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

According to our data, Korean Air have had the least number of 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?

Air Canada and Delta are the most popular carriers operating from Chicago to Toronto Pearson Intl

What 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 37% of people opting to fly with this airline when traveling to Toronto Pearson Intl Airport. Keep in mind that there are 4 different airlines that fly to Toronto Pearson Intl Airport on a routine basis, so you have a few additional options to choose from.

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

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

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

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

How often are flights from Chicago to Toronto delayed?

Historically, on average around 18% 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 131 minutes.

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

As of December 2025, there are 4 operators available to choose from 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.

$87 Cheap Flights from Chicago to Toronto Pearson Intl Airport in 2025/26

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

The number of flights available between Chicago and Toronto Pearson Intl Airport is 54 per day as of December 2025. The most frequent departure time is 6:00PM, with 38% of daily flights leaving at noon.

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

382 flights are operational weekly from Chicago to Toronto Pearson Intl Airport as of December 2025. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

8:00 am - 10:40 am

ORD

YYZ

1h 40mnonstop

12:05 pm - 1:01 pm

YYZ

ORD

1h 56mnonstop

$185Air Canada

Thu, Jan 29 - Sun, Feb 1

8:43 pm - 2:40 pm

ORD

YYZ

16h 57m1 stop

12:15 pm - 7:38 pm

YYZ

ORD

32h 23m3 stops

$187Multiple Airlines

Thu, Jan 29 - Sun, Feb 1

8:43 pm - 2:40 pm

ORD

YYZ

16h 57m1 stop

12:15 pm - 7:38 pm

YYZ

ORD

32h 23m3 stops

$189Multiple Airlines

Thu, Jan 29 - Sun, Feb 1

8:12 am - 5:40 pm

ORD

YYZ

8h 28m1 stop

4:44 pm - 5:44 pm

YYZ

ORD

2h 00mnonstop

$194American Airlines

Thu, Feb 5 - Sun, Feb 8

11:51 am - 9:44 pm

ORD

YYZ

8h 53m1 stop

4:44 pm - 5:44 pm

YYZ

ORD

2h 00mnonstop

$195American Airlines

Fri, Feb 6 - Tue, Feb 10

2:00 pm - 4:39 pm

ORD

YYZ

1h 39mnonstop

12:05 pm - 1:01 pm

YYZ

ORD

1h 56mnonstop

$203Air Canada

Thu, Jan 22 - Thu, Jan 29

5:00 pm - 11:11 pm

MDW

YYZ

5h 11m1 stop

6:15 am - 8:53 am

YYZ

MDW

3h 38m1 stop

$233Delta

Sat, Feb 14 - Wed, Feb 25

9:50 am - 3:59 pm

MDW

YYZ

5h 09m1 stop

6:30 am - 1:07 pm

YYZ

MDW

7h 37m1 stop

$234Delta

Thu, Feb 19 - Tue, Feb 24

6:30 pm - 10:41 pm

MDW

YYZ

3h 11m1 stop

6:10 am - 5:29 pm

YYZ

MDW

12h 19m1 stop

$310WestJet

Fri, Jan 16 - Mon, Jan 19

1:26 pm - 7:08 pm

MDW

YYZ

4h 42m1 stop

6:30 pm - 9:53 am

YYZ

MDW

16h 23m2 stops

$312WestJet

Thu, Jan 29 - Mon, Feb 2

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

Jan 29

ORD8:00 amChicago O'Hare Intl

1h 40m

YYZ10:40 amToronto Pearson Intl

Feb 1

YYZ12:05 pmToronto Pearson Intl

1h 56m

ORD1:01 pmChicago O'Hare Intl

$185

Find similar

Air Canada

Jan 22

ORD2:00 pmChicago O'Hare Intl

1h 39m

YYZ4:39 pmToronto Pearson Intl

Jan 29

YYZ12:05 pmToronto Pearson Intl

1h 56m

ORD1:01 pmChicago O'Hare Intl

$203

Find similar

Air Canada

Jan 22

ORD8:45 pmChicago O'Hare Intl

1h 35m

YYZ11:20 pmToronto Pearson Intl

Jan 29

YYZ4:50 pmToronto Pearson Intl

1h 58m

ORD5:48 pmChicago O'Hare Intl

$205

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

Jan 30

ORD9:15 pmChicago O'Hare Intl

1h 44m

YYZ11:59 pmToronto Pearson Intl

Feb 1

YYZ9:00 pmToronto Pearson Intl

2h 05m

ORD10:05 pmChicago O'Hare Intl

$211

Find similar

United Airlines

Jan 30

ORD6:05 amChicago O'Hare Intl

4h 43m

1 stop

YYZ11:48 amToronto Pearson Intl

Feb 1

YYZ11:00 amToronto Pearson Intl

2h 08m

ORD12:08 pmChicago O'Hare Intl

$220

Find similar

United Airlines

Jan 6

ORD8:52 amChicago O'Hare Intl

9h 05m

1 stop

YYZ6:57 pmToronto Pearson Intl

Jan 6

YYZ9:00 pmToronto Pearson Intl

2h 05m

ORD10:05 pmChicago O'Hare Intl

$229

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

Thu 1/29

8:00 am-10:40 am

Nonstop1h 40m

Toronto Pearson Intl

Sun 2/1

12:05 pm-1:01 pm

Nonstop1h 56m

$185

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/29

8:43 pm-2:40 pm

1 stop16h 57m

Toronto Pearson Intl

Sun 2/1

12:15 pm-7:38 pm

3 stops32h 23m

$187

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/29

8:43 pm-2:40 pm

1 stop16h 57m

Toronto Pearson Intl

Sun 2/1

12:15 pm-7:38 pm

3 stops32h 23m

$189

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/5

8:12 am-5:40 pm

1 stop8h 28m

Toronto Pearson Intl

Sun 2/8

4:44 pm-5:44 pm

Nonstop2h 00m

$194

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 2/6

11:51 am-9:44 pm

1 stop8h 53m

Toronto Pearson Intl

Tue 2/10

4:44 pm-5:44 pm

Nonstop2h 00m

$195

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/22

2:00 pm-4:39 pm

Nonstop1h 39m

Toronto Pearson Intl

Thu 1/29

12:05 pm-1:01 pm

Nonstop1h 56m

$203

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 2/14

5:00 pm-11:11 pm

1 stop5h 11m

Toronto Pearson Intl

Wed 2/25

6:15 am-8:53 am

1 stop3h 38m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 2/19

9:50 am-3:59 pm

1 stop5h 09m

Toronto Pearson Intl

Tue 2/24

6:30 am-1:07 pm

1 stop7h 37m

$234

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 1/16

6:30 pm-10:41 pm

1 stop3h 11m

Toronto Pearson Intl

Mon 1/19

6:10 am-5:29 pm

1 stop12h 19m

$310

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 1/29

1:26 pm-7:08 pm

1 stop4h 42m

Toronto Pearson Intl

Mon 2/2

6:30 pm-9:53 am

