JFK - CHI

$49 Find Cheap Flights from New York John F Kennedy Airport 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 John F Kennedy Intl to Chicago departing on 2/22. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
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Cheap Flight Deals from New York John F Kennedy Airport to Chicago (JFK-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New York John F Kennedy Airport 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.

Recent round-trip flight deals from John F Kennedy Intl to Chicago

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from John F Kennedy Intl to Chicago.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
11:00 am - 7:06 pmJFK-MDW
9h 06m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$114Frontier
Find Deal
Wed, Feb 5 - Sun, Feb 9
3:00 pm - 9:54 amJFK-ORD
19h 54m1 stop
5:43 pm - 1:59 pmORD-JFK
19h 16m1 stop
$115Frontier
Find Deal
Sat, Jan 11 - Mon, Jan 13
3:00 pm - 9:55 amJFK-MDW
19h 55m1 stop
11:33 am - 1:59 pmMDW-JFK
25h 26m1 stop
$115Frontier
Find Deal
Sat, Jan 11 - Mon, Jan 13
3:28 pm - 5:18 pmJFK-ORD
2h 50mnonstop
5:05 pm - 8:31 pmORD-JFK
2h 26mnonstop
$147JetBlue
Find Deal
Fri, Jan 10 - Sun, Jan 12
11:30 am - 1:23 pmJFK-ORD
2h 53mnonstop
7:05 am - 10:31 amORD-JFK
2h 26mnonstop
$149Delta
Find Deal
Sat, Jan 11 - Mon, Jan 13
2:55 pm - 4:45 pmJFK-ORD
2h 50mnonstop
11:44 am - 2:59 pmORD-JFK
2h 15mnonstop
$152JetBlue
Find Deal
Sat, Feb 22 - Tue, Feb 25
9:00 am - 10:46 amJFK-ORD
2h 46mnonstop
4:22 pm - 7:40 pmORD-JFK
2h 18mnonstop
$170American Airlines
Find Deal
Mon, Jan 6 - Tue, Jan 28
3:55 pm - 5:42 pmJFK-ORD
2h 47mnonstop
5:17 pm - 8:30 pmORD-JFK
2h 13mnonstop
$195American Airlines
Find Deal
Tue, Dec 10 - Tue, Jun 3
11:00 am - 11:34 pmJFK-ORD
37h 34m2 stops
6:36 pm - 6:30 amORD-JFK
10h 54m1 stop
Fri, Jan 10 - Sun, Jan 19
11:24 am - 1:19 pmJFK-ORD
2h 55mnonstop
7:00 am - 10:25 amORD-JFK
2h 25mnonstop
$197Delta
Find Deal
Sat, Dec 7 - Tue, Dec 10

Flights from John F Kennedy Intl to Chicago - Travel Insights & Trends

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

What is the cheapest New York John F Kennedy Intl Airport 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 John F Kennedy Intl Airport to Chicago.
Our data shows that the cheapest route for a one-way flight from New York John F Kennedy Intl Airport to Chicago cost $73 and was between New York John F Kennedy Intl Airport and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $105.

What’s the cheapest day of the week to fly from New York John F Kennedy Airport to Chicago?

The average price of all flights from New York John F Kennedy Intl Airport to Chicago clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from New York John F Kennedy Airport to Chicago. For your return ticket, we recommend flying on a Wednesday and avoiding Sundays for the best deals.

What is the cheapest month to fly from New York John F Kennedy Intl Airport to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from New York John F Kennedy Intl Airport 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 John F Kennedy Intl Airport 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 $283 and $263 respectively.

How far in advance should I book a flight from New York John F Kennedy Intl Airport 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 John F Kennedy Intl Airport 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 John F Kennedy Intl Airport 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.

Good to know

Low season

March

High season

August

Cheapest flight

$49
Best time to beat the crowds but there is an average 19% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from New York John F Kennedy Airport to Chicago O'Hare Airport

When to book flights from John F Kennedy Intl to Chicago

Are your dates flexible? Find out the best times to travel from John F Kennedy Intl 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 New York John F Kennedy Airport to Chicago flights

  • What is the cheapest flight from New York John F Kennedy Intl Airport to Chicago?

