Toronto

$113+ Cheap flights from Chicago (CHI) to Toronto (YTO)

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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YTO
Jan 28 — Feb 41
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Find cheap flights from Chicago to Toronto with Cheapflights

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”
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The best prices from Chicago to Toronto are usually found in April or February, booked 69 days in advance, depart on a Thursday or Friday and return on a Friday

Cheap flight deals from Chicago to Toronto

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Toronto (YTO). 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 January 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$200
(Trip.com)

One-way from

$113
(Booking.com)

Popular in

November

Cheapest in

April

Average price

$324

Good round-trip deal

$293 or less

Good one-way deal

$189 or less
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
From Chicago (CHI) to Toronto (YTO)
One-way flight from Chicago (CHI) to Toronto (YTO)
Highest demand for flights based on searches. 7% potential increase in price ($23 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in January 2025
Price to beat on a round-trip flight from Chicago (CHI) to Toronto (YTO).
Price to beat on a one-way flight from Chicago (CHI) to Toronto (YTO).

Find flight deals from Chicago to Toronto

Cheapest flights from Chicago to Toronto
Explore the most affordable flight options available from Chicago to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 23, 2025.

This Trip.com deal was found by Cheapflights users on 1/22. 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.
Sat 2/151:05 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 2/2311:20 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 1/22$200
This Mytrip deal was found by Cheapflights users on 1/23. 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.
Thu 2/131:05 pmMDW - YTZ
Nonstop1h 42mMultiple Airlines
Sun 2/1611:20 amYTZ - MDW
Nonstop1h 50mMultiple Airlines
Deal found 1/23$219
This Flightnetwork deal was found by Cheapflights users on 1/22. 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.
Mon 3/33:35 pmORD - YTZ
1 stop5h 15mAir Canada
Mon 3/108:25 amYTZ - ORD
1 stop7h 20mAir Canada
Deal found 1/22$245
This United Airlines deal was found by Cheapflights users on 1/22. 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 2/159:05 pmORD - YYZ
1 stop10h 29mUnited Airlines
Sun 2/1611:00 amYYZ - ORD
Nonstop2h 09mUnited Airlines
Deal found 1/22$247
This Trip.com deal was found by Cheapflights users on 1/23. 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 3/2711:15 amMDW - YTZ
Nonstop1h 42mAir Transat
Fri 3/289:30 amYTZ - MDW
Nonstop1h 50mAir Transat
Deal found 1/23$248
This Flightnetwork deal was found by Cheapflights users on 1/23. 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.
Sat 3/88:30 pmORD - YYZ
Nonstop1h 41mAir Canada
Sat 3/156:52 amYYZ - ORD
Nonstop2h 09mAir Canada
Deal found 1/23$248
This Mytrip deal was found by Cheapflights users on 1/21. 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 3/1110:25 amORD - YYZ
1 stop11h 10mMultiple Airlines
Wed 3/1912:25 pmYYZ - ORD
1 stop12h 42mMultiple Airlines
Deal found 1/21$250
This Mytrip deal was found by Cheapflights users on 1/21. 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 3/45:00 amORD - YTZ
2 stops16h 23mMultiple Airlines
Tue 3/111:05 pmYTZ - ORD
2 stops21h 24mMultiple Airlines
Deal found 1/21$279
This Delta deal was found by Cheapflights users on 1/23. 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.
Thu 2/131:26 pmMDW - YYZ
1 stop8h 41mDelta
Sun 2/166:30 amYYZ - MDW
1 stop5h 17mDelta
Deal found 1/23$285
This American Airlines deal was found by Cheapflights users on 1/23. 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.
Fri 2/141:25 pmORD - YYZ
Nonstop1h 35mAmerican Airlines
Tue 2/1811:31 amYYZ - ORD
Nonstop2h 00mAmerican Airlines
Deal found 1/23$286
This Kiwi.com deal was found by Cheapflights users on 1/23. 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.
Sun 3/94:45 pmORD - YHM
1 stop23h 28mWestJet
Sun 3/166:55 pmYHM - ORD
1 stop22h 01mWestJet
Deal found 1/23$321
This Delta deal was found by Cheapflights users on 1/22. 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.
Tue 2/114:58 pmORD - YYZ
1 stop4h 51mDelta
Sun 2/166:30 amYYZ - ORD
1 stop4h 58mDelta
Deal found 1/22$323

