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.

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 airlines fly to Toronto Pearson Intl Airport?

Air Canada, United Airlines and American Airlines are the top three most popular airlines that fly to Toronto Pearson Intl Airport from Chicago according to our data. Air Canada 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 4 different airlines that fly to Toronto Pearson Intl Airport on a routine basis, so you have a few additional options to choose from.

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

According to our data, Air Antilles have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

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

American Airlines and Delta 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 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 November 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.

$86 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 week?

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

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 55 per day as of November 2025. The most frequent departure time is 6:00PM, with 36% of daily flights leaving at noon.

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12:50 pm - 8:30 pmORD-YYZ

6h 40m1 stop

6:30 pm - 7:30 pmYYZ-ORD

2h 00mnonstop

$185Air Canada

Find Deal

Tue, Jan 27 - Thu, Jan 29

8:30 pm - 11:09 pmORD-YYZ

1h 39mnonstop

12:15 pm - 7:17 pmYYZ-ORD

32h 02m3 stops

$186Multiple Airlines

Find Deal

Thu, Jan 8 - Sun, Jan 11

8:30 pm - 11:09 pmORD-YYZ

1h 39mnonstop

9:00 pm - 10:05 pmYYZ-ORD

2h 05mnonstop

$188Air Canada

Find Deal

Thu, Jan 8 - Sun, Jan 11

2:00 pm - 4:39 pmORD-YYZ

1h 39mnonstop

12:15 pm - 8:54 pmYYZ-ORD

33h 39m3 stops

$189Multiple Airlines

Find Deal

Thu, Jan 8 - Sun, Jan 11

6:28 pm - 9:21 pmORD-YYZ

1h 53mnonstop

9:00 pm - 10:05 pmYYZ-ORD

2h 05mnonstop

$191Lufthansa

Find Deal

Thu, Jan 8 - Sun, Jan 11

4:50 pm - 7:45 pmORD-YYZ

1h 55mnonstop

9:00 pm - 10:05 pmYYZ-ORD

2h 05mnonstop

$193Lufthansa

Find Deal

Thu, Jan 8 - Sun, Jan 11

8:12 am - 3:50 pmORD-YYZ

6h 38m1 stop

7:04 pm - 8:04 pmYYZ-ORD

2h 00mnonstop

$194American Airlines

Find Deal

Fri, Jan 16 - Mon, Jan 19

8:52 am - 2:14 pmORD-YYZ

4h 22m1 stop

5:30 pm - 6:50 pmYYZ-ORD

2h 20mnonstop

$196United Airlines

Find Deal

Thu, Jan 8 - Thu, Jan 8

1:28 pm - 7:13 pmMDW-YYZ

4h 45m1 stop

6:00 am - 8:52 amYYZ-MDW

3h 52m1 stop

$233Delta

Find Deal

Tue, Jan 13 - Thu, Jan 22

1:28 pm - 7:13 pmMDW-YYZ

4h 45m1 stop

6:00 am - 8:52 amYYZ-MDW

3h 52m1 stop

$240Delta

Find Deal

Thu, Jan 8 - Sun, Jan 11

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 27

ORD12:50 pmChicago O'Hare Intl

6h 40m

1 stop

YYZ8:30 pmToronto Pearson Intl

Jan 29

YYZ6:30 pmToronto Pearson Intl

2h 00m

ORD7:30 pmChicago O'Hare Intl

$185

Find similar

Air Canada

Jan 8

ORD8:30 pmChicago O'Hare Intl

1h 39m

YYZ11:09 pmToronto Pearson Intl

Jan 11

YYZ9:00 pmToronto Pearson Intl

2h 05m

ORD10:05 pmChicago O'Hare Intl

$188

Find similar

Air Canada

Jan 17

ORD7:15 amChicago O'Hare Intl

6h 25m

1 stop

YYZ2:40 pmToronto Pearson Intl

Jan 17

YYZ6:30 pmToronto Pearson Intl

2h 00m

ORD7:30 pmChicago O'Hare Intl

$192

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

Jan 8

ORD6:28 pmChicago O'Hare Intl

1h 53m

YYZ9:21 pmToronto Pearson Intl

Jan 11

YYZ9:00 pmToronto Pearson Intl

2h 05m

ORD10:05 pmChicago O'Hare Intl

$191

Find similar

Lufthansa

Jan 8

ORD4:50 pmChicago O'Hare Intl

1h 55m

YYZ7:45 pmToronto Pearson Intl

Jan 11

YYZ9:00 pmToronto Pearson Intl

2h 05m

ORD10:05 pmChicago O'Hare Intl

$193

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.

