C$ 65 Find Cheap Flights from Illinois to Canada

1 adult
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flightC$ 65
Best time to beat the crowds (14% less expensive on average)
Most popular time to fly and prices are also 6% lower on average.
Flight from Chicago to Calgary

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

Insights shared by verified travellers who flew the route from Illinois to Canada 
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 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.
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 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 Edmonton Airport (YEG), with an average flight price of C$ 133.

  • What is the cheapest day to fly to Canada?

    Based on KAYAK data, the cheapest day to fly to Canada is Saturday when round-trip tickets can be as cheap as C$ 387. On the other hand, the most expensive day to fly is Sunday, when round-trip prices are C$ 547 on average.

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

    The cheapest time of day to fly to Canada is generally at night, when round-trip flights cost C$ 294 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$ 342.

  • 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$ 81 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$ 81.

  • 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$ 354 (return) on average. On the other hand, the most expensive months are October and November, when the average cost of round-trip tickets is C$ 940 and C$ 908 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 16 weeks before departure.

  • How long is the flight to Canada?

    An average direct flight from Illinois to Canada takes 8h 34m, covering a distance of 3033 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 (52% of total searches to Canada). The next most popular destinations are Québec City (17%) and Halifax (10%). Searches for flights to Edmonton (8%), to Abbotsford (4%), and to St. John's (2%) are also popular.

Book cheap flights from Illinois to Canada

Recent round-trip flight deals

19/10Sun
direct
3h 49mORD-YYC
24/10Fri
1 stop
7h 41mYYC-ORD
C$ 206
15/7Tue
directWestJet
3h 49mORD-YYC
22/7Tue
directWestJet
3h 29mYYC-ORD
C$ 216
13/9Sat
directPorter Airlines
1h 42mMDW-YTZ
20/9Sat
directPorter Airlines
1h 49mYTZ-MDW
C$ 227
16/9Tue
directAmerican Airlines
1h 43mORD-YYZ
16/9Tue
1 stopAmerican Airlines
6h 27mYYZ-ORD
C$ 228
16/9Tue
directPorter Airlines
1h 42mMDW-YTZ
16/9Tue
directPorter Airlines
1h 49mYTZ-MDW
C$ 230
19/11Wed
directAir Canada
2h 12mORD-YUL
24/11Mon
directAir Canada
2h 39mYUL-ORD
C$ 232
16/9Tue
1 stopUnited Airlines
11h 33mORD-YYZ
17/9Wed
directUnited Airlines
2h 01mYYZ-ORD
C$ 238
15/7Tue
1 stopAir Canada
9h 20mORD-YYC
22/7Tue
1 stopAir Canada
8h 24mYYC-ORD
C$ 240
12/9Fri
directUnited Airlines
1h 46mORD-YYZ
15/9Mon
directUnited Airlines
2h 07mYYZ-ORD
C$ 257
10/9Wed
directAmerican Airlines
2h 21mORD-YUL
17/9Wed
directAmerican Airlines
2h 35mYUL-ORD
C$ 261

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Recent one-way flight deals

15/10Wed
1 stopAir Canada
7h 52mORD-YYC
C$ 65
23/11Sun
directAir Canada
2h 12mORD-YUL
C$ 80
13/7Sun
directWestJet
3h 49mORD-YYC
C$ 87
17/8Sun
directWestJet
3h 49mORD-YYC
C$ 88
15/7Tue
directPorter Airlines
1h 42mMDW-YTZ
C$ 95
17/7Thu
directPorter Airlines
1h 42mMDW-YTZ
C$ 96
22/6Sun
directUnited Airlines
3h 52mORD-YYC
C$ 99
28/6Sat
1 stopUnited Airlines
15h 38mORD-YYC
C$ 105
6/9Sat
1 stopAmerican Airlines
11h 41mORD-YUL
C$ 107
15/10Wed
directAmerican Airlines
3h 45mORD-YYC
C$ 118

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Last minute flights from Illinois to Canada

Last minute flight, train and bus deals

17/6Tue
multi-stopUnited Airlines
14h 03mORD-YYC
21/6Sat
directUnited Airlines
3h 33mYYC-ORD
C$ 274
21/6Sat
multi-stopUnited Airlines
17h 13mORD-YYC
27/6Fri
multi-stopUnited Airlines
12h 53mYYC-ORD
C$ 288
20/6Fri
directPorter Airlines
1h 42mMDW-YTZ
4/7Fri
directPorter Airlines
1h 49mYTZ-MDW
C$ 348
21/6Sat
multi-stopAir Canada
9h 45mORD-YYC
23/6Mon
directAir Canada
3h 32mYYC-ORD
C$ 371
21/6Sat
multi-stopAir Canada
9h 45mORD-YYC
27/6Fri
multi-stopAir Canada
12h 53mYYC-ORD
C$ 384
17/6Tue
multi-stopDelta
5h 19mMDW-YYC
21/6Sat
multi-stopDelta
5h 21mYYC-MDW
C$ 401
17/6Tue
multi-stopDelta
8h 40mORD-YYC
20/6Fri
multi-stopDelta
12h 42mYYC-ORD
C$ 413
20/6Fri
directAmerican Airlines
2h 00mORD-YYZ
4/7Fri
multi-stopAmerican Airlines
6h 07mYYZ-ORD
C$ 436
20/6Fri
multi-stopAmerican Airlines
7h 59mORD-YYZ
4/7Fri
multi-stopAmerican Airlines
8h 51mYYZ-ORD
C$ 450
18/6Wed
directPorter Airlines
1h 42mMDW-YTZ
25/6Wed
directPorter Airlines
1h 49mYTZ-MDW
C$ 497

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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.

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