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CHI - NYC

$96 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 29/6. 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 29/6
Sat 6/7

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 42,686,544 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
11:24 - 14:21ORD-LGA
1h 57mdirect
20:10 - 21:52LGA-ORD
2h 42mdirect
$164Spirit Airlines
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Thu, 13 Jun - Mon, 17 Jun
10:15 - 13:27ORD-LGA
2h 12mdirect
17:30 - 19:29LGA-ORD
2h 59mdirect
$191Delta
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Wed, 24 Jul - Sat, 27 Jul
10:10 - 13:29ORD-JFK
2h 19mdirect
07:40 - 09:25JFK-ORD
2h 45mdirect
$191JetBlue
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Wed, 21 Aug - Tue, 27 Aug
10:10 - 13:29ORD-JFK
2h 19mdirect
07:40 - 09:25JFK-ORD
2h 45mdirect
$223JetBlue
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Wed, 28 Aug - Sat, 31 Aug
21:40 - 01:00ORD-EWR
2h 20mdirect
06:00 - 07:35EWR-ORD
2h 35mdirect
$320United Airlines
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Tue, 2 Jul - Sat, 6 Jul
15:45 - 19:06ORD-EWR
2h 21mdirect
16:00 - 19:59EWR-ORD
4h 59m1 stop
$330United Airlines
Find Deal
Sat, 16 Nov - Tue, 19 Nov
17:00 - 10:31ORD-JFK
16h 31m1 stop
11:30 - 19:10JFK-ORD
8h 40m1 stop
$375Sun Country Air
Find Deal
Wed, 10 Jul - Wed, 24 Jul
18:29 - 10:42ORD-EWR
15h 13m1 stop
11:43 - 18:16EWR-ORD
7h 33m1 stop
$400Sun Country Air
Find Deal
Sun, 8 Sep - Thu, 12 Sep
18:35 - 21:48ORD-LGA
2h 13mdirect
09:00 - 14:15LGA-ORD
6h 15m1 stop
$461American Airlines
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Mon, 24 Jun - Wed, 26 Jun
20:36 - 11:49ORD-JFK
14h 13m1 stop
15:40 - 17:31JFK-ORD
2h 51mdirect
$469American Airlines
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Thu, 20 Jun - Fri, 21 Jun
10:35 - 13:55ORD-JFK
2h 20mdirect
$96JetBlue
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Sat, 29 Jun
20:25 - 23:43ORD-LGA
2h 18mdirect
$109Delta
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Tue, 2 Jul
18:25 - 21:43ORD-EWR
2h 18mdirect
$121American Airlines
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Fri, 8 Nov
06:00 - 09:02ORD-LGA
2h 02mdirect
$128American Airlines
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Fri, 8 Nov
07:10 - 10:24ORD-EWR
2h 14mdirect
$181United Airlines
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Mon, 28 Oct
15:50 - 23:20ORD-EWR
6h 30m1 stop
$187United Airlines
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Thu, 7 Nov
17:00 - 10:31ORD-JFK
16h 31m1 stop
$188Sun Country Air
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Wed, 10 Jul
07:00 - 10:38ORD-JFK
26h 38m1 stop
$204Sun Country Air
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Thu, 18 Jul
07:30 - 21:45ORD-LGA
13h 15m1 stop
$207Southwest
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Thu, 27 Jun
17:30 - 09:40ORD-LGA
15h 10m2 stops
$214Southwest
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Thu, 27 Jun
17:35 - 21:03ORD-JFK
2h 28mdirect
08:00 - 09:57JFK-ORD
2h 57mdirect
$458JetBlue
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Sat, 1 Jun - Wed, 12 Jun
06:00 - 09:15ORD-LGA
2h 15mdirect
07:25 - 09:10LGA-ORD
2h 45mdirect
$467Delta
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Tue, 4 Jun - Thu, 6 Jun
17:32 - 21:00ORD-JFK
2h 28mdirect
08:00 - 09:57JFK-ORD
2h 57mdirect
$478JetBlue
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Mon, 3 Jun - Mon, 10 Jun
09:55 - 15:29ORD-LGA
4h 34m1 stop
06:00 - 07:34LGA-ORD
2h 34mdirect
$562American Airlines
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Tue, 4 Jun - Thu, 6 Jun
17:55 - 23:30ORD-LGA
4h 35m1 stop
07:30 - 09:08LGA-ORD
2h 38mdirect
$573United Airlines
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Mon, 3 Jun - Thu, 6 Jun
17:55 - 23:44ORD-EWR
4h 49m1 stop
07:00 - 08:35EWR-ORD
2h 35mdirect
$573United Airlines
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Mon, 3 Jun - Thu, 6 Jun
21:00 - 12:00ORD-LGA
14h 00m1 stop
21:45 - 15:00LGA-ORD
18h 15m2 stops
$579Southwest
