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Cheap flights from Chicago to Toronto from C$ 137

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Toronto departing on 18/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Toronto

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Toronto that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Toronto.

Cheap last-minute flights

Planning a quick getaway from Chicago to Toronto? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Toronto, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Toronto

Find recent round-trip train or bus tickets from Chicago to Toronto.

All round-trip flight deals to Toronto

The cheapest plane tickets to Toronto found on KAYAK recently.
8:30 p.m. - 11:11 p.m.ORD-YYZ
1h 41mdirect
6:40 p.m. - 7:37 p.m.YYZ-ORD
1h 57mdirect
C$ 250Air Canada
Find Deal
Fri, 21 Feb - Mon, 24 Feb
8:30 p.m. - 11:11 p.m.ORD-YYZ
1h 41mdirect
9:00 a.m. - 2:45 p.m.YYZ-ORD
6h 45m1 stop
C$ 345Air Canada
Find Deal
Fri, 21 Feb - Mon, 24 Feb
11:25 a.m. - 2:07 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 355Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
11:25 a.m. - 2:07 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 356Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
6:35 p.m. - 7:32 p.m.YYZ-ORD
1h 57mdirect
C$ 422United Airlines
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Thu, 12 Dec - Mon, 16 Dec
6:37 p.m. - 10:40 a.m.ORD-YTZ
15h 03m1 stop
2:00 p.m. - 12:34 a.m.YTZ-ORD
11h 34m1 stop
C$ 422
Find Deal
Wed, 11 Dec - Tue, 17 Dec
6:30 p.m. - 9:25 p.m.ORD-YYZ
1h 55mdirect
9:00 a.m. - 10:06 a.m.YYZ-ORD
2h 06mdirect
C$ 425
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Thu, 12 Dec - Sun, 15 Dec
6:00 a.m. - 11:46 a.m.ORD-YYZ
4h 46m1 stop
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
C$ 433United Airlines
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Tue, 14 Jan - Tue, 14 Jan
6:30 p.m. - 9:25 p.m.ORD-YYZ
1h 55mdirect
10:59 a.m. - 7:20 a.m.YYZ-ORD
21h 21m1 stop
C$ 445British Airways
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Thu, 12 Dec - Sun, 15 Dec
12:15 p.m. - 11:14 a.m.ORD-YYZ
21h 59m1 stop
10:59 a.m. - 7:20 a.m.YYZ-ORD
21h 21m1 stop
C$ 469British Airways
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Thu, 12 Dec - Sun, 15 Dec
10:22 p.m. - 1:55 p.m.ORD-YYZ
14h 33m2 stops
C$ 137
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Wed, 18 Dec
8:14 p.m. - 1:55 p.m.ORD-YYZ
16h 41m1 stop
C$ 144
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Wed, 18 Dec
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
C$ 169Porter Airlines
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Sat, 21 Dec
9:13 p.m. - 11:59 p.m.ORD-YYZ
1h 46mdirect
C$ 177United Airlines
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Wed, 25 Dec
5:35 p.m. - 8:17 p.m.MDW-YTZ
1h 42mdirect
C$ 179Porter Airlines
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Fri, 20 Dec
9:05 p.m. - 8:34 a.m.ORD-YYZ
10h 29m1 stop
C$ 191United Airlines
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Tue, 24 Dec
2:15 p.m. - 11:34 p.m.MDW-YYZ
8h 19m1 stop
C$ 191Delta
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Wed, 18 Dec
2:05 p.m. - 4:46 p.m.ORD-YYZ
1h 41mdirect
C$ 201Air Canada
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Wed, 22 Jan
3:35 p.m. - 9:50 p.m.ORD-YTZ
