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

46 flights are operational daily from Toronto to Chicago O'Hare Intl Airport as of December 2025. The most popular departure time for this route is 6:00AM, with 45% of flights per day taking off at noon.

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.

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

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 6% of their flights experiencing any sort of delay.

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

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

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 according to our data. Air Canada is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 4 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

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

On average, it takes 1h 55m to fly from Toronto to Chicago O'Hare Intl Airport if you fly out of Toronto (the most popular airport in Toronto) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago O'Hare Intl Airport). If you’re flying out of Hamilton and into Chicago O'Hare Intl Airport, then the flight time is around 8h 21m.

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

322 flights are operational weekly from Toronto to Chicago O'Hare Intl Airport as of December 2025. The most popular departure day for this route is Thu, with 19% of flights per week taking off on this day.

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. Saturday has historically seen more delays on average compared to the rest of the week.

How often are flights from Toronto to Chicago delayed?

Historically, on average around 10% 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.

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

There are 4 operators available for flights from Toronto to Chicago O'Hare Intl Airport as of December 2025.

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

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

The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$118 Cheap Flights from Toronto to Chicago O'Hare Intl Airport in 2025/26

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1:14 pm - 2:14 pm

YYZ

ORD

2h 00mnonstop

9:41 am - 12:34 pm

ORD

YYZ

1h 53mnonstop

$182American Airlines

Fri, Jan 23 - Sun, Feb 1

4:50 pm - 5:48 pm

YYZ

ORD

1h 58mnonstop

8:00 am - 10:40 am

ORD

YYZ

1h 40mnonstop

$183Air Canada

Sat, Jan 31 - Sat, Feb 7

9:00 am - 10:06 am

YYZ

ORD

2h 06mnonstop

7:10 am - 9:58 am

ORD

YYZ

1h 48mnonstop

$186United Airlines

Thu, Feb 5 - Sun, Feb 8

12:15 pm - 9:03 pm

YYZ

ORD

33h 48m3 stops

7:00 am - 11:54 pm

ORD

YYZ

15h 54m1 stop

$187Multiple Airlines

Sun, Feb 1 - Wed, Feb 4

7:04 pm - 8:04 pm

YYZ

ORD

2h 00mnonstop

6:31 pm - 9:23 pm

ORD

YYZ

1h 52mnonstop

$188American Airlines

Sat, Jan 24 - Sun, Feb 1

6:00 am - 11:35 am

YYZ

ORD

6h 35m1 stop

6:00 am - 11:59 am

ORD

YYZ

4h 59m1 stop

$189American Airlines

Thu, Feb 5 - Sun, Feb 8

9:00 am - 2:55 pm

YYZ

ORD

6h 55m1 stop

8:00 am - 10:40 am

ORD

YYZ

1h 40mnonstop

$190Air Canada

Thu, Jan 29 - Thu, Feb 5

11:35 am - 12:30 pm

YYZ

ORD

1h 55mnonstop

3:37 pm - 6:20 pm

ORD

YYZ

1h 43mnonstop

$191American Airlines

Thu, Feb 5 - Sun, Feb 8

4:44 pm - 5:44 pm

YYZ

ORD

2h 00mnonstop

6:05 am - 3:50 pm

ORD

YYZ

8h 45m1 stop

$192American Airlines

Fri, Jan 30 - Fri, Feb 6

5:30 pm - 6:50 pm

YYZ

ORD

2h 20mnonstop

7:10 am - 9:58 am

ORD

YYZ

1h 48mnonstop

$193United Airlines

Thu, Feb 5 - Sun, Feb 8

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

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

American Airlines

Jan 23

YYZ1:14 pmToronto Pearson Intl

2h 00m

ORD2:14 pmChicago O'Hare Intl

Feb 1

ORD9:41 amChicago O'Hare Intl

1h 53m

YYZ12:34 pmToronto Pearson Intl

$182

Find similar

American Airlines

Jan 24

YYZ7:04 pmToronto Pearson Intl

2h 00m

ORD8:04 pmChicago O'Hare Intl

Feb 1

ORD6:31 pmChicago O'Hare Intl

1h 52m

YYZ9:23 pmToronto Pearson Intl

$188

Find similar

American Airlines

Feb 1

YYZ12:39 pmToronto Pearson Intl

8h 36m

1 stop

ORD8:15 pmChicago O'Hare Intl

Feb 8

ORD8:12 amChicago O'Hare Intl

8h 28m

1 stop

YYZ5:40 pmToronto Pearson Intl

$189

Find similar

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

Jan 31

YYZ4:50 pmToronto Pearson Intl

1h 58m

ORD5:48 pmChicago O'Hare Intl

Feb 7

ORD8:00 amChicago O'Hare Intl

1h 40m

YYZ10:40 amToronto Pearson Intl

$183

Find similar

Air Canada

Jan 31

YTZ3:30 pmToronto Island

5h 40m

1 stop

ORD8:10 pmChicago O'Hare Intl

Feb 7

ORD12:50 pmChicago O'Hare Intl

6h 05m

1 stop

YTZ7:55 pmToronto Island

$198

Find similar

Air Canada

Jan 16

YYZ6:40 pmToronto Pearson Intl

2h 00m

ORD7:40 pmChicago O'Hare Intl

Jan 18

ORD8:00 amChicago O'Hare Intl

1h 40m

YYZ10:40 amToronto Pearson Intl

$199

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

Fri 1/23

1:14 pm-2:14 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 2/1

9:41 am-12:34 pm

Nonstop1h 53m

$182

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 1/31

4:50 pm-5:48 pm

Nonstop1h 58m

Chicago O'Hare Intl

Sat 2/7

8:00 am-10:40 am

Nonstop1h 40m

$183

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 2/5

9:00 am-10:06 am

Nonstop2h 06m

Chicago O'Hare Intl

Sun 2/8

7:10 am-9:58 am

Nonstop1h 48m

$186

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 2/1

12:15 pm-9:03 pm

3 stops33h 48m

Chicago O'Hare Intl

Wed 2/4

7:00 am-11:54 pm

1 stop15h 54m

$187

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 1/24

7:04 pm-8:04 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 2/1

6:31 pm-9:23 pm

Nonstop1h 52m

$188

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 2/5

6:00 am-11:35 am

1 stop6h 35m

Chicago O'Hare Intl

Sun 2/8

6:00 am-11:59 am

1 stop4h 59m

$189

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 1/29

9:00 am-2:55 pm

1 stop6h 55m

Chicago O'Hare Intl

Thu 2/5

8:00 am-10:40 am

Nonstop1h 40m

$190

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 2/5

11:35 am-12:30 pm

Nonstop1h 55m

Chicago O'Hare Intl

Sun 2/8

3:37 pm-6:20 pm

Nonstop1h 43m

$191

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 1/30

4:44 pm-5:44 pm

Nonstop2h 00m

Chicago O'Hare Intl

Fri 2/6

6:05 am-3:50 pm

1 stop8h 45m

$192

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 2/5

