Which 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 72% of people opting to fly with this airline when travelling 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?

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

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.

C$ 132 Cheap Flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in 2025

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

As of July 2025, there are 52 flights per day flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. The most common time of day flights depart is 1:00p.m., with 46% of flights taking off in the afternoon.

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

The number of flights available between Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport is 366 per week as of July 2025. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

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

Prices are currently low for flights on this route. Typical prices usually range from C$ 351 to C$ 497. The lowest price recently found on this route was C$ 183.

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Find the cheapest flights from Toronto Pearson Intl Airport to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

8:15 a.m. - 9:08 a.m.YYZ-ORD

1h 53mdirect

10:40 a.m. - 5:24 p.m.ORD-YYZ

5h 44m1 stop

C$ 183Air Canada

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jue., 4 sep. - dom., 7 sep.

6:15 a.m. - 9:51 a.m.YYZ-ORD

4h 36m1 stop

10:40 a.m. - 5:24 p.m.ORD-YYZ

5h 44m1 stop

C$ 187Air Canada

Find Deal

jue., 4 sep. - dom., 7 sep.

8:15 a.m. - 9:09 a.m.YYZ-ORD

1h 54mdirect

8:25 p.m. - 11:08 p.m.ORD-YYZ

1h 43mdirect

C$ 194Air Canada

Find Deal

mar., 26 ago. - mié., 3 sep.

9:00 p.m. - 10:07 p.m.YYZ-ORD

2h 07mdirect

9:12 p.m. - 11:58 p.m.ORD-YYZ

1h 46mdirect

C$ 195United Airlines

Find Deal

mié., 27 ago. - mar., 2 sep.

2:45 p.m. - 3:48 p.m.YYZ-ORD

2h 03mdirect

9:12 p.m. - 11:58 p.m.ORD-YYZ

1h 46mdirect

C$ 197United Airlines

Find Deal

jue., 4 sep. - dom., 7 sep.

6:15 a.m. - 9:51 a.m.YYZ-ORD

4h 36m1 stop

2:00 p.m. - 4:43 p.m.ORD-YYZ

1h 43mdirect

C$ 201Air Canada

Find Deal

vie., 3 oct. - dom., 5 oct.

9:00 p.m. - 10:07 p.m.YYZ-ORD

2h 07mdirect

9:12 p.m. - 11:58 p.m.ORD-YYZ

1h 46mdirect

C$ 231United Airlines

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lun., 25 ago. - mar., 2 sep.

6:29 p.m. - 7:29 p.m.YYZ-ORD

2h 00mdirect

5:22 a.m. - 2:59 p.m.ORD-YYZ

8h 37m1 stop

C$ 261American Airlines

Find Deal

lun., 6 oct. - dom., 12 oct.

6:00 a.m. - 5:34 p.m.YYZ-ORD

12h 34m1 stop

8:14 a.m. - 10:59 a.m.ORD-YYZ

1h 45mdirect

C$ 270American Airlines

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mar., 7 oct. - dom., 12 oct.

7:35 a.m. - 12:20 p.m.YYZ-ORD

5h 45m1 stop

9:48 a.m. - 5:15 p.m.ORD-YYZ

6h 27m1 stop

C$ 271American Airlines

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jue., 4 sep. - lun., 8 sep.

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

6 Oct

YYZ6:29 p.m.Toronto Pearson Intl

2h 00m

ORD7:29 p.m.Chicago O'Hare Intl

12 Oct

ORD5:22 a.m.Chicago O'Hare Intl

8h 37m

1 stop

YYZ2:59 p.m.Toronto Pearson Intl

C$ 261

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American Airlines

7 Oct

YYZ6:00 a.m.Toronto Pearson Intl

12h 34m

1 stop

ORD5:34 p.m.Chicago O'Hare Intl

12 Oct

ORD8:14 a.m.Chicago O'Hare Intl

1h 45m

YYZ10:59 a.m.Toronto Pearson Intl

C$ 270

Find similar

American Airlines

4 Sep

YYZ7:35 a.m.Toronto Pearson Intl

5h 45m

1 stop

ORD12:20 p.m.Chicago O'Hare Intl

8 Sep

ORD9:48 a.m.Chicago O'Hare Intl

6h 27m

1 stop

YYZ5:15 p.m.Toronto Pearson Intl

C$ 271

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

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

United Airlines

27 Aug

YYZ9:00 p.m.Toronto Pearson Intl

2h 07m

ORD10:07 p.m.Chicago O'Hare Intl

2 Sep

ORD9:12 p.m.Chicago O'Hare Intl

1h 46m

YYZ11:58 p.m.Toronto Pearson Intl

C$ 195

Find similar

United Airlines

4 Sep

YYZ2:45 p.m.Toronto Pearson Intl

2h 03m

ORD3:48 p.m.Chicago O'Hare Intl

7 Sep

ORD9:12 p.m.Chicago O'Hare Intl

1h 46m

YYZ11:58 p.m.Toronto Pearson Intl

C$ 197

Find similar

United Airlines

25 Aug

YYZ9:00 p.m.Toronto Pearson Intl

2h 07m

ORD10:07 p.m.Chicago O'Hare Intl

2 Sep

ORD9:12 p.m.Chicago O'Hare Intl

1h 46m

YYZ11:58 p.m.Toronto Pearson Intl

C$ 231

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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.

