American Airlines flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (YYZ - ORD)
YYZ — ORD
17 Oct — 24 Oct1
Round-trip
1 adult
Economy
Round-trip
1 adult, Economy, 0 bags
Find American Airlines flight deals from Pearson Intl to O'Hare Intl
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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 2026.
Thu 29/106:25 p.m. -
Nonstop2h 05m
Thu 5/119:42 a.m. -
Nonstop1h 50m
Deal found 13/9C$ 286
Thu 1/101:15 p.m. -
Nonstop2h 05m
Mon 5/104:45 p.m. -
1 stop4h 55m
Deal found 15/9C$ 298
Sat 24/106:15 a.m. -
1 stop7h 03m
Fri 30/108:06 a.m. -
Nonstop1h 53m
Deal found 13/9C$ 307
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 2026.
Sat 21/117:09 a.m. -
Nonstop2h 30m
Tue 24/112:50 p.m. -
Nonstop1h 50m
Deal found 13/9C$ 286
Sun 8/116:00 a.m. -
1 stop6h 04m
Sun 22/118:07 a.m. -
Nonstop1h 52m
Deal found 15/9C$ 307
Sat 24/103:47 p.m. -
1 stop5h 04m
Mon 26/104:45 p.m. -
1 stop4h 55m
Deal found 12/9C$ 321
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 2026.
Thu 29/106:25 p.m. -
Nonstop2h 05m
Thu 5/119:42 a.m. -
Nonstop1h 50m
Deal found 13/9C$ 286
Wed 4/113:15 p.m. -
Nonstop2h 20m
Sun 8/118:45 p.m. -
Nonstop2h 01m
Deal found 16/9C$ 322
Wed 7/101:15 p.m. -
Nonstop2h 05m
Sun 11/109:46 a.m. -
Nonstop1h 48m
Deal found 16/9C$ 324
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 2026 and is based on user searches.
Thu 29/106:25 p.m. -
Nonstop2h 05m
Thu 5/119:42 a.m. -
Nonstop1h 50m
Deal found 13/9C$ 286
Thu 1/101:15 p.m. -
Nonstop2h 05m
Mon 5/104:45 p.m. -
1 stop4h 55m
Deal found 15/9C$ 298
Sat 24/106:15 a.m. -
1 stop7h 03m
Fri 30/108:06 a.m. -
Nonstop1h 53m
Deal found 13/9C$ 307
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 2026.
Thu 26/111:16 p.m. -
Nonstop2h 20m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 14/9C$ 181
Tue 29/91:15 p.m. -
Nonstop2h 05m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 15/9C$ 199
Sat 24/106:15 a.m. -
1 stop7h 03m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 14/9C$ 202
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 7.1/10. This rating comes from 12,063 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$ 558?
American Airlines offers 9 flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for under C$ 558. Prices vary by date and time. To see all prices and select your dates, click here.
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 17 September 2026.
Which month is the cheapest to fly Economy Class from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
For Economy Class flights, the cheapest month to fly this route is January. The most expensive months are September and July.
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 Wednesday (5 on average). You will have fewer American Airlines flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).
Rainfall in O'Hare Intl by month
Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.
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.
Temperature in O'Hare Intl by month
Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.
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).
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.
YYZ-ORD
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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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 17 September 2026.
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 2026.
If O'Hare Intl is not for you, choose from these other destinations located in North America. Flight routes are based on user searches made on Cheapflights and were last updated on 17 September 2026.
Browse through some of the most popular routes that American Airlines offers at this time. Flights are based on user searches made on Cheapflights and were last updated on 17 September 2026.
See what others are saying about American Airlines
Read reviews and see what other travellers are saying about their experiences with American Airlines. Get insights from real passengers regarding the airline's services, customer satisfaction, and overall travel experience. Use these reviews to inform your decision when choosing American Airlines for your next flight. Reviews last updated 17 September 2026.
More organized boarding, actual entertainment screens lol
10.0
Wonderful|Aug 2026
Service Excellent
10.0
Wonderful|Aug 2026
I love everything will fly again thank you 😊
2.0
Poor|Aug 2026
Terrible. Will not fly it again. Constant delays. Canceled flight because a pilot didn't show up the AA stated it was weather related. AA is also liars and didn't want to take responsibility or pay. Delayed luggage. Just horrible all the way around. Second time with this. Lost luggage on a previous flight. Back to Delta.
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