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Mon, 3 Jun - Thu, 6 Jun
21:00 - 12:00ORD-LGA
14h 00m1 stop
06:05 - 15:00LGA-ORD
9h 55m1 stop
$583Southwest
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Mon, 3 Jun - Thu, 6 Jun
18:27 - 23:59ORD-LGA
4h 32m1 stop
12:08 - 16:05LGA-ORD
4h 57m1 stop
$627American Airlines
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Tue, 4 Jun - Thu, 6 Jun
17:23 - 07:38ORD-LGA
13h 15m1 stop
06:15 - 17:40LGA-ORD
12h 25m1 stop
$630Spirit Airlines
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Fri, 31 May - Sun, 2 Jun
18:38 - 22:03ORD-JFK
2h 25mdirect
15:50 - 17:43JFK-ORD
2h 53mdirect
$191JetBlue
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Wed, 17 Jul - Wed, 24 Jul
17:07 - 20:25ORD-LGA
2h 18mdirect
08:36 - 10:14LGA-ORD
2h 38mdirect
$201Spirit Airlines
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Fri, 28 Jun - Tue, 2 Jul
10:10 - 13:29ORD-JFK
2h 19mdirect
07:40 - 09:25JFK-ORD
2h 45mdirect
$223JetBlue
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Wed, 28 Aug - Sat, 31 Aug
10:35 - 13:55ORD-JFK
2h 20mdirect
08:07 - 09:50JFK-ORD
2h 43mdirect
$252JetBlue
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Tue, 18 Jun - Tue, 25 Jun
17:52 - 21:12ORD-LGA
2h 20mdirect
19:45 - 21:30LGA-ORD
2h 45mdirect
$253Delta
Find Deal
Tue, 2 Jul - Fri, 5 Jul
11:00 - 14:21ORD-JFK
2h 21mdirect
15:20 - 17:16JFK-ORD
2h 56mdirect
$253Delta
Find Deal
Wed, 3 Jul - Wed, 10 Jul
21:40 - 01:00ORD-EWR
2h 20mdirect
06:00 - 07:35EWR-ORD
2h 35mdirect
$320United Airlines
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Tue, 2 Jul - Sat, 6 Jul
21:40 - 01:00ORD-EWR
2h 20mdirect
07:00 - 08:35EWR-ORD
2h 35mdirect
$389United Airlines
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Fri, 12 Jul - Sun, 14 Jul
20:40 - 23:51ORD-EWR
2h 11mdirect
07:11 - 08:45EWR-ORD
2h 34mdirect
$525American Airlines
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Mon, 10 Jun - Thu, 13 Jun
20:40 - 23:51ORD-EWR
2h 11mdirect
19:46 - 21:23EWR-ORD
2h 37mdirect
$782American Airlines
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Wed, 12 Jun - Thu, 13 Jun
01:45 - 06:30Chicago Union-
New York 47 Chrystie St
27h 45mdirect
17:45 - 22:40New York 47 Chrystie St-
Chicago Union
29h 55mdirect
$265FlixBus, Greyhound
Find Deal
Tue, 4 Jun - Wed, 12 Jun
21:45 - 05:35Milwaukee Badger-
New York Moynihan Train Hall
30h 50mdirect
23:45 - 17:05New York Moynihan Train Hall-
Milwaukee Badger
42h 20mdirect
$267FlixBus
Find Deal
Thu, 13 Jun - Mon, 17 Jun
01:45 - 00:45Chicago Union-
New York Port Authority
22h 00mdirect
22:20 - 22:40New York Port Authority-
Chicago Union
25h 20mdirect
$267Greyhound
Find Deal
Tue, 4 Jun - Wed, 12 Jun
16:30 - 16:00Chicago Union-
New York Port Authority
22h 30mdirect
22:20 - 22:40New York Port Authority-
Chicago Union
25h 20mdirect
$267Greyhound
Find Deal
Wed, 5 Jun - Wed, 12 Jun
21:45 - 21:00Milwaukee Badger-
New York Allen St & Delancey St
46h 15mdirect
11:00 - 18:20New York Allen St & Delancey St-
Milwaukee Badger
32h 20mdirect
$270FlixBus
Find Deal
Thu, 13 Jun - Mon, 17 Jun
17:55 - 22:23Chicago Union-
New York Penn Station
27h 28mdirect
15:40 - 10:12New York Penn Station-
Chicago Union
19h 32mdirect
$305Amtrak
Find Deal
Sat, 31 Aug - Tue, 3 Sep
21:30 - 18:42Chicago Union-
New York Penn Station
20h 12mdirect
15:40 - 10:12New York Penn Station-
Chicago Union
19h 32mdirect
$305Amtrak
Find Deal
Thu, 12 Sep - Mon, 16 Sep
21:30 - 18:42Chicago Union-
New York Penn Station
20h 12mdirect
15:40 - 10:12New York Penn Station-
Chicago Union
19h 32mdirect
$305Amtrak
Find Deal
Sat, 10 Aug - Tue, 13 Aug
17:55 - 22:23Chicago Union-
New York Penn Station
27h 28mdirect
15:40 - 10:12New York Penn Station-
Chicago Union
19h 32mdirect
$336Amtrak
Find Deal
Thu, 29 Aug - Sun, 1 Sep
21:30 - 18:42Chicago Union-
New York Penn Station
20h 12mdirect
15:40 - 10:12New York Penn Station-
Chicago Union
19h 32mdirect
$336Amtrak
Find Deal
Thu, 29 Aug - Sun, 1 Sep

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 $161 and was between Chicago O'Hare Intl Airport and New York John F Kennedy Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $437.

