CHI

Find cheap American Airlines flights to Chicago from $58

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, Apr 15 - Sat, Apr 18
American Airlines Logo
2:12 pm - 4:06 pm
LGA
-
ORD
2h 54mnonstop
American Airlines Logo
5:38 pm - 8:58 pm
ORD
-
LGA
2h 20mnonstop
$120American Airlines
Tue, Feb 24 - Wed, Feb 25
American Airlines Logo
11:59 am - 1:56 pm
JFK
-
ORD
2h 57mnonstop
American Airlines Logo
7:45 am - 11:11 am
ORD
-
JFK
2h 26mnonstop
$121American Airlines
Sat, Apr 18 - Tue, Apr 21
American Airlines Logo
7:09 pm - 9:04 pm
LGA
-
ORD
2h 55mnonstop
American Airlines Logo
8:28 pm - 11:45 pm
ORD
-
LGA
2h 17mnonstop
$121American Airlines
Tue, Mar 3 - Wed, Mar 4
American Airlines Logo
11:59 am - 1:56 pm
JFK
-
ORD
2h 57mnonstop
American Airlines Logo
4:10 pm - 7:29 pm
ORD
-
JFK
2h 19mnonstop
$123American Airlines
Sat, Feb 28 - Sun, Mar 1
American Airlines Logo
6:38 am - 8:30 am
LGA
-
ORD
2h 52mnonstop
American Airlines Logo
7:23 am - 10:30 am
ORD
-
LGA
2h 07mnonstop
$124American Airlines
Sat, Feb 28 - Sun, Mar 1
American Airlines Logo
6:38 am - 8:30 am
LGA
-
ORD
2h 52mnonstop
American Airlines Logo
6:00 am - 9:15 am
ORD
-
LGA
2h 15mnonstop
$125American Airlines
Sat, Mar 7 - Tue, Mar 10
American Airlines Logo
7:57 pm - 9:23 pm
ATL
-
ORD
2h 26mnonstop
American Airlines Logo
7:10 am - 10:12 am
ORD
-
ATL
2h 02mnonstop
$126American Airlines
Wed, Mar 11 - Thu, Mar 12
American Airlines Logo
8:59 am - 10:56 am
JFK
-
ORD
2h 57mnonstop
American Airlines Logo
7:52 am - 11:18 am
ORD
-
JFK
2h 26mnonstop
$129American Airlines
Wed, Apr 15 - Wed, Apr 15
American Airlines Logo
2:12 pm - 4:04 pm
LGA
-
ORD
2h 52mnonstop
American Airlines Logo
6:45 pm - 9:59 pm
ORD
-
LGA
2h 14mnonstop
$131American Airlines
Sat, Feb 28 - Sat, Mar 7
American Airlines Logo
6:00 am - 7:19 am
ATL
-
ORD
2h 19mnonstop
American Airlines Logo
6:54 pm - 10:01 pm
ORD
-
ATL
2h 07mnonstop
$131American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$58
Average price round-trip$248
Good deal one-way$672
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Atlanta 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, Southwest, Allegiant Air, Contour, Frontier, Frontier, Denver Air Connection, Denver Air Connection, Delta, United Airlines and Alaska Airlines.

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

    On average, American Airlines flights to Chicago cost $331 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 Chicago Greater Rockford Airport and cost $95.
  • 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 December.

American Airlines customer reviews

7.2
Good10,000 verified ratings
7.5Boarding
8.0Crew
6.9Entertainment
7.2Comfort
6.4Food
Traveler rating:
Sort by:
N
2.0 Poor
Poor airline with delays all the time
R
2.0 Poor
Flight was delayed by 2.45 hours. Terrible experience
J
4.0 Mediocre
Flight from CHI to PVD was delayed by over 20 hours.
M
2.0 Poor
Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude
L
10.0 Wonderful
Low carb snack options would be appreciated
L
10.0 Wonderful
It would be nice to have some low carb options in the snacks.
K
2.0 Poor
I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization
S
10.0 Wonderful
Plenty of flights to Austin
R
8.0 Very good
Good
O
2.0 Poor
Crew was clearly not loving their jobs at any point of the entire trip. Flight back from Mexico, I asked if they had food for sale for the 2.5+hr flight and they did not have any. The business class trip to Mexico also had noted that the catering company forgot to load food. The last leg of trip back had a similarly unhappy crew, a broken toilet, and my seat was broken (reclining would not lock which made landing a crossfit like event). This was a bad week for AA.

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.