How do most travelers feel about American Airlines?

Cheapflights users who travel with American Airlines (a popular airline from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport) have rated them a 7.2/10. This rating comes from 11,028 reviews. If you are looking to travel YYZ-ORD, search your dates above.

Can I get a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport on American Airlines for under C$ 561?

American Airlines offers 11 flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for under C$ 561. Prices vary by date and time. To see all prices and select your dates, click here.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 43.0 mm.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

C$ 181+ American Airlines Flights from Pearson Intl to O'Hare Intl

Cheapflights users flying from Toronto to Chicago on American Airlines typically fly into Chicago O'Hare Intl and depart from Toronto Pearson Intl. Select your dates above for pricing.

American Airlines flights from Pearson Intl to O'Hare Intl in 2025

One-way from	C$ 181
Round-trip from	C$ 243
Popular in	October
Cheapest in	April
Average price (all airlines)	C$ 467

American Airlines
12/11
1 total stop
6h 18m total
Toronto to Chicago

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American Airlines
24/3-31/3
1 total stop
9h 33m total
Toronto to Chicago

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Highest demand for flights from Toronto Pearson Intl to Chicago O'Hare Intl; 4% potential price increase.

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Best time to find cheap flights from Toronto Pearson Intl to Chicago O'Hare Intl; 1% potential price drop.

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Average price for all Toronto Pearson Intl to Chicago O'Hare Intl flights (one-way and round-trip).

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Can I get a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport on American Airlines for under C$ 561?
American Airlines offers 11 flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for under C$ 561. Prices vary by date and time. To see all prices and select your dates, click here.
How do most travelers feel about American Airlines?
Cheapflights users who travel with American Airlines (a popular airline from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport) have rated them a 7.2/10. This rating comes from 11,028 reviews. If you are looking to travel YYZ-ORD, search your dates above.

Find American Airlines flight deals from Pearson Intl to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest American Airlines flights from Pearson Intl to O'Hare Intl
Explore the most affordable American Airlines flight options available from Pearson Intl to O'Hare Intl. Find the lowest fares with prices last updated on 22 October 2025.

Tue 11/113:49 p.m.YYZ - ORD

1 stop5h 53mAmerican Airlines

Thu 13/115:00 a.m.ORD - YYZ

1 stop5h 03mAmerican Airlines

Deal found 21/10C$ 257

Tue 18/116:00 a.m.YYZ - ORD

Nonstop2h 15mAmerican Airlines

Thu 20/116:47 a.m.ORD - YYZ

1 stop7h 43mAmerican Airlines

Deal found 20/10C$ 271

Thu 20/117:05 a.m.YYZ - ORD

1 stop8h 11mAmerican Airlines

Wed 3/128:10 a.m.ORD - YYZ

Nonstop1h 46mAmerican Airlines

Deal found 21/10C$ 278

Best American Airlines flights from Pearson Intl to O'Hare Intl
Discover carefully curated American Airlines flight deals from Pearson Intl to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 22 October 2025.

Thu 20/117:05 a.m.YYZ - ORD

1 stop8h 11mAmerican Airlines

Tue 25/116:06 a.m.ORD - YYZ

1 stop4h 48mAmerican Airlines

Deal found 21/10C$ 257

Wed 31/1210:56 a.m.YYZ - ORD

1 stop11h 13mAmerican Airlines

Wed 7/16:04 a.m.ORD - YYZ

1 stop9h 26mAmerican Airlines

Deal found 21/10C$ 257

Thu 20/117:05 a.m.YYZ - ORD

1 stop8h 11mAmerican Airlines

Sun 7/126:05 a.m.ORD - YYZ

1 stop4h 51mAmerican Airlines

Deal found 21/10C$ 257

Direct American Airlines flights from Pearson Intl to O'Hare Intl
Explore non-stop American Airlines flight options from Pearson Intl to O'Hare Intl based on user searches, and compare prices and availability for your desired travel dates. Data last updated 22 October 2025.

Thu 4/126:00 a.m.YYZ - ORD

Nonstop2h 15mAmerican Airlines

Mon 8/128:10 a.m.ORD - YYZ

Nonstop1h 46mAmerican Airlines

Deal found 22/10C$ 264

Tue 18/116:00 a.m.YYZ - ORD

Nonstop2h 15mAmerican Airlines

Tue 18/111:15 p.m.ORD - YYZ

Nonstop1h 49mAmerican Airlines

Deal found 20/10C$ 306

Tue 25/116:20 p.m.YYZ - ORD

Nonstop2h 00mAmerican Airlines

Fri 28/116:34 p.m.ORD - YYZ

Nonstop1h 55mAmerican Airlines

Deal found 22/10C$ 307

Last-minute American Airlines flights from Pearson Intl to O'Hare Intl
Discover last-minute American Airlines flight deals from Pearson Intl to O'Hare Intl. Data last updated 22 October 2025 and is based on user searches.

