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

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

Which airlines fly to Toronto?

United Airlines, Air Canada and American Airlines are the top three most popular airlines that fly to Toronto from Chicago according to our data. United Airlines is the first choice among our users, with 51% of people opting to fly with this airline when travelling to Toronto. Keep in mind that there are 3 different airlines that fly to Toronto on a routine basis, so you have a few additional options to choose from.

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

As of December 2025, there are 59 flights per day flying from Chicago to Toronto. The most common time of day flights depart is 6:00p.m., with 35% of flights taking off at noon.

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

As of December 2025, 414 flights take off from Chicago and land in Toronto each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.

How often are flights from Chicago to Toronto delayed?

Historically, on average around 17% of flights between Chicago and Toronto have experienced a delay on any given week. The average delay length over the past 12 months has been 130 minutes.

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

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

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

According to our data, Korean Air has had the least delays on this route over the last 12 months, with about 11% of their flights experiencing any sort of delay.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

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 3 operators available for flights from Chicago to Toronto as of December 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$ 97 Cheap Flights from Chicago to Toronto in 2025/26

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$ 329 to C$ 501. The lowest price recently found on this route was C$ 253.

1 adult

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago to Toronto

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:05 a.m. - 1:47 p.m.

MDW

YTZ

1h 42mdirect

9:20 a.m. - 10:10 a.m.

YTZ

MDW

1h 50mdirect

C$ 253Porter Airlines

Mon, 26 Jan - Mon, 2 Feb

12:45 p.m. - 3:27 p.m.

MDW

YTZ

1h 42mdirect

9:20 a.m. - 10:10 a.m.

YTZ

MDW

1h 50mdirect

C$ 256Porter Airlines

Sat, 31 Jan - Thu, 5 Feb

11:00 a.m. - 1:42 p.m.

MDW

YTZ

1h 42mdirect

2:30 p.m. - 3:20 p.m.

YTZ

MDW

1h 50mdirect

C$ 259Porter Airlines

Wed, 28 Jan - Sun, 1 Feb

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

ORD

YYZ

1h 48mdirect

11:00 a.m. - 12:08 p.m.

YYZ

ORD

2h 08mdirect

C$ 274United Airlines

Thu, 5 Feb - Sat, 7 Feb

7:20 a.m. - 11:20 p.m.

ORD

YYZ

15h 00m1 stop

3:40 p.m. - 11:46 p.m.

YYZ

ORD

9h 06m1 stop

C$ 282Multiple Airlines

Wed, 21 Jan - Tue, 27 Jan

1:13 p.m. - 4:02 p.m.

ORD

YYZ

1h 49mdirect

5:30 p.m. - 6:50 p.m.

YYZ

ORD

2h 20mdirect

C$ 286Lufthansa

Thu, 5 Feb - Sun, 8 Feb

5:15 a.m. - 11:20 p.m.

ORD

YYZ

17h 05m1 stop

12:05 p.m. - 1:01 p.m.

YYZ

ORD

1h 56mdirect

C$ 289Multiple Airlines

Thu, 5 Feb - Sun, 8 Feb

10:00 a.m. - 12:40 p.m.

ORD

YYZ

1h 40mdirect

4:00 p.m. - 8:10 p.m.

YYZ

ORD

5h 10m1 stop

C$ 292Air Canada

Sat, 7 Feb - Sat, 7 Feb

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

ORD

YYZ

1h 53mdirect

9:00 p.m. - 10:05 p.m.

YYZ

ORD

2h 05mdirect

C$ 293Lufthansa

Thu, 5 Feb - Sun, 8 Feb

8:00 a.m. - 10:40 a.m.

ORD

YYZ

1h 40mdirect

9:00 a.m. - 2:55 p.m.

