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

As of August 2025, 332 flights take off from Chicago and land in Toronto each week. The most common flight departure day for this route is Mon, with 20% of weekly flights taking off on this day.

How many flights depart from Chicago to Toronto on average per day?

As of August 2025, there are 47 flights per day flying from Chicago to Toronto. The most common time of day flights depart is 8:00p.m., with 39% of flights taking off at noon.

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

Air Canada, Porter Airlines, and American Airlines are the most popular carriers operating from Chicago to Toronto

When did momondo last update prices for flights from Chicago to Toronto?

Prices for flights from Chicago to Toronto are updated daily.

How many operators does momondo search for flights from Chicago to Toronto?

There are 2 operators available for flights from Chicago to Toronto as of August 2025.

How old do you have to be to fly from Chicago to Toronto?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Toronto.

What documentation or ID do you need to fly to Toronto?

The necessary travel and health documents for your Toronto 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$ 98 Cheap Flights from Chicago to Toronto in 2025

Q: What is the typical price of a round-trip flight between Chicago and Toronto?

Prices are currently low for flights on this route. Typical prices usually range from C$ 272 to C$ 513. The lowest price recently found on this route was C$ 239.

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Find the cheapest flights from Chicago to Toronto

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

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

1h 43mdirect

2:10 p.m. - 3:04 p.m.YYZ-ORD

1h 54mdirect

C$ 239Air Canada

Find Deal

Wed, 1 Oct - Wed, 8 Oct

9:55 a.m. - 12:38 p.m.ORD-YYZ

1h 43mdirect

12:20 p.m. - 1:14 p.m.YYZ-ORD

1h 54mdirect

C$ 240Air Canada

Find Deal

Thu, 2 Oct - Sun, 5 Oct

9:55 a.m. - 12:38 p.m.ORD-YYZ

1h 43mdirect

8:20 a.m. - 9:14 a.m.YYZ-ORD

1h 54mdirect

C$ 242Air Canada

Find Deal

Thu, 2 Oct - Sun, 5 Oct

4:50 p.m. - 7:45 p.m.ORD-YYZ

1h 55mdirect

7:40 p.m. - 7:41 a.m.YYZ-ORD

13h 01m1 stop

C$ 253United Airlines

Find Deal

Fri, 7 Nov - Mon, 10 Nov

9:35 a.m. - 12:17 p.m.MDW-YTZ

1h 42mdirect

7:50 a.m. - 8:39 a.m.YTZ-MDW

1h 49mdirect

C$ 267Porter Airlines

Find Deal

Wed, 1 Oct - Wed, 8 Oct

5:00 a.m. - 11:14 a.m.ORD-YYZ

5h 14m1 stop

6:20 p.m. - 7:20 p.m.YYZ-ORD

2h 00mdirect

C$ 268American Airlines

Find Deal

Fri, 7 Nov - Sun, 9 Nov

5:20 p.m. - 8:02 p.m.MDW-YTZ

1h 42mdirect

7:50 a.m. - 8:39 a.m.YTZ-MDW

1h 49mdirect

C$ 269Porter Airlines

Find Deal

Fri, 12 Sep - Sun, 14 Sep

6:00 a.m. - 12:04 p.m.ORD-YYZ

5h 04m1 stop

5:17 p.m. - 11:48 p.m.YYZ-ORD

7h 31m1 stop

C$ 285British Airways

Find Deal

Thu, 2 Oct - Sun, 5 Oct

9:45 a.m. - 12:35 p.m.ORD-YYZ

1h 50mdirect