Find flights from Chicago to Toronto within your budget

Customize your flight search to find flights from Chicago to Toronto 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 January 23, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 2/15

1:05 pm-3:47 pm

Nonstop1h 42m

Toronto Island

Sun 2/23

11:20 am-12:10 pm

Nonstop1h 50m

$200

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Thu 2/13

1:05 pm-3:47 pm

Nonstop1h 42m

Toronto Island

Sun 2/16

11:20 am-12:10 pm

Nonstop1h 50m

$210

ChicagoToronto

MDW - YTZ

MDWYTZ

Chicago Midway

Sat 3/29

12:55 pm-3:37 pm

Nonstop1h 42m

Toronto Island

Thu 4/3

3:50 pm-4:40 pm

Nonstop1h 50m

$239

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 2/18

7:13 pm-11:45 am

1 stop15h 32m

Toronto Pearson Intl

Tue 2/25

8:15 pm-10:40 am

2 stops15h 25m

$243

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Mon 3/3

3:35 pm-9:50 pm

1 stop5h 15m

Toronto Island

Mon 3/10

8:25 am-2:45 pm

1 stop7h 20m

$245

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 3/8

9:07 pm-11:06 am

1 stop12h 59m

Toronto Pearson Intl

Sun 3/9

3:30 pm-4:35 pm

Nonstop2h 05m

$247

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/13

8:30 pm-11:11 pm

Nonstop1h 41m

Toronto Pearson Intl

Sun 2/16

6:40 pm-7:37 pm

Nonstop1h 57m

$256

ChicagoToronto

ORD - YTZ

ORDYTZ

Chicago O'Hare Intl

Tue 3/4

5:00 am-10:23 pm

2 stops16h 23m

Toronto Island

Tue 3/11

1:05 pm-9:29 am

2 stops21h 24m

$279

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 2/13

8:11 am-10:51 am

Nonstop1h 40m

Toronto Pearson Intl

Sun 2/16

7:30 am-3:05 pm

1 stop8h 35m

$280

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 2/14

10:30 am-4:09 pm

1 stop4h 39m

Toronto Pearson Intl

Sun 2/16

7:45 am-12:55 pm

1 stop6h 10m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

Showing 1-10 of 33 results
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Compare providers for flights from Chicago to Toronto

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 Toronto in January.
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 flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Toronto flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Toronto flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Toronto 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 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 flights

Find out what our experts recommend to make the most of your Chicago to Toronto trip
Airlines
Porter Airlines

PorterReserve offers early boarding and front-of-cabin seating with extra legroom (36 inches).


Porter flights feature free Wi-Fi and in-seat power ports for all passengers.

Air Canada

Economy Latitude includes priority check-in and two checked bags.


Preferred Seats offer up to four inches of extra space, available for a fee.

Read more about Air Canadaby Jessica Macdonald
United Airlines

Basic Economy allows a personal item only; carry-ons require a fee unless exceptions apply.


United First includes two free checked bags and priority perks on the ground.

Airports
ORD

Prepare for long walks between terminals at ORD. Use the free shuttle train outside security for easier navigation.

Read more about ORDby Ramsey Qubein
MDW

Order food via the airport’s mobile system directly to your gate to save time and avoid long lines.

Read more about MDWby Ramsey Qubein
YYZ

Expect some wait time at Canadian customs upon arrival at YYZ, but the process is generally quick.

Read more about YYZby Kaitlyn McInnis
YTZ

Take the free shuttle from Toronto Union Station to YTZ every 15 minutes for a convenient and affordable transfer.

