$59 Find Cheap Flights from Illinois to Canada

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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$59
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Chicago O'Hare Airport to Montreal

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

Insights shared by verified travelers 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 travelers 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 $159.

  • What is the cheapest day to fly to Canada?

    Based on KAYAK data, the cheapest day to fly to Canada is Friday where round-trip tickets can be as cheap as $627. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $772 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 morning, when round-trip flights cost $568 on average. Morning departures are around 26% cheaper than evening flights, on average. The most expensive time of day to fly to Canada is generally in the evening, which is peak travel time and where the average cost of a ticket is $764.

  • What is the cheapest flight to Canada?

    The cheapest ticket to Canada from Illinois found in the last 72 hours was to Edmonton, at $122 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 $136.

  • 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 $261 (return) on average. On the other hand, the most expensive months are October and November, when the average cost of round-trip tickets is $692 and $669 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 nonstop flight from Illinois to Canada takes 6h 58m, covering a distance of 1120 miles. The shortest route is Chicago O'Hare Intl Airport (ORD) to Toronto Pearson Intl Airport (YYZ) with an average flight time of 1h 39m.

  • What are the most popular destinations in Canada?

    Based on KAYAK flight searches, the most popular destination is Toronto (41% of total searches to Canada). The next most popular destinations are Calgary (26%) and Edmonton (9%). Searches for flights to Québec City (6%), to Abbotsford (5%) and to Ottawa (3%) are also popular.

Book cheap flights from Illinois to Canada

Recent round-trip flight deals

9/4Thu
nonstopAir Canada
2h 14mORD-YUL
9/15Mon
nonstopAir Canada
2h 31mYUL-ORD
$150
9/9Tue
1 stopUnited Airlines
11h 33mORD-YYZ
9/10Wed
nonstopUnited Airlines
2h 01mYYZ-ORD
$154
7/17Thu
nonstopWestJet
3h 49mORD-YYC
7/22Tue
nonstopWestJet
3h 29mYYC-ORD
$157
7/15Tue
nonstopWestJet
3h 49mORD-YYC
7/22Tue
nonstopWestJet
3h 29mYYC-ORD
$158
9/18Thu
nonstopPorter Airlines
1h 42mMDW-YTZ
9/24Wed
nonstopPorter Airlines
1h 49mYTZ-MDW
$170
6/25Wed
nonstopPorter Airlines
1h 42mMDW-YTZ
7/2Wed
nonstopPorter Airlines
1h 49mYTZ-MDW
$171
7/14Mon
nonstop
3h 49mORD-YYC
7/23Wed
1 stop
8h 24mYYC-ORD
$172
9/7Sun
nonstopAmerican Airlines
2h 21mORD-YUL
9/11Thu
nonstopAmerican Airlines
2h 35mYUL-ORD
$188
7/10Thu
nonstop
1h 42mMDW-YTZ
7/11Fri
nonstop
1h 50mYTZ-MDW
$197
9/7Sun
1 stopAmerican Airlines
14h 57mORD-YUL
9/11Thu
nonstopAmerican Airlines
2h 35mYUL-ORD
$198

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Recent one-way flight deals

9/22Mon
nonstopAir Canada
2h 17mORD-YUL
$59
9/2Tue
nonstopUnited Airlines
1h 54mORD-YYZ
$59
6/27Fri
nonstopWestJet
3h 49mORD-YYC
$61
6/23Mon
nonstopWestJet
3h 49mORD-YYC
$62
11/15Sat
nonstopPorter Airlines
1h 42mMDW-YTZ
$70
6/24Tue
nonstopPorter Airlines
1h 42mMDW-YTZ
$71
9/22Mon
1 stopAmerican Airlines
14h 30mORD-YUL
$77
10/15Wed
1 stopAmerican Airlines
7h 10mORD-YUL
$86
7/3Thu
nonstopAir Transat
1h 42mMDW-YTZ
$87
7/7Mon
nonstopAir Transat
1h 40mMDW-YTZ
$91

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Last minute flights from Illinois to Canada

Last minute flight, train and bus deals

6/13Fri
nonstopUnited Airlines
3h 52mORD-YYC
6/15Sun
nonstopUnited Airlines
3h 32mYYC-ORD
$192
6/13Fri
multi-stopUnited Airlines
14h 19mORD-YYC
6/14Sat
nonstopUnited Airlines
3h 32mYYC-ORD
$202
6/13Fri
nonstopAmerican Airlines
3h 59mORD-YYC
6/16Mon
nonstopAmerican Airlines
3h 25mYYC-ORD
$219
6/15Sun
multi-stopAmerican Airlines
14h 45mORD-YYC
6/18Wed
nonstopAmerican Airlines
3h 25mYYC-ORD
$252
6/14Sat
multi-stopAir Canada
9h 22mORD-YYC
6/19Thu
nonstopAir Canada
3h 32mYYC-ORD
$267
6/13Fri
nonstopAir Canada
3h 52mORD-YYC
6/14Sat
multi-stopAir Canada
7h 57mYYC-ORD
$272
6/16Mon
multi-stopDelta
8h 35mORD-YYC
6/20Fri
multi-stopDelta
9h 01mYYC-ORD
$285
6/16Mon
multi-stopDelta
6h 44mORD-YEG
6/24Tue
multi-stopDelta
7h 44mYEG-ORD
$322
6/15Sun
nonstopPorter Airlines
1h 42mMDW-YTZ
6/21Sat
nonstopPorter Airlines
1h 50mYTZ-MDW
$371
6/14Sat
nonstopPorter Airlines
1h 42mMDW-YTZ
6/26Thu
nonstopPorter Airlines
1h 50mYTZ-MDW
$372

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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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