Find flights
Deals
Insights
Savings Tips
When to book
FAQs & Tips
User Tips
Direct Flights
Airlines

NYC - CHI

$30 Find Cheap Flights from New York to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New York to Chicago departing on 11/12. 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
0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago.
In the last 7 days travelers have searched 46,479,581 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

World’s Best Airfare Search Site for 2024

Cheap Flight Deals from New York to Chicago (NYC-CHI)

 
These are the cheapest deals for flights from New York to Chicago 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 round-trip flight deals from New York to Chicago

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

Recent one-way flight deals from New York to Chicago

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

Recent last minute flight deals from New York to Chicago

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

Recent direct flight deals from New York to Chicago

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

Cheap bus & train deals from New York to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
8:35 am - 10:05 amLGA-ORD
2h 30mnonstop
4:21 pm - 7:24 pmORD-LGA
2h 03mnonstop
$37Spirit Airlines
Find Deal
Wed, Nov 20 - Wed, Nov 20
9:29 pm - 11:07 pmLGA-ORD
2h 38mnonstop
4:19 pm - 7:29 pmORD-LGA
2h 10mnonstop
$38Spirit Airlines
Find Deal
Wed, Dec 4 - Tue, Dec 10
6:05 am - 7:49 amLGA-ORD
2h 44mnonstop
10:05 am - 1:29 pmORD-LGA
2h 24mnonstop
$117Delta
Find Deal
Thu, Dec 5 - Thu, Jan 9
7:29 am - 9:24 amJFK-ORD
2h 55mnonstop
4:23 pm - 7:45 pmORD-JFK
2h 22mnonstop
$117JetBlue
Find Deal
Wed, Dec 4 - Thu, Jan 9
6:05 am - 7:49 amLGA-ORD
2h 44mnonstop
7:30 am - 10:49 amORD-LGA
2h 19mnonstop
$118Delta
Find Deal
Thu, Nov 14 - Mon, Nov 18
3:50 pm - 5:38 pmJFK-ORD
2h 48mnonstop
4:22 pm - 7:40 pmORD-JFK
2h 18mnonstop
$120American Airlines
Find Deal
Mon, Feb 10 - Tue, Feb 11
7:29 am - 9:24 amJFK-ORD
2h 55mnonstop
10:14 am - 1:30 pmORD-JFK
2h 16mnonstop
$132JetBlue
Find Deal
Fri, Dec 6 - Mon, Dec 9
3:50 pm - 5:38 pmJFK-ORD
2h 48mnonstop
5:02 pm - 8:07 pmORD-JFK
2h 05mnonstop
$137American Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
6:25 pm - 8:03 pmLGA-ORD
2h 38mnonstop
7:00 am - 10:07 amORD-LGA
2h 07mnonstop
$147United Airlines
Find Deal
Fri, Dec 6 - Sun, Dec 8
1:00 pm - 2:34 pmEWR-ORD
2h 34mnonstop
7:30 am - 12:26 pmORD-EWR
3h 56m1 stop
$152United Airlines
Find Deal
Thu, Nov 21 - Mon, Nov 25
8:29 pm - 10:06 pmLGA-ORD
2h 37mnonstop
$30Spirit Airlines
Find Deal
Tue, Nov 12
8:35 am - 10:05 amLGA-ORD
