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Cheap flights from Chicago to Toronto from C$ 119

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 15/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Toronto

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
8:00 a.m. - 10:40 a.m.
ORD
-
YYZ
1h 40mdirect
Air Canada Logo
12:05 p.m. - 1:01 p.m.
YYZ
-
ORD
1h 56mdirect
C$ 263Air Canada
Thu, 19 Feb - Sun, 22 Feb
Air Canada Logo
8:40 p.m. - 11:19 p.m.
ORD
-
YYZ
1h 39mdirect
Air Canada Logo
4:50 p.m. - 5:48 p.m.
YYZ
-
ORD
1h 58mdirect
C$ 264Air Canada
Thu, 12 Feb - Sun, 15 Feb
Air Canada Logo
8:40 p.m. - 11:19 p.m.
ORD
-
YYZ
1h 39mdirect
Air Canada Logo
4:50 p.m. - 5:48 p.m.
YYZ
-
ORD
1h 58mdirect
C$ 265Air Canada
Sat, 14 Feb - Mon, 16 Feb
Multiple Airlines Logo
7:00 a.m. - 11:20 p.m.
ORD
-
YYZ
15h 20m
1 stop
Multiple Airlines Logo
7:00 a.m. - 11:22 a.m.
YYZ
-
ORD
29h 22m
1 stop
C$ 299Multiple Airlines
Wed, 4 Mar - Mon, 9 Mar
Multiple Airlines Logo
3:50 p.m. - 2:20 p.m.
ORD
-
YYZ
21h 30m
1 stop
Multiple Airlines Logo
7:00 a.m. - 11:22 a.m.
YYZ
-
ORD
29h 22m
1 stop
C$ 301Multiple Airlines
Mon, 2 Mar - Mon, 9 Mar
United Airlines Logo
11:11 a.m. - 2:01 p.m.
ORD
-
YYZ
1h 50mdirect
United Airlines Logo
8:45 a.m. - 9:50 a.m.
YYZ
-
ORD
2h 05mdirect
C$ 310United Airlines
Sat, 14 Feb - Sun, 15 Feb
Delta Logo
1:29 p.m. - 7:09 p.m.
MDW
-
YYZ
4h 40m
1 stop
Delta Logo
12:11 p.m. - 5:37 p.m.
YYZ
-
MDW
6h 26m
1 stop
C$ 344Delta
Sat, 14 Feb - Mon, 2 Mar
Delta Logo
9:50 a.m. - 3:59 p.m.
MDW
-
YYZ
5h 09m
1 stop
Delta Logo
12:11 p.m. - 5:37 p.m.
YYZ
-
MDW
6h 26m
1 stop
C$ 357Delta
Thu, 19 Feb - Mon, 23 Feb
WestJet Logo
6:34 p.m. - 10:39 p.m.
MDW
-
YYZ
3h 05m
1 stop
WestJet Logo
10:05 a.m. - 12:29 p.m.
YYZ
-
MDW
3h 24m
1 stop
C$ 442WestJet
Wed, 11 Mar - Fri, 20 Mar
WestJet Logo
6:20 p.m. - 10:40 p.m.
MDW
-
YYZ
3h 20m
1 stop
WestJet Logo
6:15 a.m. - 8:54 a.m.
YYZ
-
MDW
3h 39m
1 stop
C$ 445WestJet
Tue, 24 Feb - Wed, 25 Feb

Air Canada flights from Chicago to Toronto Pearson Intl Airport

Our best Air Canada deals on Chicago to Toronto Pearson Intl Airport flight tickets
Air Canada
19 Feb
ORD8:00 a.m.Chicago O'Hare Intl
1h 40m
YYZ10:40 a.m.Toronto Pearson Intl
23 Feb
YYZ8:15 a.m.Toronto Pearson Intl
1h 58m
ORD9:13 a.m.Chicago O'Hare Intl
C$ 263
Air Canada
19 Feb
ORD10:00 a.m.Chicago O'Hare Intl
1h 40m
YYZ12:40 p.m.Toronto Pearson Intl
23 Feb
YYZ2:15 p.m.Toronto Pearson Intl
1h 55m
ORD3:10 p.m.Chicago O'Hare Intl
C$ 264
Air Canada
14 Feb
ORD8:40 p.m.Chicago O'Hare Intl
1h 39m
YYZ11:19 p.m.Toronto Pearson Intl
16 Feb
YYZ4:50 p.m.Toronto Pearson Intl
1h 58m
ORD5:48 p.m.Chicago O'Hare Intl
C$ 265

