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NYC - CHI

$50 Find cheap flights from New York to Chicago

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from New York to Chicago departing on 9/10. 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
0 bags
Sat 6/22
Sat 6/29

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 43,800,826 times on KAYAK, and here is why:

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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 - 10:14 amLGA-ORD
2h 39mnonstop
11:14 am - 2:25 pmORD-LGA
2h 11mnonstop
$50Spirit Airlines
Find Deal
Tue, Sep 10 - Sat, Sep 14
8:09 pm - 9:46 pmLGA-ORD
2h 37mnonstop
9:37 pm - 8:01 amORD-LGA
9h 24m1 stop
$53Spirit Airlines
Find Deal
Tue, Jun 4 - Wed, Jun 5
3:40 pm - 5:31 pmJFK-ORD
2h 51mnonstop
6:25 pm - 9:51 pmORD-JFK
2h 26mnonstop
$117American Airlines
Find Deal
Wed, Jun 5 - Tue, Jun 11
8:07 am - 9:50 amJFK-ORD
2h 43mnonstop
6:38 pm - 10:03 pmORD-JFK
2h 25mnonstop
$127JetBlue
Find Deal
Tue, Jun 18 - Wed, Jul 24
11:29 am - 1:13 pmJFK-ORD
2h 44mnonstop
7:00 am - 10:16 amORD-JFK
2h 16mnonstop
$147Delta
Find Deal
Tue, Jun 18 - Tue, Jul 9
8:07 am - 9:50 amJFK-ORD
2h 43mnonstop
10:35 am - 1:55 pmORD-JFK
2h 20mnonstop
$148JetBlue
Find Deal
Mon, Jun 17 - Tue, Jun 18
7:35 am - 9:19 amJFK-ORD
2h 44mnonstop
6:25 pm - 9:58 pmORD-JFK
2h 33mnonstop
$152American Airlines
Find Deal
Wed, Aug 21 - Fri, Sep 13
3:35 pm - 5:33 pmJFK-ORD
2h 58mnonstop
10:30 am - 1:50 pmORD-JFK
2h 20mnonstop
$168Delta
Find Deal
Thu, Jul 4 - Wed, Jul 10
3:30 pm - 5:07 pmLGA-ORD
2h 37mnonstop
5:00 pm - 8:21 pmORD-LGA
2h 21mnonstop
$184United Airlines
Find Deal
Wed, Jun 5 - Fri, Jun 7
5:51 am - 7:20 amEWR-ORD
2h 29mnonstop
8:45 am - 12:08 pmORD-EWR
2h 23mnonstop
$223United Airlines
Find Deal
Sun, Jun 16 - Tue, Jun 18
6:30 am - 5:40 pmLGA-ORD
12h 10m1 stop
$50Spirit Airlines
Find Deal
Wed, Jun 5
9:29 pm - 4:07 pmLGA-ORD
19h 38m2 stops
$51Spirit Airlines
Find Deal
Tue, Jun 4
8:15 am - 10:12 amJFK-ORD
2h 57mnonstop
$59American Airlines
Find Deal
Wed, Jun 5
3:40 pm - 5:31 pmJFK-ORD
2h 51mnonstop
$60American Airlines
Find Deal
Wed, Jun 5
9:25 am - 11:02 amLGA-ORD
2h 37mnonstop
$64United Airlines
Find Deal
Tue, Jun 11
11:29 am - 1:13 pmJFK-ORD
2h 44mnonstop
$64Delta
Find Deal
Tue, Jun 18
8:00 am - 9:43 amJFK-ORD
2h 43mnonstop
$65JetBlue
Find Deal
Tue, Jul 9
11:29 am - 1:13 pmJFK-ORD
2h 44mnonstop
$74Delta
Find Deal
Tue, Jun 18
8:00 am - 9:43 amJFK-ORD
2h 43mnonstop
$84JetBlue
Find Deal
Tue, Jul 9
9:40 pm - 11:15 pmEWR-ORD
2h 35mnonstop
$91United Airlines
Find Deal
Wed, Jun 19
8:09 pm - 9:46 pmLGA-ORD
2h 37mnonstop
5:19 pm - 8:28 pmORD-LGA
2h 09mnonstop
$131Spirit Airlines
Find Deal
Tue, May 28 - Thu, May 30
10:50 pm - 1:13 amLGA-ORD
27h 23m1 stop
5:19 pm - 8:28 pmORD-LGA
2h 09mnonstop
Tue, May 28 - Thu, May 30
6:40 am - 8:15 amLGA-ORD
2h 35mnonstop
6:00 am - 9:01 amORD-LGA
2h 01mnonstop
$207American Airlines
Find Deal
Tue, May 28 - Wed, May 29
2:55 pm - 4:45 pmJFK-ORD
2h 50mnonstop
5:32 pm - 9:00 pmORD-JFK
2h 28mnonstop
$263JetBlue
Find Deal
Tue, May 28 - Mon, Jun 3
3:10 pm - 5:01 pmJFK-ORD
2h 51mnonstop
5:55 pm - 11:26 pmORD-JFK
4h 31m1 stop
$271Delta
Find Deal
Tue, May 28 - Fri, Jun 7
3:10 pm - 5:01 pmJFK-ORD
2h 51mnonstop
5:23 pm - 11:11 pmORD-JFK
4h 48m1 stop
$272Delta
Find Deal
Tue, May 28 - Sat, Jun 1
8:47 am - 10:49 amJFK-ORD
3h 02mnonstop
3:20 pm - 10:26 pmORD-JFK
