CHI

Find cheap American Airlines flights to Chicago from $74

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, Jun 3 - Sat, Jun 6
American Airlines Logo
1:59 pm - 3:53 pm
JFK
-
ORD
2h 54mnonstop
American Airlines Logo
4:44 pm - 8:15 pm
ORD
-
JFK
2h 31mnonstop
$142American Airlines
Tue, Sep 8 - Sat, Sep 12
American Airlines Logo
5:49 pm - 7:27 pm
EWR
-
ORD
2h 38mnonstop
American Airlines Logo
8:25 pm - 11:45 pm
ORD
-
EWR
2h 20mnonstop
$142American Airlines
Tue, May 19 - Thu, May 28
American Airlines Logo
6:38 am - 8:31 am
LGA
-
ORD
2h 53mnonstop
American Airlines Logo
6:00 am - 9:12 am
ORD
-
LGA
2h 12mnonstop
$142American Airlines
Wed, Aug 12 - Wed, Aug 19
American Airlines Logo
7:33 pm - 9:21 pm
EWR
-
ORD
2h 48mnonstop
American Airlines Logo
7:01 am - 10:20 am
ORD
-
EWR
2h 19mnonstop
$147American Airlines
Tue, May 12 - Wed, May 20
American Airlines Logo
12:00 pm - 1:49 pm
LGA
-
ORD
2h 49mnonstop
American Airlines Logo
8:20 pm - 11:38 pm
ORD
-
LGA
2h 18mnonstop
$147American Airlines
Wed, Aug 12 - Mon, Aug 17
American Airlines Logo
6:59 am - 8:37 am
EWR
-
ORD
2h 38mnonstop
American Airlines Logo
8:30 pm - 11:59 pm
ORD
-
EWR
2h 29mnonstop
$151American Airlines
Tue, Jun 9 - Wed, Jun 10
American Airlines Logo
9:59 am - 11:51 am
JFK
-
ORD
2h 52mnonstop
American Airlines Logo
4:33 pm - 8:04 pm
ORD
-
JFK
2h 31mnonstop
$153American Airlines
Tue, Jun 9 - Wed, Aug 5
American Airlines Logo
2:20 pm - 4:06 pm
EWR
-
ORD
2h 46mnonstop
American Airlines Logo
8:30 pm - 11:59 pm
ORD
-
EWR
2h 29mnonstop
$153American Airlines
Tue, May 19 - Tue, May 26
American Airlines Logo
8:29 pm - 10:17 pm
LGA
-
ORD
2h 48mnonstop
American Airlines Logo
8:23 pm - 11:37 pm
ORD
-
LGA
2h 14mnonstop
$153American Airlines
Tue, May 26 - Fri, Jun 5
American Airlines Logo
5:30 am - 7:15 am
EWR
-
ORD
2h 45mnonstop
American Airlines Logo
8:12 pm - 11:30 pm
ORD
-
EWR
2h 18mnonstop
$154American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$74
Average price round-trip$302
Best time to beat the crowds with an average 7% 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
(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, Contour, United Airlines, Frontier, Frontier, Delta, Allegiant Air, Avelo Airlines, Denver Air Connection, Contour and Alaska 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?

    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 White Plains and cost $158.
  • 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
7.9Crew
7.5Boarding
6.9Entertainment
7.2Comfort
Traveler rating:
Sort by:
G
8.0 Very good
As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.
I
8.0 Very good
The staff was nice. I appreciated that I was able to take an earlier flight, even though it was last minute. The boarding process felt rather chaotic.
N
10.0 Wonderful
Overall a good experience, however Wifi was not working on the flight.
A
4.0 Mediocre
For a 4 1/2 hour international flight all we got was 1 small pack of cookies and a drink. You had to watch movies on your own devise.
D
4.0 Mediocre
Airlines should be prohibited from using the seats they get away with.
D
6.0 Okay
Terrible food.
J
2.0 Poor
My flight got delayed a total of five times. And the boarding gate changed four times. most of the time the platform was not up-to-date with the changes taking place. The most discouraging part of the entire trip by far.
G
10.0 Wonderful
Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.
J
4.0 Mediocre
American delayed the flight for a crew rest period. The delay occurred late in the evening - the earliest i can find is 10:20 pm. With a 6 am flight anyone on the flight would have already have been asleep (unless you are insane, a vampire or on drugs) and at least for me i was already on the way to the airport at 445 am the next morning when i discovered they delayed the flight until 9 am. Given the incoming flight was in the air at 6 pm the evening before this should have been figured out a lot more timely that was there only crew to use. Just frustrating given there is no consideration for customer experience anymore in flying.
A
2.0 Poor
Returned home with a blood clot from flight homes and the uncomfortable aircraft I was on.

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.