    In the last 3 days, the lowest price for a flight from New York John F Kennedy Intl Airport to Chicago was $49 for a one-way ticket and $114 for a round-trip.

  • Do I need a passport to fly between New York John F Kennedy Airport and Chicago?

    A passport is not required to fly from New York John F Kennedy Airport to Chicago.

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

    All the following airlines offer inflight Wi-Fi service on the New York John F Kennedy Airport to Chicago flight route: American Airlines, JetBlue, Delta, Alaska Airlines, Japan Airlines, and Air Canada.

  • Which aircraft models fly most regularly from New York John F Kennedy Airport to Chicago?

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

  • Which airline alliances offer flights from New York John F Kennedy Airport to Chicago?

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

  • On which days can I fly direct from New York John F Kennedy Airport to Chicago?

    There are nonstop flights from New York John F Kennedy Airport to Chicago on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from New York to Chicago are Delta and JetBlue. With an average price for the route of $259 and an overall rating of 8.0, Delta is the most popular choice. JetBlue is also a great choice for the route, with an average price of $212 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from New York John F Kennedy Airport 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 John F Kennedy Airport to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from New York John F Kennedy Airport 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 John F Kennedy Airport 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 John F Kennedy Airport with another airline.

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

  • Looking for a cheap flight? 25% of our users found flights on this route for $108 or less one-way and $179 or less round-trip.

Prefer to fly non-stop from New York John F Kennedy Airport to Chicago?

Find which airlines fly direct from New York John F Kennedy Intl Airport to Chicago, which days they fly and book direct flights.

Nonstop departures

New York John F Kennedy Intl to Chicago

Monday

Air France, Alaska Airlines, American Airlines, +21 more

Air France, Alaska Airlines, +22 more

Tuesday

Air Europa, Air France, Alaska Airlines, +20 more

Air Europa, Air France, +21 more

Wednesday

Air Europa, Air France, Alaska Airlines, +19 more

Air Europa, Air France, +20 more

Thursday

Air France, Alaska Airlines, American Airlines, +22 more

Air France, Alaska Airlines, +23 more

Friday

Air Europa, Air France, Alaska Airlines, +22 more

Air Europa, Air France, +23 more

Saturday

Air Europa, Air France, Alaska Airlines, +18 more

Air Europa, Air France, +19 more

Sunday

Air Europa, Air France, Alaska Airlines, +22 more

Air Europa, Air France, +23 more

See more direct flights

Nonstop returns

Chicago to New York John F Kennedy Intl

Monday

Air Europa, Air France, Alaska Airlines, +24 more

Air Europa, Air France, +25 more

Tuesday

Air Europa, Air France, Alaska Airlines, +23 more

Air Europa, Air France, +24 more

Wednesday

Air Europa, Air France, Alaska Airlines, +23 more

Air Europa, Air France, +24 more

Thursday

Air Europa, Air France, Alaska Airlines, +24 more

Air Europa, Air France, +25 more

Friday

Air Europa, Air France, Alaska Airlines, +22 more

Air Europa, Air France, +23 more

Saturday

Air Europa, Air France, Alaska Airlines, +22 more

Air Europa, Air France, +23 more

Sunday

Air Europa, Air France, Alaska Airlines, +24 more

Air Europa, Air France, +25 more

See more direct flights
See more direct flights

Top 5 airlines serving from John F Kennedy Intl 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 John F Kennedy Intl 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 8736 reviews
7.9Entertainment
7.3Food
8.2Boarding
7.9Comfort
8.6Crew
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.

Typical flying experience in the US. Nothing particularly good or bad.

I was able to select a gluten free meal for my outbound flight operated by KLM but my selection wasn’t saved on Delta so I ended up not having a hot meal. The cabin crew was nice enough to offer some cheese so I could pair it with some gf crackers I had. The seat would recline but slowly but surely would come back up so I couldn’t sleep as I would have wanted to.

Forced to check my bag which fit in carry on, boarded and then sat for over an hour waiting to take off with no explanation.

7 hour delay for mechanical reasons Handled badly by crew and delta personnel

Food was not the best. Too many items had sauce pm them with a lot of spices The seat was not comfortable especially when you lay down

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

Flight was canceled so it was not a great experience. Boarded, then deboarded. Delayed, boarded a new plane then deboarded the 2nd plane and flight was canceled. Then booked a fight to Rome and took a train to Venice the next day. Lost an entire day +

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.

