Find cheap American Airlines flights to Chicago
RDU — CHI
Aug 26 — Sep 21
Round-trip
1 adult, Economy
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Cheapest American Airlines flights from USA to ChicagoExplore the most affordable American Airlines flight options available from USA to Chicago. Find the lowest fares with prices last updated on July 27, 2026.
Explore the most affordable American Airlines flight options available from USA to Chicago. Find the lowest fares with prices last updated on July 27, 2026.
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:10 pm
BWI
- ORD
Nonstop2h 27m
American Airlines
Sat 9/53:59 pm
ORD
- BWI
Nonstop2h 05m
American Airlines
Deal found 7/24![American Airlines logo]()
$206
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:59 pm
JFK
- ORD
Nonstop2h 59m
American Airlines
Wed 8/264:30 pm
ORD
- JFK
Nonstop2h 31m
American Airlines
Deal found 7/27![American Airlines logo]()
$207
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:10 am
LGA
- ORD
Nonstop2h 49m
American Airlines
Wed 8/2610:30 am
ORD
- LGA
Nonstop2h 16m
American Airlines
Deal found 7/27![American Airlines logo]()
$207
Best American Airlines flights from USA to ChicagoDiscover carefully curated American Airlines flight deals from USA to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 27, 2026.
Discover carefully curated American Airlines flight deals from USA to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 27, 2026.
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/148:29 pm
LGA
- ORD
Nonstop3h 01m
American Airlines
Tue 8/181:12 pm
ORD
- LGA
Nonstop2h 18m
American Airlines
Deal found 7/22![American Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:59 pm
LGA
- ORD
Nonstop2h 51m
American Airlines
Mon 9/283:12 pm
ORD
- LGA
Nonstop2h 17m
American Airlines
Deal found 7/22![American Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am
BOS
- ORD
Nonstop3h 10m
American Airlines
Wed 10/78:29 am
ORD
- BOS
Nonstop2h 37m
American Airlines
Deal found 7/25![American Airlines logo]()
$217
Direct American Airlines flights from USA to ChicagoExplore non-stop American Airlines flight options from USA to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated July 27, 2026.
Explore non-stop American Airlines flight options from USA to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated July 27, 2026.
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:24 am
LGA
- ORD
Nonstop2h 48m
American Airlines
Wed 9/23:05 pm
ORD
- LGA
Nonstop2h 18m
American Airlines
Deal found 7/26![American Airlines logo]()
$202
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:10 pm
BWI
- ORD
Nonstop2h 27m
American Airlines
Sat 9/53:59 pm
ORD
- BWI
Nonstop2h 05m
American Airlines
Deal found 7/24![American Airlines logo]()
$206
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:59 pm
JFK
- ORD
Nonstop2h 59m
American Airlines
Tue 8/2511:15 am
ORD
- JFK
Nonstop2h 40m
American Airlines
Deal found 7/27![American Airlines logo]()
$207
Last-minute American Airlines flights from USA to ChicagoDiscover last-minute American Airlines flight deals from USA to Chicago. Data last updated July 27, 2026 and is based on user searches.
Discover last-minute American Airlines flight deals from USA to Chicago. Data last updated July 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:10 pm
BWI
- ORD
Nonstop2h 27m
American Airlines
Sat 9/53:59 pm
ORD
- BWI
Nonstop2h 05m
American Airlines
Deal found 7/24![American Airlines logo]()
$206
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:59 pm
JFK
- ORD
Nonstop2h 59m
American Airlines
Wed 8/264:30 pm
ORD
- JFK
Nonstop2h 31m
American Airlines
Deal found 7/27![American Airlines logo]()
$207
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:10 am
LGA
- ORD
Nonstop2h 49m
American Airlines
Wed 8/2610:30 am
ORD
- LGA
Nonstop2h 16m
American Airlines
Deal found 7/27![American Airlines logo]()
$207
One-way American Airlines flights to ChicagoSearch for one-way American Airlines flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.
Search for one-way American Airlines flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:03 am
BWI
- ORD
Nonstop2h 27m
American Airlines
Deal found 7/27![American Airlines logo]()
$89
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:41 pm
BWI
- ORD
Nonstop2h 18m
American Airlines
Deal found 7/24![American Airlines logo]()
$94
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:02 am
BWI
- ORD
Nonstop2h 27m
American Airlines
Deal found 7/25![American Airlines logo]()
$96
Flights to Chicago with American Airlines at a glance
Find detailed information about American Airlines flights from USA to Chicago. Explore the options provided by American Airlines to plan your journey from USA to Chicago. Data last updated July 27, 2026.
Cheapflights Insights
Find cheap American Airlines flights to Chicago
US0-CHI
BWI-ORD
LGA-ORD
JFK-ORD
BOS-ORD
How long is the flight to Chicago with American Airlines?
On average, American Airlines flights from the United States to Chicago take 2 hours 10 minutes. Flights to Chicago from other popular cities in the United States will vary in length. Below are a few examples of popular routes and their flight times.
American Airlines weekly flight availability to Chicago
The most flights to Chicago operated by American Airlines are scheduled on a Sunday (494 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (466 on average).
When is the best time to book a flight to Chicago with American Airlines?
The best time to book a flight to Chicago with American Airlines is 29 days before departure. On average, fares are higher if you book on the same day as departure.
When is the cheapest time to fly to Chicago with American Airlines?
Users looking for the cheapest American Airlines fares to Chicago should consider flying on Thursday evenings, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday at noon, when prices are usually at their highest.
FAQs about flights to Chicago with American Airlines
Reviews of American Airlines
See what Cheapflights users have to say about their American Airlines experience.
Overview
Reviews
American Airlines
10,000 reviews
Overview
Comfort
7.2
Crew
7.9
Boarding
7.5
Entertainment
6.8
Food
6.4
Recent reviews
10.0
|Jul 2026Awesome staff friendly and curtious
10.0
|Jul 2026Very helpful and friendly people who pushed me where I needed to go
6.0
|Jul 2026We got delayed because of filling up more gas then a storm hit after that so we sat in the plane for 1.5 hours more. It was hot while we waited.
8.0
|Jul 2026The flight was great overall. But we need better food on flights and the baggage fees are too high.
10.0
|May 2026Very modern and confortable plane. Dinner was delicious. Whole crew were polite and perfect.
1 out of 3334
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