Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from C$ 158

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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
13 Feb — 20 Feb1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Toronto Pearson Intl to Chicago O'Hare Intl are usually found in May or April, booked 84 days in advance, depart on a Friday or Saturday 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 14 January 2026.

Round-trip from

C$ 257

One-way from

C$ 158

Popular in

December

Cheapest in

May

Average price

C$ 400

Good round-trip deal

C$ 637 or less

Good one-way deal

C$ 374 or less
Air Canada
  • Air Canada
  • 5/2-8/2
  • Nonstop
  • 3h 40m total
  • Toronto to Chicago
Search Deals
American Airlines
  • American Airlines
  • 7/2
  • Nonstop
  • 2h 00m total
  • Toronto to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Toronto Pearson Intl to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Toronto Pearson Intl to Chicago O'Hare Intl.
Search Deals

Find flight deals from Pearson Intl to O'Hare Intl

Enter your travel dates to find the best prices.

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 14 January 2026.

Thu 5/26:45 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Sun 8/210:00 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 14/1C$ 257
Thu 5/27:00 a.m.
YYZ
-
ORD
1 stop7h 50m
American Airlines
Tue 10/26:31 p.m.
ORD
-
YYZ
Nonstop1h 52m
American Airlines
Deal found 13/1C$ 261
Wed 4/23:30 p.m.
YYZ
-
ORD
Nonstop1h 58m
United Airlines
Sun 8/24:50 p.m.
ORD
-
YYZ
Nonstop1h 55m
United Airlines
Deal found 13/1C$ 262
Sat 7/25:30 p.m.
YYZ
-
ORD
Nonstop2h 20m
United Airlines
Sat 14/26:28 p.m.
ORD
-
YYZ
Nonstop1h 53m
United Airlines
Deal found 14/1C$ 264
Wed 18/26:00 a.m.
YYZ
-
ORD
Nonstop2h 15m
American Airlines
Fri 20/26:40 a.m.
ORD
-
YYZ
1 stop7h 50m
American Airlines
Deal found 13/1C$ 265
Sun 8/22:15 p.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Sun 15/22:00 p.m.
ORD
-
YYZ
Nonstop1h 39m
Air Canada
Deal found 14/1C$ 271
Sat 28/26:40 p.m.
YYZ
-
ORD
Nonstop2h 05m
Air Canada
Sat 7/310:00 a.m.
ORD
-
YYZ
Nonstop1h 40m
Air Canada
Deal found 14/1C$ 272
Thu 5/29:00 a.m.
YYZ
-
ORD
Nonstop2h 06m
Lufthansa
Sun 8/21:13 p.m.
ORD
-
YYZ
Nonstop1h 49m
Lufthansa
Deal found 13/1C$ 273
Tue 3/211:30 a.m.
YYZ
-
ORD
Nonstop1h 55m
American Airlines
Thu 19/26:08 a.m.
ORD
-
YYZ
1 stop9h 33m
American Airlines
Deal found 13/1C$ 276
Sat 7/27:04 p.m.
YYZ
-
ORD
Nonstop2h 00m
American Airlines
Sat 14/27:10 a.m.
ORD
-
YYZ
1 stop7h 35m
American Airlines
Deal found 14/1C$ 278
Mon 2/29:00 p.m.
YYZ
-
ORD
Nonstop2h 05m
United Airlines
Thu 12/27:07 a.m.
ORD
-
YYZ
Nonstop1h 51m
United Airlines
Deal found 13/1C$ 280

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 629,999 searches. Data last updated 14 January 2026.
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 6/2

3:30 p.m.-4:40 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Mon 9/2

9:15 p.m.-11:59 p.m.

Nonstop1h 44m

C$ 303

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 10/2

5:30 p.m.-6:50 p.m.

Nonstop2h 20m

Chicago O'Hare Intl

Tue 17/2

6:28 p.m.-9:21 p.m.

Nonstop1h 53m

C$ 304

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 5/2

9:00 a.m.-10:06 a.m.

Nonstop2h 06m

Chicago O'Hare Intl

Sun 8/2

1:13 p.m.-4:02 p.m.

Nonstop1h 49m

C$ 304

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 17/4

10:15 a.m.-11:18 a.m.

Nonstop2h 03m

Chicago O'Hare Intl

Mon 20/4

6:01 p.m.-11:54 p.m.

1 stop4h 53m

C$ 311

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 5/2

7:50 a.m.-4:30 p.m.

1 stop9h 40m

Chicago O'Hare Intl

Sun 8/2

6:50 a.m.-11:20 a.m.

1 stop3h 30m

C$ 319

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 12/2

3:30 p.m.-4:39 p.m.

Nonstop2h 09m

Chicago O'Hare Intl

Sun 15/2

4:10 p.m.-11:20 p.m.

