CHI - NYC

$84 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 9/30. 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.
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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$198
Typical prices: $235-$395
Southwest
Wed 9/2Sat 9/5
MDW - LGA • 1 stop
Cheapest non-stop
$201
Typical prices: $193-$335
Delta
Wed 9/9Fri 9/11
ORD - LGA • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts and KAYAK users. AI can make mistakes.
United Economy Plus adds more legroom; Delta free Wi-Fi helps on this route.
American Main Cabin Extra adds early boarding; Southwest offers flexibility.
Expert advice
Expert advice
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Expert advice
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Nonstop 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
Direct flights
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Top routes
Insights
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Avoid delays
Most punctual • 79% on-time
Best time • Fewest delays
Insights
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Insights
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When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 31% compared to booking last minute.
Insights
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When to travel
Cheapest • 29% price drop
Most popular
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Flight Deals
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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 round-trip flights from Chicago to New York that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to New York

Wed, Sep 2 - Sat, Sep 5
Southwest Logo
2:45 pm - 9:55 pmMDW  Chicago Midway-LGA New York LaGuardia
6h 10m1 stop Kansas City
Southwest Logo
7:00 am - 1:20 pmLGA  New York LaGuardia-MDW Chicago Midway
7h 20m2 stops Nashville Intl Grand Rapids Gerald R. Ford Intl
$198Southwest
Tue, Sep 1 - Sat, Sep 5
Southwest Logo
2:45 pm - 9:55 pmMDW  Chicago Midway-LGA New York LaGuardia
6h 10m1 stop Kansas City
Southwest Logo
7:00 am - 1:20 pmLGA  New York LaGuardia-MDW Chicago Midway
7h 20m2 stops Nashville Intl Grand Rapids Gerald R. Ford Intl
$198Southwest
Thu, Oct 22 - Tue, Oct 27
American Airlines Logo
7:22 am - 11:00 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 38mnonstop
American Airlines Logo
10:29 am - 12:16 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 47mnonstop
$201American Airlines
Thu, Nov 12 - Sat, Nov 14
American Airlines Logo
2:30 pm - 6:00 pmORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 30mnonstop
American Airlines Logo
11:00 am - 12:52 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 52mnonstop
$201American Airlines
Wed, Sep 9 - Fri, Sep 11
Delta Logo
11:30 am - 2:55 pmORD  Chicago O'Hare Intl-LGA New York LaGuardia
2h 25mnonstop
Delta Logo
5:30 pm - 7:15 pmLGA  New York LaGuardia-ORD Chicago O'Hare Intl
2h 45mnonstop
$201Delta
Mon, Sep 28 - Thu, Oct 1
Frontier Logo
10:26 am - 8:59 pmORD  Chicago O'Hare Intl-LGA New York LaGuardia
9h 33m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:15 am - 6:23 pmLGA  New York LaGuardia-ORD Chicago O'Hare Intl
13h 08m1 stop Atlanta Hartsfield-Jackson
$201Frontier
Fri, Oct 16 - Fri, Oct 23
JetBlue Logo
1:00 pm - 4:20 pmORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 20mnonstop
JetBlue Logo
8:05 pm - 9:56 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 51mnonstop
$201JetBlue
Sun, Oct 4 - Tue, Oct 6
JetBlue Logo
7:00 am - 10:27 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 27mnonstop
JetBlue Logo
8:10 am - 9:59 amJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 49mnonstop
$201JetBlue
Thu, Aug 27 - Mon, Aug 31
Frontier Logo
1:59 pm - 1:03 amORD  Chicago O'Hare Intl-EWR Newark
10h 04m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
10:29 pm - 7:53 amEWR  Newark-ORD Chicago O'Hare Intl
10h 24m1 stop Atlanta Hartsfield-Jackson
$202Frontier
Fri, Sep 11 - Sat, Sep 19
Delta Logo
6:00 am - 9:21 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 21mnonstop
Delta Logo
7:35 am - 9:27 amJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 52mnonstop
$203Delta
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 round-trip flight from Chicago to New York?

This analysis is based on the cheapest round-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 $198 and $361 in September.
The lowest price found in the past 5 days was $198 on Southwest (Sep 1-Sep 5).

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 absolute cheapest return flight from Chicago to New York costs $142 on the route between Chicago O'Hare Intl Airport (ORD) and New York John F Kennedy Intl Airport (JFK). However, over the past month, flights between Chicago Midway Airport (MDW) and Newark Airport (EWR) were, on average, 34% 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’s the cheapest day of the week to fly from Chicago to New York?

The average price of all round-trip flights from Chicago to New York clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to New York, you should consider leaving on a Friday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

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 $181 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $324 and $309 respectively.

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

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $231 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 31% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to New York

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, Delta, ORD and EWR

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines and JFK

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Laura Ratliff

Laura Ratliff

Expert on LGA

Laura Ratliff is a New York-based writer and editor. She lives in downtown Brooklyn with her husband and their beloved dogs. Originally from Texas, she now considers New York City her home. She typically spends more than 200,000 miles on a plane each year and stays in plenty of hotels.

