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Cheap flights from Chicago to Toronto Pearson Intl Airport from $56

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 Pearson Intl Airport departing on 9/5. 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
0 bags

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Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Toronto.
Air Canada Logo
10:00 am - 12:38 pmORD-YYZ
1h 38mnonstop
Air Canada Logo
4:00 pm - 8:11 pmYYZ-ORD
5h 11m1 stop
$155Air Canada
Find Deal
Sat, Sep 13 - Sat, Sep 13
Air Canada Logo
10:00 am - 12:38 pmORD-YYZ
1h 38mnonstop
Air Canada Logo
3:00 pm - 8:11 pmYYZ-ORD
6h 11m1 stop
$159Air Canada
Find Deal
Sat, Sep 13 - Sat, Sep 13
 Logo
8:50 am - 11:49 amORD-YYZ
1h 59mnonstop
 Logo
2:00 pm - 6:53 pmYYZ-ORD
5h 53m1 stop
Tue, Jul 1 - Tue, Jul 1
 Logo
4:43 pm - 7:37 pmORD-YYZ
1h 54mnonstop
 Logo
2:10 pm - 3:04 pmYYZ-ORD
1h 54mnonstop
Thu, Jun 26 - Sat, Jul 12
United Airlines Logo
4:43 pm - 7:37 pmORD-YYZ
1h 54mnonstop
United Airlines Logo
6:00 pm - 11:37 pmYYZ-ORD
6h 37m1 stop
$299United Airlines
Find Deal
Thu, Jun 26 - Mon, Jun 30
United Airlines Logo
3:50 pm - 6:32 pmORD-YYZ
1h 42mnonstop
United Airlines Logo
7:00 am - 7:59 amYYZ-ORD
1h 59mnonstop
$304United Airlines
Find Deal
Thu, May 29 - Sun, Jun 1
Delta Logo
1:45 pm - 10:58 pmORD-YYZ
8h 13m1 stop
Delta Logo
3:50 pm - 6:37 pmYYZ-ORD
3h 47m1 stop
$308Delta
Find Deal
Thu, May 22 - Tue, May 27
Delta Logo
9:16 am - 5:15 pmMDW-YYZ
6h 59m1 stop
Delta Logo
12:30 pm - 5:45 pmYYZ-MDW
6h 15m1 stop
$308Delta
Find Deal
Fri, May 23 - Tue, May 27
American Airlines Logo
4:00 pm - 9:30 pmORD-YYZ
4h 30m1 stop
American Airlines Logo
6:20 pm - 7:15 pmYYZ-ORD
1h 55mnonstop
$320American Airlines
Find Deal
Thu, May 29 - Sun, Jun 1
American Airlines Logo
9:50 am - 12:30 pmORD-YYZ
1h 40mnonstop
American Airlines Logo
6:20 pm - 7:15 pmYYZ-ORD
1h 55mnonstop
$324American Airlines
Find Deal
Wed, May 21 - Thu, May 22

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
May 29
ORD4:00 pmChicago O'Hare Intl
4h 30m
1 stop
YYZ9:30 pmToronto Pearson Intl
Jun 1
YYZ6:20 pmToronto Pearson Intl
1h 55m
ORD7:15 pmChicago O'Hare Intl
American Airlines
May 21
ORD9:50 amChicago O'Hare Intl
1h 40m
YYZ12:30 pmToronto Pearson Intl
May 22
YYZ6:20 pmToronto Pearson Intl
1h 55m
ORD7:15 pmChicago O'Hare Intl
American Airlines
May 16
ORD6:00 amChicago O'Hare Intl
4h 55m
1 stop
YYZ11:55 amToronto Pearson Intl
May 26
YYZ1:15 pmToronto Pearson Intl
1h 55m
ORD2:10 pmChicago O'Hare Intl