United Airlines flights from Chicago to Toronto Pearson Intl Airport

Our best United Airlines deals on Chicago to Toronto Pearson Intl Airport flight tickets
United Airlines
14 Feb
ORD11:11 a.m.Chicago O'Hare Intl
1h 50m
YYZ2:01 p.m.Toronto Pearson Intl
28 Feb
YYZ3:30 p.m.Toronto Pearson Intl
2h 09m
ORD4:39 p.m.Chicago O'Hare Intl
C$ 310
United Airlines
27 Feb
ORD6:00 a.m.Chicago O'Hare Intl
4h 48m
1 stop
YYZ11:48 a.m.Toronto Pearson Intl
27 Feb
YYZ3:30 p.m.Toronto Pearson Intl
2h 09m
ORD4:39 p.m.Chicago O'Hare Intl
C$ 335
United Airlines
14 Feb
ORD1:12 p.m.Chicago O'Hare Intl
1h 50m
YYZ4:02 p.m.Toronto Pearson Intl
14 Feb
YYZ7:40 p.m.Toronto Pearson Intl
5h 03m
1 stop
ORD11:43 p.m.Chicago O'Hare Intl
C$ 342

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Toronto Pearson Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 21 January 2026.
Use the filters below to find and compare flights from Chicago to Toronto Pearson Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 19/2

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

Nonstop1h 40m

Toronto Pearson Intl

Sun 22/2

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

Nonstop1h 56m

C$ 263

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 12/2

8:40 p.m.-11:19 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Sun 15/2

4:50 p.m.-5:48 p.m.

Nonstop1h 58m

C$ 264

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 14/2

8:40 p.m.-11:19 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Mon 16/2

4:50 p.m.-5:48 p.m.

Nonstop1h 58m

C$ 265

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 4/3

7:00 a.m.-11:20 p.m.

1 stop15h 20m

Toronto Pearson Intl

Mon 9/3

7:00 a.m.-11:22 a.m.

1 stop29h 22m

C$ 299

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Mon 2/3

3:50 p.m.-2:20 p.m.

1 stop21h 30m

Toronto Pearson Intl

Mon 9/3

7:00 a.m.-11:22 a.m.

1 stop29h 22m

C$ 301

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 14/2

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

Nonstop1h 50m

Toronto Pearson Intl

Sun 15/2

8:45 a.m.-9:50 a.m.

Nonstop2h 05m

C$ 310

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 14/2

1:29 p.m.-7:09 p.m.

1 stop4h 40m

Toronto Pearson Intl

Mon 2/3

12:11 p.m.-5:37 p.m.

1 stop6h 26m

C$ 344

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 19/2

9:50 a.m.-3:59 p.m.

1 stop5h 09m

Toronto Pearson Intl

Mon 23/2

12:11 p.m.-5:37 p.m.

1 stop6h 26m

C$ 357

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 11/3

6:34 p.m.-10:39 p.m.

1 stop3h 05m

Toronto Pearson Intl

Fri 20/3

10:05 a.m.-12:29 p.m.

1 stop3h 24m

C$ 442

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 24/2

6:20 p.m.-10:40 p.m.

1 stop3h 20m

Toronto Pearson Intl

Wed 25/2

6:15 a.m.-8:54 a.m.

1 stop3h 39m

C$ 445

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago to Toronto Pearson 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 Chicago and Toronto Pearson Intl Airport?

What is the cheapest month to fly to Toronto Pearson Intl Airport?

If you aren’t able to travel during the month of June, then book flights to Toronto Pearson Intl Airport from Chicago during November instead. Flights to Toronto Pearson Intl Airport in November, while not as cheap as those in June, still average around C$ 336.

