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Cheap flights from Chicago to Toronto from C$ 103

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 22/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Multiple Airlines Logo
7:43 p.m. - 2:05 p.m.ORD-YYZ
17h 22m1 stop
Multiple Airlines Logo
4:00 p.m. - 11:44 p.m.YYZ-ORD
8h 44m1 stop
C$ 274Multiple Airlines
Find Deal
Thu, 23 Oct - Mon, 27 Oct
Multiple Airlines Logo
5:05 a.m. - 2:05 p.m.ORD-YYZ
8h 00m1 stop
Multiple Airlines Logo
4:00 p.m. - 11:44 p.m.YYZ-ORD
8h 44m1 stop
C$ 282Multiple Airlines
Find Deal
Fri, 24 Oct - Mon, 27 Oct
Multiple Airlines Logo
7:43 p.m. - 2:05 p.m.ORD-YYZ
17h 22m1 stop
Multiple Airlines Logo
4:00 p.m. - 3:49 p.m.YYZ-ORD
24h 49m1 stop
C$ 285Multiple Airlines
Find Deal
Wed, 22 Oct - Sun, 26 Oct
Multiple Airlines Logo
5:05 a.m. - 2:05 p.m.ORD-YYZ
8h 00m1 stop
Multiple Airlines Logo
4:00 p.m. - 3:49 p.m.YYZ-ORD
24h 49m1 stop
C$ 292Multiple Airlines
Find Deal
Fri, 24 Oct - Sun, 26 Oct
Multiple Airlines Logo
6:00 a.m. - 8:00 p.m.ORD-YYZ
13h 00m1 stop
Multiple Airlines Logo
12:50 p.m. - 9:23 p.m.YYZ-ORD
9h 33m1 stop
C$ 293Multiple Airlines
Find Deal
Fri, 31 Oct - Fri, 7 Nov
Multiple Airlines Logo
6:00 a.m. - 8:00 p.m.ORD-YYZ
13h 00m1 stop
Multiple Airlines Logo
12:50 p.m. - 9:23 p.m.YYZ-ORD
9h 33m1 stop
C$ 294Multiple Airlines
Find Deal
Fri, 31 Oct - Fri, 7 Nov
Multiple Airlines Logo
5:25 a.m. - 8:00 p.m.ORD-YYZ
13h 35m1 stop
Multiple Airlines Logo
4:00 p.m. - 10:39 p.m.YYZ-ORD
7h 39m1 stop
C$ 297Multiple Airlines
Find Deal
Fri, 31 Oct - Mon, 3 Nov
Multiple Airlines Logo
5:25 a.m. - 8:00 p.m.ORD-YYZ
13h 35m1 stop
Multiple Airlines Logo
4:00 p.m. - 10:42 a.m.YYZ-ORD
19h 42m1 stop
C$ 299Multiple Airlines
Find Deal
Fri, 31 Oct - Sun, 9 Nov
WestJet Logo
2:20 p.m. - 12:26 a.m.ORD-YYZ
9h 06m1 stop
WestJet Logo
9:52 a.m. - 1:51 p.m.YYZ-ORD
4h 59m1 stop
C$ 354WestJet
Find Deal
Fri, 28 Nov - Tue, 2 Dec
WestJet Logo
9:20 a.m. - 3:59 p.m.MDW-YYZ
5h 39m1 stop
WestJet Logo
6:20 a.m. - 1:08 p.m.YYZ-MDW
7h 48m1 stop
C$ 381WestJet
Find Deal
Sat, 1 Nov - Sat, 8 Nov

