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

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

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

The number of flights available between Toronto and Chicago O'Hare Intl Airport is 342 per week as of November 2025. The most frequent departure day is Sun, with 18% of weekly flights leaving on this day.

How long does it take to fly to Chicago O'Hare Intl Airport?

Flight times vary depending on what airport in Toronto you fly out of and what airport in Chicago O'Hare Intl Airport you fly into. For example, flying from Hamilton to Chicago O'Hare Intl Airport takes 8h 21m on average. On the other hand, flying from Toronto to Chicago O'Hare Intl Airport takes 10h 48m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo to see if there are any available for your route.

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

48 flights are operational daily from Toronto to Chicago O'Hare Intl Airport as of November 2025. The most popular departure time for this route is 3:00p.m., with 51% of flights per day taking off in the afternoon.

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 according to our data. Air Canada is the first choice among our users, with 67% 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.

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

Prices for flights from Toronto to Chicago O'Hare Intl Airport are refreshed on a daily basis.

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

There are 5 operators available for flights from Toronto to Chicago O'Hare Intl Airport as of November 2025.

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

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

The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

C$ 182 Cheap Flights from Toronto to Chicago O'Hare Intl Airport in 2025/26

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6:20 a.m. - 11:18 a.m.YYZ-ORD

5h 58m1 stop

3:55 p.m. - 6:34 p.m.ORD-YYZ

1h 39mdirect

C$ 256Air Canada

Find Deal

Sun, 14 Dec - Sun, 11 Jan

6:50 a.m. - 8:05 a.m.YYZ-ORD

2h 15mdirect

11:11 a.m. - 2:01 p.m.ORD-YYZ

1h 50mdirect

C$ 258United Airlines

Find Deal

Sat, 17 Jan - Wed, 18 Feb

6:30 p.m. - 7:30 p.m.YYZ-ORD

2h 00mdirect

2:00 p.m. - 4:39 p.m.ORD-YYZ

1h 39mdirect

C$ 259Air Canada

Find Deal

Thu, 26 Feb - Sun, 1 Mar

6:00 a.m. - 7:15 a.m.YYZ-ORD

2h 15mdirect

8:10 a.m. - 10:56 a.m.ORD-YYZ

1h 46mdirect

C$ 263American Airlines

Find Deal

Sat, 6 Dec - Sun, 7 Dec

6:00 a.m. - 7:15 a.m.YYZ-ORD

2h 15mdirect

6:05 a.m. - 11:56 a.m.ORD-YYZ

4h 51m1 stop

C$ 270American Airlines

Find Deal

Fri, 5 Dec - Sun, 7 Dec

6:50 a.m. - 7:55 a.m.YYZ-ORD

2h 05mdirect

6:28 p.m. - 9:21 p.m.ORD-YYZ

1h 53mdirect

C$ 284United Airlines

Find Deal

Sun, 23 Nov - Wed, 26 Nov

2:09 p.m. - 6:27 p.m.YYZ-ORD

5h 18m1 stop

6:45 a.m. - 11:25 a.m.ORD-YYZ

3h 40m1 stop

C$ 294Delta

Find Deal

Tue, 2 Dec - Thu, 4 Dec

6:00 a.m. - 9:40 a.m.YYZ-ORD

4h 40m1 stop

10:35 a.m. - 7:09 p.m.ORD-YYZ

7h 34m1 stop

C$ 296Delta

Find Deal

Fri, 16 Jan - Mon, 16 Feb

9:00 a.m. - 10:02 a.m.YYZ-ORD

2h 02mdirect

9:20 p.m. - 11:59 p.m.ORD-YYZ

1h 39mdirect

C$ 315Lufthansa

Find Deal

Wed, 17 Dec - Wed, 24 Dec

6:50 a.m. - 7:56 a.m.YYZ-ORD

2h 06mdirect

7:10 a.m. - 9:58 a.m.ORD-YYZ

1h 48mdirect

C$ 317Lufthansa

Find Deal

Thu, 20 Nov - Sun, 23 Nov

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

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

Air Canada

14 Dec

YYZ6:20 a.m.Toronto Pearson Intl

5h 58m

1 stop

ORD11:18 a.m.Chicago O'Hare Intl

11 Jan

ORD3:55 p.m.Chicago O'Hare Intl

1h 39m

YYZ6:34 p.m.Toronto Pearson Intl

C$ 256

Find similar

Air Canada

26 Feb

YYZ6:30 p.m.Toronto Pearson Intl

2h 00m

ORD7:30 p.m.Chicago O'Hare Intl

1 Mar

ORD2:00 p.m.Chicago O'Hare Intl

1h 39m

YYZ4:39 p.m.Toronto Pearson Intl

C$ 259

Find similar

Air Canada

17 Feb

YYZ2:15 p.m.Toronto Pearson Intl

1h 55m

ORD3:10 p.m.Chicago O'Hare Intl

18 Feb

ORD7:15 a.m.Chicago O'Hare Intl

5h 25m

1 stop

YYZ1:40 p.m.Toronto Pearson Intl

