YWG

$68 Find Cheap Flights from Illinois to Winnipeg

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Winnipeg departing on 12/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$196
Multiple Airlines
Tue 12/2Sun 12/7
MDW - YWG • 1 stop
Cheapest non-stop
$617
Typical prices: $257-$302
United Airlines
Tue 4/28Wed 4/29
ORD - YWG • Non-stop
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We hope you love your trip to Winnipeg!
Flight Deals
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Flight Deals

Cheap Flights from Illinois to Winnipeg

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Illinois to Winnipeg that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Illinois to Winnipeg

Tue, Dec 2 - Sun, Dec 7
Multiple Airlines Logo
2:49 pm - 3:07 pmMDW-YWG
24h 18m1 stop
Multiple Airlines Logo
7:30 am - 6:12 pmYWG-MDW
10h 42m1 stop
$196Multiple Airlines
Find Deal
Tue, Dec 2 - Mon, Dec 8
Multiple Airlines Logo
2:49 pm - 3:07 pmMDW-YWG
24h 18m1 stop
Multiple Airlines Logo
9:00 pm - 8:46 amYWG-MDW
35h 46m2 stops
$198Multiple Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7
Multiple Airlines Logo
6:15 am - 12:41 amMDW-YWG
18h 26m2 stops
Multiple Airlines Logo
7:30 am - 6:12 pmYWG-MDW
10h 42m1 stop
$201Multiple Airlines
Find Deal
Fri, Mar 13 - Mon, Mar 23
WestJet Logo
2:20 pm - 10:40 pmORD-YWG
8h 20m1 stop
WestJet Logo
6:15 am - 1:35 pmYWG-ORD
7h 20m1 stop
$270WestJet
Find Deal
Fri, Dec 5 - Mon, Dec 8
WestJet Logo
2:20 pm - 10:41 pmORD-YWG
8h 21m1 stop
WestJet Logo
6:15 am - 1:35 pmYWG-ORD
7h 20m1 stop
$297WestJet
Find Deal
Fri, Mar 13 - Mon, Mar 23
Porter Airlines Logo
4:15 pm - 11:13 amMDW-YWG
18h 58m2 stops
Porter Airlines Logo
6:00 am - 3:20 pmYWG-MDW
9h 20m1 stop
$319Porter Airlines
Find Deal
Fri, Mar 13 - Mon, Mar 23
Porter Airlines Logo
4:15 pm - 3:30 pmMDW-YWG
23h 15m1 stop
Porter Airlines Logo
6:00 am - 3:20 pmYWG-MDW
9h 20m1 stop
$326Porter Airlines
Find Deal
Tue, Mar 10 - Wed, Mar 11
Air Canada Logo
4:05 pm - 11:54 pmSTL-YWG
7h 49m1 stop
Air Canada Logo
7:05 am - 3:29 pmYWG-STL
8h 24m1 stop
$430Air Canada
Find Deal
Sat, Dec 6 - Tue, Dec 9
Delta Logo
6:00 am - 11:44 pmMDW-YWG
17h 44m2 stops
Delta Logo
5:45 pm - 11:55 amYWG-MDW
18h 10m2 stops
$462Delta
Find Deal
Tue, Mar 10 - Wed, Mar 11
Air Canada Logo
5:00 am - 11:39 amSTL-YWG
6h 39m1 stop
Air Canada Logo
8:15 am - 9:50 pmYWG-STL
13h 35m2 stops
$512Air Canada
Find Deal
Useful Info

Good to know

Low seasonApril
Cheapest flight$68
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 2% increase in price.
Flight from Chicago O'Hare Airport to Winnipeg

FAQs for booking flights from Illinois to Winnipeg

  • How does KAYAK find such low prices on flights from Illinois to Winnipeg?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Winnipeg.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Winnipeg?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to Winnipeg?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Winnipeg with an airline and back to Illinois with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Winnipeg?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Winnipeg from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Winnipeg?

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

Everything you need to know for your flight to Winnipeg

Information on the airport you'll fly into in Winnipeg

Winnipeg (YWG)

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