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Pearson Intl

$103+ 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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
avr. 5 — avr. 121
sam. 4/5
sam. 4/12
1 adult, Economy
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1. Tell us where you want to go
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Cheapflights Tip: The best prices from Chicago to Toronto Pearson Intl are usually found in October or August, booked 47 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 mars 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$224
(Mytrip)

One-way from

$103
(Mytrip)

Popular in

November

Cheapest in

October

Average price

$361

Good round-trip deal

$491 or less

Good one-way deal

$138 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto Pearson Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto Pearson Intl flights.
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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. 1% potential increase in price ($3 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in March 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 mars 31, 2025.

This Mytrip deal was found by Cheapflights users on 3/31. 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.
lun. 5/129:35 amORD - YYZ
Nonstop1h 40mAir Canada
lun. 5/196:15 amYYZ - ORD
1 stop4h 37mAir Canada
Deal found 3/31$224
This Mytrip deal was found by Cheapflights users on 3/30. 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.
ven. 4/115:07 pmORD - YYZ
1 stop19h 48mMultiple Airlines
dim. 4/138:15 pmYYZ - ORD
1 stop12h 49mMultiple Airlines
Deal found 3/30$227
This Kissandfly.com deal was found by Cheapflights users on 3/31. 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.
jeu. 4/246:01 pmORD - YYZ
Nonstop1h 43mLufthansa
dim. 4/277:00 amYYZ - ORD
Nonstop2h 03mLufthansa
Deal found 3/31$268
This United deal was found by Cheapflights users on 3/30. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/289:05 pmORD - YYZ
1 stop11h 59mUnited Airlines
mar. 4/2912:20 pmYYZ - ORD
Nonstop1h 55mUnited Airlines
Deal found 3/30$269
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 4/135:15 amMDW - YYZ
2 stops12h 10mMultiple Airlines
mar. 4/157:00 amYYZ - MDW
1 stop10h 08mMultiple Airlines
Deal found 3/30$297
This Delta deal was found by Cheapflights users on 3/31. 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.
ven. 5/231:45 pmORD - YYZ
1 stop8h 13mDelta
jeu. 5/293:50 pmYYZ - ORD
1 stop3h 47mDelta
Deal found 3/31$307
This Delta deal was found by Cheapflights users on 3/31. 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.
mer. 5/149:20 amMDW - YYZ
1 stop8h 11mDelta
sam. 5/1712:30 pmYYZ - MDW
1 stop6h 17mDelta
Deal found 3/31$307
This Trip.com deal was found by Cheapflights users on 3/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/2810:20 amMDW - YYZ
1 stop7h 11mWestJet
lun. 5/512:54 pmYYZ - MDW
1 stop5h 25mWestJet
Deal found 3/29$339
This Justfly.com deal was found by Cheapflights users on 3/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 5/2311:05 amORD - YYZ
1 stop10h 53mWestJet
lun. 5/266:30 amYYZ - ORD
1 stop4h 21mWestJet
Deal found 3/30$345
This Sun Country Air deal was found by Cheapflights users on 3/29. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 7/308:10 pmORD - YYZ
1 stop13h 30mSun Country Air
jeu. 8/1411:40 amYYZ - ORD
1 stop8h 31mSun Country Air
Deal found 3/29$385

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 mars 31, 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. 5/12

9:35 am-12:15 pm

Nonstop1h 40m

Toronto Pearson Intl

lun. 5/19

6:15 am-9:52 am

1 stop4h 37m

$224

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

ven. 4/11

5:07 pm-1:55 pm

1 stop19h 48m

Toronto Pearson Intl

dim. 4/13

8:15 pm-8:04 am

1 stop12h 49m

$227

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

jeu. 4/24

6:01 pm-8:44 pm

Nonstop1h 43m

Toronto Pearson Intl

dim. 4/27

7:00 am-8:03 am

Nonstop2h 03m

$268

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

lun. 4/28

9:05 pm-10:04 am

1 stop11h 59m

Toronto Pearson Intl

mar. 4/29

12:20 pm-1:15 pm

Nonstop1h 55m

$269

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

dim. 4/13

5:15 am-6:25 pm

2 stops12h 10m

Toronto Pearson Intl

mar. 4/15

7:00 am-4:08 pm

1 stop10h 08m

$297

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

ven. 5/23

1:45 pm-10:58 pm

1 stop8h 13m

Toronto Pearson Intl

jeu. 5/29

3:50 pm-6:37 pm

1 stop3h 47m

$307

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mer. 5/14

9:20 am-6:31 pm

1 stop8h 11m

Toronto Pearson Intl

sam. 5/17

12:30 pm-5:47 pm

1 stop6h 17m

$307

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

lun. 4/28

10:20 am-6:31 pm

1 stop7h 11m

Toronto Pearson Intl

lun. 5/5

12:54 pm-5:19 pm

1 stop5h 25m

$339

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

ven. 5/23

11:05 am-10:58 pm

1 stop10h 53m

Toronto Pearson Intl

lun. 5/26

6:30 am-9:51 am

1 stop4h 21m

$345

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mer. 7/30

8:10 pm-10:40 am

1 stop13h 30m

Toronto Pearson Intl

jeu. 8/14

11:40 am-7:11 pm

1 stop8h 31m

$385

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 19 results
1
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Compare providers for flights from Chicago to Pearson Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Pearson Intl in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Toronto Pearson Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Toronto Pearson Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Toronto Pearson Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Toronto Pearson Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Toronto Pearson Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, use the "L" train from downtown Chicago to ORD, avoiding traffic delays common with taxis or rideshares.

Read more about ORDby Ramsey Qubein
YYZ

Expect a fast customs process at YYZ, even during peak hours, but prepare for a fair amount of walking from your gate.

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 March 28, 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 47 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 $359). 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 mars 31, 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 evenings 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 mars 31, 2025.

The most flights from CHI to YYZ are scheduled on a Sunday (56 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (28 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 mars 31, 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
7,899 reviews

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,614 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,789 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.0
Good
9,004 reviews
Delta
8.0
Very good
7,899 reviews

Boarding

8.2

Overall

8.0

Comfort

8.0

Food

7.3

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 $224. Other airlines that can offer you cheap pricing are Lufthansa, from $268, and United Airlines, from $282. You may be able to fly from Chicago to Toronto Pearson Intl Airport for 31% 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 $104 on Air Canada. Other airlines that offer cheap prices include United Airlines from $117 and Delta from $127 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: Sun Country Air (100%), Korean Air (83%), Air New Zealand (80%).

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

    Looking at all options, your cheapest flight can be booked for $111. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for $228 on average our data indicates $1,514 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 $359). 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

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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 mars 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$122Average$264FlexibilityNo cancel feeOn-time52%
Air CanadaCheapest$122Average$308FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$122Average$356FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$156Average$361FlexibilityNo cancel feeOn-time69%
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