WestJet flights from Chicago to Toronto Pearson Intl Airport

Our best WestJet deals on Chicago to Toronto Pearson Intl Airport flight tickets
WestJet
28 Nov
ORD2:20 p.m.Chicago O'Hare Intl
9h 06m
1 stop
YYZ12:26 a.m.Toronto Pearson Intl
2 Dec
YYZ9:52 a.m.Toronto Pearson Intl
4h 59m
1 stop
ORD1:51 p.m.Chicago O'Hare Intl
C$ 354
Find similar
WestJet
1 Nov
MDW9:20 a.m.Chicago Midway
5h 39m
1 stop
YYZ3:59 p.m.Toronto Pearson Intl
8 Nov
YYZ6:20 a.m.Toronto Pearson Intl
7h 48m
1 stop
MDW1:08 p.m.Chicago Midway
C$ 381
Find similar
WestJet
18 Oct
MDW10:35 a.m.Chicago Midway
5h 15m
1 stop
YYZ4:50 p.m.Toronto Pearson Intl
19 Oct
YYZ6:00 p.m.Toronto Pearson Intl
5h 14m
1 stop
MDW10:14 p.m.Chicago Midway
C$ 398
Find similar

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 17 September 2025.
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 23/10

7:43 p.m.-2:05 p.m.

1 stop17h 22m

Toronto Pearson Intl

Mon 27/10

4:00 p.m.-11:44 p.m.

1 stop8h 44m

C$ 274

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 24/10

5:05 a.m.-2:05 p.m.

1 stop8h 00m

Toronto Pearson Intl

Mon 27/10

4:00 p.m.-11:44 p.m.

1 stop8h 44m

C$ 282

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Wed 22/10

7:43 p.m.-2:05 p.m.

1 stop17h 22m

Toronto Pearson Intl

Sun 26/10

4:00 p.m.-3:49 p.m.

1 stop24h 49m

C$ 285

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 24/10

5:05 a.m.-2:05 p.m.

1 stop8h 00m

Toronto Pearson Intl

Sun 26/10

4:00 p.m.-3:49 p.m.

1 stop24h 49m

C$ 292

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 31/10

6:00 a.m.-8:00 p.m.

1 stop13h 00m

Toronto Pearson Intl

Fri 7/11

12:50 p.m.-9:23 p.m.

1 stop9h 33m

C$ 293

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 31/10

6:00 a.m.-8:00 p.m.

1 stop13h 00m

Toronto Pearson Intl

Fri 7/11

12:50 p.m.-9:23 p.m.

1 stop9h 33m

C$ 294

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 31/10

5:25 a.m.-8:00 p.m.

1 stop13h 35m

Toronto Pearson Intl

Mon 3/11

4:00 p.m.-10:39 p.m.

1 stop7h 39m

C$ 297

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 31/10

5:25 a.m.-8:00 p.m.

1 stop13h 35m

Toronto Pearson Intl

Sun 9/11

4:00 p.m.-10:42 a.m.

1 stop19h 42m

C$ 299

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 28/11

2:20 p.m.-12:26 a.m.

1 stop9h 06m

Toronto Pearson Intl

Tue 2/12

9:52 a.m.-1:51 p.m.

1 stop4h 59m

C$ 354

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sat 1/11

9:20 a.m.-3:59 p.m.

1 stop5h 39m

Toronto Pearson Intl

Sat 8/11

6:20 a.m.-1:08 p.m.

1 stop7h 48m

C$ 381

Flights are sorted by cheapest round-trip flights first.

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See travel insights to Toronto from

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 July instead. Flights to Toronto Pearson Intl Airport in July, while not as cheap as those in June, still average around C$ 345.

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

Our data shows that Saturday 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$ 333. 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$ 578.

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$ 316. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 462 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$ 418 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$ 228 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 September 2025, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 64% cheaper 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$ 352

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$ 352. The best round-trip flight deal from Chicago to Toronto Pearson Intl Airport found on momondo in the last 72 hours is C$ 312.
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 5h 15m.

  • 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$ 202Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 259Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago to Toronto Pearson Intl Airport

    United Airlines operates around 87 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$ 264, but momondo users have found United Airlines deals from Chicago to Toronto Pearson Intl Airport from as low as C$ 188 round-trip. United Airlines has been scored 7.4/10 in 8,926 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, 10,000 ratings). Air Canada flies from Chicago to Toronto Pearson Intl Airport around 88 times per week, with deals starting from C$ 147 round-trip and rising to an average price of around C$ 297.

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
Muskoka
Markham
Barrie
Niagara-on-the-Lake
Vaughan
Guelph
Brantford
Kitchener
Burlington
Orillia
Peterborough
Cambridge
St. Catharines
Gravenhurst
Oakville

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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