2h 30mnonstop
$31Spirit Airlines
Find Deal
Tue, Nov 19
7:29 am - 9:24 amJFK-ORD
2h 55mnonstop
$58JetBlue
Find Deal
Wed, Dec 4
6:35 pm - 8:24 pmLGA-ORD
2h 49mnonstop
$59Delta
Find Deal
Sat, Nov 16
3:28 pm - 5:18 pmJFK-ORD
2h 50mnonstop
$59JetBlue
Find Deal
Thu, Jan 9
3:19 pm - 4:58 pmEWR-ORD
2h 39mnonstop
$69United Airlines
Find Deal
Sat, Dec 7
7:26 am - 9:10 amEWR-ORD
2h 44mnonstop
$74United Airlines
Find Deal
Sun, Nov 24
7:00 pm - 8:53 pmLGA-ORD
2h 53mnonstop
$74Delta
Find Deal
Fri, Jan 17
3:50 pm - 5:35 pmJFK-ORD
2h 45mnonstop
$75American Airlines
Find Deal
Sat, Nov 16
7:10 am - 9:00 amLGA-ORD
2h 50mnonstop
$89American Airlines
Find Deal
Tue, Nov 26
10:00 pm - 9:37 amLGA-ORD
12h 37m1 stop
11:14 am - 2:29 pmORD-LGA
2h 15mnonstop
Sat, Nov 2 - Wed, Nov 6
10:00 pm - 9:37 amLGA-ORD
12h 37m1 stop
2:27 pm - 8:59 pmORD-LGA
5h 32m1 stop
$100Frontier
Find Deal
Sat, Nov 2 - Wed, Nov 6
9:59 pm - 11:37 pmEWR-ORD
2h 38mnonstop
7:49 am - 11:02 amORD-EWR
2h 13mnonstop
$108Spirit Airlines
Find Deal
Tue, Nov 5 - Tue, Nov 12
1:59 pm - 7:27 pmLGA-ORD
6h 28m1 stop
5:25 am - 12:01 pmORD-LGA
5h 36m1 stop
$116Spirit Airlines
Find Deal
Tue, Nov 5 - Wed, Nov 6
7:14 am - 9:03 amJFK-ORD
2h 49mnonstop
9:48 am - 12:59 pmORD-JFK
2h 11mnonstop
$137JetBlue
Find Deal
Tue, Nov 5 - Tue, Nov 12
6:30 pm - 8:15 pmLGA-ORD
2h 45mnonstop
6:00 am - 9:20 amORD-LGA
2h 20mnonstop
$162Delta
Find Deal
Tue, Nov 5 - Tue, Nov 12
6:30 am - 12:24 pmJFK-ORD
6h 54m1 stop
11:41 am - 2:53 pmORD-JFK
2h 12mnonstop
$185American Airlines
Find Deal
Tue, Nov 5 - Tue, Nov 12
8:05 am - 9:54 amJFK-ORD
2h 49mnonstop
7:05 am - 12:00 pmORD-JFK
3h 55m1 stop
$224Delta
Find Deal
Tue, Nov 5 - Tue, Nov 12
2:30 pm - 6:45 pmJFK-ORD
5h 15m1 stop
11:41 am - 2:53 pmORD-JFK
2h 12mnonstop
$287American Airlines
Find Deal
Tue, Nov 5 - Wed, Nov 13
7:14 am - 9:03 amJFK-ORD
2h 49mnonstop
9:48 am - 12:59 pmORD-JFK
2h 11mnonstop
$354JetBlue
Find Deal
Tue, Nov 5 - Tue, Nov 12
10:55 pm - 12:34 amEWR-ORD
2h 39mnonstop
6:37 pm - 9:55 pmORD-EWR
2h 18mnonstop
$53Spirit Airlines
Find Deal
Wed, Dec 4 - Tue, Dec 10
12:08 pm - 1:44 pmEWR-ORD
2h 36mnonstop
7:00 am - 10:13 amORD-EWR
2h 13mnonstop
$63Spirit Airlines
Find Deal
Mon, Nov 18 - Wed, Nov 20
6:05 am - 7:49 amLGA-ORD
2h 44mnonstop
6:00 am - 9:20 amORD-LGA
2h 20mnonstop
$116Delta
Find Deal
Tue, Nov 19 - Wed, Nov 20
6:05 am - 7:49 amLGA-ORD
2h 44mnonstop
7:00 am - 10:25 amORD-LGA
2h 25mnonstop
$117Delta
Find Deal
Thu, Dec 5 - Mon, Jan 6
7:29 am - 9:24 amJFK-ORD
2h 55mnonstop
10:14 am - 1:30 pmORD-JFK
2h 16mnonstop
$117JetBlue
Find Deal
Wed, Dec 4 - Tue, Dec 10
3:50 pm - 5:38 pmJFK-ORD
2h 48mnonstop
