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

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

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

The number of flights available between Chicago and Toronto is 59 per day as of October 2025. The most frequent departure time is 6:00PM, with 40% of daily flights leaving at noon.

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

414 flights are operational weekly from Chicago to Toronto as of October 2025. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.

What airlines fly to Toronto?

Air Canada, United Airlines and American Airlines are the top three most popular airlines that fly to Toronto from Chicago according to our data. Air Canada is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Toronto. Keep in mind that there are 4 different airlines that fly to Toronto on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Chicago to Toronto refresh daily.

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

There are 4 operators available for flights from Chicago to Toronto as of October 2025.

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

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 Chicago to Toronto.

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

The travel and health documents required for your trip to Toronto can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Toronto. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$86 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 $199 to $396. The lowest price recently found on this route was $178.

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:16 pm - 9:21 pmORD-YYZ

2h 05mnonstop

9:00 pm - 10:05 pmYYZ-ORD

2h 05mnonstop

$178United Airlines

Find Deal

Thu, Jan 1 - Sat, Jan 10

8:15 pm - 10:54 pmORD-YYZ

1h 39mnonstop

2:15 pm - 3:10 pmYYZ-ORD

1h 55mnonstop

$187Air Canada

Find Deal

Sun, Jan 4 - Wed, Jan 7

8:12 am - 5:40 pmORD-YYZ

8h 28m1 stop

4:44 pm - 5:44 pmYYZ-ORD

2h 00mnonstop

$194American Airlines

Find Deal

Fri, Feb 6 - Mon, Feb 9

7:15 am - 1:40 pmORD-YYZ

5h 25m1 stop

12:05 pm - 1:01 pmYYZ-ORD

1h 56mnonstop

$207Air Canada

Find Deal

Mon, Feb 2 - Mon, Feb 9

8:12 am - 3:50 pmORD-YYZ

6h 38m1 stop

12:30 pm - 4:46 pmYYZ-ORD

5h 16m1 stop

$209American Airlines

Find Deal

Fri, Feb 6 - Mon, Feb 9

12:45 pm - 3:27 pmMDW-YTZ

1h 42mnonstop

2:30 pm - 3:20 pmYTZ-MDW

1h 50mnonstop

$216Porter Airlines

Find Deal

Sat, Mar 28 - Fri, Apr 3

11:00 am - 1:42 pmMDW-YTZ

1h 42mnonstop

2:30 pm - 3:20 pmYTZ-MDW

1h 50mnonstop

$218Porter Airlines

Find Deal

Fri, Mar 27 - Fri, Apr 3

6:16 pm - 9:21 pmORD-YYZ

2h 05mnonstop

9:00 pm - 10:05 pmYYZ-ORD

2h 05mnonstop

$225United Airlines

Find Deal

Mon, Dec 29 - Sat, Jan 3

11:00 am - 1:42 pmMDW-YTZ

1h 42mnonstop

2:30 pm - 3:20 pmYTZ-MDW

1h 50mnonstop

$274Air Transat

Find Deal

Tue, Dec 23 - Sat, Jan 3

4:15 pm - 6:57 pmMDW-YTZ

1h 42mnonstop

9:15 am - 10:05 amYTZ-MDW

1h 50mnonstop

$312Air Transat

Find Deal

Fri, Oct 31 - Sun, Nov 2

United Airlines flights from Chicago to Toronto

Our best United Airlines deals on Chicago to Toronto flight tickets

United Airlines

Jan 1

ORD6:16 pmChicago O'Hare Intl

2h 05m

YYZ9:21 pmToronto Pearson Intl

Jan 10

YYZ9:00 pmToronto Pearson Intl

2h 05m

ORD10:05 pmChicago O'Hare Intl

$178

Find similar

United Airlines

Dec 29

ORD6:16 pmChicago O'Hare Intl

2h 05m

YYZ9:21 pmToronto Pearson Intl

Jan 3

YYZ9:00 pmToronto Pearson Intl

2h 05m

ORD10:05 pmChicago O'Hare Intl

$225

Find similar

United Airlines

Jan 1

ORD7:10 amChicago O'Hare Intl

1h 48m

YYZ9:58 amToronto Pearson Intl

Jan 10

YYZ10:00 amToronto Pearson Intl

5h 25m

1 stop

ORD2:25 pmChicago O'Hare Intl

$241

Find similar

Air Canada flights from Chicago to Toronto

Our best Air Canada deals on Chicago to Toronto flight tickets

Air Canada

Jan 4

ORD8:15 pmChicago O'Hare Intl

1h 39m

YYZ10:54 pmToronto Pearson Intl

Jan 7

YYZ2:15 pmToronto Pearson Intl

1h 55m

ORD3:10 pmChicago O'Hare Intl

$187

Find similar

Air Canada

Feb 2

ORD7:15 amChicago O'Hare Intl

5h 25m

1 stop

YYZ1:40 pmToronto Pearson Intl

Feb 9

YYZ12:05 pmToronto Pearson Intl

1h 56m

ORD1:01 pmChicago O'Hare Intl

$207

Find similar

Air Canada

Nov 6

ORD2:00 pmChicago O'Hare Intl

1h 39m

YYZ4:39 pmToronto Pearson Intl

Nov 9

YYZ6:30 pmToronto Pearson Intl

2h 00m

ORD7:30 pmChicago O'Hare Intl

$247

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 1/1

6:16 pm-9:21 pm

Nonstop2h 05m

Toronto Pearson Intl

Sat 1/10

9:00 pm-10:05 pm

Nonstop2h 05m

$178

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 1/4

8:15 pm-10:54 pm

Nonstop1h 39m

Toronto Pearson Intl

Wed 1/7

2:15 pm-3:10 pm

Nonstop1h 55m

$187

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 2/6

8:12 am-5:40 pm

1 stop8h 28m

Toronto Pearson Intl

Mon 2/9

4:44 pm-5:44 pm

Nonstop2h 00m

$194

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 2/2

7:15 am-1:40 pm

1 stop5h 25m

Toronto Pearson Intl

Mon 2/9

12:05 pm-1:01 pm

Nonstop1h 56m

$207

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 2/6

8:12 am-3:50 pm

1 stop6h 38m

Toronto Pearson Intl

Mon 2/9

12:30 pm-4:46 pm

1 stop5h 16m

$209

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 3/28

12:45 pm-3:27 pm

Nonstop1h 42m

