Find cheap American Airlines flights to Chicago
ICT — CHI
Nov 8 — Nov 151
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 October 9, 2026.
Explore the most affordable American Airlines flight options available from USA to Chicago. Find the lowest fares with prices last updated on October 9, 2026.
This American Airlines deal was found by Cheapflights users on 10/7. 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 11/136:27 am -
Nonstop3h 38m
Mon 11/165:10 pm -
Nonstop3h 08m
Deal found 10/7![American Airlines logo]()
$136
This American Airlines deal was found by Cheapflights users on 10/8. 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 10/247:00 am -
Nonstop3h 30m
Sat 10/314:56 pm -
Nonstop3h 14m
Deal found 10/8![American Airlines logo]()
$152
This American Airlines deal was found by Cheapflights users on 10/8. 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 10/247:00 am -
Nonstop3h 30m
Tue 10/278:00 am -
Nonstop3h 09m
Deal found 10/8![American Airlines logo]()
$160
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 October 9, 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 October 9, 2026.
This American Airlines deal was found by Cheapflights users on 10/8. 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 10/308:35 am -
Nonstop3h 30m
Mon 11/27:23 pm -
Nonstop3h 03m
Deal found 10/8![American Airlines logo]()
$136
This American Airlines deal was found by Cheapflights users on 10/7. 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 12/46:24 am -
Nonstop3h 40m
Mon 12/77:25 pm -
Nonstop3h 11m
Deal found 10/7![American Airlines logo]()
$136
This American Airlines deal was found by Cheapflights users on 10/7. 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 11/136:27 am -
Nonstop3h 38m
Mon 11/165:10 pm -
Nonstop3h 08m
Deal found 10/7![American Airlines logo]()
$136
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 October 9, 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 October 9, 2026.
This American Airlines deal was found by Cheapflights users on 10/7. 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 11/136:27 am -
Nonstop3h 38m
Mon 11/165:10 pm -
Nonstop3h 08m
Deal found 10/7![American Airlines logo]()
$136
This American Airlines deal was found by Cheapflights users on 10/5. 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 12/29:54 am -
Nonstop3h 35m
Wed 12/95:10 pm -
Nonstop3h 14m
Deal found 10/5![American Airlines logo]()
$137
This American Airlines deal was found by Cheapflights users on 10/8. 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 10/247:00 am -
Nonstop3h 30m
Sat 10/314:56 pm -
Nonstop3h 14m
Deal found 10/8![American Airlines logo]()
$152
Last-minute American Airlines flights from USA to ChicagoDiscover last-minute American Airlines flight deals from USA to Chicago. Data last updated October 9, 2026 and is based on user searches.
Discover last-minute American Airlines flight deals from USA to Chicago. Data last updated October 9, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/7. 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 11/136:27 am -
Nonstop3h 38m
Mon 11/165:10 pm -
Nonstop3h 08m
Deal found 10/7![American Airlines logo]()
$136
This American Airlines deal was found by Cheapflights users on 10/8. 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 10/247:00 am -
Nonstop3h 30m
Sat 10/314:56 pm -
Nonstop3h 14m
Deal found 10/8![American Airlines logo]()
$152
This American Airlines deal was found by Cheapflights users on 10/8. 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 10/247:00 am -
Nonstop3h 30m
Tue 10/278:00 am -
Nonstop3h 09m
Deal found 10/8![American Airlines logo]()
$160
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 October 9, 2026.
Search for one-way American Airlines flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
This American Airlines deal was found by Cheapflights users on 10/8. 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 1/295:00 pm -
Nonstop3h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![American Airlines logo]()
$76
This American Airlines deal was found by Cheapflights users on 10/8. 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 10/247:00 am -
Nonstop3h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![American Airlines logo]()
$92
This American Airlines deal was found by Cheapflights users on 10/7. 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.
Thu 12/177:07 am -
Nonstop2h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![American Airlines logo]()
$93
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 October 9, 2026.
Cheapflights Insights
Find cheap American Airlines flights to Chicago
US0-CHI
FLL-ORD
PHL-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 15 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 (962 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (497 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 3 days before 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
Food
6.4
Entertainment
6.8
Comfort
7.2
Crew
7.9
Boarding
7.4
Recent reviews
10.0
|Sep 2026It was a good experience fast and comfy
8.0
|Sep 2026More organized boarding, actual entertainment screens lol
10.0
|Aug 2026Service Excellent
10.0
|Aug 2026I love everything will fly again thank you 😊
2.0
|Aug 2026Terrible. 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.
1 out of 3334
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