7:10 p.m. - 11:40 p.m.YYZ-ORD

5h 30m1 stop

C$ 287American Airlines

Find Deal

Thu, 30 Oct - Mon, 3 Nov

6:01 p.m. - 8:44 p.m.ORD-YYZ

1h 43mdirect

7:00 a.m. - 7:58 a.m.YYZ-ORD

1h 58mdirect

C$ 303United Airlines

Find Deal

Thu, 2 Oct - Sun, 5 Oct

American Airlines flights from Chicago to Toronto

Our best American Airlines deals on Chicago to Toronto flight tickets

American Airlines

7 Nov

ORD5:00 a.m.Chicago O'Hare Intl

5h 14m

1 stop

YYZ11:14 a.m.Toronto Pearson Intl

9 Nov

YYZ6:20 p.m.Toronto Pearson Intl

2h 00m

ORD7:20 p.m.Chicago O'Hare Intl

C$ 268

Find similar

American Airlines

30 Oct

ORD9:45 a.m.Chicago O'Hare Intl

1h 50m

YYZ12:35 p.m.Toronto Pearson Intl

3 Nov

YYZ7:10 p.m.Toronto Pearson Intl

5h 30m

1 stop

ORD11:40 p.m.Chicago O'Hare Intl

C$ 287

Find similar

American Airlines

7 Nov

ORD5:00 a.m.Chicago O'Hare Intl

5h 14m

1 stop

YYZ11:14 a.m.Toronto Pearson Intl

10 Nov

YYZ7:10 p.m.Toronto Pearson Intl

5h 30m

1 stop

ORD11:40 p.m.Chicago O'Hare Intl

C$ 290

Find similar

United Airlines flights from Chicago to Toronto

Our best United Airlines deals on Chicago to Toronto flight tickets

United Airlines

7 Nov

ORD4:50 p.m.Chicago O'Hare Intl

1h 55m

YYZ7:45 p.m.Toronto Pearson Intl

10 Nov

YYZ7:40 p.m.Toronto Pearson Intl

13h 01m

1 stop

ORD7:41 a.m.Chicago O'Hare Intl

C$ 253

Find similar

United Airlines

2 Oct

ORD6:01 p.m.Chicago O'Hare Intl

1h 43m

YYZ8:44 p.m.Toronto Pearson Intl

5 Oct

YYZ7:00 a.m.Toronto Pearson Intl

1h 58m

ORD7:58 a.m.Chicago O'Hare Intl

C$ 303

Find similar

United Airlines

20 Sep

ORD6:00 a.m.Chicago O'Hare Intl

6h 47m

1 stop

YYZ1:47 p.m.Toronto Pearson Intl

26 Sep

YYZ7:00 a.m.Toronto Pearson Intl

1h 58m

ORD7:58 a.m.Chicago O'Hare Intl

C$ 314

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 1/10

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

Nonstop1h 43m

Toronto Pearson Intl

Wed 8/10

2:10 p.m.-3:04 p.m.

Nonstop1h 54m

C$ 239

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/10

9:55 a.m.-12:38 p.m.

Nonstop1h 43m

Toronto Pearson Intl

Sun 5/10

12:20 p.m.-1:14 p.m.

Nonstop1h 54m

C$ 240

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/10

9:55 a.m.-12:38 p.m.

Nonstop1h 43m

Toronto Pearson Intl

Sun 5/10

8:20 a.m.-9:14 a.m.

Nonstop1h 54m

C$ 242

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 7/11

4:50 p.m.-7:45 p.m.

Nonstop1h 55m

Toronto Pearson Intl

Mon 10/11

7:40 p.m.-7:41 a.m.

1 stop13h 01m

C$ 253

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 1/10

9:35 a.m.-12:17 p.m.

Nonstop1h 42m

Toronto Island

Wed 8/10

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 267

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 7/11

5:00 a.m.-11:14 a.m.

1 stop5h 14m

Toronto Pearson Intl

Sun 9/11

6:20 p.m.-7:20 p.m.

Nonstop2h 00m

C$ 268

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 12/9

5:20 p.m.-8:02 p.m.

Nonstop1h 42m

Toronto Island

Sun 14/9

7:50 a.m.-8:39 a.m.