2 stops16h 23m

$312

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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 cheapest month to fly to Toronto Pearson Intl Airport?

The cheapest month to fly to Toronto Pearson Intl Airport from Chicago is in June. Flight prices, which tend to average around $241, 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 June, then you should wait until November to fly from Chicago, when ticket prices are also cheap, with an average price of $243.

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 $572. The most expensive day to fly to Toronto Pearson Intl Airport is Sunday, with ticket prices averaging around $761.

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 $755.

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 $300 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 $152 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 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	$169
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 $169. The best round-trip flight deal from Chicago to Toronto Pearson Intl Airport found on momondo in the last 72 hours is $410.

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 424.4 mi away from Chicago. By plane, this route typically takes 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 refresh daily.
How many operators does momondo search for flights from Chicago to Toronto Pearson Intl Airport?
As of December 2025, there are 4 operators available to choose from 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?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Toronto Pearson Intl Airport is Embraer 175 (Enhanced Winglets), representing 15.29% of all bookings. The subsequent popular models are De Havilland (Bombardier) DHC-8-400 Dash 8Q at 13.69%, Embraer 170 at 9.75%, and Embraer 175 at 8.98%.
What is the most popular airline from Chicago to Toronto Pearson Intl Airport?
momondo data reveals that the most frequently booked airline on the route from Chicago to Toronto Pearson Intl Airport is Air Canada, representing 39% of all bookings. The subsequent popular airlines are United Airlines at 37% and American Airlines at 24%.

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 Canada	PriceFrom $116	Free Cancellation	Rating 7.1 10,513 reviews	Search Air Canada flights
United Airlines	PriceFrom $146	Free Cancellation	Rating 7.4 9,092 reviews	Search United Airlines flights
American Airlines	PriceFrom $215	Free Cancellation	Rating 7.2 11,048 reviews	Search American Airlines flights
Porter Airlines	PriceFrom $294	Free Cancellation	Rating 8.0 397 reviews	Search Porter Airlines flights

Porter Airlines Flights From Chicago to Toronto Pearson Intl Airport
Across 31 Porter Airlines flights from Chicago to Toronto Pearson Intl Airport this week, the average price was $466, with the best Porter Airlines deals starting from $294 round-trip. 397 users have rated Porter Airlines on momondo, with an average score of 8.0/10.
United Airlines Flights From Chicago to Toronto Pearson Intl Airport
Another popular option for Chicago to Toronto Pearson Intl Airport flights is United Airlines (7.4/10, 9,092 ratings). United Airlines flies from Chicago to Toronto Pearson Intl Airport around 61 times per week, with deals starting from $146 round-trip and rising to an average price of around $300.

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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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Cheap flights from Chicago to Toronto from $87

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 1/22. 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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Air Canada flights from Chicago to Toronto Pearson Intl Airport

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

United Airlines flights from Chicago to Toronto Pearson Intl Airport

Our best United Airlines 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

What is the cheapest month to fly to Toronto Pearson Intl Airport?

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 $572. The most expensive day to fly to Toronto Pearson Intl Airport is Sunday, with ticket prices averaging around $761.

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 $755.

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 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 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?

Air Canada and Delta are the most popular carriers operating from Chicago to Toronto Pearson Intl

What airlines fly to Toronto Pearson Intl Airport?

How often are flights from Chicago to Toronto delayed?

Historically, on average around 18% 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 131 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 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 which experiences the fewest number of 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 have had the least number of 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?

The number of flights available between Chicago and Toronto Pearson Intl Airport is 54 per day as of December 2025. The most frequent departure time is 6:00PM, with 38% of daily flights leaving at noon.

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

382 flights are operational weekly from Chicago to Toronto Pearson Intl Airport as of December 2025. The most popular departure day for this route is Mon, with 16% of flights per week 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

Porter Airlines Flights From Chicago to Toronto Pearson Intl Airport

United Airlines Flights From Chicago to Toronto Pearson Intl Airport

Traveling 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.

Find better results for your trip to Toronto