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

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.

Jetblue needs to improve on Onboarding as it seems to always be behind on departing. It never leaves on time. I would recommend to have an earlier Onboarding in order to leave on time and respect your customers time as well.

I booked this flight using JetBlue points and I was just so happy. The plane was so clean, I had every need met. Thank you!!

Best part: It’s operated by All Nippon Airways. It’s quite literally comfortable, reliable and respected from boarding to landing each and every time. It’s perfection without extremity in lavishness — it’s how flying should always be!

They canceled our flight and left us stranded to figure it out

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.

The plane was very warm and the crew turned on the lights for the entire snack service.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

There were several issues with this flight. I have flown quite often internationally and I was surprised by the lack of presence of attendants other than meal and drink times. The food was not best but I feel that is the norm. We also had to get off the plane once in London via stairs and bus to the terminal. Anyone who had another flight had to then get another bus to another terminal. This causes me to miss my flight and have to rebook.

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

The flight encountered a delay exceeding 4 hours. The food voucher issued was valued at $12, insufficient to cover our meal expenses. Consequently, I was unable to take my medication, leading to a drop in blood sugar levels and exacerbating my anxiety.

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

The boarding process was incredibly slow, as was deplaning. They started beverage service and there was an extremely small amount of turbulence, so they discontinued it. They said they’d resume if possible, but even thought the rest of the flight was perfectly smooth, they didn’t bother. Getting our checked bags took longer than I’ve ever waited and they couldn’t even tell us which carousel they were coming out on, so everyone was running back and forth for 30 minutes.

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.

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.
2/22Sat
1 stopFrontier
6h 55mJFK-ORD
$49
1/28Tue
1 stopFrontier
6h 16mJFK-MDW
$49
1/31Fri
nonstopJetBlue
2h 50mJFK-ORD
$73
1/16Thu
nonstopJetBlue
2h 50mJFK-ORD
$74
1/8Wed
nonstopAmerican Airlines
2h 48mJFK-ORD
$75
12/5Thu
nonstopDelta
2h 54mJFK-ORD
$97
12/10Tue
nonstopDelta
2h 55mJFK-ORD
$100
1/16Thu
1 stopAmerican Airlines
5h 30mJFK-ORD
$128
1/16Thu
2 stopsUnited Airlines
27h 43mJFK-ORD
$266
12/11Wed
2 stopsUnited Airlines
17h 07mJFK-ORD
$271

Search by stops

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Last minute flights from John F Kennedy Intl 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.
12/2Mon
nonstopAmerican Airlines
3h 00mJFK-ORD
12/14Sat
nonstopAmerican Airlines
2h 13mORD-JFK
$287
12/2Mon
nonstopAmerican Airlines
3h 00mJFK-ORD
12/14Sat
multi-stopAmerican Airlines
7h 05mORD-JFK
$295
11/29Fri
multi-stopDelta
6h 40mJFK-ORD
12/8Sun
nonstopDelta
2h 25mORD-JFK
$327
11/29Fri
nonstopDelta
3h 01mJFK-ORD
12/6Fri
nonstopDelta
2h 41mORD-JFK
$359
11/28Thu
nonstopJetBlue
2h 49mJFK-ORD
12/3Tue
nonstopJetBlue
2h 18mORD-JFK
$400
12/2Mon
nonstopJetBlue
2h 49mJFK-ORD
12/6Fri
nonstopJetBlue
2h 18mORD-JFK
$412
12/2Mon
multi-stopFrontier
9h 36mJFK-ORD
12/6Fri
multi-stopFrontier
33h 05mORD-JFK
$458
12/2Mon
multi-stopFrontier
7h 06mJFK-ORD
12/5Thu
multi-stopFrontier
27h 24mORD-JFK
$478
12/2Mon
multi-stop
8h 37mJFK-ORD
12/3Tue
multi-stop
21h 18mORD-JFK
$685
11/28Thu
multi-stop
22h 52mJFK-ORD
12/1Sun
multi-stop
52h 01mORD-JFK
$717

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Everything you need to know for your flight from John F Kennedy Intl to Chicago

Information on your arrival and departure airports

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