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Cheap flights from Chicago to Toronto from C$ 69

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 16/9. 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

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
10:40 a.m. - 5:58 p.m.ORD-YYZ
6h 18m1 stop
Air Canada Logo
6:15 a.m. - 9:51 a.m.YYZ-ORD
4h 36m1 stop
C$ 208Air Canada
Find Deal
Wed, 3 Sep - Tue, 9 Sep
United Airlines Logo
8:52 a.m. - 5:19 p.m.ORD-YYZ
7h 27m1 stop
United Airlines Logo
9:00 p.m. - 10:05 p.m.YYZ-ORD
2h 05mdirect
C$ 238United Airlines
Find Deal
Wed, 13 Aug - Wed, 13 Aug
United Airlines Logo
1:05 p.m. - 3:46 p.m.ORD-YYZ
1h 41mdirect
United Airlines Logo
11:00 a.m. - 12:03 p.m.YYZ-ORD
2h 03mdirect
C$ 240United Airlines
Find Deal
Wed, 3 Sep - Tue, 9 Sep
American Airlines Logo
5:15 a.m. - 2:59 p.m.ORD-YYZ
8h 44m1 stop
American Airlines Logo
5:55 p.m. - 10:51 p.m.YYZ-ORD
5h 56m1 stop
C$ 243American Airlines
Find Deal
Sat, 19 Jul - Sat, 19 Jul
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
Delta Logo
9:30 a.m. - 5:23 p.m.MDW-YYZ
6h 53m1 stop
Delta Logo
12:14 p.m. - 6:35 p.m.YYZ-MDW
7h 21m1 stop
C$ 319Delta
Find Deal
Tue, 9 Sep - Sat, 13 Sep
Delta Logo
9:31 a.m. - 5:23 p.m.MDW-YYZ
6h 52m1 stop
Delta Logo
12:14 p.m. - 6:37 p.m.YYZ-MDW
7h 23m1 stop
C$ 335Delta
Find Deal
Wed, 13 Aug - Fri, 15 Aug
WestJet Logo
9:20 a.m. - 6:27 p.m.MDW-YYZ
8h 07m1 stop
WestJet Logo
1:20 p.m. - 9:36 p.m.YYZ-MDW
9h 16m1 stop
C$ 414WestJet
Find Deal
Tue, 23 Sep - Wed, 24 Sep
WestJet Logo
12:43 p.m. - 10:23 a.m.MDW-YYZ
20h 40m1 stop
WestJet Logo
12:48 p.m. - 5:37 p.m.YYZ-MDW
5h 49m1 stop
C$ 417WestJet
Find Deal
Tue, 12 Aug - Wed, 13 Aug

American Airlines flights from Chicago to Toronto Pearson Intl Airport

Our best American Airlines deals on Chicago to Toronto Pearson Intl Airport flight tickets
American Airlines
19 Jul
ORD5:15 a.m.Chicago O'Hare Intl
8h 44m
1 stop
YYZ2:59 p.m.Toronto Pearson Intl
19 Jul
YYZ5:55 p.m.Toronto Pearson Intl
5h 56m
1 stop
ORD10:51 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
13 Aug
ORD8:20 a.m.Chicago O'Hare Intl
5h 24m
1 stop
YYZ2:44 p.m.Toronto Pearson Intl
13 Aug
YYZ5:59 p.m.Toronto Pearson Intl
5h 50m
1 stop
ORD10:49 p.m.Chicago O'Hare Intl

Delta flights from Chicago to Toronto Pearson Intl Airport

Our best Delta deals on Chicago to Toronto Pearson Intl Airport 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
YYZ6:30 a.m.Toronto Pearson Intl
3h 05m
1 stop
MDW8:35 a.m.Chicago Midway

See travel insights to Toronto from

How to get the cheapest flight ticket from Chicago to Toronto Pearson Intl Airport

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 Pearson Intl Airport?

