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Cheap flights from Chicago to Toronto Pearson Intl Airport from C$ 120

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
28 nov — 5 dec1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Chicago to Toronto Pearson Intl are usually found in June or July, booked 68 days in advance, depart on a Thursday or Saturday and return on a Friday

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Cheapest flights from Chicago to Pearson Intl
Explore the most affordable flight options available from Chicago to Pearson Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 oktober 2025.

lör 6/126:04 a.m.ORD - YYZ
1 stop4h 52mAmerican Airlines
sön 7/126:24 p.m.YYZ - ORD
Nonstop2h 00mAmerican Airlines
Deal found 27/10C$ 270
fre 5/128:10 a.m.ORD - YYZ
Nonstop1h 46mAmerican Airlines
mån 8/124:13 p.m.YYZ - ORD
1 stop7h 41mAmerican Airlines
Deal found 27/10C$ 279
fre 5/128:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
sön 7/127:00 a.m.YYZ - ORD
1 stop5h 18mAir Canada
Deal found 29/10C$ 283
tors 4/128:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
sön 7/127:00 a.m.YYZ - ORD
1 stop5h 18mAir Canada
Deal found 29/10C$ 284
ons 26/118:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
fre 28/112:15 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Deal found 29/10C$ 290
tis 2/126:06 a.m.ORD - YYZ
1 stop4h 48mAmerican Airlines
tors 4/1211:51 a.m.YYZ - ORD
1 stop5h 19mAmerican Airlines
Deal found 27/10C$ 291
ons 17/124:50 p.m.ORD - YYZ
Nonstop1h 55mUnited Airlines
tis 13/13:30 p.m.YYZ - ORD
Nonstop2h 10mUnited Airlines
Deal found 28/10C$ 293
lör 6/1210:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
sön 7/126:20 a.m.YYZ - ORD
1 stop5h 58mAir Canada
Deal found 27/10C$ 295
fre 5/129:39 a.m.ORD - YYZ
Nonstop1h 51mAmerican Airlines
sön 7/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Deal found 28/10C$ 297
fre 5/129:34 a.m.MDW - YYZ
1 stop4h 14mDelta
sön 7/1212:13 p.m.YYZ - MDW
1 stop6h 47mDelta
Deal found 28/10C$ 325
mån 15/123:10 p.m.MDW - YYZ
1 stop8h 01mMultiple Airlines
tors 15/17:10 a.m.YYZ - MDW
1 stop14h 35mMultiple Airlines
Deal found 28/10C$ 339
mån 15/126:40 p.m.MDW - YYZ
1 stop3h 31mDelta
ons 14/110:05 a.m.YYZ - MDW
1 stop8h 29mDelta
Deal found 28/10C$ 348

Cheap flight deals from Chicago to Pearson Intl

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Pearson Intl (YYZ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 29 oktober 2025.

Round-trip from

C$ 270

One-way from

C$ 120

Popular in

December

Cheapest in

June

Average price

C$ 411

Good round-trip deal

C$ 413 or less

Good one-way deal

C$ 141 or less
American Airlines
  • American Airlines
  • 6/12-8/12
  • 1 total stop
  • 8h 53m total
  • Chicago to Toronto
Search Deals
American Airlines
  • American Airlines
  • 8/12
  • 1 total stop
  • 4h 52m total
  • Chicago to Toronto
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Toronto Pearson Intl.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Toronto Pearson Intl.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Pearson Intl 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, Cheapflights users made 629,999 searches. Data last updated 29 oktober 2025.
Use the filters below to find and compare flights from Chicago to Toronto Pearson Intl Airport that are best for you.

Fly from

Chicago

Fly to

Pearson Intl

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

tis 16/12

6:00 a.m.-11:48 a.m.

1 stop4h 48m

Toronto Pearson Intl

fre 16/1

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

Nonstop2h 20m

C$ 306

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

fre 27/2

12:45 p.m.-7:17 p.m.