6h 06m1 stop
$280American Airlines
Find Deal
Tue, May 28 - Mon, Jun 3
10:30 am - 12:03 pmEWR-ORD
2h 33mnonstop
9:35 pm - 12:55 amORD-EWR
2h 20mnonstop
$282United Airlines
Find Deal
Mon, May 27 - Wed, Jun 26
5:51 am - 7:20 amEWR-ORD
2h 29mnonstop
9:35 pm - 12:55 amORD-EWR
2h 20mnonstop
$287United Airlines
Find Deal
Sun, May 26 - Sat, Jun 15
2:55 pm - 4:45 pmJFK-ORD
2h 50mnonstop
10:45 am - 2:08 pmORD-JFK
2h 23mnonstop
$317JetBlue
Find Deal
Tue, May 28 - Fri, May 31
8:36 am - 10:14 amLGA-ORD
2h 38mnonstop
5:07 pm - 8:25 pmORD-LGA
2h 18mnonstop
$107Spirit Airlines
Find Deal
Tue, Jun 25 - Wed, Jul 3
8:35 am - 10:13 amLGA-ORD
2h 38mnonstop
11:14 am - 2:25 pmORD-LGA
2h 11mnonstop
$108Spirit Airlines
Find Deal
Tue, Aug 13 - Sat, Aug 24
3:40 pm - 5:31 pmJFK-ORD
2h 51mnonstop
6:25 pm - 9:51 pmORD-JFK
2h 26mnonstop
$117American Airlines
Find Deal
Wed, Jun 5 - Tue, Jun 11
6:00 am - 7:34 amLGA-ORD
2h 34mnonstop
6:01 am - 9:00 amORD-LGA
1h 59mnonstop
$117American Airlines
Find Deal
Wed, Jun 5 - Tue, Jun 11
5:30 pm - 7:29 pmLGA-ORD
2h 59mnonstop
10:15 am - 1:27 pmORD-LGA
2h 12mnonstop
$127Delta
Find Deal
Sat, Jul 20 - Tue, Jul 23
8:07 am - 9:50 amJFK-ORD
2h 43mnonstop
6:38 pm - 10:03 pmORD-JFK
2h 25mnonstop
$127JetBlue
Find Deal
Tue, Jun 18 - Tue, Jun 25
11:29 am - 1:13 pmJFK-ORD
2h 44mnonstop
7:00 am - 10:16 amORD-JFK
2h 16mnonstop
$147Delta
Find Deal
Tue, Jun 18 - Tue, Jul 9
8:07 am - 9:50 amJFK-ORD
2h 43mnonstop
6:38 pm - 10:03 pmORD-JFK
2h 25mnonstop
$148JetBlue
Find Deal
Mon, Jun 17 - Tue, Jun 25
3:30 pm - 5:07 pmLGA-ORD
2h 37mnonstop
5:00 pm - 8:21 pmORD-LGA
2h 21mnonstop
$184United Airlines
Find Deal
Wed, Jun 5 - Fri, Jun 7
6:30 am - 8:05 amLGA-ORD
2h 35mnonstop
6:00 pm - 9:21 pmORD-LGA
2h 21mnonstop
$187United Airlines
Find Deal
Thu, Jun 6 - Tue, Jun 11
10:50 pm - 7:50 pmNew York Port Authority-
Chicago Union
22h 00mnonstop
11:30 am - 10:25 amChicago Union-
New York Port Authority
21h 55mnonstop
$173FlixBus, Greyhound
Find Deal
Wed, Jun 5 - Wed, Jun 12
1:35 am - 10:40 pmNew York Port Authority-
Chicago Union
22h 05mnonstop
11:30 am - 10:25 amChicago Union-
New York Port Authority
21h 55mnonstop
$173FlixBus, Greyhound
Find Deal
Tue, Jun 4 - Wed, Jun 12
5:45 pm - 7:50 pmNew York 47 Chrystie St-
Chicago Union
27h 05mnonstop
1:45 am - 6:30 amChicago Union-
New York 47 Chrystie St
27h 45mnonstop
$174FlixBus, Greyhound
Find Deal
Wed, Jun 5 - Tue, Jun 11
2:45 am - 11:55 pmNew York Port Authority-
Chicago Union
22h 10mnonstop
1:45 am - 12:45 amChicago Union-
New York Port Authority
22h 00mnonstop
$174Greyhound
Find Deal
Tue, Jun 4 - Tue, Jun 11
10:50 pm - 7:50 pmNew York Port Authority-
Chicago Union
22h 00mnonstop
1:45 am - 12:45 amChicago Union-
New York Port Authority
22h 00mnonstop
$175Greyhound
Find Deal
Wed, Jun 5 - Tue, Jun 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
$203Amtrak
Find Deal
Fri, Aug 2 - Wed, Aug 7
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
$203Amtrak
Find Deal
Sat, Aug 17 - Fri, Aug 23
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
$203Amtrak
Find Deal
Thu, Aug 8 - Sun, Aug 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
$203Amtrak
Find Deal
Sat, Aug 17 - Sun, Aug 25
3:40 pm - 10:12 amNew York Penn Station-
Chicago Union
19h 32mnonstop
5:55 pm - 10:23 pmChicago Union-
New York Penn Station
27h 28mnonstop
$203Amtrak
Find Deal
Sun, Jul 14 - Thu, Jul 18