1 stop6h 10m

C$ 319

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 10/2

10:05 a.m.-1:13 p.m.

1 stop4h 08m

Chicago O'Hare Intl

Tue 17/2

10:35 a.m.-4:10 p.m.

1 stop4h 35m

C$ 321

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 4/2

5:10 p.m.-10:34 p.m.

1 stop6h 24m

Chicago O'Hare Intl

Sun 8/2

10:35 a.m.-4:12 p.m.

1 stop4h 37m

C$ 321

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 21/2

5:30 p.m.-6:40 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Mon 23/2

3:51 p.m.-11:20 p.m.

1 stop6h 29m

C$ 321

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 7/2

4:44 p.m.-5:44 p.m.

Nonstop2h 00m

C$ 158

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/1

Showing 1-10 of 20 results
1
2

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 9 January 2026.

The price you pay for your flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 84 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 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 C$ 185). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in April is currently the most expensive (average of C$ 294). 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 14 January 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 42% on flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport by exploring options for tickets in the evening.

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 10 January 2026.

Travelers seeking maximum savings on their Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight should consider departing on Thursday 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.

How much does it cost to fly round-trip from Toronto Pearson Intl Airport 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 14 January 2026.
Get a feel of what it's like to fly with Porter Airlines,United Airlines, andAmerican Airlines from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
407 reviews
Check prices

Food

7.6

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Porter Airlines
8.0
Very good
407 reviews
Porter Airlines
8.0
Very good
407 reviews
Check prices

Food

7.6

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
United Airlines
7.4
Good
9,162 reviews
Porter Airlines
8.0
Very good
407 reviews
Check prices

Food

7.6

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
American Airlines
7.2
Good
11,125 reviews
Porter Airlines
8.0
Very good
407 reviews
Check prices

Food

7.6

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
WestJet
7.2
Good
3,242 reviews
Porter Airlines
8.0
Very good
407 reviews
Check prices

Food

7.6

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out
Air Canada
7.1
Good
10,622 reviews
Porter Airlines
8.0
Very good
407 reviews
Check prices

Food

7.6

Overall

8.0

Entertainment

7.0

Boarding

8.2

Crew

8.6

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Mohameed,Nov 2025

LAS - YYZ

It's good. Planes are new and fresh. WiFi is best and stands out

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.

  • How long is the flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

    Airlines like United Airlines and Delta fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in about 2h 10m. The time it takes to get you to your destination can typically vary by up to 7h 30m. Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport are separated by a distance of 702 km. Both multi-stop and direct flights can be found to your destination and back.

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

    According to our current data, Porter Airlines (C$ 224), Air Canada (C$ 250), and American Airlines (C$ 251) offers the cheapest pricing from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. These flights start at 43% lower than the current average price 3 months from now.

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

    The cheapest airline one-way is Porter Airlines, with whom users have recently found tickets for as low as C$ 129. However, be on the lookout for offers from United Airlines and Air Canada, as they are both options that can get you from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for a low price.

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

    Consider Japan Airlines (82%), Copa Airlines (75%) or Egyptair (73%) when booking your flight. These represent the most reliable airlines when flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.

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

    Looking at all options, your cheapest flight can be booked for C$ 229. While the most popular route (Toronto Pearson Intl - Chicago O'Hare Intl) can be booked for C$ 262 on average, our data indicates C$ 1,844 when flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.

  • 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, 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 C$ 185). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in April is currently the most expensive (average of C$ 294). 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

Travelling 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
Evanston
Des Plaines
Skokie
Elk Grove Village
Downers Grove
Racine
Naperville
Bolingbrook
Romeoville

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from Pearson Intl to O'Hare Intl on these airlines

Choose from the following airlines for your flight from Pearson Intl to O'Hare Intl. Flights are based on user searches made on Cheapflights and were last updated on 14 January 2026.
Air Canada flights from Toronto Pearson Intl to Chicago O'Hare Intl
United Airlines flights from Toronto Pearson Intl to Chicago O'Hare Intl
American Airlines flights from Toronto Pearson Intl to Chicago O'Hare Intl

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 629,999 searches. Data last updated 14 January 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 224AverageC$ 276FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 257AverageC$ 391FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 261AverageC$ 422FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 264AverageC$ 404FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 353AverageC$ 492FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Pearson Intl to O'Hare Intl?

Deals for Pearson Intl to O'Hare Intl flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to O'Hare Intl?

Millions of users choose and trust Cheapflights to book the best flight deals from Pearson Intl to O'Hare Intl for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Pearson Intl to O'Hare Intl with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Pearson Intl to O'Hare Intl, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Pearson Intl to O'Hare Intl become cheaper?

Not ready to book yet? You can track prices for flights from Pearson Intl to O'Hare Intl on Cheapflights with our Price Alert feature and get notified when better prices are available.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.