What airlines fly to Chicago O'Hare Intl Airport?

Air Canada, United Airlines and American Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport according to our data. Air Canada is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 5 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

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

American Airlines, Air Canada, and Delta are the most popular carriers operating from Toronto Pearson Intl to Chicago O'Hare Intl

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 Toronto to Chicago flights?

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

How often are flights from Toronto to Chicago delayed?

Historically, on average around 9% of flights between Toronto and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 143 minutes.

Which airline has the best punctuality record on Toronto to Chicago 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 operators does momondo search for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

As of October 2025, there are 5 operators available to choose from for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

The necessary travel and health documents for your Chicago O'Hare 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.

$130 Cheap Flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in 2025/26

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7:00 am - 11:18 amYYZ-ORD

5h 18m1 stop

8:15 pm - 10:54 pmORD-YYZ

1h 39mnonstop

$181Air Canada

Find Deal

Fri, Nov 14 - Mon, Nov 17

10:00 am - 2:55 pmYYZ-ORD

5h 55m1 stop

10:00 am - 12:40 pmORD-YYZ

1h 40mnonstop

$183Air Canada

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Fri, Jan 16 - Mon, Jan 19

4:30 pm - 11:39 pmYYZ-ORD

8h 09m1 stop

5:00 am - 11:02 amORD-YYZ

5h 02m1 stop

$184American Airlines

Find Deal

Wed, Dec 3 - Sun, Dec 7

8:55 am - 10:02 amYYZ-ORD

2h 07mnonstop

6:28 pm - 9:21 pmORD-YYZ

1h 53mnonstop

$185United Airlines

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Fri, Feb 13 - Sat, Feb 21

6:24 pm - 7:24 pmYYZ-ORD

2h 00mnonstop

8:10 am - 10:56 amORD-YYZ

1h 46mnonstop

$189American Airlines

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Thu, Dec 11 - Sun, Dec 14

12:08 pm - 6:26 pmYYZ-ORD

7h 18m1 stop

7:00 am - 5:04 pmORD-YYZ

9h 04m1 stop

$202Delta

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Fri, Nov 21 - Thu, Nov 27

5:30 pm - 6:39 pmYYZ-ORD

2h 09mnonstop

7:10 am - 9:58 amORD-YYZ

1h 48mnonstop

$203United Airlines

Find Deal

Fri, Nov 21 - Thu, Nov 27

6:30 pm - 7:30 pmYYZ-ORD

2h 00mnonstop

7:10 am - 9:58 amORD-YYZ

1h 48mnonstop

$209Multiple Airlines

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Thu, Jan 1 - Wed, Jan 7

6:05 am - 1:55 pmYYZ-ORD

8h 50m1 stop

7:00 am - 5:04 pmORD-YYZ

9h 04m1 stop

$211Delta

Find Deal

Fri, Nov 21 - Thu, Nov 27

2:57 pm - 8:07 pmYYZ-ORD

6h 10m1 stop

7:05 am - 1:40 pmORD-YYZ

5h 35m1 stop

$222Multiple Airlines

Find Deal

Mon, Nov 17 - Sat, Nov 22

Air Canada flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

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

Air Canada

Nov 14

YYZ7:00 amToronto Pearson Intl

5h 18m

1 stop

ORD11:18 amChicago O'Hare Intl

Nov 17

ORD8:15 pmChicago O'Hare Intl

1h 39m

YYZ10:54 pmToronto Pearson Intl

$181

Find similar

Air Canada

Jan 16

YYZ10:00 amToronto Pearson Intl

5h 55m

1 stop

ORD2:55 pmChicago O'Hare Intl

Jan 19

ORD10:00 amChicago O'Hare Intl

1h 40m

YYZ12:40 pmToronto Pearson Intl

$183

Find similar

Air Canada

Nov 13

YYZ7:00 amToronto Pearson Intl

5h 18m

1 stop

ORD11:18 amChicago O'Hare Intl

Nov 16

ORD8:00 amChicago O'Hare Intl

1h 40m

YYZ10:40 amToronto Pearson Intl

$196

Find similar

American Airlines flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

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

American Airlines

Dec 3

YYZ4:30 pmToronto Pearson Intl

8h 09m

1 stop

ORD11:39 pmChicago O'Hare Intl

Dec 7

ORD5:00 amChicago O'Hare Intl

5h 02m

1 stop

YYZ11:02 amToronto Pearson Intl

$184

Find similar

American Airlines

