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$196 Find Cheap Flights from Illinois to Winnipeg - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Illinois to Winnipeg

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Illinois to Winnipeg

Fri, Dec 4 - Sun, Dec 6
Multiple Airlines Logo
10:05 am - 7:10 pmORD  Chicago O'Hare Intl-YWG Winnipeg
8h 05m1 stop Toronto Pearson Intl
Multiple Airlines Logo
11:00 am - 7:58 pmYWG  Winnipeg-ORD Chicago O'Hare Intl
9h 58m1 stop Toronto Pearson Intl
$440Multiple Airlines
Mon, Dec 21 - Thu, Jan 28
Multiple Airlines Logo
5:58 am - 2:40 pmORD  Chicago O'Hare Intl-YWG Winnipeg
7h 42m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
9:35 pm - 11:50 amYWG  Winnipeg-ORD Chicago O'Hare Intl
15h 15m2 stops Calgary Atlanta Hartsfield-Jackson
$464Multiple Airlines
Fri, Feb 5 - Tue, Feb 9
Multiple Airlines Logo
6:00 am - 2:40 pmORD  Chicago O'Hare Intl-YWG Winnipeg
7h 40m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
11:40 am - 11:30 amYWG  Winnipeg-ORD Chicago O'Hare Intl
24h 50m2 stops Ottawa Toronto Island
$469Multiple Airlines
Wed, Nov 11 - Thu, Nov 19
Air Canada Logo
4:30 pm - 12:44 amORD  Chicago O'Hare Intl-YWG Winnipeg
7h 14m1 stop Toronto Pearson Intl
Air Canada Logo
9:15 am - 7:58 pmYWG  Winnipeg-ORD Chicago O'Hare Intl
11h 43m1 stop Toronto Pearson Intl
$649Air Canada
Thu, Dec 10 - Thu, Dec 17
Air Canada Logo
7:02 am - 3:09 pmORD  Chicago O'Hare Intl-YWG Winnipeg
7h 07m1 stop Toronto Pearson Intl
Air Canada Logo
6:15 am - 1:13 pmYWG  Winnipeg-ORD Chicago O'Hare Intl
7h 58m1 stop Toronto Pearson Intl
$703Air Canada
Fri, Apr 2 - Tue, Apr 6
Air Canada Logo
7:10 am - 1:48 pmORD  Chicago O'Hare Intl-YWG Winnipeg
6h 38m1 stop Toronto Pearson Intl
Air Canada Logo
5:15 am - 12:55 pmYWG  Winnipeg-ORD Chicago O'Hare Intl
7h 40m1 stop Toronto Pearson Intl
$730Air Canada
Tue, Mar 16 - Sat, Mar 20
United Airlines Logo
3:50 pm - 6:41 pmORD  Chicago O'Hare Intl-YWG Winnipeg
2h 51mnonstop
United Airlines Logo
7:00 am - 9:31 amYWG  Winnipeg-ORD Chicago O'Hare Intl
2h 31mnonstop
$1,016United Airlines
Sat, Mar 13 - Sat, Mar 20
United Airlines Logo
3:50 pm - 7:41 pmORD  Chicago O'Hare Intl-YWG Winnipeg
2h 51mnonstop
United Airlines Logo
7:00 am - 9:31 amYWG  Winnipeg-ORD Chicago O'Hare Intl
2h 31mnonstop
$1,016United Airlines
Fri, Nov 20 - Tue, Nov 24
WestJet Logo
2:03 pm - 5:25 pmORD  Chicago O'Hare Intl-YWG Winnipeg
26h 22m2 stops Salt Lake City Calgary
WestJet Logo
9:05 pm - 8:17 pmYWG  Winnipeg-ORD Chicago O'Hare Intl
24h 12m2 stops Toronto Pearson Intl Detroit Metropolitan Wayne County
$1,072WestJet
Thu, Dec 10 - Thu, Dec 17
WestJet Logo
4:29 pm - 8:50 pmBMI  Bloomington-Normal-YWG Winnipeg
27h 21m2 stops Atlanta Hartsfield-Jackson Toronto Pearson Intl
WestJet Logo
6:00 am - 11:24 amYWG  Winnipeg-BMI Bloomington-Normal
30h 24m2 stops Toronto Pearson Intl Atlanta Hartsfield-Jackson
$1,074WestJet
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Good to know

Low season

January

Cheapest flight

$196
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 9% 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
Morden
Selkirk
Scanterbury

More options for your flight to Winnipeg