Find flights
When to book
FAQs & Tips
Reviews
Deals

CHI

Find cheap American Airlines flights to Chicago from $64

1 adult
0 bags
Tue 6/18
Tue 6/25

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

In the last 7 days travelers have searched 41,611,298 times on KAYAK, and here is why:

Save 21% 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.

Good to know

Low season

January

High season

June

Cheapest flight

$64

Average price round-trip

$239
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from New York John F Kennedy 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

  • Is American Airlines cheaper than other airlines flying to Chicago?

    With an average return price of $585, American Airlines is the most expensive airline flying into Chicago. The cheapest airline flying to Chicago is Allegiant Air.

  • Which other airlines fly to Chicago?

    Along with American Airlines, you can also fly to Chicago with Cape Air, Southern / Mokulele, Delta, Frontier, Allegiant Air, Denver Air Connection, Contour, United Airlines, Southwest, Avelo Airlines, Delta, Frontier, Allegiant Air and United Airlines.

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

    On average, American Airlines flights to Chicago cost $298 for one-way and $585 return.

  • 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.

See more FAQs

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 Lansing and cost $118.

American Airlines customer reviews

7.3
GoodBased on 14,472 verified guest reviews
7.6Boarding
6.6Food
7.2Comfort
8.0Crew
7.1Entertainment

Pros +
Cons -

Traveler rating:
Sort by:
A
6.0 Okay
Pros:1/ That it was a direct flight to Dublin. 2/ The price of ticket.
Cons:1/ flight was 3 1/2 hours late leaving JFK - thankfully they made up about 45 minutes en route. Otherwise we would have missed our connecting flight. 2/ food was not good. 3/ there were no individual screens for entertainment. 4/ my husband was in business and his seat did not recline!!
A
2.0 Poor
Pros:Nothing
Cons:Seat 17F is very short on leg room for a 6 foot man. Flight attendants didn't care and rough landing; pilot needs more practice.
A
8.0 Very good
Pros:On time
Cons:No gluten free food available
A
10.0 Wonderful
Pros:good attention
A
10.0 Wonderful
Pros:Early arrival
M
10.0 Wonderful
Pros:Free movies and tv
Cons:Nothing
A
5.0 Fair
Pros:Andres was so nice. Amazing actually
Cons:They boarded us then we had to switch planes. Delayed an hour
S
4.0 Mediocre
Cons:Delays, seats are cramped and uncomfortable
A
2.0 Poor
Cons:Had to reschedule to a later flight.
N
6.0 Okay
Cons:Films, TV screens did not work