1 stop5h 32m

Toronto Pearson Intl

sön 1/3

8:55 a.m.-10:02 a.m.

Nonstop2h 07m

C$ 306

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

tis 16/12

8:45 a.m.-2:14 p.m.

1 stop4h 29m

Toronto Pearson Intl

lör 17/1

8:55 a.m.-10:01 a.m.

Nonstop2h 06m

C$ 306

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

ons 17/12

8:45 a.m.-2:14 p.m.

1 stop4h 29m

Toronto Pearson Intl

tis 13/1

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

Nonstop2h 20m

C$ 306

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

ons 17/12

4:25 p.m.-11:20 p.m.

1 stop5h 55m

Toronto Pearson Intl

lör 17/1

3:30 p.m.-4:40 p.m.

Nonstop2h 10m

C$ 306

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mån 2/3

1:35 p.m.-11:02 p.m.

1 stop8h 27m

Toronto Pearson Intl

lör 7/3

1:00 p.m.-8:38 p.m.

1 stop8h 38m

C$ 325

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

lör 13/12

6:45 a.m.-11:25 a.m.

1 stop3h 40m

Toronto Pearson Intl

sön 14/12

3:38 p.m.-6:27 p.m.

1 stop3h 49m

C$ 325

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

fre 21/11

6:00 a.m.-4:02 p.m.

1 stop9h 02m

Toronto Pearson Intl

mån 24/11

6:05 a.m.-1:55 p.m.

1 stop8h 50m

C$ 325

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

tis 18/11

12:29 p.m.-8:29 p.m.

1 stop7h 00m

Toronto Pearson Intl

sön 23/11

6:05 p.m.-8:29 p.m.

1 stop3h 24m

C$ 325

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

tis 18/11

9:30 a.m.-4:14 p.m.

1 stop5h 44m

Toronto Pearson Intl

lör 22/11

6:05 p.m.-8:29 p.m.

1 stop3h 24m

C$ 325

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/10

Showing 1-10 of 40 results
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Best time to book a flight from Chicago to Pearson Intl

Have a flexible travel schedule? Discover the best time to fly to Pearson Intl from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Toronto Pearson Intl Airport

How far ahead should I book a flight from Chicago to Toronto Pearson Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Pearson Intl. Price data was last updated on 24 October 2025.

The price you pay for your flight from Chicago to Toronto Pearson Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 68 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Toronto Pearson Intl Airport?

Currently, March is the cheapest month in which you can book a flight from Chicago to Toronto Pearson Intl Airport (average of C$ 148). Flying from Chicago to Toronto Pearson Intl Airport in July is currently the most expensive (average of C$ 261). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to YYZ?

Find hourly flight availability from Chicago to Pearson Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 29 oktober 2025.

It’s typically best to fly out from Chicago to Toronto Pearson Intl Airport in the evening. Doing so could potentially save you 35% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Chicago to Toronto Pearson Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Pearson Intl. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Chicago to Toronto Pearson Intl Airport flight should consider departing on Thursday at noon when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Chicago to Toronto Pearson Intl Airport?

What’s the top layover airport for flights from Chicago to Toronto Pearson Intl Airport?

Share of one-stop round-trip flights from Chicago to Toronto Pearson Intl Airport chosen by Cheapflights users in the past 12 months, using the same layover each way.

Detroit (DTW) – chosen by Cheapflights users on 80% of one-stop itineraries from Chicago to Toronto Pearson Intl Airport on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Toronto Pearson Intl Airport?

Average round-trip fare for 1-stop flights from Chicago to Toronto Pearson Intl Airport, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Detroit (DTW) is the most affordable 1-stop option, with an average round-trip price of C$ 632.

What’s the fastest layover option from Chicago to Toronto Pearson Intl Airport?

