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 7.9/10. This rating comes from 365 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$ 300?

American Airlines offers 12 flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for under C$ 300. Prices vary by date and time. To see all prices and select your dates, click here.

Weekly American Airlines flight availability from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

The most American Airlines flights from YYZ to ORD are scheduled on a Monday (5 on average). You will have fewer American Airlines flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

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$ 224+ 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$ 224
Round-trip from	C$ 378
Popular in	January
Cheapest in	April
Average price (all airlines)	C$ 413

American Airlines
8/10
Nonstop
1h 55m total
Toronto to Chicago

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American Airlines
25/10-29/10
Nonstop
3h 45m total
Toronto to Chicago

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Highest demand for flights from Toronto Pearson Intl to Chicago O'Hare Intl; 9% 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$ 300?
American Airlines offers 12 flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for under C$ 300. 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 7.9/10. This rating comes from 365 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

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 17 September 2025.

Sat 25/106:29 p.m.YYZ - ORD

Nonstop2h 00mAmerican Airlines

Wed 29/108:14 a.m.ORD - YYZ

Nonstop1h 45mAmerican Airlines

Deal found 16/9C$ 378

Wed 15/101:15 p.m.YYZ - ORD

Nonstop1h 55mAmerican Airlines

Wed 22/108:14 a.m.ORD - YYZ

Nonstop1h 45mAmerican Airlines

Deal found 16/9C$ 389

Sat 18/106:29 p.m.YYZ - ORD

Nonstop2h 00mAmerican Airlines

Tue 21/108:14 a.m.ORD - YYZ

1 stop5h 30mAmerican Airlines

Deal found 15/9C$ 391

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 17 September 2025.

Sat 25/106:29 p.m.YYZ - ORD

Nonstop2h 00mAmerican Airlines

Sun 2/118:11 a.m.ORD - YYZ

Nonstop1h 41mAmerican Airlines

Deal found 16/9C$ 378

Sat 25/106:29 p.m.YYZ - ORD

Nonstop2h 00mAmerican Airlines

Wed 29/108:14 a.m.ORD - YYZ

Nonstop1h 45mAmerican Airlines

Deal found 16/9C$ 378

Thu 30/101:15 p.m.YYZ - ORD

Nonstop1h 55mAmerican Airlines

Mon 3/116:33 p.m.ORD - YYZ

Nonstop1h 56mAmerican Airlines

Deal found 16/9C$ 378

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 17 September 2025.

Sat 25/106:29 p.m.YYZ - ORD

Nonstop2h 00mAmerican Airlines

Wed 29/108:14 a.m.ORD - YYZ

Nonstop1h 45mAmerican Airlines

Deal found 16/9C$ 378

Wed 15/101:15 p.m.YYZ - ORD

Nonstop1h 55mAmerican Airlines

Wed 22/108:14 a.m.ORD - YYZ

Nonstop1h 45mAmerican Airlines

Deal found 16/9C$ 389

Thu 16/101:15 p.m.YYZ - ORD

Nonstop1h 55mAmerican Airlines

Sat 18/109:45 a.m.ORD - YYZ

Nonstop1h 50mAmerican Airlines

Deal found 17/9C$ 391

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 17 September 2025 and is based on user searches.

Sat 25/106:29 p.m.YYZ - ORD

Nonstop2h 00mAmerican Airlines

Wed 29/108:14 a.m.ORD - YYZ

Nonstop1h 45mAmerican Airlines

Deal found 16/9C$ 378

Wed 15/101:15 p.m.YYZ - ORD

Nonstop1h 55mAmerican Airlines

Wed 22/108:14 a.m.ORD - YYZ

Nonstop1h 45mAmerican Airlines

Deal found 16/9C$ 389

Sat 18/106:29 p.m.YYZ - ORD

Nonstop2h 00mAmerican Airlines

Tue 21/108:14 a.m.ORD - YYZ

1 stop5h 30mAmerican Airlines

Deal found 15/9C$ 391

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 17 September 2025.

Wed 8/101:15 p.m.YYZ - ORD

Nonstop1h 55mAmerican Airlines

Deal found 16/9C$ 224

Sun 16/116:00 a.m.YYZ - ORD

Nonstop2h 15mAmerican Airlines

Deal found 16/9C$ 230

Wed 12/1111:32 a.m.YYZ - ORD

Nonstop1h 55mAmerican Airlines

Deal found 16/9C$ 239

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

Airlines

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$ 176. 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$ 402. 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

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

2.0

Poor|Aug 2025

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

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 17 September 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$ 300?

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 17 September 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 17 September 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?

Weekly American Airlines flight availability from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

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 17 September 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 17 September 2025.