5:30 pm-6:50 pm

Nonstop2h 20m

Chicago O'Hare Intl

Sun 2/8

7:10 am-9:58 am

Nonstop1h 48m

$193

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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

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 averaging around $263.

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 $458. 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $739.

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 in the evening is the least expensive time of day to depart. momondo users have found prices as low as $392 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $650. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 $291 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 $195 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?

No. A direct flight is the cheapest option for a flight between Toronto to Chicago O'Hare Intl Airport.

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

As of December 2025, prices for Toronto to Chicago O'Hare Intl Airport flights are approximately 6% cheaper 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	$262
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 $262. The best round-trip flight deal from Toronto to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $365.

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 446.6 mi between Toronto and Chicago O'Hare Intl. A reasonable flight in good conditions will take 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 updated daily.
How many operators does momondo search for flights from Toronto to Chicago O'Hare Intl Airport?
There are 4 operators available for flights from Toronto to Chicago O'Hare Intl Airport as of December 2025.
How old do you have to be to fly from Toronto to Chicago O'Hare 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 Toronto to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable 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 11.60% of the total bookings. Other popular models include Embraer 195 E2 with 11.57%, Embraer 175 (Enhanced Winglets) with 10.86%, and Boeing 737-800 with 9.33%.
What is the most popular airline from Toronto to Chicago O'Hare Intl Airport?
momondo data reveals that the most frequently booked airline on the route from Toronto to Chicago O'Hare Intl Airport is Air Canada, representing 65% of all bookings. The subsequent popular airlines are United Airlines at 21% and American Airlines at 14%.

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
Air Canada	PriceFrom $150	Free Cancellation	Rating 7.1 10,534 reviews	Search Air Canada flights
United Airlines	PriceFrom $165	Free Cancellation	Rating 7.4 9,093 reviews	Search United Airlines flights
Porter Airlines	PriceFrom $180	Free Cancellation	Rating 8.0 399 reviews	Search Porter Airlines flights
American Airlines	PriceFrom $195	Free Cancellation	Rating 7.2 11,055 reviews	Search American Airlines flights

Porter Airlines Flights From Toronto to Chicago O'Hare Intl Airport
The lowest priced Porter Airlines flight from Toronto to Chicago O'Hare Intl Airport from the last 72 hours was $180. Generally, Porter Airlines has 16 flights on this route every week with an average price of $423. Porter Airlines is rated 8.0/10 by our users.
United Airlines Flights From Toronto to Chicago O'Hare Intl Airport
The best United Airlines deal for Toronto 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 $281 round-trip. United Airlines operates 51 flights out of Toronto into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 9,093 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

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Racine

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Aurora

Elgin

Benton Harbor

Why use momondo?

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?

Yes. momondo allows you to filter the results for Toronto to Chicago flights to just show those with flexible booking policies.

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?

Yes momondo offers price alerts on flights to Chicago from Toronto. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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

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Cheap flights from Toronto to Chicago from $118

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 1/11. 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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American Airlines flights from Toronto to Chicago O'Hare Intl Airport

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

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

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.

See travel insights to Chicago from

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

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 averaging around $263.

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?

No. A direct flight is the cheapest option for a flight between Toronto to Chicago O'Hare Intl Airport.

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

As of December 2025, prices for Toronto to Chicago O'Hare Intl Airport flights are approximately 6% cheaper when compared to flights at the same time last year.

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

United Airlines, Air Canada, and WestJet are the most popular carriers operating from Toronto 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 10% 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. Saturday 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, United Airlines have had the least number of delays on this route over the last 12 months; with about 6% of their flights experiencing any sort of delay.

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

46 flights are operational daily from Toronto to Chicago O'Hare Intl Airport as of December 2025. The most popular departure time for this route is 6:00AM, with 45% of flights per day taking off at noon.

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

322 flights are operational weekly from Toronto to Chicago O'Hare Intl Airport as of December 2025. The most popular departure day for this route is Thu, with 19% of flights per week taking off 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

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