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NYC - CHI

Find cheap flights from New York to Chicago from $41

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 4/16. 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
Thu 4/18
Thu 4/25

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 47,600,107 times on KAYAK, and here is why:

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Cheap flight deals from New York to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New York to Chicago 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.
8:37 am - 10:14 amLGA-ORD
2h 37mnonstop
11:11 am - 2:26 pmORD-LGA
2h 15mnonstop
$46Spirit Airlines
Find Deal
Wed, Apr 10 - Wed, Apr 17
8:03 pm - 9:43 pmLGA-ORD
2h 40mnonstop
11:11 am - 2:26 pmORD-LGA
2h 15mnonstop
$52Spirit Airlines
Find Deal
Wed, Apr 10 - Wed, Apr 17
5:30 pm - 7:15 pmLGA-ORD
2h 45mnonstop
7:00 am - 10:18 amORD-LGA
2h 18mnonstop
$127Delta
Find Deal
Tue, Jun 18 - Tue, Jul 23
8:00 am - 9:56 amJFK-ORD
2h 56mnonstop
5:32 pm - 9:00 pmORD-JFK
2h 28mnonstop
$127JetBlue
Find Deal
Wed, May 8 - Sat, May 11
7:35 pm - 9:37 pmJFK-ORD
3h 02mnonstop
7:10 am - 10:28 amORD-JFK
2h 18mnonstop
$133Delta
Find Deal
Sat, May 4 - Tue, May 7
3:40 pm - 5:31 pmJFK-ORD
2h 51mnonstop
11:31 am - 2:45 pmORD-JFK
2h 14mnonstop
$138American Airlines
Find Deal
Tue, Apr 16 - Tue, Apr 23
9:00 am - 11:01 amJFK-ORD
3h 01mnonstop
5:12 pm - 8:29 pmORD-JFK
2h 17mnonstop
$143American Airlines
Find Deal
Wed, Apr 17 - Wed, Apr 24
2:55 pm - 4:45 pmJFK-ORD
2h 50mnonstop
8:28 am - 1:56 pmORD-JFK
4h 28m1 stop
$146JetBlue
Find Deal
Tue, May 7 - Wed, May 8
6:00 am - 7:39 amEWR-ORD
2h 39mnonstop
9:33 pm - 12:45 amORD-EWR
2h 12mnonstop
$164United Airlines
Find Deal
Tue, Apr 9 - Mon, Apr 15
7:25 pm - 9:05 pmLGA-ORD
2h 40mnonstop
8:10 am - 11:19 amORD-LGA
2h 09mnonstop
$169United Airlines
Find Deal
Fri, Apr 12 - Sun, Apr 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 $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 John F Kennedy Intl Airport to Chicago O'Hare Intl Airport. The average price for a return flight for this route is $78.

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 $190 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $361 and $316 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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 78 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 ($41) and Frontier ($53), and the lowest round-trip tickets were found on Spirit Airlines ($46) and Frontier ($105).

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 (35 flights per day), American Airlines (27 flights per day), and Delta (23 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 $41 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 82 and 112 nonstop flights that take off from New York and land in Chicago, with an average flight time of 2h 44m. The most common departure time is 6:00 am and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 724 flights. The most frequent day of departure is Thursday, when 15% 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 37m.

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

Early birds can take the earliest flight from New York at 5:40 am and will be landing in Chicago at 7:23 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 10:05 pm and lands at 11:50 pm.

Good to know

Low season

January

High season

June

Cheapest flight

$41
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 34% increase in price.
Flight from Newark Liberty 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 $41 for a one-way ticket and $46 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 Alaska Airlines?

    The two airlines most popular with KAYAK users for flights from New York to Chicago are Southwest and Alaska Airlines. With an average price for the route of $281 and an overall rating of 8.2, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $328 and an overall rating of 8.1.