Good to know

Low season

February

Cheapest flight

$84
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from Chicago O'Hare Airport to Stewart Intl.

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 round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips 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 travelers who flew the route from Chicago to New York 
Verified travelerFlew with ANA-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-Sep 2024
You should arrive early, take a lighht snack and be prepared for delays.
AlexanderFlew with Spirit Airlines-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 International Airport (MDW)?

    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 Airport (ORD)?

    Chicago O’Hare International Airport (ORD) 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 Airport (ORD)?

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

  • How can I get an Uber to Chicago O’Hare International Airport (ORD)?

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

  • Are there any airport hotels at John F. Kennedy International Airport (JFK)?

    If you wish to stay at an airport hotel on your visit New York, you’re welcome to book a stay at the TWA Hotel in John F. Kennedy International Airport (JFK). The TWA is within airport grounds, located in Terminal 5. They offer both day rooms and the standard 24-hour rooms. It is also a good place to grab a bite after your flight from Chicago. Just take the Air Train to Terminal 5 to get to the hotel.

  • What are the most sustainable airlines flying from Chicago to New York?

    Several nonstop flights are offered from Chicago to New York. On average, about 525 kg of carbon is emitted per person on flights from Chicago to New York. United Airlines, American Airlines and JetBlue are the most eco-friendly airlines, offering flights to New York emitting 62%, 61% and 58% less carbon, respectively.

  • Where are the duty-free shops located at Chicago O’Hare International Airport (ORD)?

    If you’re looking to stock up on some essentials before your flight to New York, use the duty-free stores dotted around Chicago O’Hare International Airport (ORD). These shops sell everything from electronics to concessions to perfumes and cosmetics. You will find them at Terminal 3 Concourse K, Terminal 2 Concourse F, Terminal 1 Concourse C and Terminal 1 Concourse B. The airport also has several retail stores and Hudson News and Gifts stands.

  • Are accessible services offered at Chicago O’Hare International Airport (ORD)?

    Chicago O’Hare International Airport (ORD) is an accessible airport, with many services available for physically impaired passengers. The airport has wheelchair-accessible restrooms and changing facilities around the airport. The airport has also provides step-free access to all airport areas in ramps, elevators, and wheelchair lifts. Service animals are welcome at ORD, and relief areas are available. Parking lots have reserved spaces for those in wheelchairs, and the public transport options (bus and train) are equipped with wheelchair lifts.

  • 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 $84 for a one-way ticket and $198 for a round-trip.

  • Do I need a passport to fly between Chicago and New York?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

    When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing 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?

    SkyTeam, oneworld, 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 nonstop flights from Chicago to New York on a daily basis.

  • Which is the best airline for flights from Chicago to New York, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to New York are Southwest and Delta. With an average price for the route of $309 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $265 and an overall rating of 7.8.

  • 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 round-trip 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 $178 or less one-way and $257 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 Airport (ORD). 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.
  • Got some time to kill before your flight to NYC? Check out the Urban Garden and Health Club at Chicago O’Hare International Airport (ORD). The Urban Garden offers a fascinating insight into aeroponic gardening, while the Health Club is a great place to relax before your flight, with lots offered, including a sauna, steam bath, lap pool and Jacuzzi.
  • Consider booking your flight from Chicago to La Guardia Airport (LGA) if you’re headed to Manhattan. LGA is the airport closest to downtown New York City, and taxis and public buses are available at the airport.
  • If you wish to get an Amtrack connection from New York, consider flying to Newark Liberty International Airport (EWR). EWR has an Amtrak station within airport grounds that the Air Train can easily access after your flight.
  • Passengers on flights from Chicago to New York departing out of Chicago Midway International Airport (MDW) 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 Arami offers a variety of sushi favorites.
  • Chicago O’Hare International Airport (ORD) is a large international hub consisting of four terminals and nine concourses. However, transiting between the terminals, airport parking lot and PACE bus stop has been made easy with the ATS, which runs every 3 minutes.
  • Chicago O’Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the two airports with flights from Chicago to New York. If you wish to fly on a budget, consider taking flights from MDW since they are much cheaper. Budget airlines, including Southwest, offer nonstop flights from MDW to NYC.
  • If the whole family is making the trip to New York, stop by the Family Lounge located in Terminal 2 just beyond the TSA checkpoints. There are vibrant seating options available, as well as charging stations for devices. Additionally, there is designated stroller parking for those traveling with infants. Live entertainment is offered at different times throughout the year, with a special focus during the holiday season, showcasing musicians, caricature artists and more.
  • If you are looking for a meal before your flight from Chicago O’Hare International Airport (ORD), 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.
  • Are you wondering which of the three New York airports you should fly to? John F. Kennedy International Airport (JFK) is the best of the three NYC airports. The airport is well-connected by public transportation, has newer facilities, delays are dealt with quickly and offers a wide variety of restaurants and lounges.

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

Other airlines flying from Chicago to New York

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