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Find cheap flights from Illinois to Winnipeg from C$ 155

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 4/6. 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
0 bags
Fri 7/6
Fri 14/6

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In the last 7 days, travellers have searched 43,968,530 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

July

Cheapest flight

C$ 155
Best time to beat the crowds (0% less expensive on average)
Most popular time to fly (13% more expensive on average)
Flight from Chicago 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.

See more FAQs

Prefer to fly non-stop from Illinois to Winnipeg?

Find which airlines fly direct from Illinois to Winnipeg, which days they fly and book direct flights.

Nonstop departures

Illinois to Winnipeg

Monday

ANA, Aeromexico, Air Canada, +32 more

ANA, Aeromexico, +33 more

Tuesday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

Wednesday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

Thursday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

Friday

ANA, Aeromexico, Air Canada, +32 more

ANA, Aeromexico, +33 more

Saturday

ANA, Aeromexico, Air Canada, +32 more

ANA, Aeromexico, +33 more

Sunday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

See more nonstop flights

Nonstop returns

Winnipeg to Illinois

Monday

ANA, Aeromexico, Air Canada, +32 more

ANA, Aeromexico, +33 more

Tuesday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

Wednesday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

Thursday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

Friday

ANA, Aeromexico, Air Canada, +32 more

ANA, Aeromexico, +33 more

Saturday

ANA, Aeromexico, Air Canada, +32 more

ANA, Aeromexico, +33 more

Sunday

ANA, Aeromexico, Air Canada, +31 more

ANA, Aeromexico, +32 more

See more nonstop flights
See more nonstop flights

Book cheap flights from Illinois to Winnipeg

Recent round-trip flight deals

4/6Tue
1 stop
18h 00mORD-YWG
12/6Wed
1 stop
8h 44mYWG-ORD
C$ 367
4/6Tue
2 stops
20h 45mORD-YWG
11/6Tue
3 stops
20h 50mYWG-ORD
C$ 455
4/6Tue
2 stops
20h 45mORD-YWG
12/6Wed
2 stops
14h 40mYWG-ORD
C$ 475
4/6Tue
2 stops
20h 45mORD-YWG
10/6Mon
2 stops
16h 55mYWG-ORD
C$ 481
4/6Tue
1 stopDelta
7h 33mORD-YWG
15/6Sat
1 stopDelta
8h 10mYWG-ORD
C$ 529
4/6Tue
1 stopDelta
7h 33mORD-YWG
15/6Sat
2 stopsDelta
9h 53mYWG-ORD
C$ 542
11/6Tue
1 stopWestJet
14h 09mORD-YWG
20/6Thu
1 stopWestJet
15h 02mYWG-ORD
C$ 561
6/6Thu
1 stopWestJet
17h 16mORD-YWG
11/6Tue
1 stopWestJet
15h 02mYWG-ORD
C$ 585
15/6Sat
1 stopAir Canada
8h 10mORD-YWG
18/6Tue
directAir Canada
2h 28mYWG-ORD
C$ 624
15/6Sat
1 stopAir Canada
6h 10mORD-YWG
22/6Sat
1 stopAir Canada
6h 44mYWG-ORD
C$ 640

Search by stops

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Recent one-way flight deals

4/6Tue
1 stop
18h 00mORD-YWG
C$ 155
4/6Tue
2 stops
20h 45mORD-YWG
C$ 185
5/6Wed
1 stopDelta
7h 33mORD-YWG
C$ 227
7/6Fri
1 stopDelta
4h 10mMDW-YWG
C$ 227
5/6Wed
2 stopsWestJet
10h 50mORD-YWG
C$ 262
12/6Wed
1 stopWestJet
17h 24mORD-YWG
C$ 270
2/6Sun
1 stopAir Canada
11h 40mORD-YWG
C$ 353
5/6Wed
directUnited Airlines
2h 26mORD-YWG
C$ 419
2/6Sun
directUnited Airlines
2h 26mORD-YWG
C$ 500
7/6Fri
directAir Canada
2h 26mORD-YWG
C$ 640

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Last minute flights from Illinois to Winnipeg

Last minute flight, train and bus deals

10/5Fri
multi-stopWestJet
6h 59mMDW-YWG
13/5Mon
multi-stopWestJet
24h 32mYWG-MDW
C$ 598
10/5Fri
multi-stopWestJet
12h 56mMDW-YWG
13/5Mon
multi-stopWestJet
24h 32mYWG-MDW
C$ 605
10/5Fri
multi-stopWestJet
12h 56mMDW-YWG
13/5Mon
multi-stopWestJet
22h 17mYWG-MDW
C$ 645
10/5Fri
multi-stopWestJet
9h 45mORD-YWG
13/5Mon
multi-stopWestJet
15h 55mYWG-ORD
C$ 701
10/5Fri
multi-stopWestJet
9h 45mORD-YWG
13/5Mon
multi-stopWestJet
12h 05mYWG-ORD
C$ 716
10/5Fri
multi-stop
43h 56mORD-YWG
13/5Mon
multi-stop
15h 20mYWG-ORD
C$ 909
10/5Fri
multi-stop
43h 56mORD-YWG
13/5Mon
multi-stop
22h 52mYWG-ORD
C$ 911
10/5Fri
multi-stop
43h 56mORD-YWG
13/5Mon
multi-stop
12h 35mYWG-ORD
C$ 934

Search by stops

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Flights to Winnipeg

Destination:

Winnipeg (YWG)Canada

Return flight deals:

Winnipeg - Illinois

Cabin classes:

C$ 713

Browse destinations: