CHI

Find cheap American Airlines flights to Chicago from $90

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 24% 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

Sat, Jul 11 - Mon, Jul 13
American Airlines Logo
6:34 am - 8:20 am
LGA
-
ORD
2h 46mnonstop
American Airlines Logo
7:59 pm - 11:21 pm
ORD
-
LGA
2h 22mnonstop
$179American Airlines
Wed, Jul 15 - Sat, Jul 18
American Airlines Logo
7:59 am - 10:02 am
JFK
-
ORD
3h 03mnonstop
American Airlines Logo
4:48 pm - 8:24 pm
ORD
-
JFK
2h 36mnonstop
$180American Airlines
Wed, Jul 8 - Tue, Jul 14
American Airlines Logo
5:29 pm - 7:43 pm
LGA
-
ORD
3h 14mnonstop
American Airlines Logo
2:59 pm - 6:19 pm
ORD
-
LGA
2h 20mnonstop
$180American Airlines
Wed, Jul 22 - Fri, Jul 24
American Airlines Logo
1:59 pm - 3:53 pm
JFK
-
ORD
2h 54mnonstop
American Airlines Logo
4:30 pm - 8:04 pm
ORD
-
JFK
2h 34mnonstop
$182American Airlines
Fri, Jul 3 - Tue, Jul 7
American Airlines Logo
9:29 pm - 11:30 pm
LGA
-
ORD
3h 01mnonstop
American Airlines Logo
2:59 pm - 6:19 pm
ORD
-
LGA
2h 20mnonstop
$182American Airlines
Fri, Jul 17 - Sat, Jul 18
American Airlines Logo
9:29 pm - 11:30 pm
LGA
-
ORD
3h 01mnonstop
American Airlines Logo
6:00 am - 9:16 am
ORD
-
LGA
2h 16mnonstop
$183American Airlines
Tue, Jul 14 - Tue, Jul 21
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
$186American Airlines
Fri, Sep 4 - Sun, Sep 6
American Airlines Logo
8:29 pm - 10:30 pm
LGA
-
ORD
3h 01mnonstop
American Airlines Logo
6:00 am - 9:13 am
ORD
-
LGA
2h 13mnonstop
$187American Airlines
Wed, Sep 2 - Wed, Sep 9
American Airlines Logo
10:00 am - 11:53 am
JFK
-
ORD
2h 53mnonstop
American Airlines Logo
4:01 pm - 7:29 pm
ORD
-
JFK
2h 28mnonstop
$188American Airlines
Tue, Jun 16 - Sat, Jun 20
American Airlines Logo
1:59 pm - 3:55 pm
JFK
-
ORD
2h 56mnonstop
American Airlines Logo
4:44 pm - 8:15 pm
ORD
-
JFK
2h 31mnonstop
$192American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$90
Average price round-trip$321
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 10% increase in price.
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, Allegiant Air, Contour, United Airlines, Frontier, Frontier, Delta, Denver Air Connection and Alaska Airlines.

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

    On average, American Airlines flights to Chicago cost $394 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 Chicago Greater Rockford Airport and cost $109.
  • 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 June and prices are highest at this time. The cheapest month to fly is January.

American Airlines customer reviews

7.1
Good10,000 verified ratings
7.9Crew
6.9Entertainment
6.4Food
7.5Boarding
7.2Comfort
Traveler rating:
Sort by:
P
2.0 Poor
The flight from Dallas to Tokyo was not on Japan Airlines. It was on American Airlines. Very disappointed that we did not fly on Japan Airlines. Will not be using you liars again. I’ll just book direct from the airline next time. Wish you could make this right and has us fly on Japan Air when heading back home to the US.
D
2.0 Poor
I could make the trip.
D
10.0 Wonderful
The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response
A
6.0 Okay
They made nearly everyone check their bag because the overhead bins are way too small. Extremely inconvenient
A
6.0 Okay
The overhead bins are too small, They served one meal and two snack for a 10hr flight. My meal was missing the butter, cheese and salad dressing everyone else got. The crew were nice and the plane was clean
E
2.0 Poor
Delayed delayed. Poor professionalism. Our seats changed and we pay for them
T
10.0 Wonderful
Pensacola airport luggage claim was terrible
E
6.0 Okay
Was put into a seat right behind the toilet that had no entertainment possible but did have plenty of leg room over noisy part of plane.
E
6.0 Okay
The passport line was so long that many of us were concerned about missing our flight and some did. It would've helped if a AA representative had gone to the passport check-in sooner to advise that boarding was closing and those flying that were stuck back in the line, needed to come forward with apologies to others. An AA representative did do that but only after boarding had already closed. (They delayed take-off so that more who were running with carry-ons could get to the gate - especially stressful for older people!) Then to be crammed into a seat with barely enough leg room for a thin woman, 5'7", like me, much less for a taller, bigger person was not comfortable, especially if the person in front decided to lean back. Crew was fine, food and entertainment also.
E
6.0 Okay
Because of Marseilles' antiquated process of checking passports, we headed for London nearly missed our flight. In fact five people did and had to have their bags removed from the plane as boarding had closed. As I recall the seating gave us a little more leg room than the seating going from London to DFW on American.
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
Delta flights to Chicago
United Airlines flights to Chicago