5h 15m1 stop
C$ 208Air Canada
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Fri, 10 Jan
9:34 a.m. - 7:09 p.m.MDW-YYZ
8h 35m1 stop
C$ 214Delta
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Thu, 16 Jan
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 645Porter Airlines
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Tue, 26 Nov - Thu, 28 Nov
9:14 p.m. - 11:59 p.m.ORD-YYZ
1h 45mdirect
6:52 a.m. - 8:05 a.m.YYZ-ORD
2h 13mdirect
C$ 680Lufthansa
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Tue, 26 Nov - Sat, 30 Nov
5:00 a.m. - 12:07 a.m.ORD-YYZ
18h 07m1 stop
6:52 a.m. - 8:05 a.m.YYZ-ORD
2h 13mdirect
C$ 716
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Tue, 26 Nov - Sat, 30 Nov
11:15 a.m. - 1:57 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 725
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Sun, 24 Nov - Fri, 29 Nov
4:00 p.m. - 6:41 p.m.ORD-YYZ
1h 41mdirect
12:30 a.m. - 8:02 a.m.YYZ-ORD
8h 32m1 stop
C$ 746Air Canada
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Tue, 26 Nov - Fri, 29 Nov
2:17 p.m. - 11:34 p.m.MDW-YYZ
8h 17m1 stop
6:30 a.m. - 10:37 a.m.YYZ-MDW
5h 07m1 stop
C$ 785WestJet
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Tue, 26 Nov - Thu, 28 Nov
9:50 a.m. - 12:31 p.m.ORD-YYZ
1h 41mdirect
6:35 p.m. - 7:32 p.m.YYZ-ORD
1h 57mdirect
C$ 793Air Canada
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Tue, 26 Nov - Tue, 26 Nov
6:17 a.m. - 11:34 p.m.ORD-YYZ
16h 17m1 stop
6:15 a.m. - 6:55 p.m.YYZ-ORD
13h 40m1 stop
C$ 797WestJet
Find Deal
Sun, 24 Nov - Fri, 29 Nov
8:11 a.m. - 10:51 a.m.ORD-YYZ
1h 40mdirect
6:20 p.m. - 7:20 p.m.YYZ-ORD
2h 00mdirect
C$ 814American Airlines
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Tue, 26 Nov - Sat, 30 Nov
8:11 a.m. - 10:51 a.m.ORD-YYZ
1h 40mdirect
4:44 p.m. - 5:44 p.m.YYZ-ORD
2h 00mdirect
C$ 816American Airlines
Find Deal
Sun, 24 Nov - Fri, 29 Nov
8:30 p.m. - 11:11 p.m.ORD-YYZ
1h 41mdirect
6:40 p.m. - 7:37 p.m.YYZ-ORD
1h 57mdirect
C$ 250Air Canada
Find Deal
Fri, 21 Feb - Mon, 24 Feb
11:25 a.m. - 2:07 p.m.MDW-YTZ
1h 42mdirect
3:50 p.m. - 4:40 p.m.YTZ-MDW
1h 50mdirect
C$ 355Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
11:25 a.m. - 2:07 p.m.MDW-YTZ
1h 42mdirect
9:30 a.m. - 10:20 a.m.YTZ-MDW
1h 50mdirect
C$ 356Porter Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
10:51 a.m. - 1:42 p.m.ORD-YYZ
1h 51mdirect
11:00 a.m. - 11:59 a.m.YYZ-ORD
1h 59mdirect
C$ 402Lufthansa
Find Deal
Thu, 12 Dec - Sun, 15 Dec
12:52 p.m. - 3:45 p.m.ORD-YYZ
1h 53mdirect
6:52 a.m. - 8:05 a.m.YYZ-ORD
2h 13mdirect
C$ 413Air Canada
Find Deal
Tue, 10 Dec - Thu, 12 Dec
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
6:35 p.m. - 7:32 p.m.YYZ-ORD
1h 57mdirect
C$ 422United Airlines
Find Deal
Thu, 12 Dec - Mon, 16 Dec
9:13 p.m. - 11:59 p.m.ORD-YYZ
1h 46mdirect
9:00 p.m. - 10:13 p.m.YYZ-ORD
2h 13mdirect
C$ 444United Airlines
Find Deal
Tue, 24 Dec - Mon, 6 Jan
6:30 p.m. - 9:25 p.m.ORD-YYZ
1h 55mdirect
1:14 p.m. - 2:14 p.m.YYZ-ORD
2h 00mdirect
C$ 447American Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
6:30 p.m. - 9:25 p.m.ORD-YYZ
1h 55mdirect
1:14 p.m. - 2:14 p.m.YYZ-ORD
2h 00mdirect
C$ 451American Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
6:28 p.m. - 9:25 p.m.ORD-YYZ
1h 57mdirect
8:00 a.m. - 8:57 a.m.YYZ-ORD
1h 57mdirect
C$ 510Lufthansa
Find Deal
Sun, 5 Jan - Sun, 12 Jan