  • 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 $148 or less one-way and $276 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, +30 more

ANA, Air Europa, +31 more

Thursday

ANA, Air Europa, Air France, +30 more

ANA, Air Europa, +31 more

Friday

ANA, Aerolineas Argentinas, Air Europa, +30 more

ANA, Aerolineas Argentinas, +31 more

Saturday

ANA, Air Europa, Air France, +30 more

ANA, Air Europa, +31 more

Sunday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

See more direct flights

Nonstop returns

Chicago to New York

Monday

ANA, Aerolineas Argentinas, Air Europa, +33 more

ANA, Aerolineas Argentinas, +34 more

Tuesday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Wednesday

ANA, Aerolineas Argentinas, Air Europa, +33 more

ANA, Aerolineas Argentinas, +34 more

Thursday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Friday

ANA, Aerolineas Argentinas, Air Europa, +33 more

ANA, Aerolineas Argentinas, +34 more

Saturday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Sunday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

See more direct flights
See more direct flights

Top 5 airlines serving from New York to Chicago

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 KAYAK reviews.
8.0
DeltaOverall score based on 11551 reviews
81overall
82boarding
86crew
81entertainment
79comfort
75food
Airline reviews

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

Read more about Delta

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.

The plane was one hour late cause they were doing some reparations with us on the plane no mention I was in the first seat and the door was open the entire time with 8 degrees! The plane was totally dirty no mention old ! The staff was nice but no put together, the attention to details and passenger experience is missing and i always travel first !!! Is better the lounge than the plane! KLM/air France every details is taken care maybe you need a creative creator or experience client need asap was terrible and not memorable for the price that I payed very dissatisfied

Boarding super slow with people allowed to linger in aisles

We flew early evening on New Year's Eve. Our plane was less than half full... Great for the passenger experience -- not so much for the airline lol. Comfortable, spacious, smooth flight -- and early arrival!

First time travel in economy and the worst experience I ever had ! Shame on paying 600 dollars to be in a tuna can ! Service was terrible no even water no even class no even matters your flight attendants were lazy and sloppy very bad experience! After all these years traveling in first and once I try this cause I need to go to a destination for an emergency wow shame on you !

Really impressive staff at airport and on plane, especially given how busy it was

Crew was great. However the seat I had would not recline and stay put. It would spring back to upright. Hopefully they can check the seats and maintain them. Otherwise the plane is clean and the crew is very friendly.

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.

There were weather issues and coding problems whatever those refer to, but JetBlue, for two days in a row was unbelievably late. Several hours late, resulting in almost no sleep for passengers like me.

I had a horrible experience with TSA at the airport. I had to go through TSA several times as there was some issue each time with a piece if clothing I had on. It was so busy & chaotic that I ended up forgetting my Apple laptop at TSA. It’s been days & I can’t get through to anyone to get useful info on how to get it back. I’m very angry because contacting lost & found shouldn’t be this difficult. Employees should know what is going on at their place of work. It seems no one knows as everyone’s answers are contradictory, or you can’t speak directly to anyone as the calls are automated. Very upsetting.

No food/drink were offered. There was no Flyfi service. The screen size & quality were below JetBlue’s typical standards. The flight was delayed by an hour.

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 flights from Ottawa to Albuquerque went smoothly enough though on on flight they didn't have how water for coffee or tea and on another there there was no ice. The return flights from Albuquerque were delayed by mechanical problems on both flights. Ottawa was a ground crew maintenance issue.

The male air hostess was rude and didn’t provide good customer service. Didn’t even offer me a drink

The staff was phenomenal. I can’t think of anything that could be better. Will be flying with UA again

Nothing bad to say about the actual crew or airline. It was nice to have a complimentary FULL can of soda, as well as a snack. Blankets and earbuds were also provided at no cost for this red eye flight. I especially appreciated the free WiFi and movie selection with the Bluetooth option. It helped the flight pass more quickly. No matter who you fly, boarding and disembarking are always SUCH a pain. As I mentioned, this is on the passengers and not the crew!!

Wifi did not work. Cut off on and off every 10 min

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.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Perfect flight. On time departure and early arrival. Smooth flight.

