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

United Airlines 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 38% of people opting to fly with this airline when traveling to Toronto Pearson Intl Airport. Keep in mind that there are 5 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 19% 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.

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

As of February 2026, there are 5 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 2026

Q: What is the typical price of a round-trip flight between Chicago and Toronto Pearson Intl Airport?

Prices are currently low for flights on this route. Typical prices usually range from $260 to $389. The lowest price recently found on this route was $198.

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 February 2026. The most frequent departure time is 6:00PM, with 39% of daily flights leaving in the afternoon.

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Cheap round-trip flights

Enter your travel dates to find the best prices.

3:45 pm - 6:28 pm

ORD

YYZ

1h 43mnonstop

4:00 pm - 4:59 pm

YYZ

ORD

1h 59mnonstop

$198Air Canada

Tue, Jun 2 - Sun, Jun 7

9:55 am - 12:35 pm

ORD

YYZ

1h 40mnonstop

4:00 pm - 4:59 pm

YYZ

ORD

1h 59mnonstop

$200Air Canada

Tue, Jun 2 - Sun, Jun 7

8:00 am - 10:40 am

ORD

YYZ

1h 40mnonstop

12:05 pm - 1:01 pm

YYZ

ORD

1h 56mnonstop

$202Air Canada

Thu, Feb 26 - Sun, Mar 1

12:00 pm - 11:20 pm

ORD

YYZ

10h 20m

1 stop

8:00 pm - 6:47 am

YYZ

ORD

11h 47m

1 stop

$218Multiple Airlines

Thu, Apr 9 - Mon, Apr 13

9:05 am - 11:49 am

ORD

YYZ

1h 44mnonstop

11:00 am - 12:03 pm

YYZ

ORD

2h 03mnonstop

$236United Airlines

Tue, Mar 31 - Sat, Apr 4

6:10 pm - 7:55 pm

ORD

YYZ

24h 45m

1 stop

6:30 am - 9:17 pm

YYZ

ORD

15h 47m

1 stop

$241Multiple Airlines

Wed, Apr 1 - Wed, Apr 15

9:35 am - 5:17 pm

MDW

YYZ

6h 42m

1 stop

6:20 am - 12:29 pm

YYZ

MDW

7h 09m

1 stop

$261Delta

Fri, Mar 13 - Sun, Mar 15

1:00 pm - 5:23 pm

MDW

YYZ

3h 23m

1 stop

6:00 am - 8:42 am

YYZ

MDW

3h 42m

1 stop

$330WestJet

Tue, Jun 23 - Sun, Jun 28

1:49 pm - 11:11 pm

MDW

YYZ

8h 22m

1 stop

6:10 am - 8:54 am

YYZ

MDW

3h 44m

1 stop

$331Delta

Sun, Feb 22 - Fri, Feb 27

9:31 am - 11:59 pm

MDW

YYZ

13h 28m

2 stops

6:10 am - 8:47 am

YYZ

MDW

3h 37m

1 stop

$332WestJet

Wed, Apr 29 - Sat, May 2

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

Feb 24

ORD7:23 amChicago O'Hare Intl

6h 37m

1 stop

YYZ3:00 pmToronto Pearson Intl

Feb 25

YYZ6:17 pmToronto Pearson Intl

2h 00m

ORD7:17 pmChicago O'Hare Intl

$245

American Airlines

Mar 31

ORD6:40 amChicago O'Hare Intl

7h 50m

1 stop

YYZ3:30 pmToronto Pearson Intl

Apr 4

YYZ6:00 amToronto Pearson Intl

2h 15m

ORD7:15 amChicago O'Hare Intl

$246

American Airlines

Mar 6

ORD2:55 pmChicago O'Hare Intl

1h 41m

YYZ5:36 pmToronto Pearson Intl

Mar 8

YYZ7:10 pmToronto Pearson Intl

6h 06m

1 stop

ORD12:16 amChicago O'Hare Intl

$251

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

Mar 31

ORD9:05 amChicago O'Hare Intl

1h 44m

YYZ11:49 amToronto Pearson Intl

Apr 4

YYZ11:00 amToronto Pearson Intl

2h 03m

ORD12:03 pmChicago O'Hare Intl

$236

United Airlines

Mar 13

ORD6:25 pmChicago O'Hare Intl

1h 53m

YYZ9:18 pmToronto Pearson Intl

Mar 26

YYZ5:30 pmToronto Pearson Intl

2h 10m

ORD6:40 pmChicago O'Hare Intl

$260

United Airlines

Mar 1

ORD6:28 pmChicago O'Hare Intl

1h 53m

YYZ9:21 pmToronto Pearson Intl

Mar 4

YYZ4:50 pmToronto Pearson Intl

1h 58m

ORD5:48 pmChicago O'Hare Intl

$311

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 6/2

3:45 pm-6:28 pm

Nonstop1h 43m

Toronto Pearson Intl

Sun 6/7

4:00 pm-4:59 pm

Nonstop1h 59m

$198

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 6/2

9:55 am-12:35 pm

Nonstop1h 40m

Toronto Pearson Intl

Sun 6/7

4:00 pm-4:59 pm

Nonstop1h 59m

$200

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/26

8:00 am-10:40 am

Nonstop1h 40m

Toronto Pearson Intl

Sun 3/1

12:05 pm-1:01 pm

Nonstop1h 56m

$202

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 4/9

12:00 pm-11:20 pm

1 stop10h 20m

Toronto Pearson Intl

Mon 4/13

8:00 pm-6:47 am

1 stop11h 47m

$218

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 3/31

9:05 am-11:49 am

Nonstop1h 44m

Toronto Pearson Intl

Sat 4/4

11:00 am-12:03 pm

Nonstop2h 03m

$236

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 4/1

6:10 pm-7:55 pm

1 stop24h 45m

Toronto Pearson Intl

Wed 4/15

6:30 am-9:17 pm

1 stop15h 47m

$241

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 3/13

9:35 am-5:17 pm

1 stop6h 42m

Toronto Pearson Intl

Sun 3/15

6:20 am-12:29 pm

1 stop7h 09m

$261

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 6/23

1:00 pm-5:23 pm

1 stop3h 23m