Air Canada flights from Chicago to Toronto

Our best Air Canada deals on Chicago to Toronto flight tickets
Air Canada
21 Feb
ORD8:30 p.m.Chicago O'Hare Intl
1h 41m
YYZ11:11 p.m.Toronto Pearson Intl
24 Feb
YYZ6:40 p.m.Toronto Pearson Intl
1h 57m
ORD7:37 p.m.Chicago O'Hare Intl
Air Canada
21 Feb
ORD8:30 p.m.Chicago O'Hare Intl
1h 41m
YYZ11:11 p.m.Toronto Pearson Intl
24 Feb
YYZ9:00 a.m.Toronto Pearson Intl
6h 45m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl
Air Canada
10 Dec
ORD7:20 a.m.Chicago O'Hare Intl
6h 30m
1 stop
YTZ2:50 p.m.Toronto Island
12 Dec
YTZ8:25 a.m.Toronto Island
7h 20m
1 stop
ORD2:45 p.m.Chicago O'Hare Intl

American Airlines flights from Chicago to Toronto

Our best American Airlines deals on Chicago to Toronto flight tickets
American Airlines
12 Dec
ORD6:30 p.m.Chicago O'Hare Intl
1h 55m
YYZ9:25 p.m.Toronto Pearson Intl
15 Dec
YYZ1:14 p.m.Toronto Pearson Intl
2h 00m
ORD2:14 p.m.Chicago O'Hare Intl
American Airlines
11 Jan
ORD8:40 p.m.Chicago O'Hare Intl
15h 20m
1 stop
YYZ1:00 p.m.Toronto Pearson Intl
12 Jan
YYZ4:30 p.m.Toronto Pearson Intl
6h 12m
1 stop
ORD9:42 p.m.Chicago O'Hare Intl
American Airlines
12 Dec
ORD6:30 p.m.Chicago O'Hare Intl
1h 55m
YYZ9:25 p.m.Toronto Pearson Intl
15 Dec
YYZ12:36 p.m.Toronto Pearson Intl
8h 28m
1 stop
ORD8:04 p.m.Chicago O'Hare Intl

See travel insights to Toronto from

How to get the cheapest flight ticket from Chicago to Toronto

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Toronto?

What is the cheapest month to fly to Toronto?

The month of January is, on average, the cheapest month to fly to Toronto from Chicago, with most prices found around C$ 377. The month of April is another great option to travel to Toronto, with average flight prices from Chicago averaging around C$ 381.

What is the cheapest day to depart on your flight to Toronto?

According to our data, Monday is the cheapest day to fly to Toronto from Chicago. The lowest ticket price found for a Monday departure recently was C$ 358. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Chicago to Toronto on a Sunday will generally be more expensive and average around C$ 504. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Toronto?

Flying to Toronto from Chicago in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as C$ 400 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around C$ 659. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago to Toronto flight route?

Fly from Chicago Midway to Toronto Island for the best Chicago - Toronto flight prices

How far in advance should I book a flight to Toronto?

The best time to book a flight to Toronto from Chicago is 39 days out, which is when prices tend to be around C$ 408. Keep in mind that you might also find cheap flights to Toronto outside of this time window. In fact, momondo users recently found flights from Chicago to Toronto for C$ 447.

What cabin class options are available on Chicago to Toronto flights?

There are 3 cabin classes available to choose from on Chicago to Toronto flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Toronto flights?

You could potentially save up to 5% on your flight if you consider stops on a Chicago to Toronto flight.

How have Chicago to Toronto flight prices changed over time?

As of November 2024, prices for Chicago to Toronto flights are approximately 9% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Toronto

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Toronto according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Toronto (CHI to YTO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Toronto

Best price found

C$ 137

Fastest flight time

1h 38m

Direct flights

Every day

Airports in Toronto

2 airports
The best one-way flight to Toronto from Chicago in the past 72 hours is C$ 137. The best round-trip flight deal from Chicago to Toronto found on momondo in the last 72 hours is C$ 250.
The fastest flight from Chicago to Toronto takes 1h 38m
Direct flights go from Chicago to Toronto every day.
There are 2 airports near Toronto: Toronto Pearson Intl (YYZ), Toronto Island (YTZ)

  • How far is Chicago to Toronto by plane?

    Chicago and Toronto are 700.6 km apart from one another. Flights usually cover this in 1h 39m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Toronto?

    Prices for flights from Chicago to Toronto are updated daily.

  • How many operators does momondo search for flights from Chicago to Toronto?

  • How old do you have to be to fly from Chicago to Toronto?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Toronto.

  • What documentation or ID do you need to fly to Toronto?

    The necessary travel and health documents for your Toronto trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Toronto?

  • What is the most popular airline from Chicago to Toronto?


Best airlines flying from Chicago to Toronto

Compare and see reviews for airlines that fly from Chicago to Toronto with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 184Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 197Free CancellationRating
7.0
8,246 reviews
Search Air Canada flights
Porter AirlinesPriceFrom C$ 304Free CancellationRating
7.8
288 reviews
Search Porter Airlines flights
  • Porter Airlines Flights From Chicago to Toronto

    The lowest priced Porter Airlines flight from Chicago to Toronto from the last 72 hours was C$ 218. Generally, Porter Airlines has 10 flights on this route every week with an average price of C$ 304. Porter Airlines is rated 7.8/10 by our users.

  • United Airlines Flights From Chicago to Toronto

    Across 9,172 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago to Toronto about 65 times each week, with ticket deals ranging from C$ 131 to C$ 337. Price data is based on momondo searches in the last 72 hours.


Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Toronto?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Toronto . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Toronto with flexible booking policies on momondo?

All flight searches from Chicago to Toronto on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Toronto?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Toronto.

I’m not ready to book a flight from Chicago to Toronto right now. Can momondo alert me if prices change?

Price alerts on flights to Toronto from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Find better results for your trip to Canada

Fly into one of these airports located in Toronto

Airports listed have a maximum distance of 83.6 km from Toronto