CHI - NYC

$149 Find Cheap Flights from Chicago to New York – Compare and Save

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 25/8. 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest return fare
$290
Typical prices: $252-$470
American Airlines
Wed 2/9Wed 2/9
ORD - LGA • Direct
Cheapest one-way flight
$149
Typical prices: $205-$413
Delta
Tue 25/8
ORD - LGA • Direct
Direct flights
You can fly direct with American Airlines, Delta, and others. Average duration is 2h 19m
Direct flights
Direct flights
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Direct flights
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Top routes
Cheapest • 42% average savings
Most popular
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Avoid delays
Most punctual • 79% on-time
Best time • Fewest delays
Insights
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When to book
in advance
Our data shows that travellers who book at least 2 weeks in advance save around 30% compared to booking last minute.
Insights
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When to travel
Cheapest • 28% price drop
Most popular
Good to know
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Booking Insights
Flight Deals

Cheap Flights from Chicago to New York (CHI-NYC)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Chicago to New York

Wed, 2 Sep - Wed, 2 Sep
American Airlines Logo
15:05 - 18:23
ORD
-
LGA
2h 18mdirect
American Airlines Logo
20:29 - 22:30
LGA
-
ORD
3h 01mdirect
$290American Airlines
Wed, 26 Aug - Wed, 2 Sep
United Airlines Logo
06:00 - 09:07
ORD
-
EWR
2h 07mdirect
United Airlines Logo
18:20 - 20:07
EWR
-
ORD
2h 47mdirect
$297United Airlines
Wed, 2 Sep - Sat, 5 Sep
Delta Logo
07:05 - 10:19
ORD
-
LGA
2h 14mdirect
Delta Logo
17:00 - 19:13
LGA
-
ORD
3h 13mdirect
$297Delta
Wed, 2 Sep - Wed, 2 Sep
Delta Logo
06:00 - 09:24
ORD
-
JFK
2h 24mdirect
Delta Logo
14:59 - 17:01
JFK
-
ORD
3h 02mdirect
$297Delta
Wed, 2 Sep - Tue, 8 Sep
American Airlines Logo
17:49 - 21:14
ORD
-
EWR
2h 25mdirect
American Airlines Logo
10:42 - 12:26
EWR
-
ORD
2h 44mdirect
$298American Airlines
Sat, 29 Aug - Sun, 6 Sep
United Airlines Logo
05:00 - 08:14
ORD
-
EWR
2h 14mdirect
United Airlines Logo
09:15 - 10:57
EWR
-
ORD
2h 42mdirect
$311United Airlines
Sat, 15 Aug - Wed, 19 Aug
Delta Logo
18:00 - 21:37
ORD
-
JFK
2h 37mdirect
Delta Logo
10:30 - 12:17
JFK
-
ORD
2h 47mdirect
$311Delta
Tue, 18 Aug - Wed, 19 Aug
United Airlines Logo
08:45 - 14:09
ORD
-
LGA
4h 24m
1 stop
United Airlines Logo
21:27 - 22:59
LGA
-
ORD
2h 32mdirect
$311United Airlines
Thu, 20 Aug - Tue, 8 Sep
United Airlines Logo
06:00 - 09:07
ORD
-
EWR
2h 07mdirect
United Airlines Logo
19:14 - 21:00
EWR
-
ORD
2h 46mdirect
$313United Airlines
Wed, 19 Aug - Fri, 21 Aug
Delta Logo
10:30 - 13:48
ORD
-
LGA
2h 18mdirect
Delta Logo
16:00 - 18:03
LGA
-
ORD
3h 03mdirect
$313Delta
Booking Insights

KAYAK's insights & trends for Chicago to New York flights

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.

How much is a return flight from Chicago to New York?

This analysis is based on the cheapest return trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to New York departing in September.

Flight prices are typical for this route right now.

Flights to New York from Chicago usually cost between $272 and $487 in September.
The lowest price found in the past 5 days was $290 on American Airlines (2 Sept–2 Sept).

What is the cheapest Chicago to New York flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to New York costs $261 on the route between Chicago O'Hare Intl Airport (ORD) and Newark Airport (EWR). Over the past month, this route was, on average, 42% cheaper than other Chicago-New York routes. The most popular route is between Chicago O'Hare Intl Airport (ORD) and New York LaGuardia Airport (LGA).

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 round-trip 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 January, where tickets cost $259 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $464 and $426 respectively.

Can I save money by flying with a stopover from Chicago to New York?

The average return price for all direct flights, flights with one stopover, and flights with two stopovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a stopover may cost you more time, but you can also save money on the route, with a 1 stop stopover the cheapest option at $412 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip 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 week.

To get a below average price on the flight from Chicago to New York, you should book around 2 weeks before departure, which saves you about 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low season

February
Best time to beat the crowds (14% less expensive on average)
Most popular time to fly and prices are also 12% 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.

Flights from Chicago to New York: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew the route from Chicago to New York 
Verified travelerFlew with ANA
ORD
-
EWR
Dec 2025
Give adequate time of more than 2 hours for your connection in Chicago O’Hare .. The terminals are not that far apart but still if it’s checked out and check in again process that involves TSA security screening again , 2 hours may not be enough ..
mauriceFlew with Iberia
ORD
-
JFK
Sept 2024
You should arrive early, take a lighht snack and be prepared for delays.
AlexanderFlew with Spirit Airlines
ORD
-
LGA
May 2024
Know your connection options — specially when LaGuardia Airport (LGA) only has buses going to/from the airport to the rest of the city. Luckily, the one to the subway station (Q70) is free-of-charge to ride on!

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 5 days, the lowest price for a flight from Chicago to New York was $149 for a one-way ticket and $290 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.

  • 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.

KAYAK’s 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 $122 or less one-way and $365 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.

Prefer to fly direct from Chicago to New York?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying 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

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Tuesday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Wednesday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Thursday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Friday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Saturday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Sunday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

See more direct flights

Direct returns

New York to Chicago

Monday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Tuesday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Wednesday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Thursday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Friday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Saturday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

Sunday

American Airlines,Delta,JetBlue, +2 more

American Airlines,Delta, +3 more

See more direct flights

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

Cabin class types available on flights from Chicago to New York

Cabin classes available on flights from Chicago to New York. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.