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 11,054 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$ 551?

American Airlines offers 10 flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for under C$ 551. 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$ 168+ 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$ 168
Round-trip from	C$ 260
Popular in	December
Cheapest in	April
Average price (all airlines)	C$ 486

American Airlines
20/2
1 total stop
7h 35m total
Toronto to Chicago

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American Airlines
5/2-12/2
2 total stops
18h 23m total
Toronto to Chicago

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Highest demand for flights from Toronto Pearson Intl to Chicago O'Hare Intl; 8% potential price increase.

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Best time to find cheap flights from Toronto Pearson Intl to Chicago O'Hare Intl; 2% 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$ 551?
American Airlines offers 10 flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for under C$ 551. 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 11,054 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 December 2025.

Fri 30/17:04 p.m.YYZ - ORD

Nonstop2h 00mAmerican Airlines

Mon 2/23:37 p.m.ORD - YYZ

Nonstop1h 43mAmerican Airlines

Deal found 22/12C$ 259

Thu 15/16:00 a.m.YYZ - ORD

Nonstop2h 15mAmerican Airlines

Mon 19/16:31 p.m.ORD - YYZ

Nonstop1h 52mAmerican Airlines

Deal found 22/12C$ 292

Thu 15/16:00 a.m.YYZ - ORD

1 stop8h 22mAmerican Airlines

Sun 15/27:19 a.m.ORD - YYZ

1 stop6h 42mAmerican Airlines

Deal found 20/12C$ 293

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 December 2025.

Wed 25/212:32 p.m.YYZ - ORD

1 stop6h 29mAmerican Airlines

Thu 26/27:19 a.m.ORD - YYZ

1 stop4h 44mAmerican Airlines

Deal found 22/12C$ 260

Fri 6/24:30 p.m.YYZ - ORD

1 stop7h 57mAmerican Airlines

Mon 9/27:20 a.m.ORD - YYZ

1 stop6h 40mAmerican Airlines

Deal found 22/12C$ 260

Thu 5/210:59 a.m.YYZ - ORD

1 stop8h 35mAmerican Airlines

Thu 12/26:40 a.m.ORD - YYZ

1 stop9h 48mAmerican Airlines

Deal found 21/12C$ 260

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 December 2025.

Fri 30/17:04 p.m.YYZ - ORD

Nonstop2h 00mAmerican Airlines

Mon 2/23:37 p.m.ORD - YYZ

Nonstop1h 43mAmerican Airlines

Deal found 22/12C$ 259

Thu 5/26:00 a.m.YYZ - ORD

Nonstop2h 15mAmerican Airlines

Sun 8/28:07 a.m.ORD - YYZ

Nonstop1h 46mAmerican Airlines

Deal found 20/12C$ 266

Thu 15/16:00 a.m.YYZ - ORD

Nonstop2h 15mAmerican Airlines

Mon 19/16:31 p.m.ORD - YYZ

Nonstop1h 52mAmerican Airlines

Deal found 22/12C$ 292

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 December 2025 and is based on user searches.

Fri 30/17:04 p.m.YYZ - ORD

Nonstop2h 00mAmerican Airlines

Mon 2/23:37 p.m.ORD - YYZ

Nonstop1h 43mAmerican Airlines

Deal found 22/12C$ 259

Thu 15/16:00 a.m.YYZ - ORD

Nonstop2h 15mAmerican Airlines

Mon 19/16:31 p.m.ORD - YYZ

Nonstop1h 52mAmerican Airlines

Deal found 22/12C$ 292

Thu 15/16:00 a.m.YYZ - ORD

1 stop8h 22mAmerican Airlines

Sun 15/27:19 a.m.ORD - YYZ

1 stop6h 42mAmerican Airlines

Deal found 20/12C$ 293

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 December 2025.

Fri 20/23:45 p.m.YYZ - ORD

1 stop7h 35mAmerican Airlines

Deal found 21/12C$ 168

Fri 16/16:00 a.m.YYZ - ORD

Nonstop2h 15mAmerican Airlines

Deal found 22/12C$ 182

Wed 28/11:14 p.m.YYZ - ORD

Nonstop2h 00mAmerican Airlines

Deal found 21/12C$ 200

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$ 176. Conversely, traveling with American Airlines from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in October will be the most expensive, with an average cost of C$ 337. 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|Dec 2025

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

8.0

Very good|Dec 2025

Service was efficient and very organised.

8.0

Very good|Nov 2025

This trip was probably the worst one we have ever had on British Airways!!!

4.0

Mediocre|Nov 2025

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.

6.0

Okay|Nov 2025

Promised wifi couldn't get on

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 December 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$ 551?

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 December 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 December 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.

Browse thousands of different options on Cheapflights for your next trip

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Fly from Pearson Intl to O'Hare Intl on another airline

Consider alternative airlines that service the O'Hare Intl area. Flight routes are based on user searches made on Cheapflights and were last updated on 22 December 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 December 2025.