4:22 pm - 7:40 pmORD-JFK
2h 18mnonstop
$120American Airlines
Find Deal
Mon, Feb 10 - Tue, Feb 11
3:50 pm - 5:38 pmJFK-ORD
2h 48mnonstop
5:02 pm - 8:07 pmORD-JFK
2h 05mnonstop
$137American Airlines
Find Deal
Wed, Feb 12 - Wed, Feb 19
9:00 am - 10:38 amLGA-ORD
2h 38mnonstop
6:00 am - 9:07 amORD-LGA
2h 07mnonstop
$140United Airlines
Find Deal
Fri, Nov 22 - Mon, Nov 25
7:12 am - 9:01 amJFK-ORD
2h 49mnonstop
9:46 am - 12:59 pmORD-JFK
2h 13mnonstop
$141JetBlue
Find Deal
Mon, Nov 25 - Thu, Nov 28
9:00 am - 10:38 amLGA-ORD
2h 38mnonstop
6:00 am - 9:07 amORD-LGA
2h 07mnonstop
$148United Airlines
Find Deal
Thu, Nov 14 - Tue, Nov 26
3:40 pm - 10:12 amNew York Penn Station-
Chicago Union
19h 32mnonstop
9:30 pm - 6:42 pmChicago Union-
New York Penn Station
20h 12mnonstop
$170Amtrak
Find Deal
Sat, Nov 9 - Sun, Nov 10
3:40 pm - 10:12 amNew York Penn Station-
Chicago Union
19h 32mnonstop
9:30 pm - 6:42 pmChicago Union-
New York Penn Station
20h 12mnonstop
$170Amtrak
Find Deal
Mon, Nov 11 - Tue, Nov 12
3:40 pm - 10:12 amNew York Penn Station-
Chicago Union
19h 32mnonstop
9:30 pm - 6:42 pmChicago Union-
New York Penn Station
20h 12mnonstop
$170Amtrak
Find Deal
Sat, Nov 9 - Sun, Nov 10
3:40 pm - 10:12 amNew York Penn Station-
Chicago Union
19h 32mnonstop
9:30 pm - 6:42 pmChicago Union-
New York Penn Station
20h 12mnonstop
$170Amtrak
Find Deal
Fri, Nov 8 - Mon, Nov 11
3:40 pm - 10:12 amNew York Penn Station-
Chicago Union
19h 32mnonstop
9:30 pm - 6:42 pmChicago Union-
New York Penn Station
20h 12mnonstop
$170Amtrak
Find Deal
Tue, Nov 5 - Sun, Nov 10
2:15 am - 10:40 pmNewark Penn Station-
Chicago Dan Ryan Greyhound
21h 25mnonstop
2:25 pm - 12:25 pmChicago Dan Ryan Greyhound-
Newark Penn Station
21h 00mnonstop
$193Greyhound
Find Deal
Wed, Dec 4 - Sun, Dec 8
11:10 pm - 10:25 pmNewark Penn Station-
Chicago Dan Ryan Greyhound
24h 15mnonstop
2:25 pm - 12:25 pmChicago Dan Ryan Greyhound-
Newark Penn Station
21h 00mnonstop
$195Greyhound
Find Deal
Thu, Dec 5 - Sun, Dec 8
9:55 pm - 8:05 amNew York Port Authority-
Chicago Union
35h 10mnonstop
10:00 pm - 1:45 amChicago Union-
New York Port Authority
26h 45mnonstop
$222Greyhound
Find Deal
Sun, Nov 10 - Thu, Nov 14
1:35 am - 10:40 pmNew York Port Authority-
Chicago Dan Ryan Greyhound
22h 05mnonstop
2:25 pm - 1:05 pmChicago Dan Ryan Greyhound-
New York Port Authority
21h 40mnonstop
$226Greyhound
Find Deal
Sun, Nov 10 - Sat, Nov 16
10:50 pm - 8:05 pmNew York Port Authority-
Chicago Downtown Greyhound Station
22h 15mnonstop
4:00 pm - 1:05 pmChicago Downtown Greyhound Station-
New York Port Authority
20h 05mnonstop
$227Greyhound
Find Deal
Sun, Nov 10 - Thu, Nov 14