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

Our data shows that Thursday is the least expensive day to fly to Toronto Pearson Intl Airport. Tickets to fly out on this day can be as low as C$ 328. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Toronto Pearson Intl Airport for around C$ 485.

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

Our data shows that the cheapest Chicago to Toronto Pearson Intl Airport flights are usually those with departure times in the evening. Our users have found flights to Toronto Pearson Intl Airport in the evening for as low as C$ 285. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 465 on average. Flights to Toronto Pearson Intl Airport from Chicago in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Chicago to Toronto Pearson Intl flight route?

Fly from Chicago O'Hare Intl to Toronto Pearson Intl for the best Chicago - Toronto Pearson Intl flight prices

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

You are more likely to see cheaper flights to Toronto Pearson Intl Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Toronto Pearson Intl Airport for around C$ 401 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Toronto Pearson Intl Airport from Chicago for as low as C$ 210 on momondo.

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

There are 3 cabin classes available to choose from on Chicago to Toronto Pearson 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 Chicago to Toronto Pearson Intl Airport flights?

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

How have Chicago to Toronto Pearson Intl Airport flight prices changed over time?

As of January 2026, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 8% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Toronto Pearson Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Toronto Pearson Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Toronto Pearson Intl Airport (CHI to YYZ) flight deals and tips

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

Best price found

C$ 181

Fastest flight time

1h 39m

Direct flights

Every day
The best one-way flight to Toronto Pearson Intl Airport from Chicago in the past 72 hours is C$ 181. The best round-trip flight deal from Chicago to Toronto Pearson Intl Airport found on momondo in the last 72 hours is C$ 314.
The fastest flight from Chicago to Toronto Pearson Intl Airport takes 1h 39m
Direct flights go from Chicago to Toronto Pearson Intl Airport every day.
Search flight deals

  • How far is Chicago to Toronto Pearson Intl by plane?

    Toronto Pearson Intl is 683.0 km away from Chicago. In terms of flight time, this usually takes a little over 1h 39m.

  • When did momondo last update prices for flights from Chicago to Toronto Pearson Intl Airport?

    Prices for flights from Chicago to Toronto Pearson Intl Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Toronto Pearson Intl Airport?

  • How old do you have to be to fly from Chicago to Toronto Pearson Intl Airport?

    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 Pearson Intl Airport.

  • What documentation or ID do you need to fly to Toronto Pearson Intl Airport?

    The necessary travel and health documents for your Toronto Pearson Intl Airport 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 Pearson Intl Airport?

  • What is the most popular airline from Chicago to Toronto Pearson Intl Airport?

Best airlines flying from Chicago to Toronto Pearson Intl Airport

Compare and see reviews for airlines that fly from Chicago to Toronto Pearson Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 168Free CancellationRating
7.1
10,644 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 210Free CancellationRating
7.4
9,188 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago to Toronto Pearson Intl Airport

    United Airlines operates around 71 flights from Chicago to Toronto Pearson Intl Airport every week. The average price of these flights found in the last 72 hours has been C$ 341, but momondo users have found United Airlines deals from Chicago to Toronto Pearson Intl Airport from as low as C$ 210 round-trip. United Airlines has been scored 7.4/10 in 9,188 reviews.

  • Air Canada Flights From Chicago to Toronto Pearson Intl Airport

    Another popular option for Chicago to Toronto Pearson Intl Airport flights is Air Canada (7.1/10, 10,644 ratings). Air Canada flies from Chicago to Toronto Pearson Intl Airport around 72 times per week, with deals starting from C$ 168 round-trip and rising to an average price of around C$ 355.

Travelling to a place near Toronto?

Book flights to Toronto if you plan to visit one of these locations
Niagara Falls
Mississauga
Brampton
Collingwood
Oshawa
Guelph
Markham
Muskoka
Vaughan
Barrie
Kitchener
Niagara-on-the-Lake
Orillia
Burlington
Brantford
Cambridge
Peterborough
Pickering
Oakville
Waterloo

Why use momondo?

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

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

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

momondo does allow users to show only those flights to Toronto from Chicago which offer a flexible booking policy as well as other useful filters and features.

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?

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 Pearson Intl Airport trip

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