CHI

Find cheap American Airlines flights to Chicago from $80

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

Tue, May 5 - Wed, May 6
American Airlines Logo
9:03 am - 10:58 am
JFK
-
ORD
2h 55mnonstop
American Airlines Logo
4:36 pm - 8:03 pm
ORD
-
JFK
2h 27mnonstop
$159American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
6:35 am - 8:25 am
EWR
-
ORD
2h 50mnonstop
American Airlines Logo
7:37 pm - 11:00 pm
ORD
-
EWR
2h 23mnonstop
$159American Airlines
Tue, Apr 14 - Wed, Apr 15
American Airlines Logo
6:38 am - 8:31 am
LGA
-
ORD
2h 53mnonstop
American Airlines Logo
11:54 am - 3:09 pm
ORD
-
LGA
2h 15mnonstop
$159American Airlines
Wed, Apr 15 - Tue, Apr 21
American Airlines Logo
8:49 am - 11:21 am
DFW
-
ORD
2h 32mnonstop
American Airlines Logo
5:00 am - 7:39 am
ORD
-
DFW
2h 39mnonstop
$159American Airlines
Mon, May 11 - Wed, May 20
American Airlines Logo
9:03 am - 10:58 am
JFK
-
ORD
2h 55mnonstop
American Airlines Logo
7:30 pm - 11:00 pm
ORD
-
JFK
2h 30mnonstop
$160American Airlines
Sat, Apr 18 - Tue, Apr 21
American Airlines Logo
6:35 am - 8:25 am
EWR
-
ORD
2h 50mnonstop
American Airlines Logo
7:07 am - 10:28 am
ORD
-
EWR
2h 21mnonstop
$160American Airlines
Sat, May 16 - Tue, May 19
American Airlines Logo
8:59 pm - 10:47 pm
LGA
-
ORD
2h 48mnonstop
American Airlines Logo
7:00 am - 10:16 am
ORD
-
LGA
2h 16mnonstop
$160American Airlines
Thu, Apr 23 - Mon, Apr 27
American Airlines Logo
9:03 am - 10:58 am
JFK
-
ORD
2h 55mnonstop
American Airlines Logo
4:36 pm - 8:03 pm
ORD
-
JFK
2h 27mnonstop
$161American Airlines
Thu, Apr 16 - Wed, Apr 22
American Airlines Logo
6:35 am - 8:25 am
EWR
-
ORD
2h 50mnonstop
American Airlines Logo
4:07 pm - 7:29 pm
ORD
-
EWR
2h 22mnonstop
$161American Airlines
Thu, Apr 16 - Sat, Apr 18
American Airlines Logo
6:38 am - 8:31 am
LGA
-
ORD
2h 53mnonstop
American Airlines Logo
5:38 pm - 8:59 pm
ORD
-
LGA
2h 21mnonstop
$161American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$80
Average price round-trip$346
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from New York John F Kennedy Airport to Chicago O'Hare Airport
(price for this month)

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 Southwest, United Airlines, Allegiant Air, United Airlines, Contour, Frontier, Frontier, Alaska Airlines, Denver Air Connection, Delta, Contour and Allegiant Air.

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

    On average, American Airlines flights to Chicago cost $329 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 Bangor and cost $120.
  • If you’re intending to fly with American Airlines, book your flight to Chicago at least 2 weeks before departure to ensure a below-average price.
  • High season for flights to Chicago with American Airlines is July and prices are highest at this time. The cheapest month to fly is January.

American Airlines customer reviews

7.1
Good10,000 verified ratings
6.9Entertainment
6.4Food
7.2Comfort
7.9Crew
7.5Boarding
Traveler rating:
Sort by:
B
10.0 Wonderful
It was great.
D
10.0 Wonderful
Amazing
F
4.0 Mediocre
The flight changed gates multiple times and flight had to be delayed multiple times
J
2.0 Poor
We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.
A
10.0 Wonderful
Tv screens and movie selection v good. Friendly staff. They were really worried about max capacity and room for carryons. That is never fun but i had no problem finding space when I boarded.
A
10.0 Wonderful
I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.
C
6.0 Okay
Delayed for mechanical and no updates on what was happening and how long the delay might be.
D
2.0 Poor
My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.
A
4.0 Mediocre
Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport
D
4.0 Mediocre
4th time in a row every flight is delayed

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.