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 $41 and was between New York LaGuardia Airport and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly from New York LaGuardia Airport to Chicago Midway Airport. The average price for a return flight for this route is $85.

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 Wednesday, 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 February, where tickets cost $195 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $336 and $299 respectively.

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 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 77 days before departure.

Which airlines provide the cheapest flights from New York to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago from New York were found on Spirit Airlines ($50) and Frontier ($52), and the lowest round-trip tickets were found on Spirit Airlines ($50) and Frontier ($114).

Which airlines fly most frequently between New York and Chicago?

New York and Chicago are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (25 flights per day), Delta (24 flights per day), and American Airlines (22 flights per day).

Which airlines fly non-stop between New York and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from New York to Chicago.
There are 6 airlines that fly nonstop from New York to Chicago. They are: American Airlines, Delta, JetBlue, Southwest, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $40 for a one-way flight. On average, the best prices for this route can be found at Spirit Airlines.

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

Each day, there are between 69 and 96 nonstop flights that take off from New York and land in Chicago, with an average flight time of 2h 39m. The most common departure time is 3:00 pm and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 618 flights. The most frequent day of departure is Friday, when 16% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between New York and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from New York to Chicago take?

Direct flights cover the 711 miles separating New York to Chicago in about 2h 29m.

What’s the earliest departure time from New York to Chicago?

Early birds can take the earliest flight from New York at 5:51 am and will be landing in Chicago at 7:20 am.

What’s the latest departure time from New York to Chicago?

If you prefer to fly at night, the latest flight from New York to Chicago jets off at 9:55 pm and lands at 11:15 pm.

Good to know

Low season

January

High season

May

Cheapest flight

$50
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 8% 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) lies about 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 25min.

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

    O'Hare International Airport (ORD) is the main airport serving Chicago. The Museum of Science and Industry lies 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 1h 18min, while bus line 28 takes around an hour longer. Still, you can use the subway, which takes about 1h 17min.

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

    You’ll get several rental car companies at the 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 at 3901 Mannheim Rd, Schiller Park. It’s helpful to make your booking in advance.

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

    You’ll get 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.

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

    Chicago Midway is closer to downtown Chicago, and since it is a smaller airport it can be less busy and easier to navigate; however, because of the airport 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 to downtown Chicago?

    Rides start at $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?

