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, Aug 4 - Sat, Aug 8
American Airlines Logo
7:00 am - 9:42 am
DFW
-
ORD
2h 42mnonstop
American Airlines Logo
3:54 pm - 6:30 pm
ORD
-
DFW
2h 36mnonstop
$175American Airlines
Tue, Jul 21 - Tue, Jul 28
American Airlines Logo
7:59 am - 10:02 am
JFK
-
ORD
3h 03mnonstop
American Airlines Logo
4:30 pm - 8:04 pm
ORD
-
JFK
2h 34mnonstop
$187American Airlines
Wed, Jul 22 - Tue, Jul 28
American Airlines Logo
7:23 am - 9:09 am
LGA
-
ORD
2h 46mnonstop
American Airlines Logo
10:20 am - 1:34 pm
ORD
-
LGA
2h 14mnonstop
$187American Airlines
Wed, Oct 7 - Wed, Oct 14
American Airlines Logo
9:30 pm - 12:06 am
DFW
-
ORD
2h 36mnonstop
American Airlines Logo
5:00 am - 7:33 am
ORD
-
DFW
2h 33mnonstop
$187American Airlines
Sat, Jul 11 - Sat, Jul 18
American Airlines Logo
1:50 pm - 3:44 pm
JFK
-
ORD
2h 54mnonstop
American Airlines Logo
4:48 pm - 8:24 pm
ORD
-
JFK
2h 36mnonstop
$188American Airlines
Sat, Jul 11 - Sat, Jul 18
American Airlines Logo
5:29 pm - 7:43 pm
LGA
-
ORD
3h 14mnonstop
American Airlines Logo
7:59 pm - 11:21 pm
ORD
-
LGA
2h 22mnonstop
$188American Airlines
Fri, Sep 18 - Sat, Sep 19
American Airlines Logo
6:55 am - 8:48 am
JFK
-
ORD
2h 53mnonstop
American Airlines Logo
11:37 am - 2:59 pm
ORD
-
JFK
2h 22mnonstop
$189American Airlines
Thu, Sep 17 - Sat, Sep 19
American Airlines Logo
6:59 am - 8:51 am
LGA
-
ORD
2h 52mnonstop
American Airlines Logo
12:47 pm - 4:04 pm
ORD
-
LGA
2h 17mnonstop
$189American Airlines
Thu, Aug 6 - Tue, Aug 11
American Airlines Logo
5:00 am - 7:42 am
DFW
-
ORD
2h 42mnonstop
American Airlines Logo
8:20 am - 10:55 am
ORD
-
DFW
2h 35mnonstop
$189American Airlines
Tue, Jul 14 - Sat, Jul 18
American Airlines Logo
1:59 pm - 3:53 pm
JFK
-
ORD
2h 54mnonstop
American Airlines Logo
4:48 pm - 8:24 pm
ORD
-
JFK
2h 36mnonstop
$190American Airlines
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Good to know

Low seasonJanuary
Cheapest flight$80
Average price round-trip$356
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Dallas/Fort Worth 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 United Airlines, Southwest, Allegiant Air, Allegiant Air, Frontier, United Airlines, Frontier, Delta, Avelo Airlines, Avelo Airlines, Contour, Denver Air Connection and Alaska Airlines.

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

    On average, American Airlines flights to Chicago cost $411 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 Milwaukee and cost $134.
  • If you’re intending to fly with American Airlines, book your flight to Chicago at least 1 week 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
7.5Boarding
6.8Entertainment
7.2Comfort
6.4Food
7.9Crew
Traveler rating:
Sort by:
U
2.0 Poor
Agency very bad had to cancelled my booking too many changes in the flight changed my flight to 1 week
M
2.0 Poor
Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.
J
6.0 Okay
The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.
J
4.0 Mediocre
Again, the crew wasn’t very helpful.
J
6.0 Okay
The plane was comfortable but the crew wasn’t friendly.
J
4.0 Mediocre
I was traveling alone abroad for the first time and the staff was not helpful and rude at times.
A
4.0 Mediocre
Crew were professional and kind. The flight was smooth. But... The internet, which we paid 35 dollars for, did not work for most of the flight. This made providing media for our child an uncomfortable hassle.
K
8.0 Very good
Overall fine. Seemed like one of the older model planes? Crew was mostly very kind, though some of the female attendants were a rather abrupt during the food service.
K
8.0 Very good
Great crew!
K
2.0 Poor
Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

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.