YYZ

ORD

6h 55m1 stop

C$ 296Air Canada

Tue, 3 Feb - Fri, 6 Feb

WestJet flights from Chicago to Toronto

Our best WestJet deals on Chicago to Toronto flight tickets

WestJet

19 Jan

MDW9:32 a.m.Chicago Midway

8h 36m

1 stop

YYZ7:08 p.m.Toronto Pearson Intl

20 Jan

YYZ6:00 a.m.Toronto Pearson Intl

3h 52m

1 stop

MDW8:52 a.m.Chicago Midway

C$ 415

Find similar

WestJet

19 Jan

MDW9:32 a.m.Chicago Midway

5h 40m

1 stop

YYZ4:12 p.m.Toronto Pearson Intl

20 Jan

YYZ6:30 p.m.Toronto Pearson Intl

16h 23m

2 stops

MDW9:53 a.m.Chicago Midway

C$ 416

Find similar

WestJet

17 Apr

MDW6:34 p.m.Chicago Midway

3h 22m

1 stop

YYZ10:56 p.m.Toronto Pearson Intl

21 Apr

YYZ6:10 a.m.Toronto Pearson Intl

3h 37m

1 stop

MDW8:47 a.m.Chicago Midway

C$ 419

Find similar

United Airlines flights from Chicago to Toronto

Our best United Airlines deals on Chicago to Toronto flight tickets

United Airlines

5 Feb

ORD7:10 a.m.Chicago O'Hare Intl

1h 48m

YYZ9:58 a.m.Toronto Pearson Intl

7 Feb

YYZ11:00 a.m.Toronto Pearson Intl

2h 08m

ORD12:08 p.m.Chicago O'Hare Intl

C$ 274

Find similar

United Airlines

8 Feb

ORD6:05 a.m.Chicago O'Hare Intl

4h 43m

1 stop

YYZ11:48 a.m.Toronto Pearson Intl

8 Feb

YYZ3:30 p.m.Toronto Pearson Intl

2h 10m

ORD4:40 p.m.Chicago O'Hare Intl

C$ 298

Find similar

United Airlines

5 Feb

ORD11:15 a.m.Chicago O'Hare Intl

1h 46m

YYZ2:01 p.m.Toronto Pearson Intl

8 Feb

YYZ9:00 p.m.Toronto Pearson Intl

2h 05m

ORD10:05 p.m.Chicago O'Hare Intl

C$ 312

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 26/1

11:05 a.m.-1:47 p.m.

Nonstop1h 42m

Toronto Island

Mon 2/2

9:20 a.m.-10:10 a.m.

Nonstop1h 50m

C$ 253

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 31/1

12:45 p.m.-3:27 p.m.

Nonstop1h 42m

Toronto Island

Thu 5/2

9:20 a.m.-10:10 a.m.

Nonstop1h 50m

C$ 256

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Wed 28/1

11:00 a.m.-1:42 p.m.

Nonstop1h 42m

Toronto Island

Sun 1/2

2:30 p.m.-3:20 p.m.

Nonstop1h 50m

C$ 259

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 5/2

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

Nonstop1h 48m

Toronto Pearson Intl

Sat 7/2

11:00 a.m.-12:08 p.m.

Nonstop2h 08m

C$ 274

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 21/1

7:20 a.m.-11:20 p.m.

1 stop15h 00m

Toronto Pearson Intl

Tue 27/1

3:40 p.m.-11:46 p.m.

1 stop9h 06m

C$ 282

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 5/2

1:13 p.m.-4:02 p.m.

Nonstop1h 49m

Toronto Pearson Intl

Sun 8/2

5:30 p.m.-6:50 p.m.

Nonstop2h 20m

C$ 286

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 5/2

5:15 a.m.-11:20 p.m.

1 stop17h 05m

Toronto Pearson Intl

Sun 8/2

12:05 p.m.-1:01 p.m.

Nonstop1h 56m

C$ 289

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 7/2

10:00 a.m.-12:40 p.m.

Nonstop1h 40m

Toronto Pearson Intl

Sat 7/2

4:00 p.m.-8:10 p.m.

1 stop5h 10m

C$ 292

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 5/2

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

Nonstop1h 53m

Toronto Pearson Intl

Sun 8/2

9:00 p.m.-10:05 p.m.

Nonstop2h 05m

C$ 293

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 3/2

8:00 a.m.-10:40 a.m.

Nonstop1h 40m

Toronto Pearson Intl

Fri 6/2

9:00 a.m.-2:55 p.m.

