$52 Find Cheap Flights from Illinois to Canada

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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$52
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 0% 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 travelers who flew the route from Illinois to Canada 
NikhilFlew with Air CanadaORD-YYZJul 2025
small flight, not much storage space as per the passengers. Try to get a booking which is Group 1 or 2 latest.
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 Toronto Island Airport (YTZ), with an average flight price of $85.

  • What is the cheapest day to fly to Canada?

    Based on KAYAK data, the cheapest day to fly to Canada is Thursday where round-trip tickets can be as cheap as $625. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $766 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 $562 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 $124 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 $151.

  • 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 27m, covering a distance of 1119 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 (48% of total searches to Canada). The next most popular destinations are Calgary (25%) and Québec City (7%). Searches for flights to Abbotsford (4%), to Halifax (3%) and to Ottawa (2%) are also popular.

Book cheap flights from Illinois to Canada

Recent round-trip flight deals

9/4Thu
nonstopPorter Airlines
1h 42mMDW-YTZ
9/7Sun
nonstopPorter Airlines
1h 49mYTZ-MDW
$138
9/8Mon
nonstopPorter Airlines
1h 42mMDW-YTZ
9/11Thu
nonstopPorter Airlines
1h 49mYTZ-MDW
$139
9/4Thu
nonstopAir Canada
1h 38mORD-YYZ
9/7Sun
1 stopAir Canada
4h 36mYYZ-ORD
$143
9/4Thu
nonstopAir Canada
1h 38mORD-YYZ
9/7Sun
nonstopAir Canada
1h 53mYYZ-ORD
$148
9/19Fri
nonstopWestJet
3h 49mORD-YYC
9/23Tue
nonstopWestJet
3h 28mYYC-ORD
$152
9/10Wed
nonstopWestJet
3h 49mORD-YYC
9/16Tue
nonstopWestJet
3h 28mYYC-ORD
$154
9/4Thu
1 stopUnited Airlines
11h 33mORD-YYZ
9/5Fri
nonstopUnited Airlines
2h 01mYYZ-ORD
$162
8/20Wed
1 stopUnited Airlines
4h 39mORD-YYZ
8/20Wed
nonstopUnited Airlines
2h 07mYYZ-ORD
$163
10/29Wed
nonstop
1h 42mMDW-YTZ
10/31Fri
nonstop
1h 50mYTZ-MDW
$164
8/16Sat
nonstop
1h 40mMDW-YTZ
8/23Sat
nonstop
1h 50mYTZ-MDW
$166

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Recent one-way flight deals

11/12Wed
nonstopAir Canada
1h 39mORD-YYZ
$52
10/29Wed
nonstopPorter Airlines
1h 42mMDW-YTZ
$53
9/30Tue
nonstopWestJet
3h 49mORD-YYC
$61
9/9Tue
nonstopUnited Airlines
1h 41mORD-YYZ
$63
9/9Tue
nonstopWestJet
3h 49mORD-YYC
$66
10/11Sat
nonstopAmerican Airlines
1h 55mORD-YYZ
$67
8/15Fri
nonstopUnited Airlines
1h 44mORD-YYZ
$70
11/12Wed
nonstopAir Transat
1h 42mMDW-YTZ
$71
9/5Fri
nonstopAir Transat
1h 42mMDW-YTZ
$73
9/30Tue
1 stopAmerican Airlines
16h 50mORD-YYC
$77

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Last minute flights from Illinois to Canada

Last minute flight, train and bus deals

7/19Sat
nonstop
1h 40mMDW-YTZ
7/22Tue
nonstop
1h 50mYTZ-MDW
$173
7/19Sat
nonstopPorter Airlines
1h 40mMDW-YTZ
7/21Mon
nonstopPorter Airlines
1h 50mYTZ-MDW
$186
7/19Sat
multi-stopUnited Airlines
11h 33mORD-YYZ
7/26Sat
nonstopUnited Airlines
1h 59mYYZ-ORD
$199
7/19Sat
nonstopUnited Airlines
1h 44mORD-YYZ
7/22Tue
multi-stopUnited Airlines
5h 07mYYZ-ORD
$205
7/19Sat
multi-stopDelta
7h 58mORD-YYZ
7/23Wed
multi-stopDelta
7h 20mYYZ-ORD
$277
7/19Sat
multi-stopDelta
8h 24mMDW-YYZ
7/22Tue
multi-stopDelta
7h 24mYYZ-MDW
$277
7/19Sat
multi-stopAmerican Airlines
9h 14mORD-YYZ
7/20Sun
nonstopAmerican Airlines
1h 55mYYZ-ORD
$280
7/19Sat
nonstopAmerican Airlines
2h 05mORD-YYZ
7/23Wed
multi-stopAmerican Airlines
7h 59mYYZ-ORD
$285
7/19Sat
nonstopAir Canada
1h 44mORD-YYZ
7/22Tue
nonstopAir Canada
1h 59mYYZ-ORD
$297
7/19Sat
multi-stopAir Canada
4h 56mORD-YTZ
7/22Tue
multi-stopAir Canada
4h 59mYTZ-ORD
$301

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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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