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O'Hare Intl

$123+ Cheap flights from Pearson Intl (YYZ) 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
1 adult, Economy
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Cheapflights Tip: The best prices from Toronto Pearson Intl to Chicago O'Hare Intl are usually found in April or March, booked 82 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Pearson Intl to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) 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 April 15, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$197
(Booking.com)

One-way from

$123
(Flightnetwork)

Popular in

January

Cheapest in

April

Average price

$270

Good round-trip deal

$267 or less

Good one-way deal

$181 or less
Provider with most accurate pricing for Toronto Pearson Intl-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Toronto Pearson Intl-Chicago O'Hare Intl flights.
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From Toronto Pearson Intl to Chicago O'Hare Intl
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One-way flight from Toronto Pearson Intl to Chicago O'Hare Intl
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Highest demand for flights based on searches. 8% potential increase in price ($28 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 April 2025
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Price to beat on a round-trip flight from Toronto Pearson Intl to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Toronto Pearson Intl to Chicago O'Hare Intl.
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Find flight deals from Pearson Intl to O'Hare Intl

Cheapest flights from Pearson Intl to O'Hare Intl
Explore the most affordable flight options available from Pearson Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 15, 2025.

This Booking.com deal was found by Cheapflights users on 4/14. 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.
Tue 5/610:00 amYYZ - ORD
2 stops11h 12mAir Canada
Wed 5/149:35 amORD - YYZ
Nonstop1h 40mAir Canada
Deal found 4/14$197
This United deal was found by Cheapflights users on 4/15. 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.
Sat 5/1012:00 pmYYZ - ORD
Nonstop1h 55mMultiple Airlines
Sun 5/184:41 pmORD - YYZ
Nonstop1h 56mMultiple Airlines
Deal found 4/15$201
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Wed 5/75:30 pmYYZ - ORD
Nonstop2h 00mUnited Airlines
Sun 5/116:01 pmORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 4/15$205
This Delta deal was found by Cheapflights users on 4/15. 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 5/89:49 amYYZ - ORD
1 stop3h 52mDelta
Sun 5/119:00 amORD - YYZ
1 stop7h 15mDelta
Deal found 4/15$237
This American Airlines deal was found by Cheapflights users on 4/15. 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 5/166:30 amYYZ - ORD
Nonstop1h 55mAmerican Airlines
Sun 5/186:00 amORD - YYZ
1 stop4h 55mAmerican Airlines
Deal found 4/15$280
This Trip.com deal was found by Cheapflights users on 4/14. 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.
Tue 5/205:00 pmYYZ - ORD
1 stop6h 41mWestJet
Fri 5/233:33 pmORD - YYZ
1 stop6h 41mWestJet
Deal found 4/14$281
This flygcity.se deal was found by Cheapflights users on 4/15. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/812:59 pmYYZ - ORD
2 stops9h 26mBritish Airways
Sun 5/116:00 amORD - YYZ
1 stop4h 55mBritish Airways
Deal found 4/15$297

Cheapflights Fare Finder

Customize your flight search to find flights from Pearson Intl 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 April 15, 2025.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Pearson Intl

Fly to

O'Hare Intl

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 5/6

10:00 am-8:12 pm

2 stops11h 12m

Chicago O'Hare Intl

Wed 5/14

9:35 am-12:15 pm

Nonstop1h 40m

$197

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 5/10

12:00 pm-12:55 pm

Nonstop1h 55m

Chicago O'Hare Intl

Sun 5/18

4:41 pm-7:37 pm

Nonstop1h 56m

$201

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 5/7

5:30 pm-6:30 pm

Nonstop2h 00m

Chicago O'Hare Intl

Sun 5/11

6:01 pm-8:44 pm

Nonstop1h 43m

$205

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 5/8

12:15 pm-4:30 pm

1 stop5h 15m

Chicago O'Hare Intl

Sun 5/11

9:00 am-5:15 pm

1 stop7h 15m

$237

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 5/16

6:30 am-7:25 am

Nonstop1h 55m

Chicago O'Hare Intl

Sun 5/18

6:00 am-11:55 am

1 stop4h 55m

$280

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 5/20

5:00 pm-10:41 pm

1 stop6h 41m

Chicago O'Hare Intl

Fri 5/23

3:33 pm-11:14 pm

1 stop6h 41m

$281

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 5/30

2:10 pm-3:05 pm

Nonstop1h 55m

$123

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Mon 5/19

7:45 pm-6:42 am

1 stop11h 57m

$134

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 5/1

12:15 pm-4:08 pm

1 stop4h 53m

$146

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 5/16

6:30 am-7:25 am

Nonstop1h 55m

$171

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 12 results
1
2

Compare providers for flights from Pearson Intl to O'Hare 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 Pearson Intl to O'Hare Intl in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 Toronto Pearson Intl Airport-Chicago O'Hare Intl Airport flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Toronto Pearson Intl Airport-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Toronto Pearson Intl Airport-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Toronto Pearson Intl Airport-Chicago O'Hare 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 Toronto Pearson Intl Airport-Chicago O'Hare 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 Toronto Pearson Intl Airport 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 Pearson Intl Airport to Chicago O'Hare Intl Airport trip
Airlines
Qatar Airways

