CHI

Find cheap American Airlines flights to Chicago from $59

1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap American Airlines Flight Deals to Chicago

 
Here are some of the best deals found on KAYAK recently from American Airlines to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip American Airlines flight deals to Chicago

Wed, Jan 21 - Sun, Jan 25
American Airlines Logo
9:30 am - 11:55 amDFW-ORD
2h 25mnonstop
American Airlines Logo
8:10 am - 11:05 amORD-DFW
2h 55mnonstop
$117American Airlines
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Tue, Dec 16 - Tue, Dec 16
American Airlines Logo
6:00 am - 7:50 amLGA-ORD
2h 50mnonstop
American Airlines Logo
11:45 am - 2:52 pmORD-LGA
2h 07mnonstop
$132American Airlines
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Wed, Feb 11 - Wed, Feb 11
American Airlines Logo
12:30 pm - 2:29 pmJFK-ORD
2h 59mnonstop
American Airlines Logo
4:14 pm - 7:31 pmORD-JFK
2h 17mnonstop
$134American Airlines
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Sat, Dec 6 - Mon, Dec 8
American Airlines Logo
7:07 am - 9:05 amEWR-ORD
2h 58mnonstop
American Airlines Logo
7:27 pm - 10:41 pmORD-EWR
2h 14mnonstop
$136American Airlines
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Thu, Dec 11 - Mon, Dec 15
American Airlines Logo
9:00 am - 10:49 amJFK-ORD
2h 49mnonstop
American Airlines Logo
8:20 am - 11:37 amORD-JFK
2h 17mnonstop
$137American Airlines
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Sat, Dec 6 - Mon, Dec 8
American Airlines Logo
7:30 pm - 9:28 pmEWR-ORD
2h 58mnonstop
American Airlines Logo
7:27 pm - 10:41 pmORD-EWR
2h 14mnonstop
$137American Airlines
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Tue, Dec 2 - Wed, Dec 3
American Airlines Logo
8:45 pm - 10:28 pmLGA-ORD
2h 43mnonstop
American Airlines Logo
6:45 pm - 10:06 pmORD-LGA
2h 21mnonstop
$137American Airlines
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Sat, Dec 6 - Mon, Dec 8
American Airlines Logo
12:22 pm - 2:07 pmJFK-ORD
2h 45mnonstop
American Airlines Logo
11:47 am - 2:59 pmORD-JFK
2h 12mnonstop
$138American Airlines
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Sat, Dec 6 - Mon, Dec 8
American Airlines Logo
7:07 am - 9:05 amEWR-ORD
2h 58mnonstop
American Airlines Logo
7:27 pm - 10:41 pmORD-EWR
2h 14mnonstop
$138American Airlines
Find Deal
Sat, Dec 6 - Mon, Dec 8
American Airlines Logo
7:00 am - 8:47 amLGA-ORD
2h 47mnonstop
American Airlines Logo
4:45 pm - 7:58 pmORD-LGA
2h 13mnonstop
$138American Airlines
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Good to know

Low seasonJanuary
Cheapest flight$59
Average price round-trip$229
Good deal one-way$2,790
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Dallas/Fort Worth Airport to Chicago O'Hare Airport
(avg. price over the last 2 weeks)
or less

When to book flights with American Airlines to Chicago

Average price per month
Flight prices as travel date approaches

FAQs for flying to Chicago with American Airlines

  • Which other airlines fly to Chicago?

    Along with American Airlines, you can also fly to Chicago with United Airlines, United Airlines, Southwest, Allegiant Air, Allegiant Air, Frontier, Contour, Denver Air Connection, Frontier, Delta, Alaska Airlines and Avelo Airlines.

  • How much is a flight to Chicago with American Airlines?

    On average, American Airlines flights to Chicago cost $363 one-way.

  • Which airport do American Airlines flights to Chicago fly into?

    American Airlines flights to Chicago will fly into either Chicago O'Hare Airport, Chicago Midway Airport and Chicago Greater Rockford.

  • Are there any other airlines in oneworld that fly to Chicago?

    The only other oneworld airline flying to Chicago is Alaska Airlines.

Top tips for your flights to Chicago with American Airlines

  • The cheapest flight to Chicago with American Airlines found on KAYAK in the last 2 weeks departed from White Plains and cost $103.

American Airlines customer reviews

7.2
Good10,000 verified ratings
6.9Entertainment
6.4Food
7.5Boarding
7.2Comfort
8.0Crew
Pros +
Cons -
  • Time to start offering complimentary wifi in first class (in 135 reviews)
Show reviews that mention
Traveler rating:
Sort by:
C
10.0 Wonderful
We loved the steward on the plane. He made the night enjoyable
C
10.0 Wonderful
I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable
R
6.0 Okay
Delay in Charlotte for 8 hours What do you expect?
A
10.0 Wonderful
Smooth flight and made up time from initial delay
A
10.0 Wonderful
The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time
J
10.0 Wonderful
Flight delay was communicated before leaving for airport which caused it to be a non-event. Great flight and crew!
A
10.0 Wonderful
It was an easy trip. Great staff!
J
10.0 Wonderful
No refreshments or entertainment. Great cre comfortable seats.
J
8.0 Very good
Did not get any refreshments. Crew was very nice but limited. Small seats
G
8.0 Very good
Great experience
Read more about American Airlines

Everything you need to know for your flight to Chicago

Other airlines flying to Chicago

Flights from the other most popular airlines that fly to Chicago according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Spirit Airlines flights to Chicago
Frontier flights to Chicago
United Airlines flights to Chicago
Delta flights to Chicago

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