United Airlines flights from Chicago to Toronto Pearson Intl Airport

Our best United Airlines deals on Chicago to Toronto Pearson Intl Airport flight tickets
United Airlines
Jun 26
ORD4:43 pmChicago O'Hare Intl
1h 54m
YYZ7:37 pmToronto Pearson Intl
Jun 30
YYZ6:00 pmToronto Pearson Intl
6h 37m
1 stop
ORD11:37 pmChicago O'Hare Intl
United Airlines
May 29
ORD3:50 pmChicago O'Hare Intl
1h 42m
YYZ6:32 pmToronto Pearson Intl
Jun 1
YYZ7:00 amToronto Pearson Intl
1h 59m
ORD7:59 amChicago O'Hare Intl
United Airlines
May 29
ORD7:04 amChicago O'Hare Intl
1h 54m
YYZ9:58 amToronto Pearson Intl
Jun 1
YYZ11:00 amToronto Pearson Intl
2h 01m
ORD12:01 pmChicago O'Hare Intl

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?

The cheapest month to fly to Toronto Pearson Intl Airport from Chicago is in October. Flight prices, which tend to average around $278, are often lower during this time because this is during the off-season. If you don’t want to visit Toronto Pearson Intl Airport in October, then you should wait until August to fly from Chicago, when ticket prices are also cheap, with an average price of $292.

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

The cheapest day to depart from Chicago to Toronto Pearson Intl Airport is on a Friday when prices can be found for as low as $623. The most expensive day to fly to Toronto Pearson Intl Airport is Sunday, with ticket prices averaging around $772.

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

Flying to Toronto Pearson Intl Airport from Chicago in the morning is the least expensive time of day to depart. momondo users have found prices as low as $568 when looking at flights departing in the morning. Flights in the afternoon are often more expensive with an average ticket price of $762.

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 23 weeks ahead of your departure date. In general, you can expect to find flights to Toronto Pearson Intl Airport for around $322 when searching 23 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 $186 on momondo.

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

There are 4 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 April 2025, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 2% more expensive 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

$56

Fastest flight time

1h 38m

Direct flights

Every day
The best one-way flight to Toronto Pearson Intl Airport from Chicago in the past 72 hours is $56. The best round-trip flight deal from Chicago to Toronto Pearson Intl Airport found on momondo in the last 72 hours is $155.
The fastest flight from Chicago to Toronto Pearson Intl Airport takes 1h 38m
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 424.4 mi away from Chicago. By plane, this route typically takes 1h 38m.

  • 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 refresh 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 a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Toronto Pearson Intl Airport.

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

    The travel and health documents required for your trip to Toronto Pearson Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Toronto Pearson Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • 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 $119Free CancellationRating
7.0
9,240 reviews
Search Air Canada flights
Porter AirlinesPriceFrom $122Free CancellationRating
8.0
285 reviews
Search Porter Airlines flights
American AirlinesPriceFrom $129Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $174Free CancellationRating
7.4
8,696 reviews
Search United Airlines flights
  • United Airlines Flights From Chicago to Toronto Pearson Intl Airport

    Across 72 United Airlines flights from Chicago to Toronto Pearson Intl Airport this week, the average price was $352, with the best United Airlines deals starting from $174 round-trip. 8,696 users have rated United Airlines on momondo, with an average score of 7.4/10.

  • American Airlines Flights From Chicago to Toronto Pearson Intl Airport

    Another popular option for Chicago to Toronto Pearson Intl Airport flights is American Airlines (7.2/10, 10,000 ratings). American Airlines flies from Chicago to Toronto Pearson Intl Airport around 35 times per week, with deals starting from $129 round-trip and rising to an average price of around $366.


Traveling to a place near Toronto?

Book flights to Toronto if you plan to visit one of these locations
Niagara Falls
Mississauga
Brampton
Niagara-on-the-Lake
Vaughan
Markham
Oakville
Burlington
Richmond Hill
Kitchener
St. Catharines
Oshawa
Barrie
Cambridge
Pickering
Stratford
Brantford
Guelph
Milton
Orillia

Why use momondo?

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

Finding the right flight to Toronto from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Toronto quick and easy, saving you time and money.

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 all potential Chicago to Toronto flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Of course. momondo tracks the price of Chicago to Toronto flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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