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O'Hare Intl

$105+ Cheap flights from Toronto (YTO) to O'Hare Intl (ORD)

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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
Sep 4 — Sep 111
Thu 9/4
Thu 9/11
1 adult, Economy
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Cheapflights Tip: The best prices from Toronto to Chicago O'Hare Intl are usually found in May or November, booked 86 days in advance, depart on a Saturday or Friday and return on a Thursday

Cheap flight deals from Toronto to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Toronto (YTO) to O'Hare Intl (ORD). 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 August 30, 2025.

Round-trip from

$145
(SmartFares)

One-way from

$105
(American Airlines)

Popular in

July

Cheapest in

May

Average price

$353

Good round-trip deal

$364 or less

Good one-way deal

$249 or less
From Toronto (YTO) to Chicago O'Hare Intl
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One-way flight from Toronto (YTO) to Chicago O'Hare Intl
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Highest demand for flights based on searches. 11% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Toronto (YTO) to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Toronto (YTO) to Chicago O'Hare Intl.
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Find flight deals from Toronto to O'Hare Intl

Cheapest flights from Toronto to O'Hare Intl
Explore the most affordable flight options available from Toronto to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2025.

This SmartFares deal was found by Cheapflights users on 8/29. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/112:05 pmYYZ - ORD
Nonstop1h 56mAir Canada
Sat 11/83:55 pmORD - YYZ
Nonstop1h 39mAir Canada
Deal found 8/29$145
This United Airlines deal was found by Cheapflights users on 8/29. 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.
Mon 11/245:30 pmYYZ - ORD
Nonstop2h 09mUnited Airlines
Fri 11/284:50 pmORD - YYZ
Nonstop1h 55mUnited Airlines
Deal found 8/29$147
This United Airlines deal was found by Cheapflights users on 8/29. 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.
Sat 11/18:55 amYYZ - ORD
Nonstop2h 05mUnited Airlines
Sat 11/86:20 pmORD - YYZ
1 stop4h 26mUnited Airlines
Deal found 8/29$156
This Booking.com deal was found by Cheapflights users on 8/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1212:20 pmYYZ - ORD
Nonstop1h 54mAir Canada
Sun 10/198:25 pmORD - YYZ
Nonstop1h 43mAir Canada
Deal found 8/28$158
This Air Canada deal was found by Cheapflights users on 8/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:30 pmYYZ - ORD
Nonstop1h 54mAir Canada
Mon 11/1010:00 amORD - YYZ
Nonstop1h 40mAir Canada
Deal found 8/28$159
This Gotogate deal was found by Cheapflights users on 8/28. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/228:20 amYYZ - ORD
Nonstop1h 54mAir Canada
Thu 10/238:25 pmORD - YYZ
Nonstop1h 43mAir Canada
Deal found 8/28$160
This Trip.com deal was found by Cheapflights users on 8/29. 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.
Thu 10/22:10 pmYYZ - ORD
Nonstop1h 54mAir Canada
Sun 10/59:55 amORD - YYZ
Nonstop1h 43mAir Canada
Deal found 8/29$161
This Trip.com deal was found by Cheapflights users on 8/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/58:20 amYYZ - ORD
Nonstop1h 54mAir Canada
Tue 10/72:00 pmORD - YYZ
Nonstop1h 37mAir Canada
Deal found 8/28$164
This Mytrip deal was found by Cheapflights users on 8/30. 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.
Tue 10/1410:20 amYTZ - ORD
2 stops11h 02mAir Canada
Tue 10/218:40 amORD - YTZ
2 stops9h 06mAir Canada
Deal found 8/30$176
This Gotogate deal was found by Cheapflights users on 8/28. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2210:25 amYTZ - ORD
1 stop5h 30mAir Canada
Thu 10/238:40 amORD - YTZ
1 stop5h 05mAir Canada
Deal found 8/28$182
This Mytrip deal was found by Cheapflights users on 8/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/43:25 pmYTZ - ORD
1 stop5h 46mAir Canada
Sun 10/510:40 amORD - YTZ
1 stop5h 05mAir Canada
Deal found 8/28$202
This Air Canada deal was found by Cheapflights users on 8/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/43:25 pmYTZ - ORD
1 stop5h 46mAir Canada
Wed 10/158:40 amORD - YTZ
1 stop5h 05mAir Canada
Deal found 8/28$223

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toronto to O'Hare 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 August 30, 2025.
Use the filters below to find and compare flights from Toronto to Chicago O'Hare Intl Airport that are best for you.