C$ 265

Find similar

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

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

United Airlines

17 Jan

YYZ6:50 a.m.Toronto Pearson Intl

2h 15m

ORD8:05 a.m.Chicago O'Hare Intl

18 Feb

ORD11:11 a.m.Chicago O'Hare Intl

1h 50m

YYZ2:01 p.m.Toronto Pearson Intl

C$ 258

Find similar

United Airlines

23 Nov

YYZ6:50 a.m.Toronto Pearson Intl

2h 05m

ORD7:55 a.m.Chicago O'Hare Intl

26 Nov

ORD6:28 p.m.Chicago O'Hare Intl

1h 53m

YYZ9:21 p.m.Toronto Pearson Intl

C$ 284

Find similar

United Airlines

27 Dec

YYZ6:50 a.m.Toronto Pearson Intl

2h 13m

ORD8:03 a.m.Chicago O'Hare Intl

7 Jan

ORD9:15 p.m.Chicago O'Hare Intl

1h 44m

YYZ11:59 p.m.Toronto Pearson Intl

C$ 289

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Toronto 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

Sun 14/12

6:20 a.m.-11:18 a.m.

1 stop5h 58m

Chicago O'Hare Intl

Sun 11/1

3:55 p.m.-6:34 p.m.

Nonstop1h 39m

C$ 256

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 17/1

6:50 a.m.-8:05 a.m.

Nonstop2h 15m

Chicago O'Hare Intl

Wed 18/2

11:11 a.m.-2:01 p.m.

Nonstop1h 50m

C$ 258

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 26/2

6:30 p.m.-7:30 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

Sun 1/3

2:00 p.m.-4:39 p.m.

Nonstop1h 39m

C$ 259

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 6/12

6:00 a.m.-7:15 a.m.

Nonstop2h 15m

Chicago O'Hare Intl

Sun 7/12

8:10 a.m.-10:56 a.m.

Nonstop1h 46m

C$ 263

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 5/12

6:00 a.m.-7:15 a.m.

Nonstop2h 15m

Chicago O'Hare Intl

Sun 7/12

6:05 a.m.-11:56 a.m.

1 stop4h 51m

C$ 270

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 23/11

6:50 a.m.-7:55 a.m.

Nonstop2h 05m

Chicago O'Hare Intl

Wed 26/11

6:28 p.m.-9:21 p.m.

Nonstop1h 53m

C$ 284

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 2/12

2:09 p.m.-6:27 p.m.

1 stop5h 18m

Chicago O'Hare Intl

Thu 4/12

6:45 a.m.-11:25 a.m.

1 stop3h 40m

C$ 294

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 16/1

6:00 a.m.-9:40 a.m.

1 stop4h 40m

Chicago O'Hare Intl

Mon 16/2

10:35 a.m.-7:09 p.m.

1 stop7h 34m

C$ 296

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 17/12

9:00 a.m.-10:02 a.m.

Nonstop2h 02m

Chicago O'Hare Intl

Wed 24/12

9:20 p.m.-11:59 p.m.

Nonstop1h 39m

C$ 315

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 20/11

6:50 a.m.-7:56 a.m.

Nonstop2h 06m

Chicago O'Hare Intl

Sun 23/11

7:10 a.m.-9:58 a.m.

Nonstop1h 48m

C$ 317

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Showing 1-10 of 20 resultsSorted by cheapest first

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

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

In general, May is the cheapest month to fly from Toronto 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$ 368. The month of November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Toronto averaging around C$ 385.

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$ 721. 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 to Chicago O'Hare Intl Airport for around C$ 1,126.

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 to Chicago O'Hare Intl Airport when you can find flight prices for as low as C$ 638. 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$ 1,110 on average. Flights to Chicago O'Hare Intl Airport from Toronto in the afternoon are generally more expensive because this time of day is more convenient for travellers’ schedules.

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

Fly from Toronto Pearson Intl to Chicago O'Hare Intl for the best Toronto - 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 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 for as low as C$ 273 on momondo.

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

There are 4 cabin classes available to choose from on Toronto 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.

Can stopping save me money on Toronto to Chicago O'Hare Intl Airport flights?

