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CHI - NYC

$103 Find cheap flights from Chicago to New York

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to New York departing on 29/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
Sat 15/6
Sat 22/6

Search hundreds of travel sites at once for deals on flights to New York

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to New York, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to New York, as well as popular online travel agencies
In the last 7 days, travellers have searched 42,211,976 times on KAYAK, and here's why:

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Cheap flight deals from Chicago to New York (CHI-NYC)

 
These are the cheapest deals for flights from Chicago to New York currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent return flight deals from Chicago to New York

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to New York.

Recent one-way flight deals from Chicago to New York

Only flying one-way? Below are some of the best one-way flight deals from Chicago to New York found on KAYAK recently.

Recent last-minute flight deals from Chicago to New York

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to New York.

Recent direct flight deals from Chicago to New York

The latest deals for direct flights from Chicago to New York so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Chicago to New York

Find recent round-trip train or bus tickets from Chicago to New York.

All round-trip flight deals to New York

The cheapest plane tickets to New York found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
10:45 - 14:08ORD-JFK
2h 23mdirect
15:00 - 16:50JFK-ORD
2h 50mdirect
$175JetBlue
Find Deal
Wed, 29 May - Sat, 1 Jun
17:32 - 21:00ORD-JFK
2h 28mdirect
08:00 - 09:56JFK-ORD
2h 56mdirect
$183JetBlue
Find Deal
Wed, 29 May - Wed, 5 Jun
06:00 - 09:16ORD-LGA
2h 16mdirect
17:30 - 19:15LGA-ORD
2h 45mdirect
$190Delta
Find Deal
Tue, 6 Aug - Tue, 13 Aug
10:35 - 13:55ORD-JFK
2h 20mdirect
08:05 - 09:51JFK-ORD
2h 46mdirect
$190JetBlue
Find Deal
Wed, 3 Jul - Tue, 9 Jul
07:30 - 10:43ORD-LGA
2h 13mdirect
19:45 - 21:36LGA-ORD
2h 51mdirect
$205Delta
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Wed, 29 May - Wed, 29 May
16:00 - 19:21ORD-LGA
2h 21mdirect
10:25 - 12:02LGA-ORD
2h 37mdirect
$295United Airlines
Find Deal
Sat, 8 Jun - Wed, 12 Jun
22:15 - 10:34ORD-EWR
11h 19m1 stop
06:30 - 19:10EWR-ORD
13h 40m1 stop
$317Sun Country Air
Find Deal
Sun, 30 Jun - Mon, 8 Jul
20:42 - 10:34ORD-EWR
12h 52m1 stop
06:30 - 19:10EWR-ORD
13h 40m1 stop
$328Sun Country Air
Find Deal
Mon, 1 Jul - Mon, 8 Jul
06:00 - 09:22ORD-EWR
2h 22mdirect
05:51 - 07:20EWR-ORD
2h 29mdirect
$329United Airlines
Find Deal
Tue, 16 Jul - Sun, 21 Jul
08:30 - 16:29ORD-LGA
6h 59m1 stop
19:30 - 07:10LGA-ORD
12h 40m1 stop
$597American Airlines
