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Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from C$ 186

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 14/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
4 Jul — 11 Jul1
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 January or February, 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

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 4 June 2026.

Thu 25/68:05 a.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Sat 27/65:35 p.m.
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Deal found 3/6C$ 305
Wed 24/62:00 p.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Fri 26/63:45 p.m.
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Deal found 3/6C$ 308
Thu 3/94:00 p.m.
YYZ
-
ORD
1 stop5h 05m
Air Canada
Mon 7/98:40 p.m.
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Deal found 4/6C$ 312
Thu 25/612:25 p.m.
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Mon 29/62:15 p.m.
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Deal found 3/6C$ 316
Thu 25/67:00 a.m.
YYZ
-
ORD
Nonstop2h 00m
United Airlines
Sun 28/69:20 p.m.
ORD
-
YYZ
Nonstop1h 39m
United Airlines
Deal found 1/6C$ 318
Tue 16/68:00 a.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Fri 19/68:40 p.m.
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Deal found 30/5C$ 319
Wed 17/61:55 p.m.
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Wed 24/68:40 p.m.
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Deal found 30/5C$ 320
Wed 2/98:05 a.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Mon 7/99:50 a.m.
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Deal found 4/6C$ 322
Sat 5/94:00 p.m.
YYZ
-
ORD
1 stop5h 05m
Air Canada
Mon 7/98:40 p.m.
ORD
-
YYZ
Nonstop1h 45m
Air Canada
Deal found 30/5C$ 323
Thu 25/68:05 a.m.
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Sun 28/68:40 p.m.
ORD
-
YYZ
Nonstop1h 46m
Air Canada
Deal found 1/6C$ 324
Thu 25/62:45 p.m.
YYZ
-
ORD
Nonstop2h 05m
Lufthansa
Sun 28/67:09 a.m.
ORD
-
YYZ
Nonstop1h 45m
Lufthansa
Deal found 31/5C$ 327
Sat 20/68:45 a.m.
YYZ
-
ORD
Nonstop2h 00m
Lufthansa
Mon 22/69:20 p.m.
ORD
-
YYZ
Nonstop1h 39m
Lufthansa
Deal found 1/6C$ 329

Find 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 4 June 2026.

Round-trip from

C$ 305

One-way from

C$ 186

Popular in

December

Cheapest in

January

Average price

C$ 416

Good round-trip deal

C$ 484 or less

Good one-way deal

C$ 270 or less
Air Canada
  • Air Canada
  • 25/6-27/6
  • Nonstop
  • 3h 40m total
  • Toronto to Chicago
Search Deals
GOL
  • GOL
  • 14/8
  • Nonstop
  • 1h 55m total
  • Toronto to Chicago
Search Deals
High demand for flights, 1% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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

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 4 June 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 25/6

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

Chicago O'Hare Intl

Sun 28/6

7:09 a.m.-9:54 a.m.

Nonstop1h 45m

C$ 318
Quickest round-trip

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 27/6

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

Chicago O'Hare Intl

Sun 28/6

9:20 p.m.-11:59 p.m.

Nonstop1h 39m

C$ 355

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 24/6

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

Chicago O'Hare Intl

Tue 30/6

8:40 p.m.-11:26 p.m.

Nonstop1h 46m

C$ 374

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 20/6

7:00 a.m.-8:00 a.m.

Nonstop2h 00m

Chicago O'Hare Intl

Sat 27/6

3:53 p.m.-11:54 p.m.

1 stop7h 01m

C$ 387

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 21/8

2:24 p.m.-8:27 p.m.

1 stop7h 03m

Chicago O'Hare Intl

Sun 23/8

6:51 a.m.-11:19 a.m.

1 stop3h 28m

C$ 405

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 3/7

7:43 p.m.-11:31 p.m.

1 stop4h 48m

Chicago O'Hare Intl

Mon 6/7

5:55 p.m.-8:44 p.m.

Nonstop1h 49m

C$ 405

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 25/7

7:43 p.m.-11:31 p.m.

1 stop4h 48m

Chicago O'Hare Intl

Wed 29/7

9:20 p.m.-11:59 p.m.

Nonstop1h 39m

C$ 405

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 16/6

3:00 p.m.-9:00 p.m.

1 stop7h 00m

Chicago O'Hare Intl

Fri 19/6

8:40 p.m.-11:26 p.m.

Nonstop1h 46m

C$ 449

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 8/8

9:45 a.m.-1:36 p.m.

1 stop4h 51m

Chicago O'Hare Intl

Mon 10/8

2:12 p.m.-10:59 p.m.

1 stop7h 47m

C$ 451

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 21/6

6:05 a.m.-1:04 p.m.

1 stop7h 59m

Chicago O'Hare Intl

Tue 23/6

8:52 a.m.-3:19 p.m.

1 stop5h 27m

C$ 459

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/5

Showing 1-10 of 24 resultsSorted by cheapest first
1
2
3

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?

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 83 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$ 354). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in December is currently the most expensive (average of C$ 459). 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 4 June 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 33% 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 30 May 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 4 June 2026.
Get a feel of what it's like to fly with Porter Airlines,United Airlines, andWestJet 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
440 reviews
Check prices

Entertainment

6.9

Overall

8.0

Food

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
Porter Airlines
8.0
Very good
440 reviews
Porter Airlines
8.0
Very good
440 reviews
Check prices

Entertainment

6.9

Overall

8.0

Food

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
United Airlines
7.4
Good
9,778 reviews
Porter Airlines
8.0
Very good
440 reviews
Check prices

Entertainment

6.9

Overall

8.0

Food

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
WestJet
7.2
Good
3,350 reviews
Porter Airlines
8.0
Very good
440 reviews
Check prices

Entertainment

6.9

Overall

8.0

Food

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
American Airlines
7.1
Good
11,644 reviews
Porter Airlines
8.0
Very good
440 reviews
Check prices

Entertainment

6.9

Overall

8.0

Food

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.
Air Canada
7.1
Good
11,127 reviews
Porter Airlines
8.0
Very good
440 reviews
Check prices

Entertainment

6.9

Overall

8.0

Food

7.6

Comfort

8.0

Boarding

8.2

Crew

8.6

Reviews

1 / 20
6.0
Good

Justin,May 2026

YYZ - MCO

Staff very nice. Seats were uncomfortable. Complimentary snacks leave much to be desired.

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. The time it takes to get you to your destination can typically vary by up to 5h 03m. 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$ 223), Air Canada (C$ 247), and American Airlines (C$ 250) offers the cheapest pricing from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. These flights start at 46% 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 Air Canada, with whom users have recently found tickets for as low as C$ 149. However, be on the lookout for offers from United Airlines and American Airlines, 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 Copa Airlines (100%), EVA Air (100%) or Qatar Airways (91%) 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$ 201. While the most popular route (Toronto Pearson Intl - Chicago O'Hare Intl) can be booked for C$ 318 on average, our data indicates C$ 1,341 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$ 354). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in December is currently the most expensive (average of C$ 459). 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
Northbrook
Evanston
Des Plaines
Skokie
Downers Grove
Elk Grove Village
Racine
Bolingbrook
Naperville
Romeoville
Schaumburg

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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 4 June 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 4 June 2026.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 223AverageC$ 512FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 247AverageC$ 449FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 250AverageC$ 419FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 266AverageC$ 402FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 370AverageC$ 476FlexibilityNo 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.

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