CHI

Find cheap American Airlines flights to Chicago from $69

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, Apr 14 - Tue, Apr 14
American Airlines Logo
12:16 pm - 2:19 pm
JFK
-
ORD
3h 03mnonstop
American Airlines Logo
4:36 pm - 8:03 pm
ORD
-
JFK
2h 27mnonstop
$132American Airlines
Tue, Apr 14 - Sat, Apr 18
American Airlines Logo
12:16 pm - 2:19 pm
JFK
-
ORD
3h 03mnonstop
American Airlines Logo
4:27 pm - 7:59 pm
ORD
-
JFK
2h 32mnonstop
$137American Airlines
Wed, Apr 15 - Tue, Apr 21
American Airlines Logo
5:20 pm - 7:20 pm
EWR
-
ORD
3h 00mnonstop
American Airlines Logo
7:37 pm - 11:00 pm
ORD
-
EWR
2h 23mnonstop
$137American Airlines
Thu, Apr 16 - Tue, Apr 21
American Airlines Logo
8:29 am - 10:17 am
LGA
-
ORD
2h 48mnonstop
American Airlines Logo
10:02 am - 1:17 pm
ORD
-
LGA
2h 15mnonstop
$137American Airlines
Sat, Apr 25 - Mon, Apr 27
American Airlines Logo
7:10 am - 9:02 am
EWR
-
ORD
2h 52mnonstop
American Airlines Logo
7:05 pm - 10:28 pm
ORD
-
EWR
2h 23mnonstop
$138American Airlines
Thu, Apr 23 - Mon, Apr 27
American Airlines Logo
6:38 am - 8:31 am
LGA
-
ORD
2h 53mnonstop
American Airlines Logo
8:20 pm - 11:38 pm
ORD
-
LGA
2h 18mnonstop
$138American Airlines
Wed, Apr 15 - Tue, Apr 21
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
$140American Airlines
Sat, Apr 18 - Sat, Apr 18
American Airlines Logo
9:03 am - 10:58 am
JFK
-
ORD
2h 55mnonstop
American Airlines Logo
4:27 pm - 7:59 pm
ORD
-
JFK
2h 32mnonstop
$141American Airlines
Wed, May 6 - Sat, May 9
American Airlines Logo
9:03 am - 10:58 am
JFK
-
ORD
2h 55mnonstop
American Airlines Logo
4:27 pm - 7:59 pm
ORD
-
JFK
2h 32mnonstop
$143American Airlines
Sat, Apr 11 - Sat, Apr 25
American Airlines Logo
9:03 am - 10:58 am
JFK
-
ORD
2h 55mnonstop
American Airlines Logo
4:27 pm - 7:59 pm
ORD
-
JFK
2h 32mnonstop
$147American Airlines
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Good to know

Low seasonJanuary
Cheapest flight$69
Average price round-trip$322
Best time to beat the crowds with an average 5% 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, Contour, United Airlines, Frontier, Frontier, Denver Air Connection and Delta.

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

    On average, American Airlines flights to Chicago cost $341 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?

    Unfortunately, there are no other airlines in oneworld that fly to Chicago.

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 Waterloo and cost $132.
  • 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
6.4Food
6.9Entertainment
7.2Comfort
7.9Crew
7.5Boarding
Traveler rating:
Sort by:
R
2.0 Poor
Mechanical issue delayed us 2hrs and then once we landed sat on tarmac for 30mins because someone left a vehicle in front of the gaye
V
8.0 Very good
was not able to connect to wifi and entertainment
R
10.0 Wonderful
Very good flight, uneventful and arrived ahead of time.
M
4.0 Mediocre
An delay of almost 3 hours while passengers were already in the plane kept us very uncomfortable. The food was also very limited. A bad experience overall.
B
4.0 Mediocre
I guess if you don't run the AC it saves on fuel? Everyone complained the entire trip about how hot the cabin was. Also, extremely cramped. AA allows a little space per passenger as is legal. Not cheap, ticket prices were high.
M
10.0 Wonderful
The crew was excellent and overall the flight was good. No complaints.
D
2.0 Poor
I understand that there is a catering issue - water should be the minimum stock. During the flight, not once that the attendants came through with water. The conversations in the kitchen were very loud and they were swearing. I do not expect any white glove service, at the minimum, we should be cordial. It was almost an inconveniece that we were on the flight. And it made us feel if you even dare question us, we'll make you deplane.
T
2.0 Poor
I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.
C
2.0 Poor
Never had such a lazy first class attendant. Literally spent 60%+ of the flight playing games on her personal phone making up excuses of why she was unavailable.
S
10.0 Wonderful
Fantastic service.
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
Delta flights to Chicago
United Airlines flights to Chicago
Frontier flights to Chicago
Southwest flights to Chicago