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Mon, 17 Jun - Mon, 17 Jun
06:00 - 09:15ORD-LGA
2h 15mdirect
$103Delta
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Wed, 29 May
18:00 - 21:33ORD-JFK
2h 33mdirect
$103Delta
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Wed, 29 May
12:28 - 15:48ORD-EWR
2h 20mdirect
$124Spirit Airlines
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Mon, 12 Aug
18:38 - 22:03ORD-JFK
2h 25mdirect
$127JetBlue
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Thu, 27 Jun
10:37 - 13:57ORD-JFK
2h 20mdirect
$132JetBlue
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Wed, 31 Jul
20:30 - 17:59ORD-EWR
20h 29m1 stop
$157Sun Country Air
Find Deal
Fri, 31 May
07:18 - 14:31ORD-LGA
6h 13m1 stop
$187Spirit Airlines
Find Deal
Mon, 12 Aug
17:00 - 10:31ORD-JFK
16h 31m1 stop
$187Sun Country Air
Find Deal
Wed, 10 Jul
09:40 - 14:50ORD-JFK
4h 10m1 stop
$195American Airlines
Find Deal
Mon, 12 Aug
18:35 - 09:32ORD-EWR
13h 57m2 stops
$653American Airlines
Find Deal
Wed, 22 May
11:05 - 14:31ORD-JFK
2h 26mdirect
18:20 - 20:11JFK-ORD
2h 51mdirect
$437Delta
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Tue, 21 May - Wed, 29 May
17:32 - 21:00ORD-JFK
2h 28mdirect
14:55 - 16:45JFK-ORD
2h 50mdirect
$474JetBlue
Find Deal
Tue, 21 May - Wed, 5 Jun
10:45 - 14:08ORD-JFK
2h 23mdirect
14:55 - 16:45JFK-ORD
2h 50mdirect
$513JetBlue
Find Deal
Fri, 17 May - Tue, 28 May
17:32 - 21:00ORD-JFK
2h 28mdirect
14:55 - 16:45JFK-ORD
2h 50mdirect
$539JetBlue
Find Deal
Mon, 20 May - Thu, 23 May
13:30 - 22:40ORD-LGA
8h 10m1 stop
06:00 - 14:15LGA-ORD
9h 15m1 stop
$567Southwest
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Mon, 20 May - Thu, 23 May
17:36 - 01:49ORD-EWR
7h 13m1 stop
06:59 - 19:19EWR-ORD
13h 20m1 stop
$608Spirit Airlines
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Tue, 21 May - Wed, 22 May
12:10 - 15:12ORD-LGA
2h 02mdirect
08:35 - 12:53LGA-ORD
5h 18m1 stop
$686American Airlines
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Mon, 20 May - Thu, 23 May
07:00 - 10:16ORD-EWR
2h 16mdirect
06:00 - 07:35EWR-ORD
2h 35mdirect
$709United Airlines
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Mon, 20 May - Thu, 23 May
05:45 - 13:25ORD-LGA
6h 40m1 stop
09:35 - 18:10LGA-ORD
9h 35m2 stops
$768Southwest
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Mon, 20 May - Thu, 23 May
06:00 - 09:17ORD-EWR
2h 17mdirect
13:10 - 14:45EWR-ORD
2h 35mdirect
$804United Airlines
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Sun, 19 May - Wed, 22 May
06:00 - 09:16ORD-LGA
2h 16mdirect
17:30 - 19:15LGA-ORD
2h 45mdirect
$190Delta
Find Deal
Tue, 6 Aug - Tue, 13 Aug
10:35 - 13:55ORD-JFK
2h 20mdirect
08:05 - 09:51JFK-ORD
2h 46mdirect
$190JetBlue
Find Deal
Wed, 3 Jul - Tue, 9 Jul
07:30 - 10:43ORD-LGA
2h 13mdirect
19:45 - 21:36LGA-ORD
2h 51mdirect
$205Delta
Find Deal
Wed, 29 May - Wed, 29 May