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 $253 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $418 and $404 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 JetBlue ($96) and Delta ($109), and the lowest return tickets were found on Spirit Airlines ($164) and JetBlue ($191).

Which airlines fly most frequently between Chicago and New York?

In normal times, United Airlines flies from Chicago to New York up to 33 times per day, American Airlines up to 15 times per day, and Delta up to 12 times per day.

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

Each day, there are between 58 and 79 nonstop flights that take off from Chicago and land in New York, with an average flight time of 2h 18m. The most common departure time is 18:00 and most flights take off in the morning, while the most flights land at New York LaGuardia Airport. Each week, there are 512 flights. The most frequent day of departure is Thursday, 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 21:40 and lands at 01:00.

Good to know

Low season

February

High season

May
Best time to beat the crowds (26% less expensive on average)
Most popular time to fly and prices are also 6% lower 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 $64 for a one-way ticket and $109 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, JetBlue, and Delta 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 $540 or less round-trip.
  • 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, +32 more

ANA, Aerolineas Argentinas, +33 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 14284 reviews
6.6Food
7.6Boarding
7.1Entertainment
7.2Comfort
8.0Crew
Airline reviews

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

2.0 MediocreJonathan, May 2024BOS - LGA
Read more about American Airlines reviews

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Was lucky to have a employee at the AA checkin counter that had compassion and understood they ordeal that we went through with our original flight being diverted, needing to stay in the aircraft and then flying to the original destination; adding hours to the trip and forcing us to miss our connection and our rebooked connection. She was able to get up on standby on the highest priority on the next flight to the closest airport we need to be at and it all worked out despite being many hours late.

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.

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.
29/6Sat
directJetBlue
2h 20mORD-JFK
$96
2/7Tue
directDelta
2h 18mORD-LGA
$109
8/11Fri
directAmerican Airlines
2h 18mORD-EWR
$121
8/11Fri
directAmerican Airlines
2h 02mORD-LGA
$128
28/10Mon
directUnited Airlines
2h 14mORD-EWR
$181
7/11Thu
1 stopUnited Airlines
6h 30mORD-EWR
$187
10/7Wed
1 stopSun Country Air
16h 31mORD-JFK
$188
18/7Thu
1 stopSun Country Air
26h 38mORD-JFK
$204
27/6Thu
1 stopSouthwest
13h 15mORD-LGA
$207
27/6Thu
2 stopsSouthwest
15h 10mORD-LGA
$214

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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.
1/6Sat
directJetBlue
2h 28mORD-JFK
12/6Wed
directJetBlue
2h 57mJFK-ORD
$458
4/6Tue
directDelta
2h 15mORD-LGA
6/6Thu
directDelta
2h 45mLGA-ORD
$467
3/6Mon
directJetBlue
2h 28mORD-JFK
10/6Mon
directJetBlue
2h 57mJFK-ORD
$478
4/6Tue
multi-stopAmerican Airlines
4h 34mORD-LGA
6/6Thu
directAmerican Airlines
2h 34mLGA-ORD
$562
3/6Mon
multi-stopUnited Airlines
4h 35mORD-LGA
6/6Thu
directUnited Airlines
2h 38mLGA-ORD
$573
3/6Mon
multi-stopUnited Airlines
4h 49mORD-EWR
6/6Thu
directUnited Airlines
2h 35mEWR-ORD
$573
3/6Mon
multi-stopSouthwest
14h 00mORD-LGA
6/6Thu
multi-stopSouthwest
18h 15mLGA-ORD
$579
3/6Mon
multi-stopSouthwest
14h 00mORD-LGA
6/6Thu
multi-stopSouthwest
9h 55mLGA-ORD
$583
4/6Tue
multi-stopAmerican Airlines
4h 32mORD-LGA
6/6Thu
multi-stopAmerican Airlines
4h 57mLGA-ORD
$627
31/5Fri
multi-stopSpirit Airlines
13h 15mORD-LGA
2/6Sun
multi-stopSpirit Airlines
12h 25mLGA-ORD
$630

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Flights to New York

Return flight deals:

New York - Chicago

Cabin classes:

$769
$149

Browse origins:

  • Flights » 
  • Chicago