Read more about YTZby Kaitlyn McInnis
Our travel experts
Daniel Scheffler

Daniel Scheffler

Expert on Porter Airlines

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

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 and MDW

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 and YTZ

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

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.

Best time to book a flight from Chicago to Toronto

Have a flexible travel schedule? Discover the best time to fly to Toronto 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.

Travel insights for flights from Chicago to Toronto

Get recent, data-driven insights about flights from Chicago to Toronto including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Toronto. Price data was last updated on January 17, 2025.

The price you pay for your flight from Chicago to Toronto may vary depending on when you book. For the best chance of a lower fare, look to book 69 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?

Currently, January is the cheapest month in which you can book a flight from Chicago to Toronto (average of $243). Flying from Chicago to Toronto 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 YTO?

Find hourly flight availability from Chicago to Toronto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 23, 2025.

It’s optimal to fly from Chicago to Toronto in the morning. By choosing this option you can save up to 40% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Chicago to Toronto?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Toronto. Price data was last updated on January 21, 2025.

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

Weekly flight availability from Chicago to Toronto

Explore weekly flight availability from Chicago to Toronto. 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 January 23, 2025.

The most flights from CHI to YTO are scheduled on a Monday (54 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (34 on average).

Rainfall in Toronto by month

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

In terms of precipitation, rainfall in Toronto 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 when rainfall is around 2.0 in.

Temperature in Toronto by month

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

If weather is an important factor for your trip to Toronto, 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 Toronto

Get insights into the airlines that provide service to Toronto. 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 Toronto. Reviews last updated January 23, 2025.
To help decide which airline to fly from Chicago to Toronto, see what other customers have to say about American Airlines, Air Canada and WestJet. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good
8,508 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.9

Food

7.3

Comfort

8.0

Overall

8.0

Reviews

1 / 10

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

8.0
Very good
8,508 reviews
8.0
Very good
8,508 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.9

Food

7.3

Comfort

8.0

Overall

8.0

Reviews

1 / 10

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

7.9
Good
277 reviews
8.0
Very good
8,508 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.9

Food

7.3

Comfort

8.0

Overall

8.0

Reviews

1 / 10

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

7.8
Good
381 reviews
8.0
Very good
8,508 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.9

Food

7.3

Comfort

8.0

Overall

8.0

Reviews

1 / 10

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

7.4
Good
8,970 reviews
8.0
Very good
8,508 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.9

Food

7.3

Comfort

8.0

Overall

8.0

Reviews

1 / 10

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

7.2
Good
10,000 reviews
8.0
Very good
8,508 reviews

Boarding

8.2

Crew

8.6

Entertainment

7.9

Food

7.3

Comfort

8.0

Overall

8.0

Reviews

1 / 10

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 Toronto. 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 round-trip?

    Flying on Porter Airlines is currently your cheapest option to Toronto, with prices starting at $200. Additional round-trip tickets that might be worth considering are offered by Air Transat and Air Canada, with the lowest prices starting at $239 and $245, respectively. You may be able to fly from Chicago to Toronto for 32% less than the average price by searching for these airlines.

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

    One-way options have recently been found by users for as low as $113 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from $114 and Delta from $116 one-way.

  • What are the most popular routes from Chicago to Toronto?

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

    No one likes to see their flight delayed. When booking a flight from Chicago to Toronto consider choosing Royal Jordanian (94%), Egyptair (91%) or Qatar Airways (90%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Toronto?

    While on average a flight from Chicago to Toronto is generally $967, our data shows the cheapest flight currently is $121. When looking at the most popular route, (Chicago O'Hare Intl - Toronto Pearson Intl), you can expect to pay $235 for that flight.

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

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

  • How can I find direct flights from Chicago to Toronto?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Toronto 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?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Toronto (average of $243). Flying from Chicago to Toronto 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 Toronto

Discover the top 4 airlines that operate flights from Chicago to Toronto. 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 January 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$122Average$265FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$122Average$333FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$122Average$300FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$148Average$355FlexibilityNo cancel feeOn-time69%
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