20:20 - 23:36ORD-LGA
2h 16mdirect
06:00 - 07:33LGA-ORD
2h 33mdirect
$222Delta
Find Deal
Fri, 9 Aug - Wed, 14 Aug
10:37 - 13:57ORD-JFK
2h 20mdirect
08:05 - 09:51JFK-ORD
2h 46mdirect
$222JetBlue
Find Deal
Wed, 28 Aug - Mon, 2 Sep
19:20 - 22:35ORD-LGA
2h 15mdirect
19:45 - 21:36LGA-ORD
2h 51mdirect
$242Delta
Find Deal
Fri, 31 May - Sun, 2 Jun
10:45 - 14:08ORD-JFK
2h 23mdirect
14:55 - 16:45JFK-ORD
2h 50mdirect
$242JetBlue
Find Deal
Fri, 31 May - Mon, 3 Jun
16:00 - 19:21ORD-LGA
2h 21mdirect
10:25 - 12:02LGA-ORD
2h 37mdirect
$295United Airlines
Find Deal
Sat, 8 Jun - Wed, 12 Jun
06:01 - 09:23ORD-EWR
2h 22mdirect
19:59 - 21:36EWR-ORD
2h 37mdirect
$317United Airlines
Find Deal
Sat, 6 Jul - Wed, 10 Jul
21:40 - 01:00ORD-EWR
2h 20mdirect
05:51 - 07:20EWR-ORD
2h 29mdirect
$334United Airlines
Find Deal
Wed, 3 Jul - Sun, 7 Jul
21:30 - 18:42Chicago Union-
New York Penn Station
20h 12mdirect
15:40 - 10:12New York Penn Station-
Chicago Union
19h 32mdirect
$210Amtrak
Find Deal
Fri, 9 Aug - Mon, 12 Aug
14:35 - 15:35Chicago Union-
Queens 7-11 - Jd Foods
24h 00m3 stops
17:05 - 22:40Queens 7-11 - Jd Foods-
Chicago Union
30h 35m3 stops
$235Greyhound
Find Deal
Mon, 10 Jun - Sat, 15 Jun
14:20 - 15:35Chicago Downtown Greyhound Station-
Queens 7-11 - Jd Foods
24h 15m3 stops
17:05 - 19:50Queens 7-11 - Jd Foods-
Chicago Downtown Greyhound Station
27h 45m2 stops
$236Greyhound
Find Deal
Mon, 10 Jun - Sat, 15 Jun
14:00 - 12:25Chicago Dan Ryan Greyhound-
New York Port Authority
21h 25m3 stops
01:35 - 22:20New York Port Authority-
Chicago Dan Ryan Greyhound
21h 45m1 stop
$238Greyhound
Find Deal
Mon, 10 Jun - Fri, 14 Jun
14:00 - 12:25Chicago Dan Ryan Greyhound-
New York Port Authority
21h 25m3 stops
22:20 - 22:20New York Port Authority-
Chicago Dan Ryan Greyhound
25h 00m2 stops
$238Greyhound
Find Deal
Mon, 10 Jun - Sat, 15 Jun
14:20 - 15:35Chicago Downtown Greyhound Station-
Queens 7-11 - Jd Foods
24h 15m3 stops
17:05 - 19:50Queens 7-11 - Jd Foods-
Chicago Downtown Greyhound Station
27h 45m2 stops
$239Greyhound
Find Deal
Sat, 1 Jun - Mon, 3 Jun
14:35 - 15:35Chicago Union-
Queens 7-11 - Jd Foods
24h 00m3 stops
17:05 - 22:40Queens 7-11 - Jd Foods-
Chicago Union
30h 35m3 stops
$241Greyhound
Find Deal
Sat, 1 Jun - Mon, 3 Jun
14:00 - 15:05Chicago Dan Ryan Greyhound-
New York York GW Bridge
24h 05m4 stops
20:00 - 22:20New York York GW Bridge-
Chicago Dan Ryan Greyhound
27h 20m2 stops
$247Greyhound
Find Deal
Mon, 10 Jun - Sat, 15 Jun
14:00 - 12:25Chicago Dan Ryan Greyhound-
New York Port Authority
21h 25m3 stops
01:35 - 22:20New York Port Authority-
Chicago Dan Ryan Greyhound
21h 45m1 stop
$251Greyhound
Find Deal
Fri, 31 May - Sat, 1 Jun
14:00 - 12:25Chicago Dan Ryan Greyhound-
New York Port Authority
21h 25m3 stops
22:20 - 22:20New York Port Authority-
Chicago Dan Ryan Greyhound
25h 00m2 stops
$253Greyhound
Find Deal
Fri, 31 May - Sun, 2 Jun

