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 11,169 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$ 415?

American Airlines offers 8 flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for under C$ 415. 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$ 188+ 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 2026

One-way from	C$ 188
Round-trip from	C$ 275
Popular in	December
Cheapest in	May
Average price (all airlines)	C$ 391

American Airlines
19/2
Nonstop
2h 15m total
Toronto to Chicago

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American Airlines
25/2-27/2
1 total stop
7h 13m total
Toronto to Chicago

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Highest demand for flights from Toronto Pearson Intl to Chicago O'Hare Intl; 5% 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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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 11,169 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$ 415?
American Airlines offers 8 flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for under C$ 415. Prices vary by date and time. To see all prices and select your dates, click here.

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 21 January 2026.

Wed 25/21:10 p.m.

YYZ

ORD

Nonstop2h 00m

American Airlines

Fri 27/25:00 a.m.

ORD

YYZ

1 stop5h 13m

American Airlines

Deal found 20/1C$ 275

Thu 19/26:00 a.m.

YYZ

ORD

Nonstop2h 15m

American Airlines

Mon 23/26:08 a.m.

ORD

YYZ

1 stop4h 43m

American Airlines

Deal found 21/1C$ 277

Wed 11/210:59 a.m.

YYZ

ORD

1 stop8h 35m

American Airlines

Sun 15/29:46 a.m.

ORD

YYZ

Nonstop1h 44m

American Airlines

Deal found 20/1C$ 282

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 21 January 2026.

Fri 6/36:00 a.m.

YYZ

ORD

Nonstop2h 15m

American Airlines

Mon 9/36:08 a.m.

ORD

YYZ

1 stop4h 47m

American Airlines

Deal found 21/1C$ 277

Fri 20/27:00 a.m.

YYZ

ORD

1 stop7h 52m

American Airlines

Sat 28/29:46 a.m.

ORD

YYZ

Nonstop1h 44m

American Airlines

Deal found 21/1C$ 283

Wed 18/25:22 p.m.

YYZ

ORD

1 stop5h 02m

American Airlines

Wed 25/22:52 p.m.

ORD

YYZ

1 stop5h 45m

American Airlines

Deal found 20/1C$ 296

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 21 January 2026.

Fri 6/27:04 p.m.

YYZ

ORD

Nonstop2h 00m

American Airlines

Mon 9/28:07 a.m.

ORD

YYZ

Nonstop1h 46m

American Airlines

Deal found 19/1C$ 333

Thu 26/26:00 a.m.

YYZ

ORD

Nonstop2h 15m

American Airlines

Mon 2/36:40 p.m.

ORD

YYZ

Nonstop1h 49m

American Airlines

Deal found 20/1C$ 361

Sat 4/46:00 a.m.

YYZ

ORD

Nonstop2h 15m

American Airlines

Sun 5/49:46 a.m.

ORD

YYZ

Nonstop1h 44m

American Airlines

Deal found 21/1C$ 376

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 21 January 2026 and is based on user searches.

Wed 25/21:10 p.m.

YYZ

ORD

Nonstop2h 00m

American Airlines

Fri 27/25:00 a.m.

ORD

YYZ

1 stop5h 13m

American Airlines

Deal found 20/1C$ 275

Thu 19/26:00 a.m.

YYZ

ORD

Nonstop2h 15m

American Airlines

Mon 23/26:08 a.m.

ORD

YYZ

1 stop4h 43m

American Airlines

Deal found 21/1C$ 277

Wed 11/210:59 a.m.

YYZ

ORD

1 stop8h 35m

American Airlines

Sun 15/29:46 a.m.

ORD

YYZ

Nonstop1h 44m

American Airlines

Deal found 20/1C$ 282

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 21 January 2026.

Thu 19/26:00 a.m.

YYZ

ORD

Nonstop2h 15m

American Airlines

Deal found 20/1C$ 188

Sat 14/25:22 p.m.

YYZ

ORD

1 stop4h 53m

American Airlines

Deal found 21/1C$ 189

Sat 7/21:14 p.m.

YYZ

ORD

Nonstop2h 00m

American Airlines

Deal found 19/1C$ 200

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$ 177. 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$ 339. 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|Jan 2026

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

10.0

Wonderful|Jan 2026

We weren’t offered any beverages on this flight. It was not bumpy at all

8.0

Very good|Jan 2026

It was fine

4.0

Mediocre|Jan 2026

I was sitting at the back of the plane and the flight attendants were so loud, talking to each other and laughing! I thought they were having a party back there.

10.0

Wonderful|Dec 2025

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

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 2026

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 21 January 2026.

One-way from

Round-trip from

Popular in

Cheapest in

Average price (all airlines)

How do most travelers feel about American Airlines?

Can I get a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport on American Airlines for under C$ 415?

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 21 January 2026.

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 21 January 2026.

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.

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 21 January 2026.

See what others are saying about American Airlines

Overview

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Travel Smart

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 21 January 2026.