CHI - NYC

$69 Find Cheap American Airlines Flights from Chicago to New York

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Flights Deals

Cheap American Airlines Flight Deals from Chicago to New York

 
Here are some of the best deals found on KAYAK recently from American Airlines for round-trip flights from Chicago to New York 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.

Recent round-trip American Airlines flight deals from Chicago to New York

KAYAK's recommended round-trip American Airlines deals departing in the coming months from Chicago to New York.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
2:49 pm - 5:58 pmORD-LGA
2h 09mnonstop
American Airlines Logo
12:00 pm - 1:35 pmLGA-ORD
2h 35mnonstop
$137American Airlines
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Tue, May 13 - Tue, May 20
American Airlines Logo
4:44 pm - 8:00 pmORD-JFK
2h 16mnonstop
American Airlines Logo
9:00 am - 11:09 amJFK-ORD
3h 09mnonstop
$137American Airlines
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Wed, May 14 - Wed, May 21
American Airlines Logo
5:12 pm - 8:19 pmORD-LGA
2h 07mnonstop
American Airlines Logo
12:55 pm - 2:30 pmLGA-ORD
2h 35mnonstop
$138American Airlines
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Wed, May 14 - Wed, May 21
American Airlines Logo
8:30 pm - 11:59 pmORD-EWR
2h 29mnonstop
American Airlines Logo
7:35 pm - 9:22 pmEWR-ORD
2h 47mnonstop
$138American Airlines
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Sun, Jun 8 - Tue, Jun 10
American Airlines Logo
4:44 pm - 8:00 pmORD-JFK
2h 16mnonstop
American Airlines Logo
9:00 am - 11:09 amJFK-ORD
3h 09mnonstop
$138American Airlines
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Wed, May 14 - Wed, May 21
American Airlines Logo
4:44 pm - 8:00 pmORD-JFK
2h 16mnonstop
American Airlines Logo
9:00 am - 11:09 amJFK-ORD
3h 09mnonstop
$147American Airlines
Find Deal
Tue, May 13 - Sun, May 25
American Airlines Logo
4:44 pm - 8:00 pmORD-JFK
2h 16mnonstop
American Airlines Logo
9:00 am - 11:09 amJFK-ORD
3h 09mnonstop
$153American Airlines
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Wed, May 21 - Sun, May 25
American Airlines Logo
5:12 pm - 8:19 pmORD-LGA
2h 07mnonstop
American Airlines Logo
5:55 am - 7:28 amLGA-ORD
2h 33mnonstop
$157American Airlines
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Tue, May 20 - Mon, May 26
American Airlines Logo
4:44 pm - 8:00 pmORD-JFK
2h 16mnonstop
American Airlines Logo
9:00 am - 11:09 amJFK-ORD
3h 09mnonstop
$157American Airlines
Find Deal
Sat, May 17 - Wed, May 21
American Airlines Logo
12:11 pm - 3:17 pmORD-LGA
2h 06mnonstop
American Airlines Logo
6:30 pm - 8:08 pmLGA-ORD
2h 38mnonstop
$158American Airlines
Find Deal
Tue, May 20 - Sat, May 24
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Good to know

Low seasonFebruary
High seasonMay
Cheapest flight$69
Average price round-trip$206
Good deal one-way$432
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 Chicago O'Hare Airport to New York LaGuardia Airport
(avg. price over the last 2 weeks)
or less

When to Book Flights with American Airlines from Chicago to New York

Average price per month
Flight prices as travel date approaches

FAQs for flying to New York with American Airlines

  • How far in advance should I book tickets for a flight with American Airlines from Chicago to New York?

    Generally, when trying to get a below average price for your ticket, try to book around 7 days before departure. For the cheapest possible price, our data suggests booking 91 days before departure.

  • Is American Airlines the cheapest airline to fly with from Chicago to New York?

    With an average price of $245 return, American Airlines is not the cheapest airline to fly from Chicago to New York with. Instead, for the lowest price, our data suggests flying with Spirit Airlines, where a return flight costs $131 on average.

  • What is the cheapest American Airlines flight from Chicago to New York?

    In the last 3 days, the lowest price for a flight with American Airlines from Chicago to New York was $80 for a return flight and $48 for a one-way flight.

  • Does American Airlines fly direct to New York from Chicago?

    Yes, American Airlines does offer direct flights for the route, with around 45 flights per week.

  • What’s the cheapest day of the week to fly from Chicago to New York with American Airlines?

    On average, the cheapest day of the week to fly from Chicago to New York with American Airlines is Tuesday, when prices are around $60. The most expensive day is generally Saturday, where the average price is around $89.

  • What’s the cheapest month to fly from Chicago to New York with American Airlines?

    The cheapest month for American Airlines flights to New York from Chicago is generally January, where plane tickets cost $110 on average. If possible, try to avoid the most expensive months of April and December, where tickets cost $213 and $218 respectively.

American Airlines Customer Reviews

7.2
GoodBased on 10,000 verified guest reviews
6.9Entertainment
6.5Food
8.0Crew
7.2Comfort
7.5Boarding

Pros +
Cons -

Show reviews that mention
Traveler rating:
Sort by:
M
10.0 Wonderful
CMH-ORD
Quick boarding, early departure, on time gate arrival
J
8.0 Very good
IAH-LHR
First time flying BA. Will fly again.
V
2.0 Poor
HND-JFK
Paid $35 and not able to access the internet at all.
V
10.0 Wonderful
LHR-SFO
Flight was as expected.
V
8.0 Very good
FCO-LHR
Crew was great and responsive. Entertainment quit working with about 4 hours remaining on the flight. My seat cushion was broken.
D
10.0 Wonderful
CLT-MIA
Would like free wifi
D
4.0 Mediocre
SAV-DFW
Several delays. Next flight was worse. Did not arrive home until 2am PT
C
8.0 Very good
LAX-LAS
Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.
S
4.0 Mediocre
LHR-HAM
No so good not so bad
S
10.0 Wonderful
YYZ-LHR
Not very good , the stewardess were unfriendly and they don't like to be bothered. Cos was a night flight and they need to sleep.

Everything you need to know for your flight from Chicago to New York

Other airlines flying from Chicago to New York

Flights from the other most popular airlines that fly from Chicago to New York according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.

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