CHI

Find cheap American Airlines flights to Chicago from $56

1 adult
1 adult, Economy, 0 bags

Search hundreds of travel sites at once for deals on American Airlines flights to Chicago

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Useful Info
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 21 - Sat, Jan 24
American Airlines Logo
5:59 pm - 7:49 pm
EWR
-
ORD
2h 50mnonstop
American Airlines Logo
7:49 pm - 10:59 pm
ORD
-
EWR
2h 10mnonstop
$111American Airlines
Sat, Jan 31 - Wed, Feb 4
American Airlines Logo
3:44 pm - 5:46 pm
LGA
-
ORD
3h 02mnonstop
American Airlines Logo
1:45 pm - 5:02 pm
ORD
-
LGA
2h 17mnonstop
$111American Airlines
Wed, Feb 18 - Wed, Feb 18
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
$112American Airlines
Thu, Jan 22 - Mon, Jan 26
American Airlines Logo
11:53 am - 1:37 pm
EWR
-
ORD
2h 44mnonstop
American Airlines Logo
7:49 pm - 10:59 pm
ORD
-
EWR
2h 10mnonstop
$112American Airlines
Thu, Jan 22 - Mon, Jan 26
American Airlines Logo
2:15 pm - 4:09 pm
LGA
-
ORD
2h 54mnonstop
American Airlines Logo
7:20 am - 10:31 am
ORD
-
LGA
2h 11mnonstop
$112American Airlines
Tue, Feb 3 - Tue, Feb 10
American Airlines Logo
12:30 pm - 2:29 pm
JFK
-
ORD
2h 59mnonstop
American Airlines Logo
4:14 pm - 7:31 pm
ORD
-
JFK
2h 17mnonstop
$115American Airlines
Wed, Feb 11 - Tue, Feb 17
American Airlines Logo
7:00 am - 8:53 am
EWR
-
ORD
2h 53mnonstop
American Airlines Logo
6:47 pm - 10:08 pm
ORD
-
EWR
2h 21mnonstop
$115American Airlines
Wed, Apr 1 - Tue, Apr 7
American Airlines Logo
6:38 am - 8:30 am
LGA
-
ORD
2h 52mnonstop
American Airlines Logo
8:28 pm - 11:45 pm
ORD
-
LGA
2h 17mnonstop
$115American Airlines
Mon, Feb 2 - Wed, Feb 4
American Airlines Logo
11:53 am - 1:37 pm
EWR
-
ORD
2h 44mnonstop
American Airlines Logo
7:49 pm - 10:59 pm
ORD
-
EWR
2h 10mnonstop
$122American Airlines
Mon, Mar 23 - Wed, Mar 25
American Airlines Logo
6:38 am - 8:30 am
LGA
-
ORD
2h 52mnonstop
American Airlines Logo
5:01 pm - 8:15 pm
ORD
-
LGA
2h 14mnonstop
$122American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$56
Average price round-trip$265
Good deal one-way$684
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Newark Liberty Airport 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, Frontier, Allegiant Air, Contour, United Airlines, Frontier, Delta, Avelo Airlines, Avelo Airlines, Denver Air Connection and Denver Air Connection.

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

    On average, American Airlines flights to Chicago cost $369 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 Chicago Greater Rockford Airport and cost $69.
  • 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 May and prices are highest at this time. The cheapest month to fly is January.

American Airlines customer reviews

7.2
Good10,000 verified ratings
8.0Crew
7.2Comfort
6.4Food
6.9Entertainment
7.5Boarding
Traveler rating:
Sort by:
B
2.0 Poor
Delayed beciase of inability to schedule Flight crew
J
6.0 Okay
Lower WiFi prices; allow us to see our flight on a map; more variety of drink choices.
M
2.0 Poor
I was originally scheduled on AA 1763. When I landed in Miami, I went to the counter for flight AA 2115 to try to move my flight to this one. I was in a first class seat on AA 1763. While they moved to me this flight, I was told that there were no other 1st class seats available and they assigned me into coach. However, when I was getting off the plane I noticed that one of the pilots who was also in line to go jump seat - somehow miraculously got a 1st class seat on this flight. It is actually infuriating that I had a paid 1st class seat yet somehow they would move an AA employee ahead of that. At a bare minimum, they should have compensated me for the fare difference and I really think paying customers should ALWAYs get the premiere seats.
A
10.0 Wonderful
So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute
A
2.0 Poor
UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.
A
2.0 Poor
Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa
H
6.0 Okay
We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.
A
2.0 Poor
Seats were much more cramped then on the 737. Narrower and rows closer together. Flight was absolutely packed and the plugs under the seats didn't work. Was forced to check my bag even though previous flight had no issue with it.
A
10.0 Wonderful
Good food & entertainment. Comfortable seats with modern equipment. Staff though pleasant serve passengers based on nationality irrespective of seating positions. Some get served first others last even when seating side by side.
A
10.0 Wonderful
Good food & refreshment. The seats and entrainment screens are modern compared to others. The staff though pleasant serve and attend to passengers based on nationality. Some get served first others last regardless of their seating positions.
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
Southwest flights to Chicago
Delta flights to Chicago