Fly from

Toronto

Fly to

O'Hare Intl

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 11/1

6:52 am-7:58 am

Nonstop2h 06m

Chicago O'Hare Intl

Sat 11/8

6:28 pm-9:21 pm

Nonstop1h 53m

$147

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 11/22

4:30 pm-5:28 pm

Nonstop1h 58m

Chicago O'Hare Intl

Sun 11/30

8:15 pm-10:54 pm

Nonstop1h 39m

$147

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 11/27

6:52 am-7:58 am

Nonstop2h 06m

Chicago O'Hare Intl

Sun 11/30

8:00 am-10:40 am

Nonstop1h 40m

$147

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 11/27

3:30 pm-4:52 pm

Nonstop2h 22m

Chicago O'Hare Intl

Fri 11/28

9:20 pm-11:59 pm

Nonstop1h 39m

$147

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 11/24

9:00 pm-10:05 pm

Nonstop2h 05m

Chicago O'Hare Intl

Thu 11/27

4:50 pm-7:35 pm

Nonstop1h 45m

$147

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 11/24

6:52 am-7:58 am

Nonstop2h 06m

Chicago O'Hare Intl

Sun 11/30

7:10 am-9:58 am

Nonstop1h 48m

$147

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 10/22

8:20 am-9:14 am

Nonstop1h 54m

Chicago O'Hare Intl

Thu 10/23

8:25 pm-11:08 pm

Nonstop1h 43m

$160

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 11/22

7:30 am-2:40 pm

1 stop8h 10m

Chicago O'Hare Intl

Sun 11/30

8:00 am-10:40 am

Nonstop1h 40m

$162

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 10/2

8:20 am-9:14 am

Nonstop1h 54m

Chicago O'Hare Intl

Sun 10/5

8:25 pm-11:08 pm

Nonstop1h 43m

$162

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 11/6

7:40 pm-11:43 pm

1 stop5h 03m

Chicago O'Hare Intl

Wed 11/12

7:10 am-9:58 am

Nonstop1h 48m

$162

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/29

Showing 1-10 of 52 results
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The best insider tips for Toronto to Chicago O'Hare 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 Toronto to Chicago O'Hare Intl Airport trip
Airlines
British Airways

BA offers complimentary hot meals and beverages in economy class on transatlantic flights.


BA's Executive Club offers free seat selection for mid-tier or higher status members.

Read more about British Airwaysby Gabriel Leigh
Air Canada

Air Canada offers free texting on flights for Aeroplan members using services like WhatsApp.


Air Canada's Preferred Seats offer up to four inches more space, ideal for taller passengers.

Read more about Air Canadaby Jessica Macdonald
United Airlines

United's Polaris Lounges offer showers, daybeds, and dining for premium passengers.


United's Economy Plus offers extra legroom and priority boarding for MileagePlus members.

Read more about United Airlinesby Harriet Baskas
Airports
YYZ

Toronto Pearson offers fast and reliable Wi-Fi throughout the airport, perfect for business travelers needing to stay connected.

Read more about YYZby Kaitlyn McInnis
ORD

For a quick city transfer, take the 'L' train from O'Hare to downtown Chicago, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
Our travel experts
Gabriel Leigh

Gabriel Leigh

Expert on British Airways

Gabriel Leigh

Gabriel Leigh

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Read more
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 Toronto to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Toronto 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 Toronto to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Toronto to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Toronto to O'Hare Intl. Price data was last updated on August 29, 2025.

The best time to book flights from Toronto to Chicago O'Hare Intl Airport is 86 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Toronto to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of $245). Flying from Toronto to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 YTO to ORD?

Find hourly flight availability from Toronto to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 30, 2025.

When flying from Toronto to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 37% versus a flight in the afternoon.

What is the cheapest day to fly from Toronto to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Toronto to O'Hare Intl. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Toronto to Chicago O'Hare Intl Airport flight should consider departing on Saturday evenings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Toronto to Chicago O'Hare Intl Airport

Explore weekly flight availability from Toronto to O'Hare 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 August 30, 2025.

The most flights from YTO to ORD are scheduled on a Friday (60 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (22 on average).

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

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare 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 O'Hare Intl. Reviews last updated August 30, 2025.
Read reviews from past customers who have flown United Airlines, American Airlines, and Air Canada from Toronto to Chicago O'Hare 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
8,941 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,941 reviews
United Airlines
7.4
Good
8,941 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,941 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
Air Canada
7.1
Good
10,000 reviews
United Airlines
7.4
Good
8,941 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Toronto to O'Hare 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 Toronto to Chicago O'Hare Intl Airport?

    Airlines like United Airlines, Air Canada, and WestJet fly from Toronto to Chicago O'Hare Intl Airport in about 1h 58m. The time it takes to get you to your destination can typically vary by up to 9h 45m. The distance from Toronto to Chicago O'Hare Intl Airport is about 436 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Currently priced at $145, Air Canada will fly you from Toronto to Chicago O'Hare Intl Airport and back. In addition to Air Canada, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and American Airlines - these airlines can fly you to your destination from $165 and $196, respectively. Air Canada is priced at 53% lower than the current average price of a flight leaving 3 months from now.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $105. Users have also found prices from $125 and $162 on Air Canada and WestJet, respectively.

  • What are the most popular routes from Toronto to Chicago O'Hare Intl Airport?

    The most popular flight routes from Toronto to Chicago O'Hare Intl Airport are Toronto Pearson Intl - Chicago O'Hare Intl, Toronto Island - Chicago O'Hare Intl and Hamilton - Chicago O'Hare Intl.

  • What are the most reliable airlines from Toronto to Chicago O'Hare 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 Toronto to Chicago O'Hare Intl Airport on time: Envoy Air (88%), SkyWest Airlines (86%), Egyptair (82%).

  • What are the cheapest flights from Toronto to Chicago O'Hare Intl Airport?

    While on average a flight from Toronto to Chicago O'Hare Intl Airport is generally $1,174, our data shows the cheapest flight currently is $128. When looking at the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), you can expect to pay $146 for that flight.

  • Can I find deals for flights from Toronto to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Toronto to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto to O'Hare Intl?

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

  • Can I find deals for business class flights from Toronto to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Toronto to O'Hare 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 Toronto to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of $245). Flying from Toronto to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Gurnee
Hoffman Estates
Skokie
Des Plaines
Elgin
Arlington Heights
Beloit
Racine
Rockford
Great Lakes
Orland Park
Naperville
Merrillville
Elk Grove Village
Downers Grove
Evanston
Lake Geneva
Joliet

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Top 3 airlines flying from Toronto to O'Hare Intl

Discover the top 3 airlines that operate flights from Toronto to O'Hare 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 August 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$145Average$271FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$165Average$284FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$196Average$341FlexibilityNo cancel feeOn-time71%

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