Nonstop1h 49m

C$ 269

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/10

6:00 a.m.-12:04 p.m.

1 stop5h 04m

Toronto Pearson Intl

Sun 5/10

5:17 p.m.-11:48 p.m.

1 stop7h 31m

C$ 285

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 30/10

9:45 a.m.-12:35 p.m.

Nonstop1h 50m

Toronto Pearson Intl

Mon 3/11

7:10 p.m.-11:40 p.m.

1 stop5h 30m

C$ 287

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/10

6:01 p.m.-8:44 p.m.

Nonstop1h 43m

Toronto Pearson Intl

Sun 5/10

7:00 a.m.-7:58 a.m.

Nonstop1h 58m

C$ 303

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Toronto

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 Chicago and Toronto?

What is the cheapest month to fly to Toronto?

The month of July is, on average, the cheapest month to fly to Toronto from Chicago, with most prices found around C$ 323. The month of June is another great option to travel to Toronto, with average flight prices from Chicago averaging around C$ 361.

What is the cheapest day to depart on your flight to Toronto?

According to our data, Tuesday is the cheapest day to fly to Toronto from Chicago. The lowest ticket price found for a Tuesday departure recently was C$ 363. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Chicago to Toronto on a Monday will generally be more expensive and average around C$ 483. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Toronto?

Flying to Toronto from Chicago in the evening is the least expensive time of day to depart. momondo users have found prices as low as C$ 316 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around C$ 462. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago to Toronto flight route?

Fly from Chicago Midway to Toronto Island for the best Chicago - Toronto flight prices

How far in advance should I book a flight to Toronto?

You are more likely to see cheaper flights to Toronto from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Toronto for around C$ 421 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Toronto from Chicago for as low as C$ 229 on momondo.

What cabin class options are available on Chicago to Toronto flights?

There are 3 cabin classes available to choose from on Chicago to Toronto flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Toronto flights?

No. A direct flight is the cheapest option for a flight between Chicago to Toronto.

How have Chicago to Toronto flight prices changed over time?

As of August 2025, prices for Chicago to Toronto flights are approximately 44% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Toronto

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

Estimated round-trip price

Cheap Chicago to Toronto (CHI to YTO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Toronto

Best price found	C$ 98
Fastest flight time	1h 39m
Direct flights	Every day
Airports in Toronto	2 airports

The best one-way flight to Toronto from Chicago in the past 72 hours is C$ 98. The best round-trip flight deal from Chicago to Toronto found on momondo in the last 72 hours is C$ 239.

The fastest flight from Chicago to Toronto takes 1h 39m

Direct flights go from Chicago to Toronto every day.

There are 2 airports near Toronto: Toronto Pearson Intl (YYZ), Toronto Island (YTZ)

Search flight deals

How far is Chicago to Toronto by plane?
Chicago and Toronto are 700.6 km apart from one another. Flights usually cover this in 1h 39m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago to Toronto?
Prices for flights from Chicago to Toronto are updated daily.
How many operators does momondo search for flights from Chicago to Toronto?
There are 2 operators available for flights from Chicago to Toronto as of August 2025.
How old do you have to be to fly from Chicago to Toronto?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Toronto.
What documentation or ID do you need to fly to Toronto?
The necessary travel and health documents for your Toronto 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 Chicago to Toronto?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Toronto is De Havilland (Bombardier) DHC-8-400 Dash 8Q, representing 20.45% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 18.42%, Embraer 175 at 13.04%, and Boeing 737-800 at 7.98%.
What is the most popular airline from Chicago to Toronto?
momondo data reveals that the most frequently booked airline on the route from Chicago to Toronto is Porter Airlines, representing 77% of all bookings. The subsequent popular airlines are Air Canada at 15% and United Airlines at 8%.

