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.
$121+ 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
Dec 20 — Dec 271
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Pearson Intl to O'Hare Intl 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”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Toronto Pearson Intl to Chicago O'Hare Intl are usually found in April or May, booked 64 days in advance, depart on a Friday or Thursday and return on a Thursday
Find flight deals from Pearson Intl to O'Hare Intl
Cheapest flights from Pearson Intl to O'Hare IntlExplore 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 November 20, 2025.
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 November 20, 2025.
This American Airlines deal was found by Cheapflights users on 11/18. 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.
Tue 12/91:47 pmYYZ - ORD
1 stop5h 36mAmerican Airlines
Fri 12/125:00 amORD - YYZ
1 stop5h 12mAmerican Airlines
Deal found 11/18![American Airlines logo]()
$183
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Tue 12/96:00 amYYZ - ORD
Nonstop2h 15mAmerican Airlines
Sat 12/137:10 amORD - YYZ
1 stop7h 49mAmerican Airlines
Deal found 11/19![American Airlines logo]()
$190
This United Airlines deal was found by Cheapflights users on 11/19. 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 12/247:40 pmYYZ - ORD
1 stop5h 04mUnited Airlines
Tue 1/611:15 amORD - YYZ
Nonstop1h 46mUnited Airlines
Deal found 11/19![United Airlines logo]()
$192
This Air Canada deal was found by Cheapflights users on 11/18. 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.
Fri 12/122:15 pmYYZ - ORD
Nonstop1h 55mAir Canada
Mon 12/158:15 pmORD - YYZ
Nonstop1h 39mAir Canada
Deal found 11/18![Air Canada logo]()
$200
This Delta deal was found by Cheapflights users on 11/19. 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.
Sun 12/149:52 amYYZ - ORD
1 stop7h 30mDelta
Wed 12/1710:45 amORD - YYZ
1 stop5h 30mDelta
Deal found 11/19![Delta logo]()
$201
This United Airlines deal was found by Cheapflights users on 11/18. 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.
Thu 12/49:00 amYYZ - ORD
Nonstop2h 02mUnited Airlines
Wed 12/249:20 pmORD - YYZ
Nonstop1h 39mUnited Airlines
Deal found 11/18![United Airlines logo]()
$202
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Mon 12/810:58 amYYZ - ORD
1 stop6h 53mAmerican Airlines
Fri 12/125:00 amORD - YYZ
1 stop5h 12mAmerican Airlines
Deal found 11/17![American Airlines logo]()
$203
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Sun 12/76:00 amYYZ - ORD
1 stop7h 54mAmerican Airlines
Wed 12/105:00 amORD - YYZ
1 stop5h 12mAmerican Airlines
Deal found 11/19![American Airlines logo]()
$205
This United Airlines deal was found by Cheapflights users on 11/17. 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 12/229:00 pmYYZ - ORD
Nonstop2h 05mUnited Airlines
Wed 1/77:10 amORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 11/17![United Airlines logo]()
$206
This United Airlines deal was found by Cheapflights users on 11/18. 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.
Fri 12/269:00 pmYYZ - ORD
Nonstop2h 05mUnited Airlines
Tue 1/611:15 amORD - YYZ
Nonstop1h 46mUnited Airlines
Deal found 11/18![United Airlines logo]()
$207
This Mytrip deal was found by Cheapflights users on 11/17. 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.
Wed 12/36:20 amYYZ - ORD
1 stop5h 58mAir Canada
Sat 12/612:50 pmORD - YYZ
1 stop6h 40mAir Canada
Deal found 11/17![Air Canada logo]()
$208
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 November 20, 2025.