1 stop6h 55m

C$ 296

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

Delays

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 September is, on average, the cheapest month to fly to Toronto from Chicago, with most prices found around C$ 287. The month of July is another great option to travel to Toronto, with average flight prices from Chicago averaging around C$ 320.

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

According to our data, Saturday is the cheapest day to fly to Toronto from Chicago. The lowest ticket price found for a Saturday departure recently was C$ 335. 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$ 445. 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$ 282 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around C$ 437. 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 O'Hare Intl to Toronto Pearson Intl 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$ 402 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$ 208 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 December 2025, prices for Chicago to Toronto flights are approximately 2% more expensive 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$ 155
Fastest flight time	1h 39m
Direct flights	Every day
Airports in Toronto	3 airports

The best one-way flight to Toronto from Chicago in the past 72 hours is C$ 155. The best round-trip flight deal from Chicago to Toronto found on momondo in the last 72 hours is C$ 282.

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

Direct flights go from Chicago to Toronto every day.

There are 3 airports in Toronto. From Chicago there are direct flights to 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 3 operators available for flights from Chicago to Toronto as of December 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 17.36% of all bookings. The subsequent popular models are Embraer 175 (Enhanced Winglets) at 16.27%, Embraer 170 at 13.59%, and Embraer 175 at 8.86%.
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 80% of all bookings. The subsequent popular airlines are Air Canada at 11% and United Airlines at 9%.

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
American Airlines	PriceFrom C$ 149	Free Cancellation	Rating 7.2 11,069 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 201	Free Cancellation	Rating 7.1 10,571 reviews	Search Air Canada flights
United Airlines	PriceFrom C$ 258	Free Cancellation	Rating 7.4 9,122 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$ 258. Generally, United Airlines has 62 flights on this route every week with an average price of C$ 341. United Airlines is rated 7.4/10 by our users.
American Airlines Flights From Chicago to Toronto
Across 11,069 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Chicago to Toronto about 31 times each week, with ticket deals ranging from C$ 149 to C$ 460. Price data is based on momondo searches in the last 72 hours.

Apsley

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.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Fri 30/1

Fri 6/2

Email me momondo's favourite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Canada

Fly into one of these airports located in Toronto

Toronto Region of Waterloo Intl Airport

Toronto Island Airport

Toronto Pearson Intl Airport

Popular Cities in Canada

Flights to Vancouverfrom C$ 74

Flights to Montrealfrom C$ 58

Flights to Calgaryfrom C$ 77

Flights to Ottawafrom C$ 200

Flights to Winnipegfrom C$ 126

Flights to Halifaxfrom C$ 58

Flights to Kelownafrom C$ 85

Flights to Saskatoonfrom C$ 196

Flights to Reginafrom C$ 164

Flights to St. John'sfrom C$ 205

Flights to Québec Cityfrom C$ 316

Flights to Monctonfrom C$ 214

Cheap flights from Chicago to Toronto from C$ 115

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 24/2. 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

WestJet flights from Chicago to Toronto

Our best WestJet 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

momondo Fare Finder

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

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 September is, on average, the cheapest month to fly to Toronto from Chicago, with most prices found around C$ 287. The month of July is another great option to travel to Toronto, with average flight prices from Chicago averaging around C$ 320.

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 O'Hare Intl to Toronto Pearson Intl 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 December 2025, prices for Chicago to Toronto flights are approximately 2% more expensive when compared to flights at the same time last year.

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

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

Which airlines fly to Toronto?

How often are flights from Chicago to Toronto delayed?

Historically, on average around 17% of flights between Chicago and Toronto have experienced a delay on any given week. The average delay length over the past 12 months has been 130 minutes.

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

Generally, flights departing in the morning tend to experience fewer delays. Flights departing 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 that experiences the fewest 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 Chicago to Toronto flights?

According to our data, Korean Air has had the least delays on this route over the last 12 months, with about 11% of their flights experiencing any sort of delay.

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

As of December 2025, there are 59 flights per day flying from Chicago to Toronto. The most common time of day flights depart is 6:00p.m., with 35% of flights taking off at noon.

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

As of December 2025, 414 flights take off from Chicago and land in Toronto each week. The most common flight departure day for this route is Mon, with 15% 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

American Airlines 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.