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Cheap flights from Chicago to Toronto from $51

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 9/16. 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

Air Canada Logo
3:50 pm - 6:33 pmORD-YYZ
1h 43mnonstop
Air Canada Logo
6:15 am - 9:51 amYYZ-ORD
4h 36m1 stop
$151Air Canada
Find Deal
Thu, Sep 18 - Sat, Sep 27
Air Canada Logo
3:50 pm - 6:33 pmORD-YYZ
1h 43mnonstop
Air Canada Logo
6:15 am - 9:51 amYYZ-ORD
4h 36m1 stop
$154Air Canada
Find Deal
Sat, Oct 18 - Sun, Oct 19
United Airlines Logo
9:20 pm - 11:59 pmORD-YYZ
1h 39mnonstop
United Airlines Logo
8:55 am - 10:00 amYYZ-ORD
2h 05mnonstop
$168United Airlines
Find Deal
Sun, Nov 2 - Mon, Nov 3
United Airlines Logo
6:28 pm - 9:21 pmORD-YYZ
1h 53mnonstop
United Airlines Logo
11:00 am - 11:59 amYYZ-ORD
1h 59mnonstop
$172United Airlines
Find Deal
Fri, Oct 31 - Tue, Nov 4
American Airlines Logo
3:00 pm - 5:40 pmORD-YYZ
1h 40mnonstop
American Airlines Logo
6:29 pm - 7:29 pmYYZ-ORD
2h 00mnonstop
$185American Airlines
Find Deal
Sun, Oct 12 - Mon, Oct 20
American Airlines Logo
6:03 am - 2:54 pmORD-YYZ
7h 51m1 stop
American Airlines Logo
5:59 pm - 10:49 pmYYZ-ORD
5h 50m1 stop
$197American Airlines
Find Deal
Wed, Aug 13 - Wed, Aug 13
Delta Logo
9:30 am - 5:23 pmMDW-YYZ
6h 53m1 stop
Delta Logo
12:14 pm - 6:35 pmYYZ-MDW
7h 21m1 stop
$234Delta
Find Deal
Tue, Sep 9 - Sat, Sep 13
Delta Logo
9:31 am - 5:23 pmMDW-YYZ
6h 52m1 stop
Delta Logo
12:14 pm - 6:37 pmYYZ-MDW
7h 23m1 stop
$246Delta
Find Deal
Wed, Aug 13 - Fri, Aug 15
WestJet Logo
7:21 pm - 12:33 amMDW-YYZ
28h 12m2 stops
WestJet Logo
6:30 pm - 9:36 amYYZ-MDW
16h 06m2 stops
$303WestJet
Find Deal
Sat, Aug 9 - Mon, Aug 11
WestJet Logo
12:43 pm - 6:14 amMDW-YYZ
16h 31m2 stops
WestJet Logo
7:45 am - 9:44 pmYYZ-MDW
14h 59m1 stop
$308WestJet
Find Deal
Fri, Aug 8 - Mon, Aug 11

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
Jul 15
ORD6:00 amChicago O'Hare Intl
5h 05m
1 stop
YYZ12:05 pmToronto Pearson Intl
Jul 15
YYZ3:45 pmToronto Pearson Intl
6h 46m
1 stop
ORD9:31 pmChicago O'Hare Intl
American Airlines
Oct 12
ORD3:00 pmChicago O'Hare Intl
1h 40m
YYZ5:40 pmToronto Pearson Intl
Oct 20
YYZ6:29 pmToronto Pearson Intl
2h 00m
ORD7:29 pmChicago O'Hare Intl
American Airlines
Jul 15
ORD8:24 pmChicago O'Hare Intl
2h 05m
YYZ11:29 pmToronto Pearson Intl
Jul 16
YYZ10:55 amToronto Pearson Intl
7h 59m
1 stop
ORD5:54 pmChicago 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
Sep 9
MDW9:30 amChicago Midway
6h 53m
1 stop
YYZ5:23 pmToronto Pearson Intl
Sep 13
YYZ12:14 pmToronto Pearson Intl
7h 21m
1 stop
MDW6:35 pmChicago Midway
Delta
Aug 13
MDW9:31 amChicago Midway
6h 52m
1 stop
YYZ5:23 pmToronto Pearson Intl
Aug 15
YYZ12:14 pmToronto Pearson Intl
7h 23m
1 stop
MDW6:37 pmChicago Midway
Delta
Aug 8
MDW6:20 pmChicago Midway
3h 38m
1 stop
YYZ10:58 pmToronto Pearson Intl
Aug 13
YYZ12:48 pmToronto Pearson Intl
5h 49m
1 stop
MDW5:37 pmChicago 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?

The cheapest month to fly to Toronto Pearson Intl Airport from Chicago is in April. Flight prices, which tend to average around $271, 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 April, then you should wait until May to fly from Chicago, when ticket prices are also cheap, with an average price of $277.

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 Thursday when prices can be found for as low as $632. The most expensive day to fly to Toronto Pearson Intl Airport is Sunday, with ticket prices averaging around $764.

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 $559 when looking at flights departing in the morning. Flights in the afternoon are often more expensive with an average ticket price of $767.

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 $319 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 $166 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.

Can stopping save me money on Chicago to Toronto Pearson Intl Airport flights?

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

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

$51

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 $51. The best round-trip flight deal from Chicago to Toronto Pearson Intl Airport found on momondo in the last 72 hours is $151.
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 424.4 mi away from Chicago. By plane, this route typically takes 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 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
Porter AirlinesPriceFrom $109Free CancellationRating
8.0
298 reviews
Search Porter Airlines flights
Air CanadaPriceFrom $119Free CancellationRating
7.1
9,678 reviews
Search Air Canada flights
United AirlinesPriceFrom $140Free CancellationRating
7.4
8,861 reviews
Search United Airlines flights
American AirlinesPriceFrom $190Free CancellationRating
7.2
10,000 reviews
Search American 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 $325, with the best United Airlines deals starting from $140 round-trip. 8,861 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 15 times per week, with deals starting from $190 round-trip and rising to an average price of around $377.


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
Markham
Vaughan
Oakville
Richmond Hill
Burlington
Kitchener
St. Catharines
Barrie
Cambridge
Guelph
Milton
Brantford
Oshawa
Whitby
Orillia
Pickering

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.


An easier way to manage your Toronto Pearson Intl Airport trip

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1 adult
Tue 7/8
Tue 7/15

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