CHI

Find cheap American Airlines flights to Chicago from $46

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 7 - Sat, Jan 10
American Airlines Logo
11:30 am - 1:55 pm
DFW
-
ORD
2h 25mnonstop
American Airlines Logo
5:37 pm - 8:25 pm
ORD
-
DFW
2h 48mnonstop
$91American Airlines
Wed, Jan 28 - Sat, Jan 31
American Airlines Logo
11:45 am - 12:55 pm
ATL
-
ORD
2h 10mnonstop
American Airlines Logo
8:55 pm - 11:58 pm
ORD
-
ATL
2h 03mnonstop
$96American Airlines
Thu, Jan 8 - Fri, Jan 9
American Airlines Logo
6:15 am - 8:38 am
DFW
-
ORD
2h 23mnonstop
American Airlines Logo
5:05 am - 7:47 am
ORD
-
DFW
2h 42mnonstop
$99American Airlines
Tue, Jan 6 - Tue, Jan 13
American Airlines Logo
8:29 am - 10:20 am
JFK
-
ORD
2h 51mnonstop
American Airlines Logo
4:33 pm - 7:50 pm
ORD
-
JFK
2h 17mnonstop
$103American Airlines
Tue, Jan 6 - Tue, Jan 13
American Airlines Logo
6:59 am - 8:50 am
LGA
-
ORD
2h 51mnonstop
American Airlines Logo
3:00 pm - 6:17 pm
ORD
-
LGA
2h 17mnonstop
$103American Airlines
Thu, Jan 22 - Tue, Jan 27
American Airlines Logo
4:30 pm - 8:10 pm
DEN
-
ORD
2h 40mnonstop
American Airlines Logo
9:15 pm - 11:16 pm
ORD
-
DEN
3h 01mnonstop
$105American Airlines
Fri, Jan 16 - Tue, Jan 20
American Airlines Logo
12:30 pm - 2:29 pm
JFK
-
ORD
2h 59mnonstop
American Airlines Logo
8:16 am - 11:39 am
ORD
-
JFK
2h 23mnonstop
$108American Airlines
Wed, Jan 7 - Fri, Jan 9
American Airlines Logo
9:00 am - 10:51 am
JFK
-
ORD
2h 51mnonstop
American Airlines Logo
4:33 pm - 7:50 pm
ORD
-
JFK
2h 17mnonstop
$114American Airlines
Wed, Jan 7 - Thu, Jan 8
American Airlines Logo
6:00 am - 7:51 am
LGA
-
ORD
2h 51mnonstop
American Airlines Logo
7:21 pm - 10:29 pm
ORD
-
LGA
2h 08mnonstop
$114American Airlines
Wed, Jan 21 - Sat, Jan 24
American Airlines Logo
6:59 am - 8:50 am
LGA
-
ORD
2h 51mnonstop
American Airlines Logo
1:45 pm - 5:02 pm
ORD
-
LGA
2h 17mnonstop
$115American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$46
Average price round-trip$332
Good deal one-way$1,434
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 2% 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, United Airlines, Allegiant Air, Allegiant Air, Frontier, Contour, Denver Air Connection, Frontier, Delta, Avelo Airlines and Avelo Airlines.

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

    On average, American Airlines flights to Chicago cost $367 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 Marquette and cost $104.
  • 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 May and prices are highest at this time. The cheapest month to fly is February.

American Airlines customer reviews

7.2
Good10,000 verified ratings
8.0Crew
6.9Entertainment
7.2Comfort
6.5Food
7.5Boarding
Pros +
  • Flight crew was pleasant enough. (in 437 reviews)
  • Crew was good and mostly attentive (in 1650 reviews)
Cons -
Show reviews that mention
Traveler rating:
Sort by:
A
2.0 Poor
Worst experience in a long time. American sucks!
J
2.0 Poor
Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane
D
10.0 Wonderful
Attendants were pleasant and the flight was smooth and relaxed.
D
10.0 Wonderful
A little late at the start but all worked out well.
J
10.0 Wonderful
It was fine. No drinks nor snacks offered though. I thought that was unusual.
J
10.0 Wonderful
I liked the humor of the captain and crew on the flight from Flagstaff to Dallas. They were humorous.
J
2.0 Poor
AA delayed the flight for 3 hours and 50 minutes, but delayed the last 2 hours, 30 minutes at a time, so if we knew before, could have stayed at home and worked instead of being at the airport wasting time... The plane's crew was excellent, not their fault.
Y
2.0 Poor
After arriving in Dallas, the aircraft taxied for an unusually long time and was unable to park at the gate, which caused a significant delay and made me miss my connecting flight. I then had to wait in a very long line to be rebooked, and I was told that no hotel or meal accommodations would be provided. What is even more unacceptable is that my luggage was mishandled and has still not been located. My suitcase contains important medications that I urgently need, and I have been unable to access them due to the airline’s mishandling. This situation has caused me considerable stress and inconvenience, and I need this issue to be resolved immediately.
A
4.0 Mediocre
Old plane. Terrible seats. Staff was horrible.
S
6.0 Okay
RIC Staff was not enough. Elderly passengers had to wait 30 minutes to deplane, so we could board and still had to walk as no chairs were provided. And, passenger in front of my seat assignment rammed seat against my legs entire flight time. Was mildly bruised and left thigh still sore.
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
Southwest flights to Chicago