    Chicago O'Hare International utilizes a cell phone lot for those wishing to pick up arriving passengers. The lot has a flight information display to let those waiting know when you have arrived. The airport does not allow stopping in front of the terminal except for immediate pickup of passengers, so the cell phone lot is an excellent option for those waiting for arriving passengers.

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

    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 at Astoria and then get a taxi or Uber to the airport. The ferry offers alcoholic and non-alcoholic drinks as well as a variety of snacks on board, making it a comfortable journey overall.

  • 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 $50 for a one-way ticket and $50 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, Delta, and JetBlue 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 $281 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 $274 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

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 $138 or less one-way and $284 or less round-trip.
  • If you choose to fly aboard American Airlines from New York to Chicago, know that the airline’s hub is located at O'Hare International Airport (ORD). Also, you can get other flight options to ORD from other airports in New York.
  • Suppose you plan to reserve a flight from New York to Chicago. In this respect, you’ll get more options to choose from when transiting to Chicago’s main airport, ORD. Most of the direct flights departing from New York for Chicago arrive at this airport.
  • 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 Fiveowns Inn - Jfk Airport. Passing a night at any of those hotels is handy for those with morning flights.
  • Before taking 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), do not hesitate to 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 the O'Hare International Airport (ORD), do not miss out on the unique public art displayed throughout the airport. Head to concourses B and C and browse the sculptures, murals, and paintings that depict the region's hidden art. If you want to get your blood pumping, step into the gym in Terminal 2 and freshen up.
  • 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 at New York John F. Kennedy International. Shake Shack offers burgers, chicken sandwiches, hot dogs, and, of course, amazing shakes.
  • If man's best friend will also be traveling on your flights from New York to Chicago, each terminal at Newark International offers a pet relief station. The areas at Terminal B and C are pre-security while the area at Terminal A is after security.
  • The Centurion Lounge at New York LaGuardia 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 created by on the nation's top mixologists.
  • If you do not want to bother with the hustle and bustle of downtown Chicago, there are many hotels located near Chicago O'Hare International that will suit any traveler’s taste and budget. The SpringHill Suites Chicago O'Hare has 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 just for you, as it includes an indoor pool and kids’ menus.
  • If you are looking for a budget-friendly way to get from Chicago O'Hare International to downtown Chicago, look no further than a ride on the EL Train. The trip costs just a few dollars and will take you right into downtown Chicago. It should be noted that this can be a difficult choice if you are traveling with more than just one or two bags.
See more tips

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, +31 more

ANA, Air Europa, +32 more

Tuesday

ANA, Aerolineas Argentinas, Air Europa, +33 more

ANA, Aerolineas Argentinas, +34 more

Wednesday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

Thursday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

Friday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Saturday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Sunday

ANA, Aerolineas Argentinas, Air Europa, +33 more

ANA, Aerolineas Argentinas, +34 more

See more direct flights

Nonstop returns

Chicago to New York

Monday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Tuesday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Wednesday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Thursday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Friday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Saturday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Sunday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

See more direct flights
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 10561 reviews
7.9Comfort
8.2Boarding
8.6Crew
8.0Entertainment
7.4Food
Airline reviews

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

2.0 MediocreNairan, May 2024JFK - FLL
Read more about Delta reviews

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.

Seat back monitors and outlets were dead and not working.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Service was good for such a short flight. Small plane but smooth flight.

The flight was delayed but we got to our final destination.

Uncomfortable seats on 14 hour flight. Mediocre food. On time and great crew.

The helpful attitude of the staff, and being a wheelchair passenger everyone was helpful and understanding. The trip was made comfortable by the upgraded seat which was given without my request, that was a great surprise. Thank you Delta.

Everything went well with the flight. But one of the flight attendants had on inappropriate pants. She had on an old worn out pair of sweat pants. The back seam was unrivaled and should not have been worn for work. If I had not seen her in the airport with the standard type of luggage, I certainly would not have thought she was working for Delta. Not a good look at all for representation.

Great!! I haven’t had a bad experience with them.

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.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

Another horrible Jet Blue experience. This airline has suffered the biggest decline of all from best to worst. TVs didn’t work (again). internet was temperamental. Boarded late and couldn’t get organized to serve snacks.

I hate their constant delays! It’s as if I cannot confidently make plans for timing when I'm traveling with them. I slept through it, so all I can say is it was good.