Overall pleasant was delayed and caused transportation issue when landing

The arriving flight was a few minutes late, but the gate crew helped to deplane and board our outgoing flight quickly and efficiently. We were able to depart quickly and arrive at ORD almost at the posted time. Great job.

Nothing, flight was supposed to leave at 758 am. My flight didn’t leave until 430 pm. Spent the whole day at the airport.

Despite a bumpy flight the pilot was great. The rest of the crew on the other hand couldn’t care less if a passenger would colapse and die. Horrible service, robot like, lifeless…

Biggest issue was original flight canceled and booked to another flight 6 hours earlier and received no notification

It was great. It was just a commuter so I splurged on first class and it was wonderful. Wish all seats were this spacious. Enjoyed it and will do it again.

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

Pack light and enjoy the quick boarding and early departure and arrivals.

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...

The flight was delayed almost two hours on the front end, and an hour on the backend once we landed and waited for a gate to open up. We were told to remain in our seats during that whole delay and I had to go to the bathroom badly. I was unable to hold it and was forced to urinate in my pants while in my seat. I then had to sit in it until we finally deboarded and I was able to change my clothes.

We waited an hour to get off of the plane

My luggage was drag on ground brand new when I got was dusty damage

Quick flight, awful security delay led to almost not boarding the flight.

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.
4/16Tue
1 stopSpirit Airlines
12h 00mEWR-ORD
$41
4/4Thu
nonstopSpirit Airlines
2h 46mLGA-ORD
$42
5/29Wed
nonstopDelta
2h 55mLGA-ORD
$64
5/8Wed
nonstopJetBlue
2h 50mJFK-ORD
$64
4/16Tue
nonstopAmerican Airlines
3h 01mJFK-ORD
$69
6/8Sat
nonstopAmerican Airlines
2h 37mEWR-ORD
$70
4/13Sat
nonstopDelta
2h 59mJFK-ORD
$70
4/13Sat
nonstopUnited Airlines
2h 40mEWR-ORD
$85
4/14Sun
nonstopUnited Airlines
2h 40mLGA-ORD
$85
4/28Sun
nonstopJetBlue
2h 50mJFK-ORD
$85

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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.
3/23Sat
nonstopSpirit Airlines
2h 47mLGA-ORD
3/30Sat
nonstopSpirit Airlines
2h 05mORD-LGA
$118
3/23Sat
nonstopSpirit Airlines
2h 47mLGA-ORD
4/1Mon
nonstopSpirit Airlines
2h 09mORD-LGA
$123
3/23Sat
nonstopDelta
3h 04mJFK-ORD
4/13Sat
nonstopDelta
2h 14mORD-JFK
$283
3/23Sat
multi-stopAmerican Airlines
5h 29mJFK-ORD
4/10Wed
nonstopAmerican Airlines
2h 17mORD-JFK
$291
3/23Sat
multi-stopDelta
6h 21mJFK-ORD
4/9Tue
nonstopDelta
2h 26mORD-JFK
$292
3/23Sat
nonstopUnited Airlines
2h 47mEWR-ORD
4/13Sat
nonstopUnited Airlines
2h 17mORD-EWR
$298
3/22Fri
nonstopJetBlue
2h 51mJFK-ORD
4/12Fri
nonstopJetBlue
2h 25mORD-JFK
$298
3/22Fri
multi-stopAmerican Airlines
7h 15mJFK-ORD
4/12Fri
nonstopAmerican Airlines
2h 17mORD-JFK
$306
3/21Thu
multi-stopUnited Airlines
4h 41mEWR-ORD
5/6Mon
nonstopUnited Airlines
2h 12mORD-EWR
$307
3/19Tue
nonstopJetBlue
2h 51mJFK-ORD
4/1Mon
nonstopJetBlue
2h 25mORD-JFK
$347

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Flights to Chicago

Return flight deals:

Chicago - New York

Cabin classes:

$396
$287
$361
$78

Compare transportation modes for New York to Chicago

Average priceAverage duration
Flights$6002h 35m
Trains$18020h 50m
Buses$18221h 26m