Toronto Pearson Intl

Sun 6/28

6:00 am-8:42 am

1 stop3h 42m

$330

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sun 2/22

1:49 pm-11:11 pm

1 stop8h 22m

Toronto Pearson Intl

Fri 2/27

6:10 am-8:54 am

1 stop3h 44m

$331

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 4/29

9:31 am-11:59 pm

2 stops13h 28m

Toronto Pearson Intl

Sat 5/2

6:10 am-8:47 am

1 stop3h 37m

$332

Flights are sorted by cheapest round-trip flights first.

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?

The cheapest month to fly to Toronto Pearson Intl Airport from Chicago is in November. Flight prices, which tend to average around $243, 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 November, then you should wait until June to fly from Chicago, when ticket prices are also cheap, with an average price of $254.

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 $529. The most expensive day to fly to Toronto Pearson Intl Airport is Sunday, with ticket prices averaging around $750.

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 evening is the least expensive time of day to depart. momondo users have found prices as low as $442 when looking at flights departing in the evening. Flights in the afternoon are often more expensive with an average ticket price of $742.

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 $290 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 February 2026, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 26% 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 39m
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 $337.

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 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?
As of February 2026, there are 5 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 13.73% of all bookings. The subsequent popular models are Embraer 170 at 11.67%, De Havilland (Bombardier) DHC-8-400 Dash 8Q at 11.18%, and Embraer 175 at 8.47%.
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 United Airlines, representing 40% of all bookings. The subsequent popular airlines are Air Canada at 34% and American Airlines at 26%.

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
Delta	PriceFrom $88	Free Cancellation	Rating 7.9 8,138 reviews	Search Delta flights
Air Canada	PriceFrom $100	Free Cancellation	Rating 7.1 10,684 reviews	Search Air Canada flights
Porter Airlines	PriceFrom $109	Free Cancellation	Rating 7.9 412 reviews	Search Porter Airlines flights
United Airlines	PriceFrom $140	Free Cancellation	Rating 7.4 9,236 reviews	Search United Airlines flights
American Airlines	PriceFrom $216	Free Cancellation	Rating 7.2 11,218 reviews	Search American 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 $476, with the best Porter Airlines deals starting from $109 round-trip. 412 users have rated Porter Airlines on momondo, with an average score of 7.9/10.
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, 9,236 ratings). United Airlines flies from Chicago to Toronto Pearson Intl Airport around 65 times per week, with deals starting from $140 round-trip and rising to an average price of around $287.

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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 4/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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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

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 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?

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 $529. The most expensive day to fly to Toronto Pearson Intl Airport is Sunday, with ticket prices averaging around $750.

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 evening is the least expensive time of day to depart. momondo users have found prices as low as $442 when looking at flights departing in the evening. Flights in the afternoon are often more expensive with an average ticket price of $742.

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 February 2026, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 26% cheaper when compared to flights at the same time last year.

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

United Airlines 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 19% 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. Sunday 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 February 2026. The most frequent departure time is 6:00PM, with 39% of daily flights leaving in the afternoon.

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

379 flights are operational weekly from Chicago to Toronto Pearson Intl Airport as of February 2026. The most popular departure day for this route is Mon, with 17% 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.