Flights from New York to Chicago - Travel Insights & Trends

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

What is the cheapest New York to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from New York to Chicago.
Our data shows that the cheapest route for a one-way flight from New York to Chicago cost $57 and was between Newark Airport and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly from New York John F Kennedy Intl Airport to Chicago O'Hare Intl Airport. The average price for a return flight for this route is $93.

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

The average price of all flights from New York to Chicago clicked on KAYAK for each day over the last 12 months.
For New York to Chicago, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago back to New York, the best deals are generally found on Tuesday, with Sunday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from New York to Chicago, 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 New York to Chicago is September, where tickets cost $176 on average. On the other hand, the most expensive months are December and May, where the average cost of tickets is $287 and $263 respectively.

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

The average 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 1 stop layover the cheapest option at $326 on average

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from New York to Chicago, 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 New York to Chicago, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 160 days before departure.
 AI-powered savings tips

How to save more on a New York to Chicago flight

When flying from New York to Chicago, the cheapest days to fly are generally Tuesdays, while the cheapest months are typically January and February.

Cheapest Route: Opt for flights between JFK, EWR or LGA and ORD for the cheapest fares.

Booking Advance: Book your flight at least 160 days in advance for the best prices.

Budget Airline: Consider flying with Spirit Airlines, as they generally offer the cheapest fares.

Layovers: Flights with one stop are typically cheaper than direct flights.

This feature is powered by ChatGPT: an OpenAI-developed artificial intelligence model trained with KAYAK proprietary data and third-party data not verified by KAYAK. 


Good to know

Low season

January

High season

October

Cheapest flight

$30
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from New York LaGuardia Airport to Chicago O'Hare Airport

When to book flights from New York to Chicago

Are your dates flexible? Find out the best times to travel from New York to Chicago 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.

FAQs for booking flights from New York to Chicago

  • Is there public transportation from Chicago Midway International Airport (MDW) to downtown Chicago?

    Chicago Midway International Airport (MDW) is located approximately 11.2 miles from the city center of Chicago. The easiest way to get there is via the Orange Line train service, which connects the two destinations in about 25 minutes.

  • When looking for flights from New York to Chicago, which Chicago airport should I choose?

    Chicago Midway (MDW) is closer to downtown Chicago, and as a smaller airport, it can be less busy and easier to navigate. However, due to the size difference, Chicago O'Hare International tends to have more flights and is served by more carriers.

  • What is the cost of an Uber from Chicago O'Hare International Airport (ORD) to downtown Chicago?

    Request a ride with Uber to travel from ORD to Chicago city center. The trip typically takes 40 minutes, covering a distance of approximately 18 miles. The price for an Uber trip from ORD to Chicago city center usually starts around $38 but can, of course, be higher depending on the time of day and traffic conditions.

  • What is the best way for someone to pick me up at Chicago O'Hare International Airport (ORD)?

    Chicago O'Hare International Airport (ORD) offers a cell phone lot for individuals wishing to pick up arriving passengers. The lot features a flight information display to alert those waiting when their passengers have arrived. Stopping in front of the terminal is not permitted except for immediate pickup of passengers. Therefore, the cell phone lot serves as an excellent option for those awaiting arriving passengers.

  • What is the fastest way to get to New York LaGuardia airport (LGA)?

    One very convenient and unique way to get to New York LaGuardia is via the New York City Ferry. You can take the ferry from New York to the last stop in Astoria and then grab a taxi or Uber to the airport. The ferry offers both alcoholic and non-alcoholic drinks as well as a variety of snacks on board, making it a comfortable journey overall.

  • Are there car rentals from O'Hare International Airport (ORD) to downtown Chicago?

    You'll find several rental car companies at O'Hare International Airport (ORD) to suit your needs. You can pick up your rental car from Suite 830 or at Routes Car & Truck Rentals, located at 3901 Mannheim Rd, Schiller Park. It's helpful to make a booking in advance.

  • Are there any services for passengers with limited mobility at the Chicago airports upon their arrival?

