How many flights depart from Chicago to Toronto Pearson Intl Airport on average per week?

As of December 2025, 388 flights take off from Chicago and land in Toronto Pearson Intl Airport each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Toronto flights?

According to our data, Korean Air has had the least delays on this route over the last 12 months, with about 11% of their flights experiencing any sort of delay.

What is the cheapest airline that flies from Chicago to Toronto Pearson Intl?

Delta and United Airlines are the most popular carriers operating from Chicago to Toronto Pearson Intl

What is the most punctual flight time for Chicago to Toronto flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

Which airlines fly to Toronto Pearson Intl Airport?

United Airlines, Air Canada and American Airlines are the top three most popular airlines that fly to Toronto Pearson Intl Airport from Chicago according to our data. United Airlines is the first choice among our users, with 53% of people opting to fly with this airline when travelling to Toronto Pearson Intl Airport. Keep in mind that there are 3 different airlines that fly to Toronto Pearson Intl Airport on a routine basis, so you have a few additional options to choose from.

How often are flights from Chicago to Toronto delayed?

Historically, on average around 17% of flights between Chicago and Toronto have experienced a delay on any given week. The average delay length over the past 12 months has been 132 minutes.

How many flights depart from Chicago to Toronto Pearson Intl Airport on average per day?

As of December 2025, there are 55 flights per day flying from Chicago to Toronto Pearson Intl Airport. The most common time of day flights depart is 6:00p.m., with 38% of flights taking off at noon.

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

There are 3 operators available for flights from Chicago to Toronto Pearson Intl Airport as of December 2025.

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.

C$ 99 Cheap Flights from Chicago to Toronto Pearson Intl Airport in 2025/26

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5:32 p.m. - 11:20 p.m.ORD-YYZ

