CHI - NYC

$110 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 1/10. 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

KAYAK searches 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
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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

Tue, 7 Oct - Wed, 15 Oct
Spirit Airlines Logo
11:13 - 14:08ORD-LGA
1h 55mdirect
Spirit Airlines Logo
15:29 - 17:13LGA-ORD
2h 44mdirect
$179Spirit Airlines
Find Deal
Sat, 6 Dec - Tue, 9 Dec
Spirit Airlines Logo
19:05 - 22:14ORD-LGA
2h 09mdirect
Spirit Airlines Logo
05:45 - 07:13LGA-ORD
2h 28mdirect
$181Spirit Airlines
Find Deal
Tue, 7 Oct - Wed, 15 Oct
Frontier Logo
15:12 - 00:33ORD-JFK
8h 21m1 stop
Frontier Logo
11:00 - 12:45JFK-ORD
2h 45mdirect
$189Frontier
Find Deal
Sat, 11 Oct - Tue, 14 Oct
United Airlines Logo
17:00 - 20:17ORD-LGA
2h 17mdirect
United Airlines Logo
10:20 - 11:57LGA-ORD
2h 37mdirect
$192United Airlines
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Wed, 1 Oct - Sat, 25 Oct
United Airlines Logo
08:00 - 11:16ORD-LGA
2h 16mdirect
United Airlines Logo
07:28 - 09:05LGA-ORD
2h 37mdirect
$196United Airlines
Find Deal
Tue, 9 Dec - Tue, 16 Dec
JetBlue Logo
07:00 - 10:13ORD-JFK
2h 13mdirect
JetBlue Logo
20:00 - 21:48JFK-ORD
2h 48mdirect
$201JetBlue
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Wed, 7 Jan - Mon, 19 Jan
JetBlue Logo
09:00 - 12:17ORD-JFK
2h 17mdirect
JetBlue Logo
11:30 - 13:23JFK-ORD
2h 53mdirect
$205JetBlue
Find Deal
Tue, 16 Dec - Tue, 6 Jan
Delta Logo
06:00 - 09:17ORD-LGA
2h 17mdirect
Delta Logo
19:59 - 21:46LGA-ORD
2h 47mdirect
$207Delta
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Tue, 7 Oct - Wed, 15 Oct
Delta Logo
07:00 - 10:25ORD-JFK
2h 25mdirect
Delta Logo
19:35 - 21:39JFK-ORD
3h 04mdirect
$207Delta
Find Deal
Mon, 22 Sep - Tue, 23 Sep
Frontier Logo
18:21 - 01:08ORD-JFK
5h 47m1 stop
Frontier Logo
09:00 - 17:39JFK-ORD
9h 39m1 stop
$240Frontier
Find Deal

Everything you should know

Our travellers' advice
AI-generated summary based on content written by KAYAK users
Arrive early for Iberia flights to JFK due to delays.
LaGuardia's free Q70 bus connects to the subway.
User tips
User tips
User tips
User tips
Top airlines
Spirit Airlines
Cheapest • from $179 (return)
Spirit Airlines
Best reviews • 6.3 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD-LGA
Cheapest • 32% average savings
ORD-EWR
Most popular
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travellers who book at least 3 weeks in advance save around 43% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 23% price drop
November
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest return fare
$179
Overall average: $317
Spirit Airlines
Tue 7/10Wed 15/10
ORD - LGA • Direct
Cheapest one-way flight
$110
Typical prices: $134-356
Spirit Airlines
Wed 1/10
ORD - LGA • Direct
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to New York!
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.

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 $277 on the route between Chicago O'Hare Intl Airport (ORD) and New York LaGuardia Airport (LGA). Over the past month, this route was, on average, 32% cheaper than other Chicago-New York routes. The most popular route is between Chicago O'Hare Intl Airport (ORD) and Newark Airport (EWR).

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 $237 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $377 and $357 respectively.

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 3 weeks before departure, which saves you about 43% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonFebruary
Best time to beat the crowds (11% less expensive on average)
Most popular time to fly (7% 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.

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 
mauriceFlew with IberiaORD-JFKSept 2024
You should arrive early, take a lighht snack and be prepared for delays.
AlexanderFlew with Spirit AirlinesORD-LGAMay 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 3 days, the lowest price for a flight from Chicago to New York was $73 for a one-way ticket and $119 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, Star Alliance, and SkyTeam 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.

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 $315 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.

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, Frontier, +4 more

American Airlines, Delta, +5 more

Tuesday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Wednesday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Thursday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Friday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Saturday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Sunday

American Airlines, Delta, JetBlue, +4 more

American Airlines, Delta, +5 more

See more direct flights

Direct returns

New York to Chicago

Monday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Tuesday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Wednesday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Thursday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Friday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Saturday

American Airlines, Delta, Frontier, +4 more

American Airlines, Delta, +5 more

Sunday

American Airlines, Delta, JetBlue, +4 more

American Airlines, Delta, +5 more

See more direct flights

Reviews of the 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.
6.3
Spirit AirlinesOverall score based on 8023 reviews
6.6Boarding
5.0Entertainment
5.9Comfort
5.1Food
7.0Crew
Airline reviews

Spirit is low fare air line. Food also cost you. No free food.

10.0 Excellentejaz, Aug 2025IAH - LGA
Read more Spirit Airlines reviews

Spirit is low fare air line. Food also cost you. No free food.

The flight was delayed twice with minimal explanation. The terminal and airplane were filthy. The food voucher didn’t even cover a tiny pizza from a kiosk in the terminal. All in all, a pretty miserable experience for a flight to attend a funeral

Everyone was kind for the most part. I did travel with children and paid for seats and even then it was not as suitable. I tried calling their customer service prior to check in and I was told they couldn't help me because I didn't purchase my tickets with them.

It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.

The flight times got delayed multiple times due to weather which is understandable, but later the time got prepared 30min. Made to the flight barely but got stressed too much.

Onboarding was an easy process. Staff waa friendly and courteous. Should have a complimentary snack and drink. We paid $900 round trip for two to myrtle from New York, which is an expensive fare. Going to the seats were not in good shape but our return home, the air plane seemed to be new with comfortable seating with slightly more space. If traveling again, we will still consider flying SpIrit.

It was absolutely awesome. The crew was welcoming to all, not just the first class. They were full of energy. The in-cabin music was an excellent choice, not boring like most airlines. We were ready for takeoff ahead of time. Pilots were great. Smooth takeoff and landing. The plane was beautiful and nicely cleaned. This was truly a fantastic flight. I fly Delta and American all the time. I was apprehensive about Spirit. I will definitely be looking for Spirit first. Thanks for a great experience.

Tell them to chose a better, less bumpy route :( my seat had no window all the way at the end 😔

All was good expecting the seats need a bit of cushion. Besides that I can’t complain.

Worst airline ever! The guy weighing my bag had his foot on the metal plate and when I called him out on it, I got this stupid little smirk. La is a scam and so is Spirit Airlines. All the flight attendants looked like they hated our flight just as much as we did.

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.

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