Dec 11

YYZ6:24 pmToronto Pearson Intl

2h 00m

ORD7:24 pmChicago O'Hare Intl

Dec 14

ORD8:10 amChicago O'Hare Intl

1h 46m

YYZ10:56 amToronto Pearson Intl

$189

Find similar

American Airlines

Nov 18

YYZ6:00 amToronto Pearson Intl

2h 15m

ORD7:15 amChicago O'Hare Intl

Nov 20

ORD7:35 amChicago O'Hare Intl

4h 27m

1 stop

YYZ1:02 pmToronto Pearson Intl

$190

Find similar

momondo Fare Finder

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

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Fly to

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 11/14

7:00 am-11:18 am

1 stop5h 18m

Chicago O'Hare Intl

Mon 11/17

8:15 pm-10:54 pm

Nonstop1h 39m

$181

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 1/16

10:00 am-2:55 pm

1 stop5h 55m

Chicago O'Hare Intl

Mon 1/19

10:00 am-12:40 pm

Nonstop1h 40m

$183

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 12/3

4:30 pm-11:39 pm

1 stop8h 09m

Chicago O'Hare Intl

Sun 12/7

5:00 am-11:02 am

1 stop5h 02m

$184

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 2/13

8:55 am-10:02 am

Nonstop2h 07m

Chicago O'Hare Intl

Sat 2/21

6:28 pm-9:21 pm

Nonstop1h 53m

$185

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 12/11

6:24 pm-7:24 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 12/14

8:10 am-10:56 am

Nonstop1h 46m

$189

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 11/21

12:08 pm-6:26 pm

1 stop7h 18m

Chicago O'Hare Intl

Thu 11/27

7:00 am-5:04 pm

1 stop9h 04m

$202

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 11/21

5:30 pm-6:39 pm

Nonstop2h 09m

Chicago O'Hare Intl

Thu 11/27

7:10 am-9:58 am

Nonstop1h 48m

$203

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 1/1

6:30 pm-7:30 pm

Nonstop2h 00m

Chicago O'Hare Intl

Wed 1/7

7:10 am-9:58 am

Nonstop1h 48m

$209

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 11/21

6:05 am-1:55 pm

1 stop8h 50m

Chicago O'Hare Intl

Thu 11/27

7:00 am-5:04 pm

1 stop9h 04m

$211

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 11/17

2:57 pm-8:07 pm

1 stop6h 10m

Chicago O'Hare Intl

Sat 11/22

7:05 am-1:40 pm

1 stop5h 35m

$222

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 Toronto Pearson Intl Airport to Chicago O'Hare 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 Chicago O'Hare Intl Airport?

The month of May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Toronto Pearson Intl Airport averaging around $253.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Saturday when prices can be found for as low as $453. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Toronto Pearson Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $714.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $439 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $617. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Toronto Pearson Intl to Chicago O'Hare Intl flight route?

Fly from Toronto Pearson Intl to Chicago O'Hare Intl for the best Toronto Pearson Intl - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $293 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport for as low as $195 on momondo.

What cabin class options are available on Toronto Pearson Intl to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Toronto Pearson Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight prices changed over time?

As of October 2025, prices for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights are approximately 29% cheaper when compared to flights at the same time last year.

When to book flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (YYZ to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Best Price Found	$198
Fastest flight time	1h 55m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in the past 72 hours is $198. The best round-trip flight deal from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $412.

The fastest flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport takes 1h 55m

Direct flights go from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport every day.

