Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Toronto from C$ 121

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 19/1. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago to Toronto

Cheap round-trip flights

Enter your travel dates to find the best prices.
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$ 259Air Canada
Find Deal
Tue, 27 Jan - Thu, 29 Jan
Multiple Airlines Logo
8:30 p.m. - 11:09 p.m.ORD-YYZ
1h 39mdirect
Multiple Airlines Logo
12:15 p.m. - 7:17 p.m.YYZ-ORD
32h 02m3 stops
C$ 261Multiple Airlines
Find Deal
Thu, 8 Jan - Sun, 11 Jan
Air Canada Logo
8:30 p.m. - 11:09 p.m.ORD-YYZ
1h 39mdirect
Air Canada Logo
9:00 p.m. - 10:05 p.m.YYZ-ORD
2h 05mdirect
C$ 264Air Canada
Find Deal
Thu, 8 Jan - Sun, 11 Jan
Multiple Airlines Logo
2:00 p.m. - 4:39 p.m.ORD-YYZ
1h 39mdirect
Multiple Airlines Logo
12:15 p.m. - 8:54 p.m.YYZ-ORD
33h 39m3 stops
C$ 265Multiple Airlines
Find Deal
Thu, 8 Jan - Sun, 11 Jan
Lufthansa Logo
6:28 p.m. - 9:21 p.m.ORD-YYZ
1h 53mdirect
Lufthansa Logo
9:00 p.m. - 10:05 p.m.YYZ-ORD
2h 05mdirect
C$ 268Lufthansa
Find Deal
Thu, 8 Jan - Sun, 11 Jan
Lufthansa Logo
4:50 p.m. - 7:45 p.m.ORD-YYZ
1h 55mdirect
Lufthansa Logo
9:00 p.m. - 10:05 p.m.YYZ-ORD
2h 05mdirect
C$ 271Lufthansa
Find Deal
Thu, 8 Jan - Sun, 11 Jan
American Airlines Logo
8:12 a.m. - 3:50 p.m.ORD-YYZ
6h 38m1 stop
American Airlines Logo
7:04 p.m. - 8:04 p.m.YYZ-ORD
2h 00mdirect
C$ 272American Airlines
Find Deal
Fri, 16 Jan - Mon, 19 Jan
United Airlines Logo
8:52 a.m. - 2:14 p.m.ORD-YYZ
4h 22m1 stop
United Airlines Logo
5:30 p.m. - 6:50 p.m.YYZ-ORD
2h 20mdirect
C$ 275United Airlines
Find Deal
Thu, 8 Jan - Thu, 8 Jan
Delta Logo
1:28 p.m. - 10:41 p.m.MDW-YYZ
8h 13m1 stop
Delta Logo
6:00 a.m. - 8:52 a.m.YYZ-MDW
3h 52m1 stop
C$ 327Delta
Find Deal
Thu, 8 Jan - Sun, 11 Jan
Delta Logo
1:28 p.m. - 7:13 p.m.MDW-YYZ
4h 45m1 stop
Delta Logo
6:00 a.m. - 8:52 a.m.YYZ-MDW
3h 52m1 stop
C$ 337Delta
Find Deal
Thu, 8 Jan - Sun, 11 Jan

Air Canada flights from Chicago to Toronto Pearson Intl Airport

Our best Air Canada deals on Chicago to Toronto Pearson Intl Airport flight tickets
Air Canada
27 Jan
ORD12:50 p.m.Chicago O'Hare Intl
6h 40m
1 stop
YYZ8:30 p.m.Toronto Pearson Intl
29 Jan
YYZ6:30 p.m.Toronto Pearson Intl
2h 00m
ORD7:30 p.m.Chicago O'Hare Intl
C$ 259
Find similar
Air Canada
8 Jan
ORD8:30 p.m.Chicago O'Hare Intl
1h 39m
YYZ11:09 p.m.Toronto Pearson Intl
11 Jan
YYZ9:00 p.m.Toronto Pearson Intl
2h 05m
ORD10:05 p.m.Chicago O'Hare Intl
C$ 264
Find similar
Air Canada
17 Jan
ORD7:15 a.m.Chicago O'Hare Intl
6h 25m
1 stop
YYZ2:40 p.m.Toronto Pearson Intl
17 Jan
YYZ6:30 p.m.Toronto Pearson Intl
2h 00m
ORD7:30 p.m.Chicago O'Hare Intl
C$ 269
Find similar

Lufthansa flights from Chicago to Toronto Pearson Intl Airport

Our best Lufthansa deals on Chicago to Toronto Pearson Intl Airport flight tickets
Lufthansa
8 Jan
ORD6:28 p.m.Chicago O'Hare Intl
1h 53m
YYZ9:21 p.m.Toronto Pearson Intl
11 Jan
YYZ9:00 p.m.Toronto Pearson Intl
2h 05m
ORD10:05 p.m.Chicago O'Hare Intl
C$ 268
Find similar
Lufthansa
8 Jan
ORD4:50 p.m.Chicago O'Hare Intl
1h 55m
YYZ7:45 p.m.Toronto Pearson Intl
11 Jan
YYZ9:00 p.m.Toronto Pearson Intl
2h 05m
ORD10:05 p.m.Chicago O'Hare Intl
C$ 271
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 19 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

Tue 27/1

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

1 stop6h 40m

Toronto Pearson Intl

Thu 29/1

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

Nonstop2h 00m

C$ 259

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 8/1

8:30 p.m.-11:09 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Sun 11/1

12:15 p.m.-7:17 p.m.

3 stops32h 02m

C$ 261

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 8/1

8:30 p.m.-11:09 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Sun 11/1

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

C$ 264

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 8/1

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

Nonstop1h 39m

Toronto Pearson Intl

Sun 11/1

12:15 p.m.-8:54 p.m.

3 stops33h 39m

C$ 265

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 8/1

6:28 p.m.-9:21 p.m.

Nonstop1h 53m

Toronto Pearson Intl

Sun 11/1

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

C$ 268

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 8/1

4:50 p.m.-7:45 p.m.

Nonstop1h 55m

Toronto Pearson Intl

Sun 11/1

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

C$ 271

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 16/1

8:12 a.m.-3:50 p.m.

1 stop6h 38m

Toronto Pearson Intl

Mon 19/1

7:04 p.m.-8:04 p.m.

Nonstop2h 00m

C$ 272

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 8/1

8:52 a.m.-2:14 p.m.

1 stop4h 22m

Toronto Pearson Intl

Thu 8/1

5:30 p.m.-6:50 p.m.

Nonstop2h 20m

C$ 275

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 8/1

1:28 p.m.-10:41 p.m.

1 stop8h 13m

Toronto Pearson Intl

Sun 11/1

6:00 a.m.-8:52 a.m.

1 stop3h 52m

C$ 327

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 8/1

1:28 p.m.-7:13 p.m.

1 stop4h 45m

Toronto Pearson Intl

Sun 11/1

6:00 a.m.-8:52 a.m.

1 stop3h 52m

C$ 337

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 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$ 429 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
11,044 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 206Free CancellationRating
7.1
10,462 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 264Free CancellationRating
7.4
9,019 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago to Toronto Pearson Intl Airport

    United Airlines operates around 71 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 9,019 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, 11,044 ratings). American Airlines flies from Chicago to Toronto Pearson Intl Airport around 28 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 19/12
Fri 26/12
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Toronto