What is the cheapest month to fly to Toronto Pearson Intl Airport?

If you aren’t able to travel during the month of April, then book flights to Toronto Pearson Intl Airport from Chicago during May instead. Flights to Toronto Pearson Intl Airport in May, while not as cheap as those in April, still average around C$ 377.

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

Our data shows that Saturday is the least expensive day to fly to Toronto Pearson Intl Airport. Tickets to fly out on this day can be as low as C$ 376. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Toronto Pearson Intl Airport for around C$ 572.

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

Our data shows that the cheapest Chicago to Toronto Pearson Intl Airport flights are usually those with departure times in the evening. Our users have found flights to Toronto Pearson Intl Airport in the evening for as low as C$ 374. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 461 on average. Flights to Toronto Pearson Intl Airport from Chicago in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Chicago to Toronto Pearson Intl flight route?

Fly from Chicago O'Hare Intl to Toronto Pearson Intl for the best Chicago - Toronto Pearson Intl flight prices

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

You are more likely to see cheaper flights to Toronto Pearson Intl Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Toronto Pearson Intl Airport 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 Pearson Intl Airport from Chicago for as low as C$ 226 on momondo.

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

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

How have Chicago to Toronto Pearson Intl Airport flight prices changed over time?

As of July 2025, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 34% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Toronto Pearson Intl Airport

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

Cheap Chicago to Toronto Pearson Intl Airport (CHI to YYZ) flight deals and tips

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

Best price found

C$ 69

Fastest flight time

1h 39m

Direct flights

Every day
The best one-way flight to Toronto Pearson Intl Airport from Chicago in the past 72 hours is C$ 69. The best round-trip flight deal from Chicago to Toronto Pearson Intl Airport found on momondo in the last 72 hours is C$ 206.
The fastest flight from Chicago to Toronto Pearson Intl Airport takes 1h 39m
Direct flights go from Chicago to Toronto Pearson Intl Airport every day.

  • How far is Chicago to Toronto Pearson Intl by plane?

    Toronto Pearson Intl is 683.0 km away from Chicago. In terms of flight time, this usually takes a little over 1h 39m.

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

    Prices for flights from Chicago to Toronto Pearson Intl Airport are updated daily.

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

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

    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 Pearson Intl Airport.

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

    The necessary travel and health documents for your Toronto Pearson Intl Airport 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 Pearson Intl Airport?

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


Best airlines flying from Chicago to Toronto Pearson Intl Airport

Compare and see reviews for airlines that fly from Chicago to Toronto Pearson Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 200Free CancellationRating
7.1
9,671 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 257Free CancellationRating
7.4
8,858 reviews
Search United Airlines flights
  • United Airlines Flights From Chicago to Toronto Pearson Intl Airport

    United Airlines operates around 73 flights from Chicago to Toronto Pearson Intl Airport every week. The average price of these flights found in the last 72 hours has been C$ 292, but momondo users have found United Airlines deals from Chicago to Toronto Pearson Intl Airport from as low as C$ 188 round-trip. United Airlines has been scored 7.4/10 in 8,858 reviews.

  • Air Canada Flights From Chicago to Toronto Pearson Intl Airport

    Another popular option for Chicago to Toronto Pearson Intl Airport flights is Air Canada (7.1/10, 9,671 ratings). Air Canada flies from Chicago to Toronto Pearson Intl Airport around 75 times per week, with deals starting from C$ 147 round-trip and rising to an average price of around C$ 324.


Travelling to a place near Toronto?

Book flights to Toronto if you plan to visit one of these locations
Niagara Falls
Mississauga
Brampton
Collingwood
Markham
Oshawa
Muskoka
Barrie
Niagara-on-the-Lake
Vaughan
Guelph
Kitchener
Burlington
Brantford
Orillia
Peterborough
Oakville
Cambridge
Gravenhurst
St. Catharines

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Toronto. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Toronto from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Toronto from Chicago.

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
Mon 7/7
Mon 14/7

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