28h 48m1 stop

3:40 p.m. - 10:36 p.m.YYZ-ORD

31h 56m1 stop

C$ 262Multiple Airlines

Find Deal

Tue, 20 Jan - Wed, 4 Feb

7:20 a.m. - 11:20 p.m.ORD-YYZ

15h 00m1 stop

7:55 p.m. - 8:29 p.m.YYZ-ORD

25h 34m1 stop

C$ 264Multiple Airlines

Find Deal

Wed, 21 Jan - Thu, 29 Jan

9:15 p.m. - 11:59 p.m.ORD-YYZ

1h 44mdirect

7:40 p.m. - 9:43 a.m.YYZ-ORD

15h 03m1 stop

C$ 267United Airlines

Find Deal

Fri, 16 Jan - Mon, 19 Jan

4:30 p.m. - 11:20 p.m.ORD-YYZ

5h 50m1 stop

6:40 p.m. - 11:13 p.m.YYZ-ORD

5h 33m1 stop

C$ 269United Airlines

Find Deal

Sat, 7 Mar - Sat, 14 Mar

8:09 a.m. - 3:30 p.m.ORD-YYZ

6h 21m1 stop

6:00 a.m. - 7:15 a.m.YYZ-ORD

2h 15mdirect

C$ 271American Airlines

Find Deal

Fri, 6 Feb - Mon, 9 Feb

8:43 p.m. - 11:20 p.m.ORD-YYZ

25h 37m1 stop

3:40 p.m. - 12:18 a.m.YYZ-ORD

9h 38m1 stop

C$ 277Multiple Airlines

Find Deal

Mon, 9 Feb - Mon, 2 Mar

8:00 a.m. - 10:40 a.m.ORD-YYZ

1h 40mdirect

12:05 p.m. - 1:01 p.m.YYZ-ORD

1h 56mdirect

C$ 280Air Canada

Find Deal

Thu, 15 Jan - Thu, 22 Jan

12:00 p.m. - 7:17 p.m.ORD-YYZ

6h 17m1 stop

6:40 p.m. - 10:59 p.m.YYZ-ORD

5h 19m1 stop

C$ 281United Airlines

Find Deal

Fri, 16 Jan - Mon, 19 Jan

9:50 a.m. - 3:59 p.m.MDW-YYZ

5h 09m1 stop

6:00 a.m. - 12:51 p.m.YYZ-MDW

7h 51m1 stop

C$ 326Delta

Find Deal

Tue, 13 Jan - Tue, 20 Jan

9:30 a.m. - 5:23 p.m.MDW-YYZ

6h 53m1 stop

12:15 p.m. - 6:31 p.m.YYZ-MDW

7h 16m1 stop

C$ 329Delta

Find Deal

Sun, 19 Apr - Mon, 27 Apr

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

6 Feb

ORD8:09 a.m.Chicago O'Hare Intl

6h 21m

1 stop

YYZ3:30 p.m.Toronto Pearson Intl

9 Feb

YYZ6:00 a.m.Toronto Pearson Intl

2h 15m

ORD7:15 a.m.Chicago O'Hare Intl

C$ 271

Find similar

American Airlines

6 Feb

ORD6:42 a.m.Chicago O'Hare Intl

7h 48m

1 stop

YYZ3:30 p.m.Toronto Pearson Intl

9 Feb

YYZ1:45 p.m.Toronto Pearson Intl

5h 49m

1 stop

ORD6:34 p.m.Chicago O'Hare Intl

C$ 292

Find similar

American Airlines

23 Jan

ORD1:20 p.m.Chicago O'Hare Intl

1h 43m

YYZ4:03 p.m.Toronto Pearson Intl

2 Feb

YYZ7:04 p.m.Toronto Pearson Intl

2h 00m

ORD8:04 p.m.Chicago O'Hare Intl

C$ 298

Find similar

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

15 Jan

ORD8:00 a.m.Chicago O'Hare Intl

1h 40m

YYZ10:40 a.m.Toronto Pearson Intl

22 Jan

YYZ12:05 p.m.Toronto Pearson Intl

1h 56m

ORD1:01 p.m.Chicago O'Hare Intl

C$ 280

Find similar

Air Canada

16 Jan

ORD8:45 p.m.Chicago O'Hare Intl

1h 35m

YYZ11:20 p.m.Toronto Pearson Intl

23 Jan

YYZ2:15 p.m.Toronto Pearson Intl

1h 55m

ORD3:10 p.m.Chicago O'Hare Intl

C$ 285

Find similar

Air Canada

16 Jan

ORD8:45 p.m.Chicago O'Hare Intl

1h 35m

YYZ11:20 p.m.Toronto Pearson Intl

23 Jan

YYZ12:05 p.m.Toronto Pearson Intl

1h 56m

ORD1:01 p.m.Chicago O'Hare Intl

C$ 287

Find similar

momondo Fare Finder

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 20/1

5:32 p.m.-11:20 p.m.

1 stop28h 48m

Toronto Pearson Intl

Wed 4/2

3:40 p.m.-10:36 p.m.

1 stop31h 56m

C$ 262

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 21/1

7:20 a.m.-11:20 p.m.

1 stop15h 00m

Toronto Pearson Intl

Thu 29/1

7:55 p.m.-8:29 p.m.

1 stop25h 34m

C$ 264

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 16/1

9:15 p.m.-11:59 p.m.

Nonstop1h 44m

Toronto Pearson Intl

Mon 19/1

7:40 p.m.-9:43 a.m.

1 stop15h 03m

C$ 267

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 7/3

4:30 p.m.-11:20 p.m.

1 stop5h 50m

Toronto Pearson Intl

Sat 14/3

6:40 p.m.-11:13 p.m.

1 stop5h 33m

C$ 269

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 6/2

8:09 a.m.-3:30 p.m.

1 stop6h 21m

Toronto Pearson Intl

Mon 9/2

6:00 a.m.-7:15 a.m.

Nonstop2h 15m

C$ 271

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 9/2

8:43 p.m.-11:20 p.m.

1 stop25h 37m

Toronto Pearson Intl

Mon 2/3

3:40 p.m.-12:18 a.m.

1 stop9h 38m

C$ 277

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 15/1

8:00 a.m.-10:40 a.m.

Nonstop1h 40m

Toronto Pearson Intl

Thu 22/1

12:05 p.m.-1:01 p.m.

Nonstop1h 56m

C$ 280

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 16/1

12:00 p.m.-7:17 p.m.

1 stop6h 17m

Toronto Pearson Intl

Mon 19/1

6:40 p.m.-10:59 p.m.

1 stop5h 19m

C$ 281

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 13/1

9:50 a.m.-3:59 p.m.

1 stop5h 09m

Toronto Pearson Intl

Tue 20/1

6:00 a.m.-12:51 p.m.