    You’ll receive special services for passengers with disabilities and mobility limitations at any of the airports in Chicago, including ORD and MDW. However, it may be best to make early arrangements with your carrier. Services include wheelchairs and guidance for those with communication challenges.

  • Which is the best arrival airport if I want to visit the Museum of Science and Industry?

    The nearest airport to the Museum of Science and Industry is Chicago Midway (MDW) Airport, which is 8.3 miles away. Chicago O'Hare (ORD) is the main airport serving Chicago. The Museum of Science and Industry is located about 24.2 miles from ORD, and there are several transportation options to get you there. Bus line 6 connects the two points in about 1 hour and 18 minutes, while bus line 28 takes around an hour longer. Alternatively, you can use the subway, which takes about 1 hour and 17 minutes.

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

    In the last 3 days, the lowest price for a flight from New York to Chicago was $30 for a one-way ticket and $37 for a round-trip.

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

    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 New York to Chicago?

    On your way to Chicago, you’ll fly out from one of these New York airports: Newark, New York John F Kennedy Intl, or New York LaGuardia. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

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

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

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from New York to Chicago are Southwest and Delta. With an average price for the route of $211 and an overall rating of 8.1, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $259 and an overall rating of 8.0.

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

    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 New York to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from New York 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 New York to Chicago?

    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 Chicago with an airline and back to New York with another airline.

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

    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 Chicago from New York up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from New York to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $112 or less one-way and $222 or less round-trip.
  • If you choose to fly aboard American Airlines from New York to Chicago, please note that the airline's hub is located at O'Hare International Airport (ORD). Additionally, you can find alternative flight options to ORD from other airports in New York.
  • If you're planning to reserve a flight from New York to Chicago, you'll have more options available when flying to Chicago's main airport, ORD. The majority of direct flights departing from New York to Chicago arrive at this airport.
  • If you are looking for a budget-friendly way to get from Chicago O'Hare International Airport (ORD) to downtown Chicago, look no further than a ride on the EL Train. The trip costs just a few dollars and takes you directly into downtown Chicago. It's important to note that this option may be challenging if you are traveling with more than one or two bags.
  • If you do not want to deal with the hustle and bustle of downtown Chicago, there are many hotels located near Chicago O'Hare International (ORD) that will suit any traveler’s taste and budget. The SpringHill Suites by Marriott Chicago O'Hare offers top-rated service, a convenient location near the airport, and a free airport shuttle. If your whole family is making the trip, the Hilton Garden Inn Chicago O'Hare Airport is perfect for you as it has an indoor pool and kids’ menus.
  • Several fabulous hotels lie next to major airports in New York and are known for their courtesy shuttles to and from the airport. Those departing from John F. Kennedy International (JFK) should consider booking a room at the elegant Fairfield Inn By Marriott JFK Airport or the majestic Five Towns Inn – JFK Airport. Spending a night at any of these hotels is convenient for those with morning flights.
  • If man's best friend will also be traveling on your flights from New York to Chicago, each terminal at Newark Liberty International Airport (EWR) offers a pet relief station. The areas in Terminals B and C are pre-security, while the area in Terminal A is post-security.
  • The Amex Centurion Lounge at New York LaGuardia (LGA) is a great place to spend some time before flights from New York to Chicago. The lounge offers a dining menu created by one of Zagat’s top 30 under 30 chefs and a cocktail selection crafted by one of the nation's top mixologists. The lounge is located pre-security, on the 3rd floor between Terminals B and C.
  • Before catching your flight from any of the New York airports, take the time to explore the various attractions within the airport. If you’re departing from Newark Liberty International (EWR), why not stop at Terminal C and browse the boutiques? Relax with a chair massage or get your nails done at a salon in Terminal C, Gate 92.
  • If you'll be arriving at O'Hare International Airport (ORD), don't miss the opportunity to explore the unique public art displayed throughout the airport. Head to concourses B and C to browse the sculptures, murals and paintings depicting the region's hidden art. If you're looking to get your blood pumping, step into the gym in Terminal 2 and freshen up. Also, be sure to check out the expansion of O'Hare Airport's Terminal 5, which includes 19 new artworks by Chicago artists.
  • Passengers find that when hunger strikes before flights from New York to Chicago, a great place to eat is the New York classic Shake Shack, located at Terminal 4 in New York's John F. Kennedy International Airport (JFK). Shake Shack offers burgers, chicken sandwiches, hot dogs and, of course, amazing shakes.
See more tips