Shortest average travel time for 1-stop one-way flights from Chicago to Toronto Pearson Intl Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Detroit (DTW) have the shortest average one-way travel time for 1-stop routes: 4h 10m.

Which airport typically offers the quickest layover for flights from Chicago to Toronto Pearson Intl Airport?

Average layover duration for 1-stop one-way flights from Chicago to Toronto Pearson Intl Airport, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Detroit (DTW) offer the fastest connection on this route, with an average layover time of 1h 24m.

Reviews of airlines servicing Pearson Intl

Get insights into the airlines that provide service to Pearson Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pearson Intl. Reviews last updated 29 oktober 2025.
Read reviews from past customers who have flown United Airlines and Air Canada from Chicago to Toronto Pearson Intl Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,999 reviews
Check prices

Boarding

7.7

Overall

7.4

Food

6.6

Comfort

7.3

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,999 reviews
United Airlines
7.4
Good
8,999 reviews
Check prices

Boarding

7.7

Overall

7.4

Food

6.6

Comfort

7.3

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Air Canada
7.1
Good
10,372 reviews
United Airlines
7.4
Good
8,999 reviews
Check prices

Boarding

7.7

Overall

7.4

Food

6.6

Comfort

7.3

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

Find useful and relevant information for your journey from Chicago to Pearson Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Toronto Pearson Intl Airport?

    A quick flight from Chicago to Toronto Pearson Intl Airport can take about 4h 48m. United Airlines provides one of the quickest options available for as low as C$ 306. The distance between Chicago and Toronto Pearson Intl Airport is about 702 km. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Toronto Pearson Intl Airport round-trip?

    Flying on Air Canada is currently your cheapest option to Toronto Pearson Intl Airport, with prices starting at C$ 205. Another option worth looking into is United Airlines, starting at C$ 262 round trip. Air Canada is 49% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the most reliable airlines from Chicago to Toronto Pearson Intl Airport?

    Consider Finnair (92%), Qatar Airways (91%) or British Airways (89%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Toronto Pearson Intl Airport.

  • What are the cheapest flights from Chicago to Toronto Pearson Intl Airport?

    Looking at all options, your cheapest flight can be booked for C$ 113. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for C$ 231 on average, our data indicates C$ 405 when flying from Chicago to Toronto Pearson Intl Airport.

  • Can I find deals for flights from Chicago to Pearson Intl that include hotel bookings?

    Yes. In addition to deals on Chicago to Pearson Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Pearson Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Pearson Intl.

  • Can I find deals for business class flights from Chicago to Pearson Intl?

    Yes. Cheapflights offers flight deals from Chicago to Pearson Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Toronto Pearson Intl Airport?

    Currently, March is the cheapest month in which you can book a flight from Chicago to Toronto Pearson Intl Airport (average of C$ 148). Flying from Chicago to Toronto Pearson Intl Airport in July is currently the most expensive (average of C$ 261). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Toronto Pearson Intl Airport?

Book flights to Toronto Pearson Intl Airport if you plan to visit one of these locations
Brampton
Markham
Oakville
Collingwood
Vaughan
Richmond Hill
Burlington
Barrie
Milton
Kitchener
Muskoka
Waterloo
Cambridge
Pickering
Lindsay
Peterborough
Oshawa
St. Catharines
Brantford
Cobourg

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Chicago to Pearson Intl

Discover the top 2 airlines that operate flights from Chicago to Pearson Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 29 oktober 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 205AverageC$ 363FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 262AverageC$ 370FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Chicago to Pearson Intl?

Cheapflights helps you search for flights from Chicago to Pearson Intl via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Pearson Intl?

Cheapflights simply makes it quick and affordable to book flights from Chicago to Pearson Intl by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Chicago to Pearson Intl with no change fees?

Yes, we can. To see specific flights from Chicago to Pearson Intl with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to Pearson Intl become cheaper?

Yes! Start tracking prices for Chicago to Pearson Intl flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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