There was no wheelchair or wheelchair escort at the gate..unacceptable

From bag drop to boarding, it was great. In-flight is a little different. The seats were a little uncomfortable for that long of a flight. The rest of the cabin crew except for Eva was wonderful. Eva was not friendly at all. I've had to personally encounter her twice in-flight. First time was when I had to go to the lavatory in the back of the plane, and since it was the first for me to board such tiny plane, I didn't know we were using the crew toilet. She was giving me an attitude while telling me where and how to open it since it's not the regular push to open type of door. The second one was when I had to throw trash then use the lavatory again. I asked where to throw them, and unfortunately she was the only crew in the back doodling on her phone, she had to point it out to me with an attitude then told me to wait on the carpet, which I understand because I didn't realize that, but she could have been nicer. After all, I'm a paying customer, and assisting a passenger who isn't knowledgeable about the aircraft is one of the things she's there for. The rest of the experience and crew from bag drop to in-flight were excellent except for her.

It took an hour to get my bag after landing. Not exaggerating

Boarding process on JetBlue is an absolute disgrace. I can’t believe they can’t figure out a better way to board everyone. They called people with disabilities, mosaic and group A all at once and it was a disaster

We flew halfway to our destination (NYC to Burlington) and turned around due to a mechanical issue (landing gear wouldn’t retract automatically). We turned back to JFK for JetBlue’s benefit as we landed safely at JFK and could've just as easily landed safely in Burlington on our Christmas Day flight. Instead the company directed the crew to return the plane to more easily service the aircraft. The passengers landed 3 1/2 hours later and JetBlue gave each passenger $50 for the trouble. Hardly fair compensation to be separated from family on Christmas Day.

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The CX617 from HK to BKK was delayed more than 1.5 hours.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

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.
6/5Wed
1 stopSpirit Airlines
12h 10mLGA-ORD
$50
6/4Tue
2 stopsSpirit Airlines
19h 38mLGA-ORD
$51
6/5Wed
nonstopAmerican Airlines
2h 57mJFK-ORD
$59
6/5Wed
nonstopAmerican Airlines
2h 51mJFK-ORD
$60
6/11Tue
nonstopUnited Airlines
2h 37mLGA-ORD
$64
6/18Tue
nonstopDelta
2h 44mJFK-ORD
$64
7/9Tue
nonstopJetBlue
2h 43mJFK-ORD
$65
6/18Tue
nonstopDelta
2h 44mJFK-ORD
$74
7/9Tue
nonstopJetBlue
2h 43mJFK-ORD
$84
6/19Wed
nonstopUnited Airlines
2h 35mEWR-ORD
$91

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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.
5/28Tue
nonstopSpirit Airlines
2h 37mLGA-ORD
5/30Thu
nonstopSpirit Airlines
2h 09mORD-LGA
$131
5/28Tue
multi-stop
27h 23mLGA-ORD
5/30Thu
nonstop
2h 09mORD-LGA
$134
5/28Tue
nonstopAmerican Airlines
2h 35mLGA-ORD
5/29Wed
nonstopAmerican Airlines
2h 01mORD-LGA
$207
5/28Tue
nonstopJetBlue
2h 50mJFK-ORD
6/3Mon
nonstopJetBlue
2h 28mORD-JFK
$263
5/28Tue
nonstopDelta
2h 51mJFK-ORD
6/7Fri
multi-stopDelta
4h 31mORD-JFK
$271
5/28Tue
nonstopDelta
2h 51mJFK-ORD
6/1Sat
multi-stopDelta
4h 48mORD-JFK
$272
5/28Tue
nonstopAmerican Airlines
3h 02mJFK-ORD
6/3Mon
multi-stopAmerican Airlines
6h 06mORD-JFK
$280
5/27Mon
nonstopUnited Airlines
2h 33mEWR-ORD
6/26Wed
nonstopUnited Airlines
2h 20mORD-EWR
$282
5/26Sun
nonstopUnited Airlines
2h 29mEWR-ORD
6/15Sat
nonstopUnited Airlines
2h 20mORD-EWR
$287
5/28Tue
nonstopJetBlue
2h 50mJFK-ORD
5/31Fri
nonstopJetBlue
2h 23mORD-JFK
$317

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Flights to Chicago

Return flight deals:

Chicago - New York

Cabin classes:

$497
$649
$361
$85

Compare transportation modes for New York to Chicago

Average priceAverage duration
Flights$7712h 20m
Trains$22120h 47m
Buses$19021h 50m