Fly from

Fly to

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jue. 4/9

8:15 a.m.-9:08 a.m.

Nonstop1h 53m

Chicago O'Hare Intl

dom. 7/9

10:40 a.m.-5:24 p.m.

1 stop5h 44m

C$ 183

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jue. 4/9

6:15 a.m.-9:51 a.m.

1 stop4h 36m

Chicago O'Hare Intl

dom. 7/9

10:40 a.m.-5:24 p.m.

1 stop5h 44m

C$ 187

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mar. 26/8

8:15 a.m.-9:09 a.m.

Nonstop1h 54m

Chicago O'Hare Intl

mié. 3/9

8:25 p.m.-11:08 p.m.

Nonstop1h 43m

C$ 194

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mié. 27/8

9:00 p.m.-10:07 p.m.

Nonstop2h 07m

Chicago O'Hare Intl

mar. 2/9

9:12 p.m.-11:58 p.m.

Nonstop1h 46m

C$ 195

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jue. 4/9

2:45 p.m.-3:48 p.m.

Nonstop2h 03m

Chicago O'Hare Intl

dom. 7/9

9:12 p.m.-11:58 p.m.

Nonstop1h 46m

C$ 197

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

vie. 3/10

6:15 a.m.-9:51 a.m.

1 stop4h 36m

Chicago O'Hare Intl

dom. 5/10

2:00 p.m.-4:43 p.m.

Nonstop1h 43m

C$ 201

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

lun. 25/8

9:00 p.m.-10:07 p.m.

Nonstop2h 07m

Chicago O'Hare Intl

mar. 2/9

9:12 p.m.-11:58 p.m.

Nonstop1h 46m

C$ 231

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

lun. 6/10

6:29 p.m.-7:29 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

dom. 12/10

5:22 a.m.-2:59 p.m.

1 stop8h 37m

C$ 261

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

mar. 7/10

6:00 a.m.-5:34 p.m.

1 stop12h 34m

Chicago O'Hare Intl

dom. 12/10

8:14 a.m.-10:59 a.m.

Nonstop1h 45m

C$ 270

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

jue. 4/9

7:35 a.m.-12:20 p.m.

1 stop5h 45m

Chicago O'Hare Intl

lun. 8/9

9:48 a.m.-5:15 p.m.

1 stop6h 27m

C$ 271

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

Other information

What is the typical price of a round-trip flight between Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

In general, April is the cheapest month to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 348. 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 C$ 348.

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 Friday when prices can be found for as low as C$ 785. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for around C$ 1,245.

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

In the evening is the cheapest time of day to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 606. Flying to Chicago O'Hare Intl Airport in the evening is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are C$ 1,485 on average. Flights to Chicago O'Hare Intl Airport from Toronto Pearson Intl Airport in the afternoon are generally more expensive because this time of day is more convenient for travellers’ schedules.

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 C$ 407 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 C$ 330 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 July 2025, prices for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights are approximately 35% 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	C$ 132
Fastest flight time	1h 53m
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 C$ 132. 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 C$ 183.

The fastest flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport takes 1h 53m

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

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How far is Toronto Pearson Intl to Chicago O'Hare Intl by plane?
A flight from Toronto Pearson Intl to Chicago O'Hare Intl will travel around 700.9 km. In terms of flight time, this usually takes a little over 1h 53m.
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 are updated daily.
How many operators does momondo search for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
There are 5 operators available for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport as of July 2025.
How old do you have to be to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, 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 16.64% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 14.46%, Boeing 737-800 with 14.44%, and Airbus A220-300 with 8.65%.
What is the most popular airline from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
momondo data reveals that the most frequently booked airline on the route from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport is Air Canada, representing 72% of all bookings. The subsequent popular airlines are United Airlines at 20%, American Airlines at 5%, and Porter Airlines at 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
Porter Airlines	PriceFrom C$ 228	Free Cancellation	Rating 8.0 318 reviews	Search Porter Airlines flights
Air Canada	PriceFrom C$ 270	Free Cancellation	Rating 7.1 9,837 reviews	Search Air Canada flights
American Airlines	PriceFrom C$ 288	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom C$ 290	Free Cancellation	Rating 7.4 8,896 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 421	Free Cancellation	Rating 7.2 2,975 reviews	Search WestJet flights

United Airlines Flights From Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
United Airlines flies from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport around 69 times per week, with 8,896 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in the last 72 hours was C$ 211 (round-trip), much lower than the average airfare cost of C$ 312 for United Airlines flights on this route.
American Airlines Flights From Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
Another popular option for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights is American Airlines (7.2/10, 10,000 ratings). American Airlines flies from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport around 33 times per week, with deals starting from C$ 210 round-trip and rising to an average price of around C$ 360.

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Finding the right flight to Chicago from Toronto is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Chicago from Toronto with this policy.

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Once you have performed a search for Toronto to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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Cheap flights from Toronto Pearson Intl Airport to Chicago from C$ 132

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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

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

Our best United 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 typical price of a round-trip flight between Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

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 July 2025, prices for Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flights are approximately 35% 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?

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

Which airlines fly to Chicago O'Hare Intl Airport?

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

As of July 2025, there are 52 flights per day flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. The most common time of day flights depart is 1:00p.m., with 46% 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?

The number of flights available between Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport is 366 per week as of July 2025. The most frequent departure day is Mon, with 17% of weekly flights leaving 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

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

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

Travelling 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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