Best airlines flying from Chicago to Toronto

Compare and see reviews for airlines that fly from Chicago to Toronto with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom C$ 203	Free Cancellation	Rating 7.1 9,992 reviews		Search Air Canada flights
United Airlines	PriceFrom C$ 260	Free Cancellation	Rating 7.4 8,925 reviews		Search United Airlines flights

United Airlines Flights From Chicago to Toronto
The lowest priced United Airlines flight from Chicago to Toronto from the last 72 hours was C$ 188. Generally, United Airlines has 53 flights on this route every week with an average price of C$ 264. United Airlines is rated 7.4/10 by our users.
Air Canada Flights From Chicago to Toronto
Across 9,992 Air Canada reviews on momondo, the average score is 7.1/10. Air Canada flies from Chicago to Toronto about 55 times each week, with ticket deals ranging from C$ 147 to C$ 297. Price data is based on momondo searches in the last 72 hours.

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Why use momondo?

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

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

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

All flight searches from Chicago to Toronto on momondo can be filtered to show those which offer flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Toronto.

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

Price alerts on flights to Toronto from Chicago 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.

An easier way to manage your Toronto 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.

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Cheap flights from Chicago to Toronto from C$ 98

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Toronto departing on 1/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago to Toronto

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

American Airlines flights from Chicago to Toronto

Our best American Airlines deals on Chicago to Toronto flight tickets

United Airlines flights from Chicago to Toronto

Our best United Airlines deals on Chicago to Toronto flight tickets

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

See travel insights to Toronto from

How to get the cheapest flight ticket from Chicago to Toronto

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 Chicago and Toronto?

What is the cheapest month to fly to Toronto?

The month of July is, on average, the cheapest month to fly to Toronto from Chicago, with most prices found around C$ 323. The month of June is another great option to travel to Toronto, with average flight prices from Chicago averaging around C$ 361.

What is the cheapest day to depart on your flight to Toronto?

What is the cheapest time of day to depart on your flight to Toronto?

What is the cheapest Chicago to Toronto flight route?

Fly from Chicago Midway to Toronto Island for the best Chicago - Toronto flight prices

How far in advance should I book a flight to Toronto?

What cabin class options are available on Chicago to Toronto flights?

There are 3 cabin classes available to choose from on Chicago to Toronto flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Toronto flights?

No. A direct flight is the cheapest option for a flight between Chicago to Toronto.

How have Chicago to Toronto flight prices changed over time?

As of August 2025, prices for Chicago to Toronto flights are approximately 44% cheaper when compared to flights at the same time last year.

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

Air Canada, Porter Airlines, and American Airlines are the most popular carriers operating from Chicago to Toronto

How many flights depart from Chicago to Toronto on average per day?

As of August 2025, there are 47 flights per day flying from Chicago to Toronto. The most common time of day flights depart is 8:00p.m., with 39% of flights taking off at noon.

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

As of August 2025, 332 flights take off from Chicago and land in Toronto each week. The most common flight departure day for this route is Mon, with 20% of weekly flights taking off on this day.

When to book flights from Chicago to Toronto

Cheap Chicago to Toronto (CHI to YTO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Toronto

Best price found

Fastest flight time

Direct flights

Airports in Toronto

How far is Chicago to Toronto by plane?

When did momondo last update prices for flights from Chicago to Toronto?

How many operators does momondo search for flights from Chicago to Toronto?

How old do you have to be to fly from Chicago to Toronto?

What documentation or ID do you need to fly to Toronto?

What is the most popular plane model from Chicago to Toronto?

What is the most popular airline from Chicago to Toronto?

Best airlines flying from Chicago to Toronto

Compare and see reviews for airlines that fly from Chicago to Toronto with momondo

United Airlines Flights From Chicago to Toronto

Air Canada Flights From Chicago to Toronto

Travelling to a place near Toronto?

Why use momondo?

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

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

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

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

An easier way to manage your Toronto 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 Canada

Fly into one of these airports located in Toronto

Airports listed have a maximum distance of 83.6 km from Toronto