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Cheap flights from Chicago to Toronto from C$ 122

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 7/12. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
9:39 a.m. - 12:30 p.m.ORD-YYZ
1h 51mdirect
American Airlines Logo
11:36 a.m. - 12:31 p.m.YYZ-ORD
1h 55mdirect
C$ 258American Airlines
Find Deal
Wed, 3 Dec - Wed, 10 Dec
Multiple Airlines Logo
2:36 p.m. - 2:20 p.m.ORD-YYZ
22h 44m1 stop
Multiple Airlines Logo
9:35 a.m. - 7:24 p.m.YYZ-ORD
10h 49m1 stop
C$ 271Multiple Airlines
Find Deal
Sun, 14 Dec - Sun, 11 Jan
American Airlines Logo
6:17 a.m. - 3:00 p.m.ORD-YYZ
7h 43m1 stop
American Airlines Logo
6:20 a.m. - 7:15 a.m.YYZ-ORD
1h 55mdirect
C$ 272American Airlines
Find Deal
Tue, 31 Mar - Tue, 7 Apr
Air Canada Logo
2:00 p.m. - 4:39 p.m.ORD-YYZ
1h 39mdirect
Air Canada Logo
6:30 p.m. - 7:30 p.m.YYZ-ORD
2h 00mdirect
C$ 278Air Canada
Find Deal
Fri, 12 Dec - Sun, 14 Dec
American Airlines Logo
8:10 a.m. - 10:56 a.m.ORD-YYZ
1h 46mdirect
American Airlines Logo
5:16 p.m. - 9:19 p.m.YYZ-ORD
5h 03m1 stop
C$ 279American Airlines
Find Deal
Fri, 5 Dec - Sun, 7 Dec
Air Canada Logo
3:55 p.m. - 6:34 p.m.ORD-YYZ
1h 39mdirect
Air Canada Logo
6:30 p.m. - 7:30 p.m.YYZ-ORD
2h 00mdirect
C$ 283Air Canada
Find Deal
Thu, 11 Dec - Sun, 14 Dec
Air Canada Logo
3:55 p.m. - 6:34 p.m.ORD-YYZ
1h 39mdirect
Air Canada Logo
6:30 p.m. - 7:30 p.m.YYZ-ORD
2h 00mdirect
C$ 285Air Canada
Find Deal
Thu, 11 Dec - Sun, 14 Dec
Air Canada Logo
12:50 p.m. - 8:30 p.m.ORD-YYZ
6h 40m1 stop
Air Canada Logo
6:30 p.m. - 7:30 p.m.YYZ-ORD
2h 00mdirect
C$ 286Air Canada
Find Deal
Fri, 12 Dec - Sun, 14 Dec
Delta Logo
1:47 p.m. - 11:21 p.m.MDW-YYZ
8h 34m1 stop
Delta Logo
6:05 a.m. - 12:34 p.m.YYZ-MDW
7h 29m1 stop
C$ 327Delta
Find Deal
Mon, 1 Dec - Sun, 7 Dec
Delta Logo
1:14 p.m. - 5:15 p.m.MDW-YYZ
3h 01m1 stop
Delta Logo
6:00 a.m. - 8:54 a.m.YYZ-MDW
3h 54m1 stop
C$ 338Delta
Find Deal
Sat, 13 Dec - Sun, 11 Jan

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
31 Mar
ORD7:22 a.m.Chicago O'Hare Intl
4h 38m
1 stop
YYZ1:00 p.m.Toronto Pearson Intl
4 Apr
YYZ4:45 p.m.Toronto Pearson Intl
2h 00m
ORD5:45 p.m.Chicago O'Hare Intl
C$ 272
Find similar
American Airlines
5 Dec
ORD8:10 a.m.Chicago O'Hare Intl
1h 46m
YYZ10:56 a.m.Toronto Pearson Intl
8 Dec
YYZ4:30 p.m.Toronto Pearson Intl
8h 09m
1 stop
ORD11:39 p.m.Chicago O'Hare Intl
C$ 279
Find similar
American Airlines
2 Dec
ORD10:15 a.m.Chicago O'Hare Intl
6h 08m
1 stop
YYZ5:23 p.m.Toronto Pearson Intl
5 Dec
YYZ7:09 p.m.Toronto Pearson Intl
5h 30m
1 stop
ORD11:39 p.m.Chicago O'Hare Intl
C$ 293
Find similar