Qatar Airways allows only one carry-on item in economy, plan ahead to avoid extra fees.


Qatar Airways' business class offers luxury with pajamas, fresh flowers, and anytime dining.

Read more about Qatar Airwaysby Brandon Schultz
Air Canada

Air Canada offers Preferred Seats with up to four inches extra space, ideal for taller travelers.


Air Canada's Economy Flex includes a checked bag and free advanced seat selection.

Read more about Air Canadaby Jessica Macdonald
United Airlines

United's Basic Economy restricts carry-ons; exceptions for Premier members and select routes.


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

Read more about United Airlinesby Harriet Baskas
Airports
YYZ

Security lines at YYZ are efficient and fast. Expect to clear US customs quickly before boarding your flight to ORD.

Read more about YYZby Kaitlyn McInnis
ORD

At ORD, take the free shuttle train between terminals. Expect long walks, especially from Terminal 5 to immigration.

Read more about ORDby Ramsey Qubein
Our travel experts
Brandon Schultz

Brandon Schultz

Expert on Qatar Airways

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

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 Pearson Intl to O'Hare Intl

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

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

Use this chart to determine the optimal time to book a round-trip flight from Pearson Intl to O'Hare Intl. Price data was last updated on April 11, 2025.

Booking 82 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

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

Find hourly flight availability from Pearson Intl 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 April 15, 2025.

When flying from Toronto Pearson Intl Airport 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 50% versus a flight in the afternoon.

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

Use this chart to determine the cheapest time to fly round-trip from Pearson Intl to O'Hare Intl. Price data was last updated on March 30, 2025.

Travelers seeking maximum savings on their Toronto Pearson Intl Airport 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 Pearson Intl Airport to Chicago O'Hare Intl Airport

Explore weekly flight availability from Pearson Intl 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 April 15, 2025.

The most flights from YYZ to ORD are scheduled on a Tuesday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (44 on average).

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 April 15, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and American Airlines from Toronto to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,918 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,918 reviews
Delta
8.0
Very good
7,918 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,658 reviews
Delta
8.0
Very good
7,918 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,918 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
WestJet
7.2
Good
2,805 reviews
Delta
8.0
Very good
7,918 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Air Canada
7.0
Good
9,127 reviews
Delta
8.0
Very good
7,918 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Pearson Intl 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.

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

    Flying on Air Canada is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at $197. Additional round-trip tickets that might be worth considering are offered by United Airlines and Delta, with the lowest prices starting at $205 and $237, respectively. Users have found that Air Canada is 35% cheaper than the other options available to this destination.

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

    $123 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $128 and $147, respectively.

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

    The top 3 most reliable airlines when flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport are Copa Airlines (88%), Egyptair (87%) and Emirates (85%).

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

    Looking for the cheapest flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport? While on average our users pay $528, our data indicates the cheapest price to be $127. The most popular route (Toronto Pearson Intl - Chicago O'Hare Intl), is priced around $202.

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

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

  • How can I find direct flights from Pearson Intl 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 Pearson Intl to O'Hare Intl.

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

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

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

Book flights to Toronto Pearson Intl Airport if you plan to visit one of these locations
Schaumburg
Hoffman Estates
Rosemont
Beloit
Racine
Naperville
Rockford
Skokie
Tinley Park
Kenosha
Arlington Heights
Elgin
Joliet
Orland Park
Merrillville
Northbrook
Lake Geneva
Waukegan
Glenview
Oak Brook

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Alternative routes for Pearson Intl to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Toronto Island to Midway flights
Pearson Intl to Midway flights
Toronto Island to O'Hare Intl flights
Hamilton to O'Hare Intl flights

Top 3 airlines flying from Pearson Intl to O'Hare Intl

Discover the top 3 airlines that operate flights from Pearson Intl 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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$198Average$290FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$225Average$310FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$230Average$327FlexibilityNo cancel feeOn-time71%

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