Book Cheap flights with American Airlines to Chicago

Recent round-trip flight deals

7/2Tue
nonstopAmerican Airlines
2h 34mLGA-ORD
8/17Sat
nonstopAmerican Airlines
2h 02mORD-LGA
$127
7/17Wed
nonstopAmerican Airlines
2h 56mBOS-ORD
7/23Tue
nonstopAmerican Airlines
2h 36mORD-BOS
$137
8/13Tue
nonstopAmerican Airlines
2h 53mBOS-ORD
8/17Sat
nonstopAmerican Airlines
2h 18mORD-BOS
$147
7/5Fri
nonstopAmerican Airlines
2h 58mJFK-ORD
7/10Wed
nonstopAmerican Airlines
2h 22mORD-JFK
$148
7/30Tue
nonstopAmerican Airlines
2h 40mLGA-ORD
8/10Sat
nonstopAmerican Airlines
2h 02mORD-LGA
$148
9/11Wed
nonstopAmerican Airlines
4h 04mSEA-ORD
9/18Wed
nonstopAmerican Airlines
4h 33mORD-SEA
$149
7/1Mon
nonstopAmerican Airlines
2h 31mDFW-ORD
7/6Sat
nonstopAmerican Airlines
2h 23mORD-DFW
$157
8/28Wed
nonstopAmerican Airlines
2h 55mBOS-ORD
8/31Sat
nonstopAmerican Airlines
2h 31mORD-BOS
$158
8/13Tue
nonstopAmerican Airlines
2h 56mBOS-ORD
8/31Sat
nonstopAmerican Airlines
2h 19mORD-BOS
$159
7/9Tue
nonstopAmerican Airlines
2h 58mJFK-ORD
7/16Tue
nonstopAmerican Airlines
2h 38mORD-JFK
$162
7/2Tue
nonstopAmerican Airlines
2h 57mJFK-ORD
7/9Tue
nonstopAmerican Airlines
2h 38mORD-JFK
$163
9/1Sun
nonstopAmerican Airlines
2h 53mBOS-ORD
9/30Mon
nonstopAmerican Airlines
2h 20mORD-BOS
$163
7/2Tue
nonstopAmerican Airlines
2h 57mJFK-ORD
7/9Tue
nonstopAmerican Airlines
2h 38mORD-JFK
$164
8/13Tue
nonstopAmerican Airlines
2h 53mBOS-ORD
8/29Thu
nonstopAmerican Airlines
2h 18mORD-BOS
$164
8/28Wed
nonstopAmerican Airlines
2h 44mJFK-ORD
9/3Tue
nonstopAmerican Airlines
2h 30mORD-JFK
$167
9/14Sat
nonstopAmerican Airlines
2h 50mJFK-ORD
9/17Tue
nonstopAmerican Airlines
2h 17mORD-JFK
$169
9/5Thu
nonstopAmerican Airlines
2h 14mDCA-ORD
9/7Sat
nonstopAmerican Airlines
1h 49mORD-DCA
$169
7/5Fri
nonstopAmerican Airlines
2h 49mEWR-ORD
7/10Wed
nonstopAmerican Airlines
2h 10mORD-EWR
$169
11/14Thu
nonstopAmerican Airlines
2h 59mLGA-ORD
11/17Sun
nonstopAmerican Airlines
2h 06mORD-LGA
$169
9/25Wed
nonstopAmerican Airlines
2h 50mJFK-ORD
9/30Mon
nonstopAmerican Airlines
2h 20mORD-JFK
$170

Search by stops

Search by price

Recent one-way flight deals

7/2Tue
nonstopAmerican Airlines
2h 57mJFK-ORD
$64
6/12Wed
nonstopAmerican Airlines
2h 34mLGA-ORD
$64
7/17Wed
nonstopAmerican Airlines
2h 56mBOS-ORD
$69
6/11Tue
nonstopAmerican Airlines
4h 15mSEA-ORD
$75
8/21Wed
nonstopAmerican Airlines
4h 08mSEA-ORD
$76
8/17Sat
nonstopAmerican Airlines
2h 53mBOS-ORD
$79
7/4Thu
nonstopAmerican Airlines
2h 51mJFK-ORD
$85
6/25Tue
nonstopAmerican Airlines
2h 14mDCA-ORD
$85
6/12Wed
nonstopAmerican Airlines
2h 40mEWR-ORD
$85
6/26Wed
nonstopAmerican Airlines
2h 34mLGA-ORD
$85
9/22Sun
nonstopAmerican Airlines
2h 50mJFK-ORD
$86
8/12Mon
nonstopAmerican Airlines
2h 37mEWR-ORD
$86
8/7Wed
nonstopAmerican Airlines
2h 56mBOS-ORD
$90
10/2Wed
nonstopAmerican Airlines
4h 16mSFO-ORD
$90
7/19Fri
nonstopAmerican Airlines
2h 55mBOS-ORD
$95
7/9Tue
nonstopAmerican Airlines
4h 13mSFO-ORD
$95
6/11Tue
nonstopAmerican Airlines
2h 57mJFK-ORD
$99
5/30Thu
nonstopAmerican Airlines
2h 56mBOS-ORD
$99
6/11Tue
nonstopAmerican Airlines
2h 57mJFK-ORD
$100
8/19Mon
nonstopAmerican Airlines
2h 11mDCA-ORD
$100

Search by stops

Search by price

Flights to Chicago - American Airlines

Return flight deals:

Chicago - United States

Cabin classes:

$326
$296
$246
$37

Browse origins:

Browse destinations: