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O'Hare Intl

$105+ 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 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 May, booked 83 days in advance, depart on a Friday or Thursday and return on a Thursday

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 July 3, 2025.

Round-trip from

$163
(Booking.com)

One-way from

$105
(Gotogate)

Popular in

January

Cheapest in

April

Average price

$277

Good round-trip deal

$259 or less

Good one-way deal

$187 or less
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. 10% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This Booking.com deal was found by Cheapflights users on 7/2. 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.
Fri 8/156:35 pmYYZ - ORD
Nonstop1h 54mAir Canada
Fri 8/228:25 pmORD - YYZ
Nonstop1h 45mAir Canada
Deal found 7/2$163
This Trip.com deal was found by Cheapflights users on 7/1. 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 7/107:00 amYYZ - ORD
Nonstop1h 59mUnited Airlines
Mon 7/149:14 pmORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 7/1$166
This American Airlines deal was found by Cheapflights users on 6/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/307:35 amYYZ - ORD
1 stop13h 36mAmerican Airlines
Fri 9/53:05 pmORD - YYZ
Nonstop1h 42mAmerican Airlines
Deal found 6/30$178
This Delta deal was found by Cheapflights users on 7/2. 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.
Sat 8/96:30 amYYZ - ORD
1 stop4h 46mDelta
Thu 8/149:10 amORD - YYZ
1 stop5h 11mDelta
Deal found 7/2$223

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 July 3, 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

Fri 8/15

6:35 pm-7:29 pm

Nonstop1h 54m

Chicago O'Hare Intl

Fri 8/22

8:25 pm-11:10 pm

Nonstop1h 45m

$163

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 7/10

7:00 am-7:59 am

Nonstop1h 59m

Chicago O'Hare Intl

Mon 7/14

9:14 pm-11:58 pm

Nonstop1h 44m

$166

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 8/30

7:35 am-8:11 pm

1 stop13h 36m

Chicago O'Hare Intl

Fri 9/5

3:05 pm-5:47 pm

Nonstop1h 42m

$178

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 8/9

6:30 am-10:16 am

1 stop4h 46m

Chicago O'Hare Intl

Thu 8/14

9:10 am-3:21 pm

1 stop5h 11m

$223

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 8/16

6:15 am-9:52 am

1 stop4h 37m

$105

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 10/1

11:44 am-12:39 pm

Nonstop1h 55m

$106

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 8/20

9:00 pm-10:07 pm

Nonstop2h 07m

$108

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 7/11

10:44 am-4:14 pm

1 stop6h 30m

$125

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 7/26

9:45 am-12:50 pm

1 stop4h 05m

$140

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 8/14

4:11 pm-8:23 pm

1 stop5h 12m

$156

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 11 results
1
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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, moving quickly even for US-bound flights. Arrive early to clear US customs before boarding.

Read more about YYZby Kaitlyn McInnis
ORD

For arrivals at ORD, take the 'L' train for a reliable and efficient trip to downtown Chicago, avoiding traffic delays.

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 June 27, 2025.

Booking 64 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 July 3, 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 40% 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 June 29, 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 July 3, 2025.

The most flights from YYZ to ORD are scheduled on a Wednesday (60 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (28 on average).

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 July 3, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport 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
7,982 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,861 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,917 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
9,681 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $163. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at $166 and $178, respectively. Users have found that Air Canada is 44% 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?

    $105 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 United Airlines, with prices starting from $106 and $108, 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 Cathay Pacific (100%), Copa Airlines (93%) and Egyptair (92%).

  • 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 $2,135, our data indicates the cheapest price to be $120. The most popular route (Toronto Pearson Intl - Chicago O'Hare Intl), is priced around $154.

  • 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
Skokie
Des Plaines
Arlington Heights
Elgin
Naperville
Orland Park
Elk Grove Village
Racine
Rockford
Tinley Park
Merrillville
Bridgeview
Glenview
Lake Geneva
Joliet
Waukegan

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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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$162Average$268FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$165Average$281FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$211Average$323FlexibilityNo cancel feeOn-time71%

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