CHI

Find cheap American Airlines flights to Chicago from $88

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

mar., ago. 25 - mar., ago. 25
American Airlines Logo
2:11 pm - 4:02 pm
LGA
-
ORD
2h 51mnonstop
American Airlines Logo
6:14 pm - 9:29 pm
ORD
-
LGA
2h 15mnonstop
$173American Airlines
mié., jun. 17 - sáb., jun. 20
American Airlines Logo
5:11 am - 6:59 am
EWR
-
ORD
2h 48mnonstop
American Airlines Logo
8:20 pm - 11:38 pm
ORD
-
EWR
2h 18mnonstop
$176American Airlines
mié., jun. 17 - sáb., jun. 20
American Airlines Logo
7:20 am - 9:03 am
LGA
-
ORD
2h 43mnonstop
American Airlines Logo
5:59 am - 9:15 am
ORD
-
LGA
2h 16mnonstop
$176American Airlines
sáb., jul. 18 - mar., jul. 21
American Airlines Logo
1:50 pm - 3:44 pm
JFK
-
ORD
2h 54mnonstop
American Airlines Logo
4:30 pm - 8:04 pm
ORD
-
JFK
2h 34mnonstop
$177American Airlines
mié., jul. 1 - mar., jul. 7
American Airlines Logo
5:11 am - 6:59 am
EWR
-
ORD
2h 48mnonstop
American Airlines Logo
1:10 pm - 4:30 pm
ORD
-
EWR
2h 20mnonstop
$177American Airlines
vie., jul. 3 - dom., jul. 5
American Airlines Logo
6:29 am - 8:15 am
LGA
-
ORD
2h 46mnonstop
American Airlines Logo
6:00 am - 9:16 am
ORD
-
LGA
2h 16mnonstop
$177American Airlines
mar., jun. 16 - mar., jun. 23
American Airlines Logo
6:59 am - 8:45 am
EWR
-
ORD
2h 46mnonstop
American Airlines Logo
8:20 pm - 11:38 pm
ORD
-
EWR
2h 18mnonstop
$178American Airlines
sáb., ago. 15 - sáb., ago. 22
American Airlines Logo
6:00 am - 7:44 am
LGA
-
ORD
2h 44mnonstop
American Airlines Logo
1:13 pm - 4:29 pm
ORD
-
LGA
2h 16mnonstop
$178American Airlines
mar., ago. 25 - mar., ago. 25
American Airlines Logo
8:10 am - 10:12 am
JFK
-
ORD
3h 02mnonstop
American Airlines Logo
5:30 pm - 9:00 pm
ORD
-
JFK
2h 30mnonstop
$179American Airlines
mar., jun. 16 - mar., jun. 23
American Airlines Logo
6:59 am - 8:45 am
EWR
-
ORD
2h 46mnonstop
American Airlines Logo
8:20 pm - 11:38 pm
ORD
-
EWR
2h 18mnonstop
$179American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$88
Average price round-trip$299
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 3% 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 Southwest, United Airlines, Allegiant Air, United Airlines, Contour, Frontier, Frontier, Delta, Allegiant Air, Avelo Airlines, Denver Air Connection and Alaska Airlines.

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

    On average, American Airlines flights to Chicago cost $343 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 Waterloo and cost $148.
  • 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
7.2Comfort
6.4Food
7.9Crew
6.9Entertainment
7.5Boarding
Traveler rating:
Sort by:
D
8.0 Very good
The crew was very attentive through out the flight. Seats were comfortable, nice flight bag with pillow and blanket. Food was okay, since it was a overnight flight seemed to go by fast.
M
8.0 Very good
The flight attendant on my side of business class seemed like a novice and did not provide good service. Otherwise the flight was good and the entertainment system was very good. No free WiFi.
A
2.0 Poor
They lost my bag. ... And I asked them 3 times to 3 different people if my checked bag will maKe it all the way - they all confirmed and at the end it was left at the connection... Bravo
A
2.0 Poor
Cancelled BOYH legs of our flight home 30 min before initial boarding
A
2.0 Poor
Cancelled the flight half hour before boarding. Then cancelled the connecting flight too.
W
2.0 Poor
Delayed due to weather in Dallas (arriving flight arrived late), then boarded the plane only to deboard immediately afterwards, tire needed to be replaced. Flight supposed to depart at 6:15pm but departed at 9:35pm.
A
10.0 Wonderful
Helpful staff and comfortable flight.
S
10.0 Wonderful
Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!
A
10.0 Wonderful
Very smooth flight
A
10.0 Wonderful
It was pleasurable, and enjoyable

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.