Flights from Chicago to New York - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to New York to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to New York flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to New York.
Our data shows that the cheapest route for a one-way flight from Chicago to New York cost $131 and was between Chicago O'Hare Intl Airport and New York LaGuardia Airport. On average, the best prices are found if you fly from Chicago O'Hare Intl Airport to New York John F Kennedy Intl Airport. The average price for a return flight for this route is $155.

What’s the cheapest day of the week to fly from Chicago to New York?

The average price of all flights from Chicago to New York clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Chicago to New York, look for departures on Tuesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from New York, Monday is the cheapest day to fly and Friday is the most expensive.

What is the cheapest month to fly from Chicago to New York?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to New York, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to New York is February, where tickets cost $251 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $431 and $412 respectively.

How far in advance should I book a flight from Chicago to New York?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to New York, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to New York, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 53 days before departure.

Which airlines provide the cheapest flights from Chicago to New York?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to New York from Chicago were found on Delta ($103) and Spirit Airlines ($124), and the lowest return tickets were found on JetBlue ($175) and Delta ($190).

Which airlines fly most frequently between Chicago and New York?

United Airlines connects Chicago to New York with up to 25 flights per day. American Airlines also offers 24 flights per day, while Delta follows with 24 flights per day.

How many flights are there between Chicago and New York per day?

Each day, there are between 68 and 100 nonstop flights that take off from Chicago and land in New York, with an average flight time of 2h 16m. The most common departure time is 07:00 and most flights take off in the morning, while the most flights land at New York LaGuardia Airport. Each week, there are 648 flights. The most frequent day of departure is Wednesday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Chicago and New York?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 3 cabin class options for the route. These are First, Business and Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to New York take?

Direct flights take on average 2h 09m to travel the 1,841 km between Chicago and New York.

What’s the earliest departure time from Chicago to New York?

Early birds can take the earliest flight from Chicago at 05:45 and will be landing in New York at 08:50.

What’s the latest departure time from Chicago to New York?

If you prefer to fly at night, the latest flight from Chicago to New York jets off at 21:35 and lands at 00:55.

Good to know

Low season

February

High season

November
Best time to beat the crowds (26% less expensive on average)
Most popular time to fly (9% more expensive on average)

When to book flights from Chicago to New York

Are your dates flexible? Find out the best times to travel from Chicago to New York based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to New York

  • What is the fastest way to get from downtown Chicago to Chicago Midway Airport?

    A speedy way to get to from one airport to the other is using the Orange Line on the Chicago L Train system. The train runs to and from the Midway Transportation Center just east of the terminal building.

  • Are there any pet relief areas at Chicago O'Hare International?

    Chicago O'Hare International has four pet relief areas, three of which are outside and one that is located inside of the airport past the security checkpoint. The outdoor areas are located at Terminal 1, Terminal 2, and Terminal 5, while the indoor area is situated in Terminal 3.

  • What public transportation method is best to get from Downtown Chicago to Chicago O'Hare International?

    The Chicago Transit Authority Blue Line Train is the easiest way to get to the airport. The train runs 24 hours a day, and they offer more frequent service during morning and evening rush hour.

  • How can I get an Uber to Chicago O'Hare International?

    Just launch the app and request a ride from your location to be on your way to Chicago O'Hare International in no time. The cost of the trip will depend on your starting location and traffic conditions.

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

    In the last 3 days, the lowest price for a flight from Chicago to New York was $69 for a one-way ticket and $117 for a return.

  • Which airports will I be using when flying from Chicago to New York?

    Chicago is served by only 1 airport and there are 3 airports in New York. You will leave Chicago from Chicago O'Hare Intl and you will be arriving in New York at one of these airports: Newark, New York John F Kennedy Intl, or New York LaGuardia.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to New York?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the Chicago to New York flight route.

  • Which aircraft models fly most regularly from Chicago to New York?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to New York flight route.

  • Which airline alliances offer flights from Chicago to New York?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between Chicago and New York, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Chicago to New York?

