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Pearson Intl

$80+ Cheap flights from Chicago (CHI) to Pearson Intl (YYZ)

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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Toronto Pearson Intl are usually found in April or June, booked 68 days in advance, depart on a Friday or Thursday and return on a Friday

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 junio 12, 2025.

Round-trip from

$177
(United Airlines)

One-way from

$80
(Booking.com)

Popular in

November

Cheapest in

April

Average price

$272

Good round-trip deal

$236 or less

Good one-way deal

$113 or less
From Chicago (CHI) to Toronto Pearson Intl
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One-way flight from Chicago (CHI) to Toronto Pearson Intl
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Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Toronto Pearson Intl.
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Price to beat on a one-way flight from Chicago (CHI) to Toronto Pearson Intl.
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Find flight deals from Chicago to Pearson Intl

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 junio 12, 2025.

This Booking.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/292:00 pmORD - YYZ
Nonstop1h 43mAir Canada
mié. 10/14:40 pmYYZ - ORD
Nonstop1h 53mAir Canada
Deal found 6/12$173
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/189:31 pmORD - YYZ
1 stop11h 33mUnited Airlines
mié. 9/245:15 pmYYZ - ORD
Nonstop1h 57mUnited Airlines
Deal found 6/10$177
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/156:00 amORD - YYZ
1 stop5h 05mAmerican Airlines
mar. 7/153:45 pmYYZ - ORD
1 stop6h 46mAmerican Airlines
Deal found 6/12$206
This Kissandfly.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/269:25 pmORD - YYZ
1 stop10h 54mMultiple Airlines
sáb. 8/29:45 amYYZ - ORD
1 stop7h 48mMultiple Airlines
Deal found 6/11$232
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/236:00 amORD - YYZ
1 stop4h 29mDelta
mié. 10/12:40 pmYYZ - ORD
1 stop5h 37mDelta
Deal found 6/11$234
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/235:59 pmMDW - YYZ
1 stop3h 59mDelta
mar. 9/303:59 pmYYZ - MDW
1 stop3h 37mDelta
Deal found 6/11$234
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/2510:31 amMDW - YYZ
2 stops26h 34mMultiple Airlines
dom. 7/276:30 amYYZ - MDW
2 stops28h 11mMultiple Airlines
Deal found 6/10$406
This oojo deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/812:43 pmMDW - YYZ
1 stop20h 36mWestJet
lun. 8/116:30 pmYYZ - MDW
2 stops15h 46mWestJet
Deal found 6/9$438

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 2,558,603 searches. Data last updated junio 12, 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

lun. 9/29

2:00 pm-4:43 pm

Nonstop1h 43m

Toronto Pearson Intl

mié. 10/1

4:40 pm-5:33 pm

Nonstop1h 53m

$173

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

jue. 9/18

9:31 pm-10:04 am

1 stop11h 33m

Toronto Pearson Intl

mié. 9/24

5:15 pm-6:12 pm

Nonstop1h 57m

$177

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mar. 7/15

6:00 am-12:05 pm

1 stop5h 05m

Toronto Pearson Intl

mar. 7/15

3:45 pm-9:31 pm

1 stop6h 46m

$206

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb. 7/26

9:25 pm-9:19 am

1 stop10h 54m

Toronto Pearson Intl

sáb. 8/2

9:45 am-4:33 pm

1 stop7h 48m

$232

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mar. 9/23

7:00 am-11:29 am

1 stop3h 29m

Toronto Pearson Intl

vie. 9/26

3:59 pm-6:38 pm

1 stop3h 39m

$234

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mar. 9/2

9:30 am-5:23 pm

1 stop6h 53m

Toronto Pearson Intl

mar. 9/9

12:14 pm-6:37 pm

1 stop7h 23m

$234

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

vie. 7/25

10:31 am-2:05 pm

2 stops26h 34m

Toronto Pearson Intl

dom. 7/27

6:30 am-9:41 am

2 stops28h 11m

$406

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

vie. 8/8

12:43 pm-10:19 am

1 stop20h 36m

Toronto Pearson Intl

lun. 8/11

6:30 pm-9:16 am

2 stops15h 46m

$438

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb. 6/21

8:25 pm-11:10 pm

Nonstop1h 45m

$80

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

lun. 9/8

7:15 am-1:47 pm

1 stop5h 32m

$83

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 18 results
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The best insider tips for Chicago to Toronto Pearson Intl Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Toronto Pearson Intl Airport trip
Airlines
Air Canada

Economy Latitude offers priority check-in and two checked bags, ideal for efficient travel.