Tue 11/113:49 p.m.YYZ - ORD

1 stop5h 53mAmerican Airlines

Thu 13/115:00 a.m.ORD - YYZ

1 stop5h 03mAmerican Airlines

Deal found 21/10C$ 257

Tue 18/116:00 a.m.YYZ - ORD

Nonstop2h 15mAmerican Airlines

Thu 20/116:47 a.m.ORD - YYZ

1 stop7h 43mAmerican Airlines

Deal found 20/10C$ 271

Thu 20/117:05 a.m.YYZ - ORD

1 stop8h 11mAmerican Airlines

Wed 3/128:10 a.m.ORD - YYZ

Nonstop1h 46mAmerican Airlines

Deal found 21/10C$ 278

One-way American Airlines flights to O'Hare Intl
Search for one-way American Airlines flight options to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 22 October 2025.

Wed 12/117:00 a.m.YYZ - ORD

1 stop6h 18mAmerican Airlines

Deal found 22/10C$ 181

Wed 19/116:00 a.m.YYZ - ORD

Nonstop2h 15mAmerican Airlines

Deal found 21/10C$ 185

Sat 18/45:55 p.m.YYZ - ORD

1 stop5h 53mAmerican Airlines

Deal found 22/10C$ 208

Travel insights for American Airlines flights from Pearson Intl to O'Hare Intl

Get recent, data-driven insights about American Airlines flights from Pearson Intl to O'Hare Intl including ideal travel times, pricing trends, and more.

Prices

What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport with American Airlines?

Currently, the most affordable month to book a American Airlines flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in May, with an average price of C$ 180. Conversely, traveling with American Airlines from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in November will be the most expensive, with an average cost of C$ 387. Various factors influence flight prices, so comparing airlines, departure airports, and times can help reduce costs.

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.

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See what others are saying about American Airlines

American Airlines

7.2

Good

10,000 reviews

Check prices

Overview

Recent reviews

10.0

Wonderful|Oct 2025

Overall it was a nice experience

2.0

Poor|Sep 2025

We were to land in Miami sometime after 3pm but couldn’t due to bad weather, we flew around for 2 hrs until we had to land in Forth Myers to refuel, we had to sit another 2 hrs at Forth Myers until given the clearance to refuel, we were hungry, thirsty and frustrated at that point. All the had on the flight to offer was a small plastic glass of water and a pack of biscoff, I requested a cup of tea and was told none was there. We were basically at another airport and not one of the staff could consider that the passengers might be hungry or thirsty being on a plane for around 8 hrs, which you weren’t prepared for, at least find some hot water on board.

6.0

Okay|Sep 2025

I recently flew AA’s business class from Delhi to New York, and while the experience ticked the basic boxes, it didn’t quite soar. - Dining: I opted for the vegetarian meal, which was… fine. Not memorable, not offensive—just hovering in the realm of “meh.” The menu could use a refresh with more thoughtful, flavorful options. - Seating: AA seems to be chasing quantity over quality, squeezing in as many business class seats as possible. Yes, they’re lie-flat, but noticeably narrower than what you’d find on other international carriers. Comfort was passable, but not premium. Overall, I’d call it “business class lite.” It gets the job done, but lacks the finesse and attention to detail that elevate a journey. A few strategic tweaks—better food, more spacious seating, and a touch more hospitality—could make a world of difference.

2.0

Poor|Sep 2025

Terrible. Bad customer service and unacceptable delay on the tarmac

10.0

Wonderful|Aug 2025

The seats where uncomfortable

1 out of 3334

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American Airlines flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (YYZ - ORD)

Cheapflights users flying from Toronto to Chicago on American Airlines typically fly into Chicago O'Hare Intl and depart from Toronto Pearson Intl. Select your dates above for pricing.

American Airlines flights from Pearson Intl to O'Hare Intl in 2025

Find detailed information about American Airlines flights from Pearson Intl to O'Hare Intl. Explore the options provided by American Airlines to plan your journey from Pearson Intl to O'Hare Intl. Data last updated 22 October 2025.

One-way from

Round-trip from

Popular in

Cheapest in

Average price (all airlines)

Can I get a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport on American Airlines for under C$ 561?

How do most travelers feel about American Airlines?

Find American Airlines flight deals from Pearson Intl to O'Hare Intl

Cheapest American Airlines flights from Pearson Intl to O'Hare IntlExplore the most affordable American Airlines flight options available from Pearson Intl to O'Hare Intl. Find the lowest fares with prices last updated on 22 October 2025.

Explore the most affordable American Airlines flight options available from Pearson Intl to O'Hare Intl. Find the lowest fares with prices last updated on 22 October 2025.

Travel insights for American Airlines flights from Pearson Intl to O'Hare Intl

Get recent, data-driven insights about American Airlines flights from Pearson Intl to O'Hare Intl including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport with American Airlines?

Rainfall in O'Hare Intl by month

Temperature in O'Hare Intl by month

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.

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Other American Airlines flights from Pearson Intl

Browse through other American Airlines flights departing from Pearson Intl. Flight routes are based on user searches made on Cheapflights and were last updated on 22 October 2025.

See what others are saying about American Airlines

Overview

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Cheapest American Airlines flights from Pearson Intl to O'Hare Intl
Explore the most affordable American Airlines flight options available from Pearson Intl to O'Hare Intl. Find the lowest fares with prices last updated on 22 October 2025.