YWG

$118 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 4/24. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Winnipeg

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Everything you should know

Cheapest round-trip
$267
Typical prices: $315-$573
WestJet
Fri 5/1Sat 6/6
ORD - YWG • 1 stop
Cheapest non-stop
$595
Typical prices: $457-$644
Lufthansa
Thu 2/26Sun 3/1
ORD - YWG • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Winnipeg!
Flight Deals
Useful Info
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

Fri, May 1 - Sat, Jun 6
WestJet Logo
5:30 pm - 12:55 am
ORD
-
YWG
7h 25m
1 stop
WestJet Logo
7:00 am - 4:40 pm
YWG
-
ORD
9h 40m
1 stop
$267WestJet
Sun, May 3 - Sat, Jun 6
WestJet Logo
5:30 pm - 12:55 am
ORD
-
YWG
7h 25m
1 stop
WestJet Logo
7:00 am - 4:40 pm
YWG
-
ORD
9h 40m
1 stop
$282WestJet
Fri, May 1 - Fri, Jun 5
WestJet Logo
5:30 pm - 12:55 am
ORD
-
YWG
7h 25m
1 stop
WestJet Logo
7:00 am - 4:40 pm
YWG
-
ORD
9h 40m
1 stop
$287WestJet
Fri, May 1 - Tue, Jun 9
WestJet Logo
5:30 pm - 12:55 am
ORD
-
YWG
7h 25m
1 stop
WestJet Logo
7:00 am - 4:40 pm
YWG
-
ORD
9h 40m
1 stop
$296WestJet
Fri, Feb 27 - Fri, Mar 6
WestJet Logo
2:20 pm - 10:40 pm
ORD
-
YWG
8h 20m
1 stop
WestJet Logo
6:15 am - 1:35 pm
YWG
-
ORD
7h 20m
1 stop
$297WestJet
Fri, Mar 6 - Mon, Mar 9
Multiple Airlines Logo
5:05 am - 3:09 pm
ORD
-
YWG
10h 04m
1 stop
Multiple Airlines Logo
8:00 am - 11:47 pm
YWG
-
ORD
15h 47m
1 stop
$298Multiple Airlines
Sun, May 3 - Fri, Jun 5
WestJet Logo
5:30 pm - 12:55 am
ORD
-
YWG
7h 25m
1 stop
WestJet Logo
7:00 am - 4:40 pm
YWG
-
ORD
9h 40m
1 stop
$302WestJet
Mon, Mar 2 - Wed, Mar 4
Air Canada Logo
4:05 pm - 11:54 pm
STL
-
YWG
7h 49m
1 stop
Air Canada Logo
7:05 am - 3:29 pm
YWG
-
STL
8h 24m
1 stop
$417Air Canada
Thu, May 14 - Wed, May 20
Air Canada Logo
1:00 pm - 9:19 pm
STL
-
YWG
8h 19m
1 stop
Air Canada Logo
11:00 am - 8:05 pm
YWG
-
STL
9h 05m
1 stop
$468Air Canada
Thu, May 14 - Wed, May 20
Air Canada Logo
1:00 pm - 9:19 pm
STL
-
YWG
8h 19m
1 stop
Air Canada Logo
11:00 am - 8:05 pm
YWG
-
STL
9h 05m
1 stop
$479Air Canada
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$139
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Chicago Midway 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