Search flight deals

How far is Toronto Pearson Intl to Chicago O'Hare Intl by plane?
Chicago O'Hare Intl is 435.5 mi away from Toronto Pearson Intl. Flights usually cover this in 1h 55m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Prices for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport refresh daily.
How many operators does momondo search for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
As of October 2025, there are 5 operators available to choose from for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The necessary travel and health documents for your Chicago O'Hare 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport, the leading plane model is De Havilland (Bombardier) DHC-8-400 Dash 8Q, making up 12.17% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 11.77%, Boeing 737 MAX 8 with 10.99%, and Boeing 737-800 with 9.06%.
What is the most popular airline from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport is Air Canada (51% of total bookings). The next most popular airlines are United Airlines (25%), American Airlines (20%), and Porter Airlines (2%).

Best airlines flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom $147	Free Cancellation	Rating 7.1 10,385 reviews	Search Air Canada flights
United Airlines	PriceFrom $165	Free Cancellation	Rating 7.4 8,995 reviews	Search United Airlines flights
Porter Airlines	PriceFrom $180	Free Cancellation	Rating 8.0 384 reviews	Search Porter Airlines flights
American Airlines	PriceFrom $196	Free Cancellation	Rating 7.2 11,033 reviews	Search American Airlines flights
WestJet	PriceFrom $208	Free Cancellation	Rating 7.2 3,153 reviews	Search WestJet flights

Porter Airlines Flights From Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
Across 16 Porter Airlines flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport this week, the average price was $423, with the best Porter Airlines deals starting from $180 round-trip. 384 users have rated Porter Airlines on momondo, with an average score of 8.0/10.
United Airlines Flights From Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
The best United Airlines deal for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight tickets found on momondo in the last 72 hours was $165, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $288 round-trip. United Airlines operates 37 flights out of Toronto Pearson Intl Airport into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 8,998 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Toronto to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Chicago from Toronto which offer a flexible booking policy as well as other useful filters and features.

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

momondo provides multiple filters to help you find the best flight to Chicago from Toronto. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Chicago from Toronto 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.

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Cheap flights from Toronto Pearson Intl Airport to Chicago from $130

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Air Canada flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

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

American Airlines flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

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

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

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How to get the cheapest flight ticket from Toronto Pearson Intl Airport to Chicago O'Hare 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 Chicago O'Hare Intl Airport?

The month of May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Toronto Pearson Intl Airport averaging around $253.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest Toronto Pearson Intl to Chicago O'Hare Intl flight route?

Fly from Toronto Pearson Intl to Chicago O'Hare Intl for the best Toronto Pearson Intl - Chicago O'Hare Intl flight prices

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

What cabin class options are available on Toronto Pearson Intl to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Toronto Pearson Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight prices changed over time?

As of October 2025, prices for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights are approximately 29% cheaper when compared to flights at the same time last year.

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

American Airlines, Air Canada, and Delta are the most popular carriers operating from Toronto Pearson Intl to Chicago O'Hare Intl

What airlines fly to Chicago O'Hare Intl Airport?

How often are flights from Toronto to Chicago delayed?

Historically, on average around 9% of flights between Toronto and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 143 minutes.

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

Generally, flights departing at night 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 Toronto to Chicago 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 Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport on average per day?

As of October 2025, there are 29 flights per day flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. The most common time of day flights depart is 3:00PM, with 51% of flights taking off in the afternoon.

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

204 flights are operational weekly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport as of October 2025. The most popular departure day for this route is Fri, with 27% of flights per week taking off on this day.

When to book flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Cheap Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (YYZ to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Best Price Found

Fastest flight time

Direct flights

How far is Toronto Pearson Intl to Chicago O'Hare Intl by plane?

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

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

How old do you have to be to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

What is the most popular plane model from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

What is the most popular airline from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

Best airlines flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport with momondo

Porter Airlines Flights From Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

United Airlines Flights From Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago O'Hare 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 Chicago

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Popular flights according to clicks in the last 7 days on momondo