You could potentially save up to 12% on your flight if you consider stops on a Toronto to Chicago O'Hare Intl Airport flight.

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

As of November 2025, prices for Toronto to Chicago O'Hare Intl Airport flights are approximately 14% more expensive when compared to flights at the same time last year.

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

Are you open to changing your travel dates? Check out the ideal times to fly from Toronto 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 to Chicago O'Hare Intl Airport (YTO to ORD) flight deals and tips

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

Best price found	C$ 350
Fastest flight time	1h 55m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from Toronto in the past 72 hours is C$ 350. The best round-trip flight deal from Toronto to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is C$ 563.

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

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

Search flight deals

How far is Toronto to Chicago O'Hare Intl by plane?
There are 718.7 km between Toronto and Chicago O'Hare Intl. By plane, this route typically takes 1h 55m.
When did momondo last update prices for flights from Toronto to Chicago O'Hare Intl Airport?
Prices for flights from Toronto to Chicago O'Hare Intl Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Toronto to Chicago O'Hare Intl Airport?
There are 5 operators available for flights from Toronto to Chicago O'Hare Intl Airport as of November 2025.
How old do you have to be to fly from Toronto 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 to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Toronto to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Toronto 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 to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Toronto to Chicago O'Hare Intl Airport is Air Canada (65% of total bookings). The next most popular airlines are United Airlines (24%), American Airlines (5%), and WestJet (3%).

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

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

Airline	Rating	Free Cancellation	Price
Porter Airlines	PriceFrom C$ 226	Free Cancellation	Rating 8.0 384 reviews	Search Porter Airlines flights
Air Canada	PriceFrom C$ 265	Free Cancellation	Rating 7.1 10,394 reviews	Search Air Canada flights
United Airlines	PriceFrom C$ 284	Free Cancellation	Rating 7.4 8,997 reviews	Search United Airlines flights
American Airlines	PriceFrom C$ 285	Free Cancellation	Rating 7.2 11,036 reviews	Search American Airlines flights
WestJet	PriceFrom C$ 374	Free Cancellation	Rating 7.2 3,153 reviews	Search WestJet flights

Porter Airlines Flights From Toronto to Chicago O'Hare Intl Airport
Porter Airlines is one of the most popular airlines flying from Toronto to Chicago O'Hare Intl Airport, operating 31 flights/week on average for this route. A good Porter Airlines flight deal for Toronto to Chicago O'Hare Intl Airport starts from C$ 226 round-trip, up to an average price of C$ 279. Our users have rated Porter Airlines at 8.0/10.
United Airlines Flights From Toronto to Chicago O'Hare Intl Airport
United Airlines is also a popular choice for this route. United Airlines flight deals for Toronto to Chicago O'Hare Intl Airport start from as low as C$ 284 round-trip, depending on your selected dates, with average United Airlines deals seen on momondo around C$ 426. United Airlines operates 60 flights to Chicago O'Hare Intl Airport from Toronto in an average week. Users have rated it 7.4/10 across 8,997 reviews.

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Toronto to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. All flights to Chicago from Toronto on momondo can be compared and filtered by various policies on offer, including flexible booking.

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?

If you are not ready to book a flight from Toronto to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago O'Hare Intl Airport trip

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Cheap flights from Toronto to Chicago from C$ 182

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Toronto to Chicago departing on 26/11. 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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Filter for what you want

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

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

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

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

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

See travel insights to Chicago from

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

Fly from Toronto Pearson Intl to Chicago O'Hare Intl for the best Toronto - 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 to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Toronto 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.

Can stopping save me money on Toronto to Chicago O'Hare Intl Airport flights?

You could potentially save up to 12% on your flight if you consider stops on a Toronto to Chicago O'Hare Intl Airport flight.

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

As of November 2025, prices for Toronto to Chicago O'Hare Intl Airport flights are approximately 14% more expensive when compared to flights at the same time last year.

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

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

Which airlines fly to Chicago O'Hare Intl Airport?

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

48 flights are operational daily from Toronto to Chicago O'Hare Intl Airport as of November 2025. The most popular departure time for this route is 3:00p.m., with 51% of flights per day taking off in the afternoon.

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

The number of flights available between Toronto and Chicago O'Hare Intl Airport is 342 per week as of November 2025. The most frequent departure day is Sun, with 18% of weekly flights leaving on this day.

How long does it take to fly to Chicago O'Hare Intl Airport?

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

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

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

Best price found

Fastest flight time

Direct flights

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

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

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

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

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

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

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

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

United Airlines Flights From Toronto 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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Popular flights according to clicks in the last 7 days on momondo