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Cheap flights from Winnipeg to Illinois from $134

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 5/13. 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 am - 4:44 pmYWG-ORD
8h 14m1 stop
5:30 pm - 8:16 pmORD-YWG
26h 46m1 stop
$331WestJet
Find Deal
Thu, May 22 - Mon, May 26
8:30 am - 4:44 pmYWG-ORD
8h 14m1 stop
5:30 pm - 11:01 pmORD-YWG
29h 31m1 stop
$332WestJet
Find Deal
Thu, May 22 - Mon, May 26
7:30 am - 5:55 amYWG-ORD
22h 25m2 stops
11:30 am - 3:08 pmORD-YWG
27h 38m2 stops
Tue, Feb 4 - Tue, Feb 25
10:00 am - 5:31 amYWG-ORD
19h 31m3 stops
11:30 am - 3:08 pmORD-YWG
27h 38m2 stops
Tue, Feb 4 - Tue, Feb 25
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
$414United Airlines
Find Deal
Tue, Feb 4 - Tue, Feb 25
7:15 am - 2:45 pmYWG-ORD
7h 30m1 stop
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
$420Air Canada
Find Deal
Tue, Feb 4 - Tue, Feb 25
7:45 am - 2:45 pmYWG-ORD
7h 00m1 stop
7:20 am - 4:28 pmORD-YWG
9h 08m1 stop
$425Air Canada
Find Deal
Sat, Mar 8 - Wed, Mar 12
2:20 pm - 4:48 pmYWG-ORD
2h 28mnonstop
7:50 pm - 1:09 pmORD-YWG
17h 19m1 stop
$426United Airlines
Find Deal
Fri, Apr 4 - Mon, Apr 7
12:40 pm - 4:47 pmYWG-ORD
4h 07m1 stop
5:20 pm - 11:23 pmORD-YWG
6h 03m1 stop
$432Delta
Find Deal
Thu, May 22 - Mon, May 26
12:45 pm - 9:22 amYWG-STL
20h 37m2 stops
5:00 pm - 11:55 amSTL-YWG
18h 55m2 stops
$444Delta
Find Deal
Tue, Jan 21 - Tue, Jan 28
9:00 am - 5:49 pmYWG-MDW
8h 49m1 stop
Tue, May 13
7:30 am - 4:16 pmYWG-MDW
8h 46m1 stop
Tue, Feb 11
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$231Air Canada
Find Deal
Wed, Jan 22
2:15 pm - 4:36 pmYWG-ORD
2h 21mnonstop
$232Air Canada
Find Deal
Tue, May 13
6:30 am - 5:03 pmYWG-MDW
10h 33m2 stops
$274Delta
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Tue, May 13
12:45 pm - 9:58 pmYWG-ORD
9h 13m1 stop
$294Delta
Find Deal
Thu, Jan 9
4:25 pm - 12:42 pmYWG-MDW
20h 17m3 stops
$304WestJet
Find Deal
Tue, Feb 11
2:15 pm - 8:02 pmYWG-STL
5h 47m1 stop
$327United Airlines
Find Deal
Sat, Feb 8
12:20 pm - 9:16 amYWG-ORD
20h 56m2 stops
$339WestJet
Find Deal
Thu, Jan 9
6:05 pm - 4:58 pmYWG-ORD
22h 53m2 stops
$359United Airlines
Find Deal
Thu, Jan 9
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
2:05 pm - 8:58 pmORD-YWG
6h 53m1 stop
$757Air Canada
Find Deal
Mon, Dec 30 - Fri, Jan 3
7:30 am - 2:51 pmYWG-ORD
7h 21m1 stop
2:05 pm - 8:33 pmORD-YWG
6h 28m1 stop
$762Air Canada
Find Deal
Mon, Dec 30 - Fri, Jan 3
12:20 pm - 12:44 pmYWG-ORD
24h 24m2 stops
12:40 pm - 12:44 amORD-YWG
12h 04m2 stops
$786WestJet
Find Deal
Mon, Dec 30 - Fri, Jan 3
7:30 am - 2:51 pmYWG-ORD
7h 21m1 stop
8:45 am - 9:10 pmORD-YWG
12h 25m1 stop
$794Air Canada
Find Deal
Thu, Dec 26 - Thu, Jan 2
8:15 am - 9:39 pmYWG-ORD
13h 24m2 stops
7:00 am - 3:34 pmORD-YWG
8h 34m2 stops
$826WestJet
Find Deal
Thu, Dec 26 - Thu, Jan 2
12:20 pm - 4:40 pmYWG-ORD
28h 20m2 stops
12:40 pm - 12:44 amORD-YWG
12h 04m2 stops
$832WestJet
Find Deal
Thu, Dec 26 - Fri, Jan 3
12:20 pm - 8:59 pmYWG-ORD
8h 39m2 stops
12:35 pm - 4:54 pmORD-YWG
4h 19m1 stop
$1,015Delta
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Thu, Dec 26 - Thu, Jan 2
7:15 am - 7:42 pmYWG-MDW
12h 27m1 stop
6:00 am - 6:04 pmMDW-YWG
12h 04m2 stops
$1,104
Find Deal
Thu, Dec 26 - Fri, Jan 3
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
$1,419United Airlines
Find Deal
Thu, Dec 26 - Thu, Jan 2
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
$1,606United Airlines
Find Deal
Thu, Dec 26 - Fri, Jan 3
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
$414United Airlines
Find Deal
Tue, Feb 4 - Tue, Feb 25
2:15 pm - 4:37 pmYWG-ORD
2h 22mnonstop
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
$469Air Canada
Find Deal
Sat, Mar 8 - Wed, Mar 12
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
$470Air Canada
Find Deal
Fri, Jan 17 - Sun, Jan 19
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
$471Air Canada
Find Deal
Fri, Jan 17 - Sun, Jan 19
2:20 pm - 4:48 pmYWG-ORD
2h 28mnonstop
12:57 pm - 3:31 pmORD-YWG
2h 34mnonstop
$507United Airlines
Find Deal
Fri, Apr 4 - Mon, Apr 7
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
$534United Airlines
Find Deal
Sat, Feb 8 - Sat, Feb 15
2:15 pm - 4:36 pmYWG-ORD
2h 21mnonstop
1:00 pm - 3:24 pmORD-YWG
2h 24mnonstop
$641Lufthansa
Find Deal
Thu, May 22 - Mon, May 26
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
$660Air Canada
Find Deal
Fri, Jan 10 - Sun, Jan 12
2:15 pm - 4:36 pmYWG-ORD
2h 21mnonstop
1:00 pm - 3:24 pmORD-YWG
2h 24mnonstop
$666Air Canada
Find Deal
Thu, May 22 - Mon, May 26
2:15 pm - 4:36 pmYWG-ORD
2h 21mnonstop
1:00 pm - 3:24 pmORD-YWG
2h 24mnonstop
$667Air Canada
Find Deal
Thu, May 22 - Mon, May 26