    There are direct flights from Chicago to New York on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago to New York?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to New York.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to New York?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to New York from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to New York?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to New York with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to New York?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to New York from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Chicago to New York

  • Looking for a cheap flight? 25% of our users found flights on this route for $153 or less one-way.
  • Before boarding United flights from Chicago to New York, passengers should stop in at the United Polaris Lounge located near gate C18 at Chicago O'Hare International. The Polaris Lounge has seating suites with pull-out tables that offer convenient power receptacles and USB charging ports. The lounge also features eight shower suites that have heated floors, and the staff will even press your clothes while you are freshening up. If you need to catch a nap before your flight, they have four daybeds available that come with earplugs and eye shades, plus a soothing sound generator. There is a buffet, a dining room, and a lounge to pass the time with great food and beverages before your flight.
  • If the whole family is making the trip to New York, stop by Kids on the Fly located in Terminal 2 just beyond the TSA checkpoints. This interactive exhibit delights children while also educating them. The play stations include an air traffic control tower, a giant helicopter powered by hand and foot pedals, and a small check-in counter with a working luggage scale, and a enormous cargo plane, complete with foam cargo boxes.
  • Passengers on flights from Chicago to New York departing out of Chicago Midway have a wealth of dining choices before their trip. Chicago sports legend Harry Caray's offers an array of steaks and chops, Woodgrain offers quick-service pizza options, and Tabo Sushi offers a variety of sushi favorites.
  • If you are looking for a meal before your flight from Chicago O'Hare International, there are choices aplenty. Wicker Park Seafood, located in the main hall of Terminal 2, offers a variety of sushi and seafood in their upscale lounge. The Publican Tavern is a great breakfast spot and is vegetarian friendly. If you are in the mood for Italian food, then Romano's Macaroni Grill, located in Terminal 3, has you covered.
  • You might not think of an airport as an excellent place to buy a new suit, but travelers that have some time before flights from Chicago to New York can stop in at Brooks Brothers, located in Terminal 3, Concourse H in Chicago O'Hare International. This location carries a full line of Brooks Brothers shirts, slacks, and suits to outfit you from head to toe.
See more tips

Prefer to fly direct from Chicago to New York?

Find which airlines fly direct from Chicago to New York, which days they fly and book direct flights.

Direct departures

Chicago to New York

Monday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Tuesday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Wednesday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Thursday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Friday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Saturday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Sunday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

See more direct flights

Direct returns

New York to Chicago

Monday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

Tuesday

ANA, Aerolineas Argentinas, Air Europa, +33 more

ANA, Aerolineas Argentinas, +34 more

Wednesday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

Thursday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

Friday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Saturday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Sunday

ANA, Aerolineas Argentinas, Air Europa, +33 more

ANA, Aerolineas Argentinas, +34 more

See more direct flights
See more direct flights

Top airline flying from Chicago to New York

 
See real verified KAYAK customer reviews for airlines flying from Chicago to New York. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to New York? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
American AirlinesOverall score based on 14514 reviews
6.6Food
8.0Crew
7.2Comfort
7.1Entertainment
7.6Boarding
Airline reviews

I like the boarding process, it was fast. The seat doesn’t have a TV for a long flight and food wasn’t served, just snacks.

4.0 OkayLuis, May 2024PHX - JFK
Read more about American Airlines reviews

I like the boarding process, it was fast. The seat doesn’t have a TV for a long flight and food wasn’t served, just snacks.

Comfort of seats, ease of boarding. Food selection could be better

I arrived to the airport 2 hours before my American Airlines flight was scheduled to take off. I have TSA pre-check. The airport was crazy packed when I arrived. After momentarily standing in the pre-check line, the TSA agent said that I am not pre-check. Of course I said that I am because I entered my KTN number on all my traveling sites and programs. I had to get out of line and go back to the AA counter to discover that American Airlines did not add my KTN to my boarding pass. I had to call TSA to find out my number, then have AA enter it onto my boarding pass. The emblem would not load onto my boarding pass. By this time, I decided to use my Clear in order to get through TSA but the line was ridiculous long. By the time I made through TSA, I missed my 11:08am flight and was re-booked for the 5:30pm. This is after the AA employee told me I should have gotten to the airport early. AA use to be a dependable airline not I use them only if I have too.

