Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from C$ 146

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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
19 Aug — 26 Aug1
1 adult

Cheapflights Tip: The best prices from Toronto Pearson Intl to Chicago O'Hare Intl are usually found in April or May, booked 41 days in advance, depart on a Friday or Saturday and return on a Saturday

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 August 2025.

Round-trip from

C$ 203

One-way from

C$ 146

Popular in

January

Cheapest in

April

Average price

C$ 445

Good round-trip deal

C$ 560 or less

Good one-way deal

C$ 296 or less
Air Canada
  • Air Canada
  • 6/11-10/11
  • Nonstop
  • 3h 34m total
  • Toronto to Chicago
Search Deals
American Airlines
  • American Airlines
  • 14/11
  • Nonstop
  • 2h 00m total
  • Toronto to Chicago
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
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

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 August 2025.

Thu 6/112:15 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Mon 10/113:55 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 13/8C$ 203
Fri 7/119:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Mon 10/119:20 p.m.ORD - YYZ
Nonstop1h 39mUnited Airlines
Deal found 12/8C$ 204
Sat 1/115:30 p.m.YYZ - ORD
Nonstop2h 09mUnited Airlines
Fri 7/119:20 p.m.ORD - YYZ
Nonstop1h 39mUnited Airlines
Deal found 12/8C$ 208
Sun 12/102:10 p.m.YYZ - ORD
Nonstop1h 54mAir Canada
Sun 30/118:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Deal found 14/8C$ 219
Thu 2/106:35 p.m.YYZ - ORD
Nonstop1h 54mAir Canada
Sun 5/108:25 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Deal found 13/8C$ 222
Thu 2/104:40 p.m.YYZ - ORD
Nonstop1h 53mAir Canada
Mon 6/108:25 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Deal found 12/8C$ 225
Wed 1/1012:20 p.m.YYZ - ORD
Nonstop1h 54mAir Canada
Sat 4/103:50 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Deal found 14/8C$ 229
Sun 5/1012:20 p.m.YYZ - ORD
Nonstop1h 54mAir Canada
Fri 17/108:25 p.m.ORD - YYZ
Nonstop1h 43mAir Canada
Deal found 12/8C$ 237

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 August 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

Sat 1/11

8:55 a.m.-10:00 a.m.

Nonstop2h 05m

Chicago O'Hare Intl

Sat 8/11

1:19 p.m.-4:02 p.m.

Nonstop1h 43m

C$ 208

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 29/10

2:15 p.m.-3:10 p.m.

Nonstop1h 55m

Chicago O'Hare Intl

Thu 6/11

8:15 p.m.-10:54 p.m.

Nonstop1h 39m

C$ 208

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 6/11

7:40 p.m.-11:43 p.m.

1 stop5h 03m

Chicago O'Hare Intl

Mon 10/11

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

Nonstop1h 53m

C$ 223

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 2/10

2:10 p.m.-3:04 p.m.

Nonstop1h 54m

Chicago O'Hare Intl

Sun 5/10

8:25 p.m.-11:08 p.m.

Nonstop1h 43m

C$ 229

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 7/10

2:10 p.m.-3:04 p.m.

Nonstop1h 54m

Chicago O'Hare Intl

Tue 21/10

8:25 p.m.-11:08 p.m.

Nonstop1h 43m

C$ 237

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 8/10

6:35 p.m.-7:29 p.m.

Nonstop1h 54m

Chicago O'Hare Intl

Sun 19/10

3:50 p.m.-6:33 p.m.

Nonstop1h 43m

C$ 237

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 7/10

6:35 p.m.-7:29 p.m.

Nonstop1h 54m

Chicago O'Hare Intl

Thu 9/10

2:00 p.m.-4:43 p.m.

Nonstop1h 43m

C$ 237

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 24/10

4:40 p.m.-5:33 p.m.

Nonstop1h 53m

Chicago O'Hare Intl

Sun 26/10

3:55 p.m.-6:34 p.m.

Nonstop1h 39m

C$ 237

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 11/10

6:35 p.m.-7:29 p.m.

Nonstop1h 54m

Chicago O'Hare Intl

Tue 14/10

8:25 p.m.-11:08 p.m.

Nonstop1h 43m

C$ 237

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 8/10

6:35 p.m.-7:29 p.m.

Nonstop1h 54m

Chicago O'Hare Intl

Wed 22/10

8:25 p.m.-11:08 p.m.

Nonstop1h 43m

C$ 237

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

Showing 1-10 of 19 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 8 August 2025.

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 41 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$ 261). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 352). 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 August 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 59% 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 August 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. Wednesday 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 14 August 2025.

The most flights from YYZ to ORD are scheduled on a Thursday (61 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (40 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 14 August 2025.
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
332 reviews
Check prices

Boarding

8.2

Overall

8.0

Entertainment

7.0

Comfort

8.0

Crew

8.7

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
332 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Boarding

8.2

Overall

8.0

Entertainment

7.0

Comfort

8.0

Crew

8.7

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,916 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Boarding

8.2

Overall

8.0

Entertainment

7.0

Comfort

8.0

Crew

8.7

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
American Airlines
7.2
Good
10,000 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Boarding

8.2

Overall

8.0

Entertainment

7.0

Comfort

8.0

Crew

8.7

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
3,015 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Boarding

8.2

Overall

8.0

Entertainment

7.0

Comfort

8.0

Crew

8.7

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Canada
7.1
Good
9,949 reviews
Porter Airlines
8.0
Very good
332 reviews
Check prices

Boarding

8.2

Overall

8.0

Entertainment

7.0

Comfort

8.0

Crew

8.7

Food

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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?

    According to our current data, Porter Airlines (C$ 229), Air Canada (C$ 265), and United Airlines (C$ 282) 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 most reliable airlines from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

    Consider SkyWest Airlines (89%), Egyptair (87%) or Copa Airlines (87%) 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$ 194. While the most popular route (Toronto Pearson Intl - Chicago O'Hare Intl) can be booked for C$ 203 on average our data indicates C$ 1,510 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$ 261). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in March is currently the most expensive (average of C$ 352). 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
Downers Grove
Naperville
Bolingbrook
Romeoville
Elk Grove Village

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 August 2025.
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 August 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 229AverageC$ 308FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 265AverageC$ 395FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 282AverageC$ 425FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 289AverageC$ 494FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 422AverageC$ 582FlexibilityNo 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.