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Cheap flights from Winnipeg to Illinois from $141

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 1/10. 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.
7:30 am - 4:14 pmYWG-MDW
8h 44m1 stop
6:40 am - 3:10 pmMDW-YWG
8h 30m1 stop
Tue, Jan 14 - Fri, Jan 24
7:30 am - 4:14 pmYWG-MDW
8h 44m1 stop
6:15 am - 3:10 pmMDW-YWG
8h 55m1 stop
Tue, Jan 7 - Mon, Jan 13
4:30 pm - 11:59 pmYWG-ORD
7h 29m1 stop
10:53 am - 5:18 pmORD-YWG
6h 25m1 stop
$383United Airlines
Find Deal
Fri, Jan 10 - Sat, Jan 11
8:15 am - 3:56 pmYWG-ORD
7h 41m1 stop
4:45 pm - 12:44 amORD-YWG
7h 59m1 stop
$390WestJet
Find Deal
Thu, Mar 13 - Mon, Mar 17
6:20 am - 3:56 pmYWG-ORD
9h 36m1 stop
4:45 pm - 12:44 amORD-YWG
7h 59m1 stop
$392WestJet
Find Deal
Mon, Apr 14 - Thu, Apr 24
7:30 am - 2:51 pmYWG-ORD
7h 21m1 stop
7:19 am - 1:58 pmORD-YWG
6h 39m1 stop
$404Air Canada
Find Deal
Sat, Dec 14 - Wed, Dec 18
7:30 am - 1:11 pmYWG-ORD
5h 41m1 stop
7:19 am - 1:58 pmORD-YWG
6h 39m1 stop
$406Air Canada
Find Deal
Sat, Dec 14 - Wed, Dec 18
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
7:15 am - 1:03 pmORD-YWG
5h 48m1 stop
$422United Airlines
Find Deal
Mon, Jan 13 - Sun, Apr 13
6:55 am - 6:14 pmYWG-MDW
11h 19m2 stops
6:59 pm - 11:42 pmMDW-YWG
4h 43m1 stop
$427Delta
Find Deal
Tue, Jan 14 - Tue, Jan 21
5:37 pm - 9:58 pmYWG-ORD
4h 21m1 stop
1:40 pm - 11:42 pmORD-YWG
10h 02m2 stops
$427Delta
Find Deal
Sun, Jan 12 - Sat, Jan 25
7:30 am - 5:50 pmYWG-MDW
10h 20m1 stop
Fri, Jan 10
7:30 am - 5:50 pmYWG-MDW
10h 20m1 stop
Fri, Jan 10
5:00 am - 4:40 pmYWG-MDW
11h 40m1 stop
$223Porter Airlines
Find Deal
Sun, Dec 8
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$228Air Canada
Find Deal
Thu, Jan 9
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
$235Air Canada
Find Deal
Fri, Jan 10
6:55 am - 6:14 pmYWG-MDW
11h 19m2 stops
$241Delta
Find Deal
Fri, Jan 10
5:00 am - 12:55 pmYWG-ORD
7h 55m2 stops
$273Delta
Find Deal
Thu, Jan 9
6:45 pm - 4:40 pmYWG-MDW
21h 55m1 stop
$292Porter Airlines
Find Deal
Sun, Dec 8
12:20 pm - 10:12 amYWG-MDW
21h 52m2 stops
$325WestJet
Find Deal
Fri, Jan 10
12:20 pm - 9:50 amYWG-MDW
21h 30m2 stops
$355WestJet
Find Deal
Sun, Dec 8
7:30 am - 6:46 pmYWG-ORD
11h 16m1 stop
3:45 pm - 11:41 amORD-YWG
19h 56m1 stop
$875WestJet
Find Deal
Fri, Nov 22 - Mon, Nov 25
6:55 am - 10:14 pmYWG-ORD
15h 19m1 stop
7:05 am - 4:24 pmORD-YWG
9h 19m2 stops
$889WestJet
Find Deal
Fri, Nov 22 - Mon, Nov 25
8:15 am - 9:58 pmYWG-ORD
13h 43m2 stops
7:05 am - 4:24 pmORD-YWG
9h 19m2 stops
$890WestJet
Find Deal
Fri, Nov 22 - Mon, Nov 25
2:15 pm - 4:45 pmYWG-ORD
2h 30mnonstop
7:10 am - 1:27 pmORD-YWG
6h 17m1 stop
$1,500United Airlines
Find Deal
Fri, Nov 22 - Mon, Nov 25
2:15 pm - 4:45 pmYWG-ORD
2h 30mnonstop
12:52 pm - 3:28 pmORD-YWG
2h 36mnonstop
$4,176United Airlines
Find Deal
Fri, Nov 22 - Mon, Nov 25
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
$422Air Canada
Find Deal
Thu, Jan 9 - Tue, Jan 14
2:15 pm - 4:45 pmYWG-ORD
2h 30mnonstop
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
$430United Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
2:15 pm - 4:45 pmYWG-ORD
2h 30mnonstop
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
$444Air Canada
Find Deal
Mon, Dec 16 - Wed, Dec 25
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
$445United Airlines
Find Deal
Sun, Feb 9 - Thu, Feb 20
2:15 pm - 4:45 pmYWG-ORD
2h 30mnonstop
12:52 pm - 3:28 pmORD-YWG
2h 36mnonstop
$455Air Canada
Find Deal
Sat, Dec 14 - Wed, Dec 18
2:15 pm - 4:37 pmYWG-ORD
2h 22mnonstop
12:58 pm - 3:28 pmORD-YWG
2h 30mnonstop
$456United Airlines
Find Deal
Wed, Mar 26 - Sat, Mar 29
2:15 pm - 4:45 pmYWG-ORD
2h 30mnonstop
12:52 pm - 3:28 pmORD-YWG
2h 36mnonstop
$466United Airlines
Find Deal
Sat, Dec 14 - Wed, Dec 18
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
$475Air Canada
Find Deal
Mon, Jan 6 - Wed, Jan 15
2:15 pm - 4:45 pmYWG-ORD
2h 30mnonstop
12:52 pm - 3:28 pmORD-YWG
2h 36mnonstop
$487Air Canada
Find Deal
Wed, Dec 4 - Wed, Dec 11
2:15 pm - 4:51 pmYWG-ORD
2h 36mnonstop
12:56 pm - 3:28 pmORD-YWG
2h 32mnonstop
$490United Airlines
Find Deal
Fri, Jan 10 - Sat, Jan 11

