C$ 97 Find Cheap Flights from Illinois to Canada

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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flightC$ 97
Best time to beat the crowds (14% less expensive on average)
Most popular time to fly and prices are also 5% lower on average.
Flight from Chicago O'Hare Airport to Toronto Pearson Airport

Flights from Illinois to Canada: the best tips from KAYAK users

Insights shared by verified travellers who flew the route from Illinois to Canada 
Learn how KAYAK collects reviews and tips from users.
Verified travelerFlew with Air CanadaORD-YVRApr 2025
Knowing my seat assignment would have helped me to better prepare
valerieFlew with Air CanadaORD-YULJan 2025
“Meal” usually means more than a light snack. I thought what they served was an appetizer not the total meal. So I’d eat before or bring food.
Verified travelerFlew with Porter AirlinesMDW-YTZSep 2024
Please start bags check-in at least 2.5 hour before flight and finish at 30 min before flight.
Verified travelerFlew with Air CanadaORD-YULOct 2024
Ask questions to assure clarity. Don't assume you are receiving all of the information that you need.
Verified travelerFlew with Air CanadaORD-YOWNov 2024
Ottawa, as a small airport is easiest to navigate! Overhead baggage compartments seem to be smaller, and on every flight they seem to need travellers to volunteer to put carryons in checked luggage instead.
JohannesFlew with Air CanadaORD-YYZSep 2024
Avoid the red eye flight if you get older/retire.
MarcFlew with United AirlinesORD-YOWMar 2024
United's fleet of smaller aircraft on this route is very comfortable.
Verified travelerFlew with United AirlinesORD-YOWJan 2024
I always expect issues with United but there doesn't seem to be another airline to use. Advice: Give yourself and extra day to get anywhere - don't be in a hurry to get home either.

FAQs for booking flights from Illinois to Canada

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

    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 Canada.

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

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

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

    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 from Illinois to Canada with an airline and back with another airline.

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

    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 from Illinois to Canada up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Canada?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Canada is Calgary Airport (YYC), with an average flight price of C$ 127.

  • What is the cheapest day to fly to Canada?

    Based on KAYAK data, the cheapest day to fly to Canada is Tuesday when round-trip tickets can be as cheap as C$ 430. On the other hand, the most expensive day to fly is Sunday, when round-trip prices are C$ 545 on average.

  • What is the cheapest time of day to fly to Canada?

    The cheapest time of day to fly to Canada is generally in the evening, when round-trip flights cost C$ 339 on average. Morning departures are around 5% more expensive than evening flights, on average. The most expensive time of day to fly to Canada is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 358.

  • What is the cheapest flight to Canada?

    The cheapest ticket to Canada from Illinois found in the last 72 hours was to Calgary, at C$ 76 round-trip. The most popular route is Chicago Midway Airport (MDW) to Toronto Island Airport (YTZ) and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 101.

  • What is the cheapest month to fly from Illinois to Canada?

    The cheapest month for flights from Illinois to Canada is March, when tickets cost C$ 361 (return) on average. On the other hand, the most expensive months are August and September, when the average cost of round-trip tickets is C$ 1,044 and C$ 968 respectively.

  • How far in advance should I book a flight from Illinois to Canada?

    To get a below-average price on the flight from Illinois to Canada, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

  • How long is the flight to Canada?

    An average direct flight from Illinois to Canada takes 7h 13m, covering a distance of 3046 km. The shortest route is Chicago Midway Airport (MDW) to Toronto Island Airport (YTZ) with an average flight time of 1h 40m.

  • What are the most popular destinations in Canada?

    Based on KAYAK flight searches, the most popular destination is Calgary (56% of total searches to Canada). The next most popular destinations are Québec City (14%) and Halifax (7%). Searches for flights to Edmonton (7%), to Abbotsford (4%), and to Victoria (3%) are also popular.