1 stop7h 51m

C$ 326

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sun 19/4

9:30 a.m.-5:23 p.m.

1 stop6h 53m

Toronto Pearson Intl

Mon 27/4

12:15 p.m.-6:31 p.m.

1 stop7h 16m

C$ 329

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Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Delays

Other information

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$ 351.

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$ 472.

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$ 313. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 469 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$ 427 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$ 232 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 December 2025, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 3% 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$ 150
Fastest flight time	1h 35m
Direct flights	Every day

The best one-way flight to Toronto Pearson Intl Airport from Chicago in the past 72 hours is C$ 150. The best round-trip flight deal from Chicago to Toronto Pearson Intl Airport found on momondo in the last 72 hours is C$ 338.

The fastest flight from Chicago to Toronto Pearson Intl Airport takes 1h 35m

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 35m.
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?
There are 3 operators available for flights from Chicago to Toronto Pearson Intl Airport as of December 2025.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Toronto Pearson Intl Airport is Embraer 175 (Enhanced Winglets) (15.30% of total bookings). The next most popular plane models are De Havilland (Bombardier) DHC-8-400 Dash 8Q (13.49%), Embraer 175 (9.24%), and Embraer 170 (9.13%).
What is the most popular airline from Chicago to Toronto Pearson Intl Airport?
Based on momondo bookings for flights between Chicago and Toronto Pearson Intl Airport, the leading airline is United Airlines, making up 70% of the total bookings. Other popular airlines include Air Canada with 30%.

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 Airlines	PriceFrom C$ 152	Free Cancellation	Rating 7.2 11,045 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 206	Free Cancellation	Rating 7.1 10,497 reviews	Search Air Canada flights
United Airlines	PriceFrom C$ 263	Free Cancellation	Rating 7.4 9,064 reviews	Search United Airlines flights

United Airlines Flights From Chicago to Toronto Pearson Intl Airport
United Airlines operates around 70 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$ 368, but momondo users have found United Airlines deals from Chicago to Toronto Pearson Intl Airport from as low as C$ 263 round-trip. United Airlines has been scored 7.4/10 in 9,064 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, 11,045 ratings). American Airlines flies from Chicago to Toronto Pearson Intl Airport around 25 times per week, with deals starting from C$ 152 round-trip and rising to an average price of around C$ 470.

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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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Cheap flights from Chicago to Toronto from C$ 116

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 17/12. 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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American Airlines flights from Chicago to Toronto Pearson Intl Airport

Our best American Airlines deals on Chicago to Toronto Pearson Intl Airport flight tickets

Air Canada flights from Chicago to Toronto Pearson Intl Airport

Our best Air Canada deals on Chicago to Toronto Pearson Intl Airport flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to Toronto Pearson Intl Airport that are best for you.

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 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$ 351.

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

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

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?

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 December 2025, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 3% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago to Toronto Pearson Intl?

Delta and United Airlines are the most popular carriers operating from Chicago to Toronto Pearson Intl

Which airlines fly to Toronto Pearson Intl Airport?

How often are flights from Chicago to Toronto delayed?

Historically, on average around 17% of flights between Chicago and Toronto have experienced a delay on any given week. The average delay length over the past 12 months has been 132 minutes.

What is the most punctual flight time for Chicago to Toronto flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Toronto flights?

According to our data, Korean Air has had the least delays on this route over the last 12 months, with about 11% of their flights experiencing any sort of delay.

How many flights depart from Chicago to Toronto Pearson Intl Airport on average per day?

As of December 2025, there are 55 flights per day flying from Chicago to Toronto Pearson Intl Airport. The most common time of day flights depart is 6:00p.m., with 38% of flights taking off at noon.

How many flights depart from Chicago to Toronto Pearson Intl Airport on average per week?

As of December 2025, 388 flights take off from Chicago and land in Toronto Pearson Intl Airport each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.

When to book flights from Chicago to Toronto Pearson Intl Airport

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

Fastest flight time

Direct flights

How far is Chicago to Toronto Pearson Intl by plane?

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

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?

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

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

United Airlines Flights From Chicago to Toronto Pearson Intl Airport

American Airlines Flights From Chicago to Toronto Pearson Intl Airport

Travelling to a place near Toronto?

Why use momondo?

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

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

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

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

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.