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $183 (American Airlines) |
One-way from | $121 (Trip.com) |
Popular in | December |
Cheapest in | April |
Average price | $326 |
Good round-trip deal | $427 or less |
Good one-way deal | $197 or less |
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 November 20, 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
Wed 1/7
3:30 pm-4:40 pm
Nonstop2h 10m
Chicago O'Hare Intl
Mon 1/12
4:50 pm-7:45 pm
Nonstop1h 55m
$184
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 2/1
9:00 pm-10:05 pm
Nonstop2h 05m
Chicago O'Hare Intl
Thu 2/5
7:10 am-9:58 am
Nonstop1h 48m
$184
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 1/8
9:00 pm-10:05 pm
Nonstop2h 05m
Chicago O'Hare Intl
Sun 1/11
9:15 pm-11:59 pm
Nonstop1h 44m
$185
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 12/14
9:00 am-10:02 am
Nonstop2h 02m
Chicago O'Hare Intl
Wed 12/17
7:10 am-9:58 am
Nonstop1h 48m
$202
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Mon 12/15
9:00 pm-10:05 pm
Nonstop2h 05m
Chicago O'Hare Intl
Tue 12/16
11:15 am-2:01 pm
Nonstop1h 46m
$202
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 1/13
11:00 am-12:08 pm
Nonstop2h 08m
Chicago O'Hare Intl
Thu 1/15
6:17 pm-11:46 pm
1 stop4h 29m
$206
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 1/7
9:00 pm-10:05 pm
Nonstop2h 05m
Chicago O'Hare Intl
Mon 1/26
8:52 am-2:14 pm
1 stop4h 22m
$206
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 12/11
6:05 am-10:00 am
1 stop4h 55m
Chicago O'Hare Intl
Sun 12/14
6:45 am-11:25 am
1 stop3h 40m
$210
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 1/8
6:06 am-1:26 pm
1 stop8h 20m
Chicago O'Hare Intl
Sun 1/11
6:15 pm-10:41 pm
1 stop3h 26m
$210
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 2/1
12:12 pm-6:45 pm
1 stop7h 33m
Chicago O'Hare Intl
Thu 2/5
9:35 am-4:12 pm
1 stop5h 37m
$211
Showing 1-10 of 18 results
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 November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- 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.
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
Prices
Airlines
Delays
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 November 14, 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, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of $133). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in April is currently the most expensive (average of $212). 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 November 20, 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 31% 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 November 2, 2025.
Travelers seeking maximum savings on their Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight should consider departing on Friday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Toronto to Chicago delayed?
About 10% of weekly flights between Toronto and Chicago have experienced delays in the past year, with the average delay time being 143 minutes.
What is the most punctual flight time for Toronto to Chicago flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Toronto to Chicago flights?
Over the last year, Air Antilles have had the lowest number of delays on this route, with no flights being classified as delayed.
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
![Air Canada]()
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.
![United Airlines]()
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.
Airports
Our travel experts
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 November 20, 2025.
Peruse reviews from past customers who have flown with Porter Airlines, 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.
Crew
8.6
Boarding
8.2
Overall
8.0
Food
7.6
Comfort
8.0
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Crew
8.6
Boarding
8.2
Overall
8.0
Food
7.6
Comfort
8.0
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Crew
8.6
Boarding
8.2
Overall
8.0
Food
7.6
Comfort
8.0
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Crew
8.6
Boarding
8.2
Overall
8.0
Food
7.6
Comfort
8.0
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Crew
8.6
Boarding
8.2
Overall
8.0
Food
7.6
Comfort
8.0
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
Crew
8.6
Boarding
8.2
Overall
8.0
Food
7.6
Comfort
8.0
Entertainment
7.0
Reviews
1 / 20
8.0
ExcellentMohameed,Nov 2025
LAS - YYZ
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.
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 locationsSchaumburg
Rosemont
Skokie
Des Plaines
Gurnee
Hoffman Estates
Beloit
Delavan
Elgin
Oak Brook
Elk Grove Village
Downers Grove
Rockford
Naperville
Orland Park
Bridgeview
Warrenville
Waukegan
Aurora
Racine
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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.
Top 5 airlines flying from Pearson Intl to O'Hare Intl
Discover the top 5 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 November 20, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$146 | Average$271 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$165 | Average$288 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$180 | Average$423 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$196 | Average$345 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$208 | Average$348 | FlexibilityNo cancel fee | On-time60% |