Horrible people at the gate, they force me to check in my carry on, even thought no one behind me has to do it. I had to get out of the airport in NY to get my bag and go thru security again on my way to Honk Kong. The worst part is the employee threatened me with loosing the flights if don’t comply.

Cut off carry ons, had to check, got on and there was plenty of bin space. Disappointing.

One of the worst flights I have ever taken Delayed over an hour without communication from the crew; very scary Entertainment not working Crew NASTY cabin cold

May never fly American again Delay in take off WITHOUT EXPLANATION Cabin freezing Crew NASTY entertainment did not work entire flight

The flight was so short that the lack of leg room didn't bother me for long. The plane was smaller so only two seats per row and there were chargers. However, they didn't serve any snacks.

Horrible trip. I won't fly AA again Boarding was a nightmare because they squeezed people into the waiting like sardines. My connection was 30 minutes and the run to the gate was horrible. Then the flight was canceled AFTER boarding. The Flight attendants did not know what to do and gave out the wrong instructions. They finally sent us to a different gate. Again, the waiting was like a sardine tin. The flight was okay and my baggage arrived fine.

My first time flying American Airlines, my first flight to CLT was wonderful and flight attendants was nice and had great customer service. My second flight from CLT to NY was very delayed due to whatever reason the crew was not greeting other than that I’m rate 8 .

Book cheap flights from Chicago to New York

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to New York found on KAYAK in the last 72 hours.
29/5Wed
directDelta
2h 15mORD-LGA
$103
29/5Wed
directDelta
2h 33mORD-JFK
$103
12/8Mon
directSpirit Airlines
2h 20mORD-EWR
$124
27/6Thu
directJetBlue
2h 25mORD-JFK
$127
31/7Wed
directJetBlue
2h 20mORD-JFK
$132
31/5Fri
1 stopSun Country Air
20h 29mORD-EWR
$157
12/8Mon
1 stopSpirit Airlines
6h 13mORD-LGA
$187
10/7Wed
1 stopSun Country Air
16h 31mORD-JFK
$187
12/8Mon
1 stopAmerican Airlines
4h 10mORD-JFK
$195
22/5Wed
2 stopsAmerican Airlines
13h 57mORD-EWR
$653

Search by stops

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Last minute flights from Chicago to New York

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to New York that are departing in the next 10 days.
21/5Tue
directDelta
2h 26mORD-JFK
29/5Wed
directDelta
2h 51mJFK-ORD
$437
21/5Tue
directJetBlue
2h 28mORD-JFK
5/6Wed
directJetBlue
2h 50mJFK-ORD
$474
17/5Fri
directJetBlue
2h 23mORD-JFK
28/5Tue
directJetBlue
2h 50mJFK-ORD
$513
20/5Mon
directJetBlue
2h 28mORD-JFK
23/5Thu
directJetBlue
2h 50mJFK-ORD
$539
20/5Mon
multi-stopSouthwest
8h 10mORD-LGA
23/5Thu
multi-stopSouthwest
9h 15mLGA-ORD
$567
21/5Tue
multi-stopSpirit Airlines
7h 13mORD-EWR
22/5Wed
multi-stopSpirit Airlines
13h 20mEWR-ORD
$608
20/5Mon
directAmerican Airlines
2h 02mORD-LGA
23/5Thu
multi-stopAmerican Airlines
5h 18mLGA-ORD
$686
20/5Mon
directUnited Airlines
2h 16mORD-EWR
23/5Thu
directUnited Airlines
2h 35mEWR-ORD
$709
20/5Mon
multi-stopSouthwest
6h 40mORD-LGA
23/5Thu
multi-stopSouthwest
9h 35mLGA-ORD
$768
19/5Sun
directUnited Airlines
2h 17mORD-EWR
22/5Wed
directUnited Airlines
2h 35mEWR-ORD
$804

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Flights to New York

Return flight deals:

New York - Chicago

Cabin classes:

$763
$156

Browse origins:

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  • Chicago