Book cheap flights from Illinois to Canada

Recent round-trip flight deals

3/7Thu
directWestJet
3h 49mORD-YYC
7/7Mon
1 stopWestJet
5h 38mYYC-ORD
C$ 205
3/7Thu
1 stopWestJet
9h 40mORD-YYC
6/7Sun
1 stopWestJet
8h 40mYYC-ORD
C$ 224
4/9Thu
directPorter Airlines
1h 42mMDW-YTZ
7/9Sun
directPorter Airlines
1h 49mYTZ-MDW
C$ 230
26/9Fri
directPorter Airlines
1h 42mMDW-YTZ
30/9Tue
directPorter Airlines
1h 49mYTZ-MDW
C$ 245
13/6Fri
directAir Canada
1h 42mORD-YYZ
20/6Fri
directAir Canada
1h 54mYYZ-ORD
C$ 262
14/6Sat
direct
1h 42mMDW-YTZ
21/6Sat
direct
1h 50mYTZ-MDW
C$ 263
12/6Thu
direct
1h 40mMDW-YTZ
19/6Thu
direct
1h 50mYTZ-MDW
C$ 264
18/6Wed
directAir Canada
1h 45mORD-YYZ
22/6Sun
directAir Canada
1h 54mYYZ-ORD
C$ 275
13/5Tue
directUnited Airlines
3h 56mORD-YYC
20/5Tue
directUnited Airlines
3h 27mYYC-ORD
C$ 310
26/5Mon
1 stopUnited Airlines
14h 19mORD-YYC
30/5Fri
directUnited Airlines
3h 33mYYC-ORD
C$ 324

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Recent one-way flight deals

6/6Fri
directAmerican Airlines
1h 49mORD-YYZ
C$ 97
17/7Thu
directAir Canada
1h 45mORD-YYZ
C$ 102
26/7Sat
directPorter Airlines
1h 40mMDW-YTZ
C$ 105
29/5Thu
directPorter Airlines
1h 42mMDW-YTZ
C$ 107
17/7Thu
1 stopAir Canada
6h 08mORD-YYZ
C$ 107
25/5Sun
directPorter Airlines
1h 42mMDW-YTZ
C$ 108
4/6Wed
directPorter Airlines
1h 42mMDW-YTZ
C$ 109
20/6Fri
directAir Transat
1h 40mMDW-YTZ
C$ 114
10/6Tue
directAPG Airlines
1h 42mMDW-YTZ
C$ 130
6/6Fri
directAir Transat
1h 42mMDW-YTZ
C$ 132

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Last minute flights from Illinois to Canada

Last minute flight, train and bus deals

2/5Fri
directUnited Airlines
3h 56mORD-YYC
13/5Tue
directUnited Airlines
3h 27mYYC-ORD
C$ 378
1/5Thu
multi-stopAir Canada
7h 43mORD-YYC
13/5Tue
directAir Canada
3h 27mYYC-ORD
C$ 385
2/5Fri
multi-stopDelta
11h 50mORD-YYC
13/5Tue
multi-stopDelta
9h 40mYYC-ORD
C$ 426
1/5Thu
multi-stopDelta
15h 15mORD-YYC
13/5Tue
multi-stopDelta
6h 40mYYC-ORD
C$ 428
3/5Sat
directAmerican Airlines
3h 45mORD-YYC
5/5Mon
directAmerican Airlines
3h 30mYYC-ORD
C$ 491
1/5Thu
multi-stopAmerican Airlines
7h 45mORD-YYC
6/5Tue
directAmerican Airlines
3h 30mYYC-ORD
C$ 505
5/5Mon
multi-stop
18h 04mORD-YVR
12/5Mon
multi-stop
25h 51mYVR-ORD
C$ 544
5/5Mon
multi-stop
25h 59mORD-YVR
12/5Mon
multi-stop
17h 00mYVR-ORD
C$ 574
3/5Sat
multi-stopWestJet
15h 25mORD-YVR
3/9Wed
multi-stopWestJet
7h 43mYVR-ORD
C$ 584
3/5Sat
directWestJet
3h 49mORD-YYC
9/5Fri
directWestJet
3h 29mYYC-ORD
C$ 619

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Everything you need to know for your flight to Canada

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Canada
Business Class flights to Canadafrom C$ 307
Prem Econ Class flights to Canadafrom C$ 1,928
Economy Class flights to Canadafrom C$ 105

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