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

Insights shared by verified travelers who flew the route from New York to Chicago 
SheenaFlew with SouthwestLGA-MDWJun 2024
Get to the airport early. NY airports are always busy, even when you have TSA pre check
AyeshaFlew with SouthwestLGA-MDWDec 2023
Great airports at both location. Always like flying southwest. Best airline.
yvgeniFlew with United AirlinesEWR-ORDJan 2024
Check the weather before flying , and don’t rely on getting on time to your destination

Prefer to fly non-stop from New York to Chicago?

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

Nonstop departures

New York to Chicago

Monday

ANA, Air Europa, Air France, +28 more

ANA, Air Europa, +29 more

Tuesday

ANA, Air Europa, Air France, +28 more

ANA, Air Europa, +29 more

Wednesday

ANA, Air Europa, Air France, +27 more

ANA, Air Europa, +28 more

Thursday

ANA, Air Europa, Air France, +27 more

ANA, Air Europa, +28 more

Friday

ANA, Air Europa, Air France, +27 more

ANA, Air Europa, +28 more

Saturday

ANA, Air Europa, Air France, +26 more

ANA, Air Europa, +27 more

Sunday

ANA, Air Europa, Air France, +29 more

ANA, Air Europa, +30 more

See more direct flights

Nonstop returns

Chicago to New York

Monday

ANA, Air Europa, Air France, +32 more

ANA, Air Europa, +33 more

Tuesday

ANA, Air Europa, Air France, +30 more

ANA, Air Europa, +31 more

Wednesday

ANA, Air Europa, Air France, +32 more

ANA, Air Europa, +33 more

Thursday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

Friday

ANA, Air Europa, Air France, +30 more

ANA, Air Europa, +31 more

Saturday

ANA, Air Europa, Air France, +32 more

ANA, Air Europa, +33 more

Sunday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

See more direct flights
See more direct flights

Top 5 airlines serving from New York to Chicago

 
See real verified KAYAK customer reviews for airlines flying from New York to Chicago. 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 New York to Chicago? 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.
8.0
DeltaOverall score based on 8835 reviews
8.2Boarding
7.9Entertainment
7.3Food
7.9Comfort
8.5Crew
Airline reviews

The WiFi has been awful on my last few Delta Air Lines flights.

10.0 ExcellentCarolyn, Oct 2024JFK - CVG
Read more Delta reviews

The WiFi has been awful on my last few Delta Air Lines flights.

Only one side of the heafphone jack work. Crew was friendly and helpful.

It was reported to the passengers that Delta failed to schedule the crew properly. This error caused the pilot to show up about 30 minutes late. All in all Delta's inability to take care of this basic function resulted in about an hour delay.

Loyal Delta traveler, but last nights flight was a train wreck. Seated in 1B after multiple delays. Then we couldn’t takeoff because of an issue with the passenger that was ‘not in compliance’ and had to deplane along with the threat if they did not deplane, all the passengers would be required to do so. Finally they were escorted off, but the experience threw off the crew. Disruptive for everyone. Service was a mess, televisions didn’t work, bathroom door kept swinging open during the entire flight whenever empty …

5 hour delay. They blamed the weather but it was the computer issues they had been dealing with for days.

Older plane and it came with Fleas and flea bites!

All good on Delta's part. Passengers could be a little more courteous to each other.

The fight was about 2 1/2 hours delayed, but that was weather related. The flight was also overbooked. But we were in Comfort plus so the flight was fine for us.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

In flight on demand didn't work at our seats. Only a single beverage/snack run.

