YWG

$148 Find Cheap Flights from Illinois to Winnipeg - Compare and Save

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 9/13. 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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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

Mon, Sep 14 - Mon, Sep 21
Multiple Airlines Logo
7:25 am - 5:58 pm
ORD
-
YWG
10h 33m
2 stops
Multiple Airlines Logo
8:45 pm - 2:52 pm
YWG
-
ORD
18h 07m
2 stops
$337Multiple Airlines
Mon, Sep 14 - Mon, Sep 21
Multiple Airlines Logo
9:55 am - 12:55 am
ORD
-
YWG
15h 00m
1 stop
Multiple Airlines Logo
6:15 am - 2:55 pm
YWG
-
ORD
8h 40m
1 stop
$346Multiple Airlines
Sat, Sep 12 - Sat, Sep 19
Multiple Airlines Logo
7:25 am - 5:58 pm
ORD
-
YWG
10h 33m
2 stops
Multiple Airlines Logo
6:15 am - 7:48 pm
YWG
-
ORD
13h 33m
1 stop
$347Multiple Airlines
Wed, Sep 2 - Sat, Sep 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
$377WestJet
Fri, Sep 25 - Mon, Sep 28
WestJet Logo
5:30 pm - 12:55 am
ORD
-
YWG
7h 25m
1 stop
WestJet Logo
9:05 pm - 4:40 pm
YWG
-
ORD
19h 35m
1 stop
$389WestJet
Sat, Aug 15 - Sat, Aug 29
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
$394WestJet
Fri, Nov 13 - Sat, Nov 21
Delta Logo
5:30 pm - 11:29 pm
STL
-
YWG
5h 59m
1 stop
Delta Logo
6:35 am - 10:39 am
YWG
-
STL
4h 04m
1 stop
$682Delta
Wed, Nov 11 - Mon, Nov 16
United Airlines Logo
9:35 am - 12:23 pm
ORD
-
YWG
2h 48mnonstop
United Airlines Logo
2:15 pm - 4:50 pm
YWG
-
ORD
2h 35mnonstop
$886United Airlines
Wed, Oct 28 - Mon, Nov 2
United Airlines Logo
9:35 am - 12:23 pm
ORD
-
YWG
2h 48mnonstop
United Airlines Logo
2:15 pm - 4:50 pm
YWG
-
ORD
2h 35mnonstop
$886United Airlines
Thu, Oct 8 - Thu, Oct 15
Delta Logo
6:47 am - 5:15 pm
STL
-
YWG
10h 28m
2 stops
Delta Logo
6:15 am - 6:15 pm
YWG
-
STL
12h 00m
2 stops
$1,576Delta
Useful Info

Good to know

Low season

January

Cheapest flight

$148
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 22% lower on average.
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.

Everything you need to know for your flight to Winnipeg

Information on the airport you'll fly into in Winnipeg

Winnipeg (YWG)