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Cheap flights from Chicago to Toronto from C$ 61

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 15/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Cheap round-trip flights

Porter Airlines Logo
5:20 p.m. - 8:02 p.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
C$ 191Porter Airlines
Find Deal
Wed, 3 Sep - Tue, 9 Sep
Porter Airlines Logo
9:15 a.m. - 11:57 a.m.MDW-YTZ
1h 42mdirect
Porter Airlines Logo
7:30 a.m. - 8:19 a.m.YTZ-MDW
1h 49mdirect
C$ 192Porter Airlines
Find Deal
Fri, 5 Sep - Wed, 10 Sep
Air Canada Logo
3:50 p.m. - 6:33 p.m.ORD-YYZ
1h 43mdirect
Air Canada Logo
6:15 a.m. - 9:51 a.m.YYZ-ORD
4h 36m1 stop
C$ 206Air Canada
Find Deal
Thu, 18 Sep - Sat, 27 Sep
Air Canada Logo
3:35 p.m. - 9:31 p.m.ORD-YTZ
4h 56m1 stop
Air Canada Logo
3:25 p.m. - 8:16 p.m.YTZ-ORD
5h 51m1 stop
C$ 209Air Canada
Find Deal
Sat, 16 Aug - Sat, 23 Aug
 Logo
9:40 a.m. - 12:20 p.m.MDW-YTZ
1h 40mdirect
 Logo
7:55 a.m. - 8:45 a.m.YTZ-MDW
1h 50mdirect
C$ 219
Find Deal
Thu, 14 Aug - Thu, 21 Aug
 Logo
9:40 a.m. - 12:20 p.m.MDW-YTZ
1h 40mdirect
 Logo
3:35 p.m. - 4:24 p.m.YTZ-MDW
1h 49mdirect
C$ 222
Find Deal
Thu, 14 Aug - Thu, 21 Aug
United Airlines Logo
9:20 p.m. - 11:59 p.m.ORD-YYZ
1h 39mdirect
United Airlines Logo
8:55 a.m. - 10:00 a.m.YYZ-ORD
2h 05mdirect
C$ 229United Airlines
Find Deal
Sun, 2 Nov - Mon, 3 Nov
United Airlines Logo
6:28 p.m. - 9:21 p.m.ORD-YYZ
1h 53mdirect
United Airlines Logo
8:55 a.m. - 10:00 a.m.YYZ-ORD
2h 05mdirect
C$ 234United Airlines
Find Deal
Fri, 31 Oct - Wed, 5 Nov
American Airlines Logo
3:00 p.m. - 5:40 p.m.ORD-YYZ
1h 40mdirect
American Airlines Logo
6:29 p.m. - 7:29 p.m.YYZ-ORD
2h 00mdirect
C$ 252American Airlines
Find Deal
Sun, 12 Oct - Mon, 20 Oct
American Airlines Logo
6:03 a.m. - 2:54 p.m.ORD-YYZ
7h 51m1 stop
American Airlines Logo
5:59 p.m. - 10:49 p.m.YYZ-ORD
5h 50m1 stop
C$ 268American Airlines
Find Deal
Wed, 13 Aug - Wed, 13 Aug

American Airlines flights from Chicago to Toronto

Our best American Airlines deals on Chicago to Toronto flight tickets
American Airlines
15 Jul
ORD6:00 a.m.Chicago O'Hare Intl
5h 05m
1 stop
YYZ12:05 p.m.Toronto Pearson Intl
15 Jul
YYZ3:45 p.m.Toronto Pearson Intl
6h 46m
1 stop
ORD9:31 p.m.Chicago O'Hare Intl
American Airlines
12 Oct
ORD3:00 p.m.Chicago O'Hare Intl
1h 40m
YYZ5:40 p.m.Toronto Pearson Intl
20 Oct
YYZ6:29 p.m.Toronto Pearson Intl
2h 00m
ORD7:29 p.m.Chicago O'Hare Intl
American Airlines
15 Jul
ORD8:24 p.m.Chicago O'Hare Intl
2h 05m
YYZ11:29 p.m.Toronto Pearson Intl
16 Jul
YYZ10:55 a.m.Toronto Pearson Intl
7h 59m
1 stop
ORD5:54 p.m.Chicago O'Hare Intl

Delta flights from Chicago to Toronto

Our best Delta deals on Chicago to Toronto flight tickets
Delta
9 Sep
MDW9:30 a.m.Chicago Midway
6h 53m
1 stop
YYZ5:23 p.m.Toronto Pearson Intl
13 Sep
YYZ12:14 p.m.Toronto Pearson Intl
7h 21m
1 stop
MDW6:35 p.m.Chicago Midway
Delta
13 Aug
MDW9:31 a.m.Chicago Midway
6h 52m
1 stop
YYZ5:23 p.m.Toronto Pearson Intl
15 Aug
YYZ12:14 p.m.Toronto Pearson Intl
7h 23m
1 stop
MDW6:37 p.m.Chicago Midway
Delta
8 Aug
MDW6:20 p.m.Chicago Midway
3h 38m
1 stop
YYZ10:58 p.m.Toronto Pearson Intl
13 Aug
YYZ12:48 p.m.Toronto Pearson Intl
5h 49m
1 stop
MDW5:37 p.m.Chicago Midway

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 July is, on average, the cheapest month to fly to Toronto from Chicago, with most prices found around C$ 363. The month of August is another great option to travel to Toronto, with average flight prices from Chicago averaging around C$ 364.

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

According to our data, Tuesday is the cheapest day to fly to Toronto from Chicago. The lowest ticket price found for a Tuesday departure recently was C$ 385. 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 Monday will generally be more expensive and average around C$ 564. 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 evening is the least expensive time of day to depart. momondo users have found prices as low as C$ 374 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around C$ 459. 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?

You are more likely to see cheaper flights to Toronto from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Toronto for around C$ 434 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Toronto from Chicago for as low as C$ 226 on momondo.

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?

No. A direct flight is the cheapest option for a flight between Chicago to Toronto.

How have Chicago to Toronto flight prices changed over time?

As of July 2025, prices for Chicago to Toronto flights are approximately 29% 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$ 61

Fastest flight time

1h 39m

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$ 61. The best round-trip flight deal from Chicago to Toronto found on momondo in the last 72 hours is C$ 191.
The fastest flight from Chicago to Toronto takes 1h 39m
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
Air CanadaPriceFrom C$ 200Free CancellationRating
7.1
9,678 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 257Free CancellationRating
7.4
8,861 reviews
Search United Airlines flights
  • United Airlines Flights From Chicago to Toronto

    The lowest priced United Airlines flight from Chicago to Toronto from the last 72 hours was C$ 188. Generally, United Airlines has 72 flights on this route every week with an average price of C$ 292. United Airlines is rated 7.4/10 by our users.

  • Air Canada Flights From Chicago to Toronto

    Across 9,681 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Chicago to Toronto about 76 times each week, with ticket deals ranging from C$ 147 to C$ 324. Price data is based on momondo searches in the last 72 hours.


Travelling to a place near Toronto?

Book flights to Toronto if you plan to visit one of these locations
Apsley

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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1 adult
Tue 8/7
Tue 15/7

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