United Airlines flights from Winnipeg to Illinois

Our best United Airlines deals on Winnipeg to Illinois flight tickets
United Airlines
Jan 10
YWG4:30 pmWinnipeg
7h 29m
1 stop
ORD11:59 pmChicago O'Hare Intl
Jan 11
ORD10:53 amChicago O'Hare Intl
6h 25m
1 stop
YWG5:18 pmWinnipeg
United Airlines
Jan 13
YWG2:15 pmWinnipeg
2h 36m
ORD4:51 pmChicago O'Hare Intl
Apr 13
ORD7:15 amChicago O'Hare Intl
5h 48m
1 stop
YWG1:03 pmWinnipeg
United Airlines
Dec 18
YWG2:15 pmWinnipeg
2h 30m
ORD4:45 pmChicago O'Hare Intl
Dec 25
ORD12:56 pmChicago O'Hare Intl
2h 32m
YWG3:28 pmWinnipeg

Air Canada flights from Winnipeg to Illinois

Our best Air Canada deals on Winnipeg to Illinois flight tickets
Air Canada
Dec 14
YWG7:30 amWinnipeg
7h 21m
1 stop
ORD2:51 pmChicago O'Hare Intl
Dec 18
ORD7:19 amChicago O'Hare Intl
6h 39m
1 stop
YWG1:58 pmWinnipeg
Air Canada
Dec 14
YWG7:30 amWinnipeg
5h 41m
1 stop
ORD1:11 pmChicago O'Hare Intl
Dec 18
ORD7:19 amChicago O'Hare Intl
6h 39m
1 stop
YWG1:58 pmWinnipeg
Air Canada
Jan 24
YWG7:45 amWinnipeg
7h 00m
1 stop
ORD2:45 pmChicago O'Hare Intl
Jan 31
ORD7:20 amChicago O'Hare Intl
9h 08m
1 stop
YWG4:28 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 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 $442. 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 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 39% 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

$141

Fastest flight time

2h 30m

Direct flights

Every day

Airports in Illinois

3 airports
The best one-way flight to Illinois from Winnipeg in the past 72 hours is $141. The best round-trip flight deal from Winnipeg to Illinois found on momondo in the last 72 hours is $247.
The fastest flight from Winnipeg to Illinois takes 2h 30m
Direct flights go from Winnipeg to Illinois every day.
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
8,246 reviews
Search Air Canada flights
DeltaPriceFrom $370Free CancellationRating
8.0
8,755 reviews
Search Delta flights
United AirlinesPriceFrom $441Free 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?

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 flights according to clicks in the last 7 days on momondo