CHI

Find cheap American Airlines flights to Chicago from $72

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, Apr 14 - Tue, Apr 14
American Airlines Logo
12:16 pm - 2:19 pm
JFK
-
ORD
3h 03mnonstop
American Airlines Logo
4:36 pm - 8:03 pm
ORD
-
JFK
2h 27mnonstop
$142American Airlines
Sat, Apr 25 - Sat, Apr 25
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
$143American Airlines
Tue, Apr 14 - Sat, Apr 18
American Airlines Logo
5:00 am - 7:31 am
DFW
-
ORD
2h 31mnonstop
American Airlines Logo
4:40 pm - 7:28 pm
ORD
-
DFW
2h 48mnonstop
$143American Airlines
Wed, Apr 15 - Sat, Apr 18
American Airlines Logo
9:03 am - 10:58 am
JFK
-
ORD
2h 55mnonstop
American Airlines Logo
4:27 pm - 7:59 pm
ORD
-
JFK
2h 32mnonstop
$145American Airlines
Sat, Apr 18 - Tue, Apr 21
American Airlines Logo
7:10 am - 9:02 am
EWR
-
ORD
2h 52mnonstop
American Airlines Logo
4:07 pm - 7:29 pm
ORD
-
EWR
2h 22mnonstop
$145American Airlines
Sat, Apr 18 - Tue, Apr 21
American Airlines Logo
8:59 pm - 10:47 pm
LGA
-
ORD
2h 48mnonstop
American Airlines Logo
8:20 pm - 11:38 pm
ORD
-
LGA
2h 18mnonstop
$145American Airlines
Wed, May 20 - Wed, May 27
American Airlines Logo
12:10 pm - 2:13 pm
JFK
-
ORD
3h 03mnonstop
American Airlines Logo
4:30 pm - 8:04 pm
ORD
-
JFK
2h 34mnonstop
$146American Airlines
Wed, May 20 - Wed, May 27
American Airlines Logo
7:10 am - 9:02 am
EWR
-
ORD
2h 52mnonstop
American Airlines Logo
8:00 pm - 11:30 pm
ORD
-
EWR
2h 30mnonstop
$146American Airlines
Thu, Apr 16 - Sun, Apr 19
American Airlines Logo
7:29 am - 9:22 am
LGA
-
ORD
2h 53mnonstop
American Airlines Logo
6:00 am - 9:12 am
ORD
-
LGA
2h 12mnonstop
$146American Airlines
Fri, Apr 17 - Mon, Apr 20
American Airlines Logo
8:14 pm - 10:45 pm
DFW
-
ORD
2h 31mnonstop
American Airlines Logo
9:45 am - 12:25 pm
ORD
-
DFW
2h 40mnonstop
$146American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$72
Average price round-trip$295
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 3% lower on average.
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 Southwest, United Airlines, Allegiant Air, Contour, United Airlines, Frontier, Frontier, Denver Air Connection and Delta.

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

    On average, American Airlines flights to Chicago cost $338 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 Waterloo and cost $132.
  • 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
6.9Entertainment
7.2Comfort
6.4Food
7.5Boarding
8.0Crew
Traveler rating:
Sort by:
J
2.0 Poor
It was a train wreck but on an airplane. First off, flight was delayed then we board only to hear two announcements, First weather delays in Orlando and second backup battery warning on emergency lights. After sitting on the plane for almost 2 hours they have us deplane due to the maintenance issue. We were told they were getting another plane. In the mean time, I notice another American- Orlando flight and ask the gate agent if I can switch. He says he cant help me and I'd have to walk to A13 from A37. Really!? I get down there and get a seat only to get an announcement my original flight was RE-boarding. The Then inflight there's no communication and I notice on flightaware were circling over the Gulf of America. I call the flight attendant and of course she has no clue and apparently 5m later the pilot finally tells us about another delay. Why does American always have these service and delay issues? They are my LAST choice in flights now!
P
4.0 Mediocre
Mediocre would be best description. Food bland. Seat biz class uncomfortable to sleep. Crew never dimmed lights completely in an overnight flight to Europe. Would avoid AA if possible.
M
2.0 Poor
Delayed 4 different times; left 3 hours late
H
2.0 Poor
For my arriving destination, we were delayed multiple times to the point that we arrived 6 hours after we were originally scheduled. On my flight home, they overbooked and involuntarily removed passengers (including me) from the plane. It was not a good experience.
K
10.0 Wonderful
It was good experience this time. The flight was on time.
C
6.0 Okay
I very rarely fly American and my experience today reenforces that is the correct decision. While the staff were all very courteous, our flight was first thing in the morning so there was no reason to be delayed, yet appropriate maintenance checks weren’t completed prior to our flight so we were delayed multiple times. Not a great showing, American Airlines.
A
2.0 Poor
Bad. Flight delayed multiple time. lost connection
P
10.0 Wonderful
It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.
F
10.0 Wonderful
Smooth flight. From the early boarding and all were on board before departure time and arrived early in ONT. Great crew. Thank you!!!!
C
4.0 Mediocre
Small plane, poor meal choices for first class, bad terminal and boarding experience at LAX
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.
Frontier flights to Chicago
Spirit Airlines flights to Chicago
Southwest flights to Chicago
Delta flights to Chicago
United Airlines flights to Chicago