Traveling with JetBlue from NYC was convenient as accessing JFK airport was straightforward via the LIRR to the AirTrain. Maneuvering through the terminal was hassle-free, which was a pleasant start to the journey. However, the flight experience itself left much to be desired. The seating arrangement was notably uncomfortable; despite securing a window seat, space felt cramped. This was exacerbated by the middle seat passenger encroaching on my area, which made the flight less enjoyable. Additionally, while the in-flight entertainment system initially seemed like a reprieve, the sound outlet on my seat was inoperable. This issue turned what could have been a manageable three-hour flight into a rather tedious ordeal, as I was unable to use the entertainment system effectively. While JetBlue provided a smooth process in terms of airport logistics, the on-board experience highlighted areas in need of improvement, particularly in terms of comfort and entertainment system maintenance.

I volunteered to let them put my carry on suitcase in the baggage storage area. But when we landed I was told it was being unloaded IN A DIFFERENT TERMINAL! I had to walk (painful for me) a long way to retrieve my bag and my ride had to move from the waiting area they were in to a totally different one. Not happy.

Over 2 hour delay for a 50-minute flight is unacceptable, especially in normal weather. Very poor communication via app

Kayak sent over to jet blue my account being Mike Callaghan instead of Michael. I have a jet blue account with Michael that was connected

The flight was excellent. The crew was welcoming and attentive.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

Being stick waiting for gate at ORD cause me to almost miss my connecting flight…being deaf United made no no effort to keep me updated as I couldn’t hear the PA

As usual, United scheduling is completely misleading. A 54-minute layover at O’Hare is too short to make a lot of connections, especially since the flight landed “on time” but had to wait on the taxiway 15 minutes for a gate to open up. Then it takes another 10 minutes to exit the plane before one can run to another concourse to catch a connecting flight.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

when you can say you don't remember being at any point upset during a flight, the airline is winning .

The staff was very friendly. The seats seemed quite small. Overall the flight was pleasant.

It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!

Charging and entertainment didn't work. The meal was horrible. They only came by with the drink cart one time for the 8 hour flight. They did come by with water a couple times.

Exceptional, I’d like to specifically recognize Robert for his outstanding customer service. He is professional, pleasant, and personable.

Some sort of compensation for missing work because of a cancelled flight that was United’s fault

Airplane was cold. Flight attendants were rude. Phone charger did not work. No food available.

3hour delay In the last 3 months i had 3 flights and 2 of these had a more than 2:40 hrs delayed

My initial flight to ORD was extended without reason. We circled the airport a few time and then drove on the ground for at least 20 minutes. These kinds of delays are annoying but somewhat expected… it would be nice if the crew would make an announcement to give updates on how long we could expect to be delayed.

The flight was uneventful. What was a problem was I was delayed getting home one entire day because the flight from Sacramento was delayed. That made getting to my connecting flight impossible. I had to stay another night at the hotel and incur that expense as a result.

This flight was fine but had no time to breathe as the connection was late from Sea to ORD.. Super stressful. If we checked bags, the trip would have been very distressed.

Seats were very uncomfortable. I paid extra for a seat with more leg room, the seat was no different than a seat at the back of the plane. Flight attendant was rude.

the food choice of packaged chips and popcorn was utterly ridiculous for first class

Check in agent was helpful and nice. Flight was OK. Our flight in Chicago was delayed 8 hours without an explination. This was our journey home. After a horrible flight experience on on the way to our vacation where our plane was diverted for an emergency medical issue, was grounded for hours, we missed our connecting flight by 25 minutes, and it took a day yo get re-booked, this was yet another bad experience that American seemed unwilling to help out with, much less compensate us for the

Late and next flight even later. Who leaves at 245 am and arrives at 330 am ? No wifi, 4 hr flight and one bag of pretzels? AA should be ashamed

No problems on this flight. Entertainment system worked well. On time take off and arrival. Smooth most of the way.

The flight landed with a delay and we had to wait almost an hour to be off boarded. So typical of spirit.

The gate employees and the flight crew were friendly and professional. Afterboarding we waited 20 minutes for another flight; a complimentary beverage would have ben appreciated for the inconvenience.

Customer service. There is no way to call them and online chat doesn't deal with your specific concerns. I don't plan to fly spirit again.

Better overall experience from my first flight with Spirit several years ago. Efficient boarding (albeit I arrived after all rows were called) and flight actually left earlier than planned. I am still baffled by being charged for everything, even a non-alcoholic beverage. And there is definitely less seat room which makes a flight that’s more than 2 hours really uncomfortable.

Would have been better if I would’ve made it on my flight but it was delayed twice and then canceled and now I’m stuck till Monday which was and extra 5 days I did not count on .

You get what you pay for, but those tickets weren't cheap, so I expected better, but Spirit is just one of those airlines.

Both flights were delayed. Flight from LGA to DTW caused serious anxiety as 3 people were removed from the aircraft before take off for disorderly conduct. Extremely uncomfortable to be in that situation. Staff handled themselves okay- definitely could’ve been more professional and deescalated the situation first. No apology for the delays at all. No water, no snack, no nothing. Not a good flight experience.

Cancelled the return flight moments before boarding, horrible customer service in assisting with any rebooking. Never again will I fly Spirit.

The flight was minimally delayed and after landing we needed to wait an hour, hungry, thirsty, and with other customers improper behavior. Flight was good and quick, boarding was delayed but quick. Thanks

Overall, poor. Boarding was extremely slow, which caused flight delays.

Book cheap flights from New York to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from New York to Chicago found on KAYAK in the last 72 hours.
11/12Tue
nonstopSpirit Airlines
2h 37mLGA-ORD
$30
11/19Tue
nonstopSpirit Airlines
2h 30mLGA-ORD
$31
12/4Wed
nonstopJetBlue
2h 55mJFK-ORD
$58
11/16Sat
nonstopDelta
2h 49mLGA-ORD
$59
1/9Thu
nonstopJetBlue
2h 50mJFK-ORD
$59
12/7Sat
nonstopUnited Airlines
2h 39mEWR-ORD
$69
11/24Sun
nonstopUnited Airlines
2h 44mEWR-ORD
$74
1/17Fri
nonstopDelta
2h 53mLGA-ORD
$74
11/16Sat
nonstopAmerican Airlines
2h 45mJFK-ORD
$75
11/26Tue
nonstopAmerican Airlines
2h 50mLGA-ORD
$89

Search by stops

Search by airline

Search by price

Last minute flights from New York to Chicago

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 New York to Chicago that are departing in the next 10 days.
11/2Sat
multi-stop
12h 37mLGA-ORD
11/6Wed
nonstop
2h 15mORD-LGA
$99
11/2Sat
multi-stopFrontier
12h 37mLGA-ORD
11/6Wed
multi-stopFrontier
5h 32mORD-LGA
$100
11/5Tue
nonstopSpirit Airlines
2h 38mEWR-ORD
11/12Tue
nonstopSpirit Airlines
2h 13mORD-EWR
$108
11/5Tue
multi-stopSpirit Airlines
6h 28mLGA-ORD
11/6Wed
multi-stopSpirit Airlines
5h 36mORD-LGA
$116
11/5Tue
nonstopJetBlue
2h 49mJFK-ORD
11/12Tue
nonstopJetBlue
2h 11mORD-JFK
$137
11/5Tue
nonstopDelta
2h 45mLGA-ORD
11/12Tue
nonstopDelta
2h 20mORD-LGA
$162
11/5Tue
multi-stopAmerican Airlines
6h 54mJFK-ORD
11/12Tue
nonstopAmerican Airlines
2h 12mORD-JFK
$185
11/5Tue
nonstopDelta
2h 49mJFK-ORD
11/12Tue
multi-stopDelta
3h 55mORD-JFK
$224
11/5Tue
multi-stopAmerican Airlines
5h 15mJFK-ORD
11/13Wed
nonstopAmerican Airlines
2h 12mORD-JFK
$287
11/5Tue
nonstopJetBlue
2h 49mJFK-ORD
11/12Tue
nonstopJetBlue
2h 11mORD-JFK
$354

Search by stops

Search by airline

Search by price

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

Cabin class types available on flights from New York to Chicago

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

Compare transportation modes for New York to Chicago

Average priceAverage duration
Flights$5162h 30m
Trains$17021h 39m
Buses$22822h 42m