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
7 Mar
ORD4:40 p.m.Chicago O'Hare Intl
1h 44m
YYZ7:24 p.m.Toronto Pearson Intl
8 Mar
YYZ9:00 p.m.Toronto Pearson Intl
1h 59m
ORD9:59 p.m.Chicago O'Hare Intl
C$ 290
Find similar
United Airlines
15 Dec
ORD6:28 p.m.Chicago O'Hare Intl
1h 53m
YYZ9:21 p.m.Toronto Pearson Intl
7 Jan
YYZ9:00 p.m.Toronto Pearson Intl
2h 05m
ORD10:05 p.m.Chicago O'Hare Intl
C$ 294
Find similar
United Airlines
14 Dec
ORD8:50 a.m.Chicago O'Hare Intl
4h 24m
1 stop
YYZ2:14 p.m.Toronto Pearson Intl
18 Feb
YYZ11:00 a.m.Toronto Pearson Intl
2h 09m
ORD12:09 p.m.Chicago O'Hare Intl
C$ 308
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Toronto Pearson Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 12 November 2025.
Use the filters below to find and compare flights from Chicago to Toronto Pearson Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 3/12

9:39 a.m.-12:30 p.m.

Nonstop1h 51m

Toronto Pearson Intl

Wed 10/12

11:36 a.m.-12:31 p.m.

Nonstop1h 55m

C$ 258

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 14/12

2:36 p.m.-2:20 p.m.

1 stop22h 44m

Toronto Pearson Intl

Sun 11/1

9:35 a.m.-7:24 p.m.

1 stop10h 49m

C$ 271

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 31/3

6:17 a.m.-3:00 p.m.

1 stop7h 43m

Toronto Pearson Intl

Tue 7/4

6:20 a.m.-7:15 a.m.

Nonstop1h 55m

C$ 272

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 12/12

2:00 p.m.-4:39 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Sun 14/12

6:30 p.m.-7:30 p.m.

Nonstop2h 00m

C$ 278

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 5/12

8:10 a.m.-10:56 a.m.

Nonstop1h 46m

Toronto Pearson Intl

Sun 7/12

5:16 p.m.-9:19 p.m.

1 stop5h 03m

C$ 279

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 11/12

3:55 p.m.-6:34 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Sun 14/12

6:30 p.m.-7:30 p.m.

Nonstop2h 00m

C$ 283

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 11/12

3:55 p.m.-6:34 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Sun 14/12

6:30 p.m.-7:30 p.m.

Nonstop2h 00m

C$ 285

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 12/12

12:50 p.m.-8:30 p.m.

1 stop6h 40m

Toronto Pearson Intl

Sun 14/12

6:30 p.m.-7:30 p.m.

Nonstop2h 00m

C$ 286

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Mon 1/12

1:47 p.m.-11:21 p.m.

1 stop8h 34m

Toronto Pearson Intl

Sun 7/12

6:05 a.m.-12:34 p.m.

1 stop7h 29m

C$ 327

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 13/12

1:14 p.m.-5:15 p.m.

1 stop3h 01m

Toronto Pearson Intl

Sun 11/1

6:00 a.m.-8:54 a.m.

1 stop3h 54m

C$ 338

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 June, then book flights to Toronto Pearson Intl Airport from Chicago during July instead. Flights to Toronto Pearson Intl Airport in July, while not as cheap as those in June, still average around C$ 352.

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

Our data shows that Thursday 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$ 327. 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$ 517.

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$ 314. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 476 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$ 430 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$ 233 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.

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 November 2025, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 55% 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$ 129

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$ 129. The best round-trip flight deal from Chicago to Toronto Pearson Intl Airport found on momondo in the last 72 hours is C$ 351.
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.
Search flight deals

  • 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
American AirlinesPriceFrom C$ 153Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 206Free CancellationRating
7.1
10,443 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 264Free CancellationRating
7.4
9,015 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago to Toronto Pearson Intl Airport

    United Airlines operates around 74 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$ 373, but momondo users have found United Airlines deals from Chicago to Toronto Pearson Intl Airport from as low as C$ 264 round-trip. United Airlines has been scored 7.4/10 in 9,015 reviews.

  • 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, 11,050 ratings). American Airlines flies from Chicago to Toronto Pearson Intl Airport around 30 times per week, with deals starting from C$ 153 round-trip and rising to an average price of around C$ 471.

Travelling to a place near Toronto?

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

An easier way to manage your Toronto Pearson Intl Airport trip

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