Toronto Island

Fri 4/3

2:30 pm-3:20 pm

Nonstop1h 50m

$216

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 3/27

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Fri 4/3

2:30 pm-3:20 pm

Nonstop1h 50m

$218

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 12/29

6:16 pm-9:21 pm

Nonstop2h 05m

Toronto Pearson Intl

Sat 1/3

9:00 pm-10:05 pm

Nonstop2h 05m

$225

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Tue 12/23

11:00 am-1:42 pm

Nonstop1h 42m

Toronto Island

Sat 1/3

2:30 pm-3:20 pm

Nonstop1h 50m

$274

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Fri 10/31

4:15 pm-6:57 pm

Nonstop1h 42m

Toronto Island

Sun 11/2

9:15 am-10:05 am

Nonstop1h 50m

$312

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 September is, on average, the cheapest month to fly to Toronto from Chicago, with most prices found around $209. If you are unable to visit Toronto during the month of September, then departing from Chicago during the month July is also very affordable. Most momondo users find prices during this month for around $234.

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

On average, the least expensive day to fly to Toronto from Chicago is on a Friday. momondo users have found tickets for Friday departures for as low as $478. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Toronto is Sunday, with ticket prices averaging around $695.

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

In the morning is the cheapest time of day to fly from Chicago to Toronto when you can find flight prices for as low as $467. Flying to Toronto in the morning is an ideal time because this is during off-peak travel hours. Flights to Toronto are more costly in the afternoon, with an average ticket price of $710. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

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 $308 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 $166 on momondo.

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

There are 4 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 October 2025, prices for Chicago to Toronto flights are approximately 45% 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	$89
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 $89. The best round-trip flight deal from Chicago to Toronto found on momondo in the last 72 hours is $222.

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?
A flight from Chicago to Toronto will travel around 435.3 mi. Typically, this will take 1h 39m by plane in normal conditions.
When did momondo last update prices for flights from Chicago to Toronto?
Prices for flights from Chicago to Toronto refresh daily.
How many operators does momondo search for flights from Chicago to Toronto?
There are 4 operators available for flights from Chicago to Toronto as of October 2025.
How old do you have to be to fly from Chicago to Toronto?
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 Chicago to Toronto.
What documentation or ID do you need to fly to Toronto?
The travel and health documents required for your trip to Toronto can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Toronto. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Toronto?
Based on momondo bookings for flights between Chicago and Toronto, the leading plane model is Embraer 175 (Enhanced Winglets), making up 18.47% of the total bookings. Other popular models include De Havilland (Bombardier) DHC-8-400 Dash 8Q with 18.34%, Embraer 175 with 13.72%, and Boeing 737-800 with 7.36%.
What is the most popular airline from Chicago to Toronto?
Based on momondo bookings for flights between Chicago and Toronto, the leading airline is Porter Airlines, making up 52% of the total bookings. Other popular airlines include United Airlines with 18%, Air Canada with 17%, and American Airlines with 10%.

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 $118	Free Cancellation	Rating 7.1 10,245 reviews	Search Air Canada flights
United Airlines	PriceFrom $145	Free Cancellation	Rating 7.4 8,957 reviews	Search United Airlines flights
Porter Airlines	PriceFrom $185	Free Cancellation	Rating 8.0 375 reviews	Search Porter Airlines flights
American Airlines	PriceFrom $230	Free Cancellation	Rating 7.2 11,040 reviews	Search American Airlines flights

Porter Airlines Flights From Chicago to Toronto
Across 20 Porter Airlines flights from Chicago to Toronto this week, the average price was $240, with the best Porter Airlines deals starting from $185 round-trip. 375 users have rated Porter Airlines on momondo, with an average score of 8.0/10.
United Airlines Flights From Chicago to Toronto
$145 is the best United Airlines flight deal from Chicago to Toronto found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $310, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,957 user reviews) flies into Toronto from Chicago 78 times in an average week so prices can vary.

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Toronto from Chicago.

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

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

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Toronto from Chicago.

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

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