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Fly to

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 1/27

12:50 pm-8:30 pm

1 stop6h 40m

Toronto Pearson Intl

Thu 1/29

6:30 pm-7:30 pm

Nonstop2h 00m

$185

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/8

8:30 pm-11:09 pm

Nonstop1h 39m

Toronto Pearson Intl

Sun 1/11

12:15 pm-7:17 pm

3 stops32h 02m

$186

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/8

8:30 pm-11:09 pm

Nonstop1h 39m

Toronto Pearson Intl

Sun 1/11

9:00 pm-10:05 pm

Nonstop2h 05m

$188

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/8

2:00 pm-4:39 pm

Nonstop1h 39m

Toronto Pearson Intl

Sun 1/11

12:15 pm-8:54 pm

3 stops33h 39m

$189

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/8

6:28 pm-9:21 pm

Nonstop1h 53m

Toronto Pearson Intl

Sun 1/11

9:00 pm-10:05 pm

Nonstop2h 05m

$191

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/8

4:50 pm-7:45 pm

Nonstop1h 55m

Toronto Pearson Intl

Sun 1/11

9:00 pm-10:05 pm

Nonstop2h 05m

$193

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 1/16

8:12 am-3:50 pm

1 stop6h 38m

Toronto Pearson Intl

Mon 1/19

7:04 pm-8:04 pm

Nonstop2h 00m

$194

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/8

8:52 am-2:14 pm

1 stop4h 22m

Toronto Pearson Intl

Thu 1/8

5:30 pm-6:50 pm

Nonstop2h 20m

$196

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 1/13

1:28 pm-7:13 pm

1 stop4h 45m

Toronto Pearson Intl

Thu 1/22

6:00 am-8:52 am

1 stop3h 52m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 1/8

1:28 pm-7:13 pm

1 stop4h 45m

Toronto Pearson Intl

Sun 1/11

6:00 am-8:52 am

1 stop3h 52m

$240

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 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 July to fly from Chicago, when ticket prices are also cheap, with an average price of $251.

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 $602. The most expensive day to fly to Toronto Pearson Intl Airport is Sunday, with ticket prices averaging around $767.

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 $591 when looking at flights departing in the morning. Flights in the afternoon are often more expensive with an average ticket price of $761.

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 $306 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 $166 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 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	$191
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 $191. The best round-trip flight deal from Chicago to Toronto Pearson Intl Airport found on momondo in the last 72 hours is $315.

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 November 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 16.85% of all bookings. The subsequent popular models are De Havilland (Bombardier) DHC-8-400 Dash 8Q at 14.80%, Embraer 175 at 10.90%, and Boeing 737-800 at 6.21%.
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 35%, American Airlines at 25%, and Porter Airlines at 2%.

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 $117	Free Cancellation	Rating 7.1 10,462 reviews	Search Air Canada flights
United Airlines	PriceFrom $146	Free Cancellation	Rating 7.4 9,023 reviews	Search United Airlines flights
American Airlines	PriceFrom $220	Free Cancellation	Rating 7.2 11,046 reviews	Search American Airlines flights
Porter Airlines	PriceFrom $287	Free Cancellation	Rating 8.0 393 reviews	Search Porter Airlines flights

Porter Airlines Flights From Chicago to Toronto Pearson Intl Airport
Across 29 Porter Airlines flights from Chicago to Toronto Pearson Intl Airport this week, the average price was $464, with the best Porter Airlines deals starting from $287 round-trip. 393 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, 9,023 ratings). United Airlines flies from Chicago to Toronto Pearson Intl Airport around 71 times per week, with deals starting from $146 round-trip and rising to an average price of around $308.

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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 $86

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 1/19. 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

Lufthansa flights from Chicago to Toronto Pearson Intl Airport

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

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

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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 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 $602. The most expensive day to fly to Toronto Pearson Intl Airport is Sunday, with ticket prices averaging around $767.

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 $591 when looking at flights departing in the morning. Flights in the afternoon are often more expensive with an average ticket price of $761.

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 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.

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

American 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 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 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, Air Antilles have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

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 55 per day as of November 2025. The most frequent departure time is 6:00PM, with 36% of daily flights leaving at noon.

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

388 flights are operational weekly from Chicago to Toronto Pearson Intl Airport as of November 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.