Preferred Seats offer up to four inches extra space, bookable for a fee in any fare class.

Read more about Air Canadaby Jessica Macdonald
United Airlines

Basic Economy allows no carry-on bags, except for Premier members or select routes.


United Club lounges offer healthy snacks and comfortable seating, enhancing travel experience.

Read more about United Airlinesby Harriet Baskas
Airports
ORD

For a quick departure from ORD, use the “L” train to avoid traffic delays and reach the airport efficiently.

Read more about ORDby Ramsey Qubein
YYZ

Upon arrival at YYZ, consider using public transportation to avoid traffic and save money on your trip to downtown Toronto.

Read more about YYZby Kaitlyn McInnis
Our travel experts
Jessica Macdonald

Jessica Macdonald

Expert on Air Canada

Jessica Macdonald

Jessica Macdonald

Currently based in Scotland after living in South Africa and the United States, Jessica has been writing travel and aviation content for more than 10 years. She regularly contributes to Travel + Leisure and TripSavvy, and has had work published by Condé Nast Traveller and The Independent. She has traveled to more than 50 countries across six continents.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Kaitlyn McInnis

Kaitlyn McInnis

Expert on YYZ

Kaitlyn McInnis

Kaitlyn McInnis

Kaitlyn is a guidebook author and travel writer splitting her time between Atlantic Canada and Istanbul, Türkiye. She has visited over fifty countries and all seven continents, so she is very familiar with many hotels, airports and airlines around the globe. But her favorite type of vacation is sunbathing by the sea with a good book in hand.

Read more

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 June 9, 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, January is the cheapest month in which you can book a flight from Chicago to Toronto Pearson Intl Airport (average of $243). Flying from Chicago to Toronto Pearson Intl Airport in July is currently the most expensive (average of $353). 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 junio 12, 2025.

One of the essential ways to save on airfare from Chicago to Toronto Pearson Intl Airport is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 26% on airfare.

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 June 30, 2024.

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

Weekly flight availability from Chicago to Toronto Pearson Intl Airport

Explore weekly flight availability from Chicago to Pearson Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated junio 12, 2025.

The most flights from CHI to YYZ are scheduled on a Thursday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 on average).

Rainfall in Pearson Intl by month

Plan your trip to Pearson Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Toronto Pearson Intl Airport ranges from 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Toronto Pearson Intl Airport when rainfall is around 2.0 in.

Temperature in Pearson Intl by month

Plan your trip to Pearson Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Toronto Pearson Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 junio 12, 2025.
Read reviews from past customers who have flown Delta, United Airlines and American Airlines from Chicago to Toronto. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,868 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
9,537 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

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

    Cheapflights users have booked flights from Chicago to Toronto Pearson Intl Airport round-trip from $177. Other airlines that can offer you cheap pricing are Air Canada, from $185, and American Airlines, from $206. You may be able to fly from Chicago to Toronto Pearson Intl Airport for 42% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Toronto Pearson Intl Airport one-way?

    One-way options have recently been found by users for as low as $80 on Air Canada. Other airlines that offer cheap prices include United Airlines from $83 and Delta from $89 one-way.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Toronto Pearson Intl Airport on time: Royal Jordanian (97%), SkyWest Airlines (94%), Korean Air (93%).

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

    Looking at all options, your cheapest flight can be booked for $83. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for $157 on average our data indicates $1,304 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, January is the cheapest month in which you can book a flight from Chicago to Toronto Pearson Intl Airport (average of $243). Flying from Chicago to Toronto Pearson Intl Airport in July is currently the most expensive (average of $353). 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.

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Top 4 airlines flying from Chicago to Pearson Intl

Discover the top 4 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 2,558,603 searches. Data last updated junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$109Average$287FlexibilityNo cancel feeOn-time52%
Air CanadaCheapest$117Average$287FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$136Average$333FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$162Average$371FlexibilityNo cancel feeOn-time71%

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