United Airlines flights from Winnipeg to Illinois

Our best United Airlines deals on Winnipeg to Illinois flight tickets
United Airlines
Feb 4
YWG2:15 pmWinnipeg
2h 36m
ORD4:51 pmChicago O'Hare Intl
Feb 25
ORD12:58 pmChicago O'Hare Intl
2h 30m
YWG3:28 pmWinnipeg
United Airlines
Apr 4
YWG2:20 pmWinnipeg
2h 28m
ORD4:48 pmChicago O'Hare Intl
Apr 7
ORD7:50 pmChicago O'Hare Intl
17h 19m
1 stop
YWG1:09 pmWinnipeg
United Airlines
Feb 8
YWG12:15 pmWinnipeg
6h 28m
1 stop
ORD6:43 pmChicago O'Hare Intl
Feb 15
ORD12:58 pmChicago O'Hare Intl
2h 30m
YWG3:28 pmWinnipeg

Air Canada flights from Winnipeg to Illinois

Our best Air Canada deals on Winnipeg to Illinois flight tickets
Air Canada
Feb 4
YWG7:15 amWinnipeg
7h 30m
1 stop
ORD2:45 pmChicago O'Hare Intl
Feb 25
ORD12:58 pmChicago O'Hare Intl
2h 30m
YWG3:28 pmWinnipeg
Air Canada
Mar 8
YWG7:45 amWinnipeg
7h 00m
1 stop
ORD2:45 pmChicago O'Hare Intl
Mar 12
ORD7:20 amChicago O'Hare Intl
9h 08m
1 stop
YWG4:28 pmWinnipeg
Air Canada
Feb 4
YWG7:15 amWinnipeg
7h 30m
1 stop
ORD2:45 pmChicago O'Hare Intl
Feb 25
ORD11:04 amChicago O'Hare Intl
6h 14m
1 stop
YWG5:18 pmWinnipeg

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?

The cheapest month to fly to Illinois from Winnipeg is in June. Flight prices, which tend to average around $421, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of June, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $433.

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

The cheapest day to depart from Winnipeg to Illinois is on a Wednesday when prices can be found for as low as $440. Flights from Winnipeg to Illinois on a Sunday will generally be more expensive and average around $711. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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 afternoon. Flights from Winnipeg to Illinois during this time can be as low as $440. Flights at noon are often more expensive with an average ticket price of $462.

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?

The best time to book a flight to Illinois from Winnipeg is 43 days out, which is when prices tend to be around $518. In the past 72 hours, momondo users found flights from Winnipeg to Illinois for as low as $261.

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

$134

Fastest flight time

2h 21m

Direct flights

Tue, Wed, Thu, Fri, Sat and Sun

Airports in Illinois

3 airports
The best one-way flight to Illinois from Winnipeg in the past 72 hours is $134. The best round-trip flight deal from Winnipeg to Illinois found on momondo in the last 72 hours is $331.
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 3 airports near Illinois: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Lambert-St Louis (STL)

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

    Prices for flights from Winnipeg Airport to Illinois refresh daily.

  • 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?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, 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 required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • 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 $289Free CancellationRating
7.0
8,426 reviews
Search Air Canada flights
DeltaPriceFrom $370Free CancellationRating
8.0
8,580 reviews
Search Delta flights
United AirlinesPriceFrom $441Free CancellationRating
7.4
9,006 reviews
Search United Airlines flights

Why use momondo?

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

It is quick and easy to find Winnipeg to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

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

Yes. momondo enables you to select and highlight flights to Illinois from Winnipeg with this policy.

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

Once all potential Winnipeg to Illinois flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are not ready to book a flight from Winnipeg to Illinois now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Illinois and let you know when they change.


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Popular cities in Illinois

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