.YWG-MDW
12h 27m1 stop
6:00 a.m. - 6:04 p.m.MDW-YWG
12h 04m2 stops
C$ 1,587
Find Deal
Thu, 26 Dec - Fri, 3 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$ 2,040United Airlines
Find Deal
Thu, 26 Dec - Thu, 2 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$ 2,309United Airlines
Find Deal
Thu, 26 Dec - Fri, 3 Jan
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$ 595United Airlines
Find Deal
Tue, 4 Feb - Tue, 25 Feb
2:15 p.m. - 4:37 p.m.YWG-ORD
2h 22mdirect
12:58 p.m. - 3:28 p.m.ORD-YWG
2h 30mdirect
C$ 674Air Canada
Find Deal
Sat, 8 Mar - Wed, 12 Mar
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$ 676Air Canada
Find Deal
Fri, 17 Jan - Sun, 19 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$ 677Air Canada
Find Deal
Fri, 17 Jan - Sun, 19 Jan
2:20 p.m. - 4:48 p.m.YWG-ORD
2h 28mdirect
12:57 p.m. - 3:31 p.m.ORD-YWG
2h 34mdirect
C$ 729United Airlines
Find Deal
Fri, 4 Apr - Mon, 7 Apr
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$ 768United Airlines
Find Deal
Sat, 8 Feb - Sat, 15 Feb
2:15 p.m. - 4:36 p.m.YWG-ORD
2h 21mdirect
1:00 p.m. - 3:24 p.m.ORD-YWG
2h 24mdirect
C$ 922Lufthansa
Find Deal
Thu, 22 May - Mon, 26 May
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$ 949Air Canada
Find Deal
Fri, 10 Jan - Sun, 12 Jan
2:15 p.m. - 4:36 p.m.YWG-ORD
2h 21mdirect
1:00 p.m. - 3:24 p.m.ORD-YWG
2h 24mdirect
C$ 958Air Canada
Find Deal
Thu, 22 May - Mon, 26 May
2:15 p.m. - 4:36 p.m.YWG-ORD
2h 21mdirect
1:00 p.m. - 3:24 p.m.ORD-YWG
2h 24mdirect
C$ 959Air Canada
Find Deal
Thu, 22 May - Mon, 26 May

United Airlines flights from Winnipeg to Illinois

Our best United Airlines deals on Winnipeg to Illinois flight tickets
United Airlines
4 Feb
YWG2:15 p.m.Winnipeg
2h 36m
ORD4:51 p.m.Chicago O'Hare Intl
25 Feb
ORD12:58 p.m.Chicago O'Hare Intl
2h 30m
YWG3:28 p.m.Winnipeg
United Airlines
4 Apr
YWG2:20 p.m.Winnipeg
2h 28m
ORD4:48 p.m.Chicago O'Hare Intl
7 Apr
ORD7:50 p.m.Chicago O'Hare Intl
17h 19m
1 stop
YWG1:09 p.m.Winnipeg
United Airlines
8 Feb
YWG12:15 p.m.Winnipeg
6h 28m
1 stop
ORD6:43 p.m.Chicago O'Hare Intl
15 Feb
ORD12:58 p.m.Chicago O'Hare Intl
2h 30m
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
4 Feb
YWG7:15 a.m.Winnipeg
7h 30m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl
25 Feb
ORD12:58 p.m.Chicago O'Hare Intl
2h 30m
YWG3:28 p.m.Winnipeg
Air Canada
8 Mar
YWG7:45 a.m.Winnipeg
7h 00m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl
12 Mar
ORD7:20 a.m.Chicago O'Hare Intl
9h 08m
1 stop
YWG4:28 p.m.Winnipeg
Air Canada
4 Feb
YWG7:15 a.m.Winnipeg
7h 30m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl
25 Feb
ORD11:04 a.m.Chicago O'Hare Intl
6h 14m
1 stop
YWG5:18 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 month to fly to Illinois?

In general, June is the cheapest month to fly from Winnipeg to Illinois. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 605. If you don’t want to visit Illinois in June, then you should wait until May to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 623.

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$ 607. 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 Thursday, with ticket prices averaging around C$ 724.

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

Our most recent data shows that the best time of day to fly to Illinois is in the morning. Flights from Winnipeg to Illinois during this time can be as low as C$ 653. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are C$ 772 on average. Flights to Illinois from Winnipeg in the evening are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Winnipeg to Illinois flight route?

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

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

Most flyers found that booking tickets 43 days in advance of their planned departure date is the best time to get cheap flights to Illinois. During this timeframe, flight prices are around C$ 745. Don’t hesitate to check prices now though, because momondo users recently found tickets for as low as C$ 540.

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 41% 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$ 193

Fastest flight time

2h 21m

Direct flights

Tue, Wed, Thu, Fri, Sat and Sun

Airports in Illinois

2 airports
The best one-way flight to Illinois from Winnipeg in the past 72 hours is C$ 193. The best round-trip flight deal from Winnipeg to Illinois found on momondo in the last 72 hours is C$ 476.
The fastest flight from Winnipeg to Illinois takes 2h 21m
Direct flights go from Winnipeg to Illinois on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. Airlines offering direct flights are: United Airlines, Lufthansa and Air Canada.
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$ 395Free CancellationRating
7.0
8,426 reviews
Search Air Canada flights
DeltaPriceFrom C$ 498Free CancellationRating
8.0
8,580 reviews
Search Delta flights
WestJetPriceFrom C$ 529Free CancellationRating
7.2
2,815 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 567Free CancellationRating
7.4
9,007 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 flights according to clicks in the last 7 days on momondo