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Pearson Intl

$86+ 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
nov 28 — dez 51
sex 11/28
sex 12/5
1 adult, Economy
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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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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 Friday and return on a Saturday

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 outubro 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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.
qui 11/207:35 amORD - YYZ
1 stop4h 27mAmerican Airlines
seg 11/246:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
Deal found 10/27$194
This American Airlines deal was found by Cheapflights users on 10/27. 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.
sex 12/52:55 pmORD - YYZ
Nonstop1h 49mAmerican Airlines
dom 12/76:00 amYYZ - ORD
1 stop6h 03mAmerican Airlines
Deal found 10/27$200
This Flybillet deal was found by Cheapflights users on 10/27. 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 Flybillet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 12/58:15 pmORD - YYZ
Nonstop1h 39mAir Canada
dom 12/77:00 amYYZ - ORD
1 stop5h 18mAir Canada
Deal found 10/27$206
This Mytrip deal was found by Cheapflights users on 10/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 11/268:00 amORD - YYZ
Nonstop1h 40mAir Canada
sex 11/282:15 pmYYZ - ORD
Nonstop1h 55mAir Canada
Deal found 10/29$208
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 12/174:50 pmORD - YYZ
Nonstop1h 55mUnited Airlines
sáb 1/173:30 pmYYZ - ORD
Nonstop2h 10mUnited Airlines
Deal found 10/29$210
This Flightnetwork deal was found by Cheapflights users on 10/27. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 12/610:00 amORD - YYZ
Nonstop1h 40mAir Canada
dom 12/76:20 amYYZ - ORD
1 stop5h 58mAir Canada
Deal found 10/27$212
This Delta deal was found by Cheapflights users on 10/28. 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.
sex 12/51:14 pmMDW - YYZ
1 stop3h 01mDelta
dom 12/712:13 pmYYZ - MDW
1 stop6h 47mDelta
Deal found 10/28$233
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
seg 12/153:10 pmMDW - YYZ
1 stop8h 01mMultiple Airlines
qui 1/157:10 amYYZ - MDW
1 stop14h 35mMultiple Airlines
Deal found 10/28$243
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 12/156:40 pmMDW - YYZ
1 stop3h 31mDelta
qua 1/1410:05 amYYZ - MDW
1 stop8h 29mDelta
Deal found 10/29$250
This Delta deal was found by Cheapflights users on 10/28. 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.
qui 11/131:47 pmMDW - YYZ
1 stop8h 34mDelta
dom 11/166:05 amYYZ - MDW
1 stop7h 29mDelta
Deal found 10/28$267
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 11/269:41 amMDW - YYZ
2 stops12h 58mWestJet
qua 12/36:12 pmYYZ - MDW
1 stop16h 42mWestJet
Deal found 10/29$296
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
ter 11/251:47 pmMDW - YYZ
1 stop8h 34mWestJet
ter 12/26:30 pmYYZ - MDW
2 stops16h 24mWestJet
Deal found 10/27$301

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 outubro 29, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$194
(American Airlines)

One-way from

$86
(American Airlines)

Popular in

December

Cheapest in

June

Average price

$295

Good round-trip deal

$349 or less

Good one-way deal

$191 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
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
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.
Search Deals

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 outubro 29, 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

qua 12/17

9:10 pm-11:59 pm

Nonstop1h 49m

Toronto Pearson Intl

dom 1/18

6:30 pm-7:30 pm

Nonstop2h 00m

$210

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

qua 12/17

4:50 pm-7:45 pm

Nonstop1h 55m

Toronto Pearson Intl

sáb 1/17

3:30 pm-4:40 pm

Nonstop2h 10m

$210

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

ter 12/16

6:28 pm-9:21 pm

Nonstop1h 53m

Toronto Pearson Intl

sex 1/16

9:00 pm-10:05 pm

Nonstop2h 05m

$210

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

seg 12/15

9:10 pm-11:59 pm

Nonstop1h 49m

Toronto Pearson Intl

sex 1/16

9:00 pm-10:05 pm

Nonstop2h 05m

$210

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

ter 12/16

8:45 am-2:14 pm

1 stop4h 29m

Toronto Pearson Intl

sáb 1/17

8:55 am-10:01 am

Nonstop2h 06m

$220

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

seg 12/15

11:00 am-5:49 pm

1 stop5h 49m

Toronto Pearson Intl

qui 1/15

3:30 pm-4:40 pm

Nonstop2h 10m

$220

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

qua 12/10

9:40 am-4:24 pm

1 stop5h 44m

Toronto Pearson Intl

sex 12/12

6:05 am-10:00 am

1 stop4h 55m

$233

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

qui 12/11

6:45 am-11:25 am

1 stop3h 40m

Toronto Pearson Intl

dom 12/14

3:38 pm-6:27 pm

1 stop3h 49m

$233

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb 12/13

6:45 am-11:25 am

1 stop3h 40m

Toronto Pearson Intl

dom 12/14

3:38 pm-6:27 pm

1 stop3h 49m

$233

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb 11/22

5:08 pm-11:05 pm

1 stop4h 57m

Toronto Pearson Intl

seg 11/24

6:30 am-11:34 am

1 stop6h 04m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 39 results
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice 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 Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Chicago-Toronto Pearson Intl Airport flight deals on Cheapflights vs. Mytrip >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 Mytrip the most. Mytrip 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.

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 October 24, 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 $106). Flying from Chicago to Toronto Pearson Intl Airport in July is currently the most expensive (average of $187). 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 outubro 29, 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 evening tend to be the most expensive. A flight in the morning could potentially save you up to 27% 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 December 16, 2024.

Travelers seeking maximum savings on their Chicago to Toronto Pearson Intl Airport flight should consider departing on Wednesday 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.

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

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

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 outubro 29, 2025.
See what other customers who have flown with United Airlines, American Airlines, and Air Canada from Chicago to Toronto Pearson Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,001 reviews

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

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
9,001 reviews
United Airlines
7.4
Good
9,001 reviews

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

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
American Airlines
7.2
Good
11,032 reviews
United Airlines
7.4
Good
9,001 reviews

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

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
10,371 reviews
United Airlines
7.4
Good
9,001 reviews

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Comfort

7.3

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 1h 55m. United Airlines provides one of the quickest options available for as low as $210. The distance from Chicago to Toronto Pearson Intl Airport is about 436 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $109. Other airlines that can offer you cheap pricing are Air Canada, from $118, and United Airlines, from $146. You may be able to fly from Chicago to Toronto Pearson Intl Airport for 62% less than the average price by searching for these airlines.

  • 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: Finnair (92%), Qatar Airways (91%), British Airways (89%).

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

    Looking at all options, your cheapest flight can be booked for $122. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for $166 on average, our data indicates $826 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 $106). Flying from Chicago to Toronto Pearson Intl Airport in July is currently the most expensive (average of $187). 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

Traveling 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
Kitchener
Markham
Collingwood
Oakville
Brantford
Pickering
Lindsay
Peterborough
Barrie
Cambridge
Milton
Oshawa
Burlington
Owen Sound
Ajax
Orillia
Vaughan
Richmond Hill
Gravenhurst

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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 outubro 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$109Average$307FlexibilityNo cancel feeOn-time52%
Air CanadaCheapest$118Average$264FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$146Average$311FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$223Average$388FlexibilityNo cancel feeOn-time71%

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