JFK - CHI

$64 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 4/14. 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
1 adult, Economy, 0 bags

KAYAK searches 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, 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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Everything you should know

Cheapest round-trip
$169
Overall average: $244
Frontier, JetBlue
Tue 5/5Thu 5/7
JFK - ORD • 1 stop
Cheapest non-stop
$127
Typical prices: $157-$284
Frontier
Fri 3/27Tue 3/31
JFK - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
JetBlue offers free Wi-Fi and live TV on this route.
Use the AirTrain to JFK for a hassle-free terminal ride.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $127 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
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+1
Nonstop flights
Every day
You can fly direct with American Airlines, Delta and JetBlue. Average duration is 2h 58m
Direct flights
Direct flights
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+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
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Avoid delays
Most punctual • 87% on-time
Best time • Fewest delays
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When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 45% compared to booking last minute.
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When to travel
Cheapest • 31% price drop
Most popular
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Flight Deals

Cheap Flights from John F Kennedy Intl 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 John F Kennedy Intl 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Tue, May 5 - Thu, May 7
Multiple Airlines Logo
1:00 pm - 7:51 pm
JFK
-
ORD
7h 51m
1 stop
Multiple Airlines Logo
8:31 am - 11:49 am
ORD
-
JFK
2h 18mnonstop
$169Multiple Airlines
Sat, Jun 13 - Tue, Jun 23
JetBlue Logo
6:45 pm - 8:44 pm
JFK
-
ORD
2h 59mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$172JetBlue
Tue, May 5 - Tue, May 12
Multiple Airlines Logo
1:00 pm - 7:51 pm
JFK
-
ORD
7h 51m
1 stop
Multiple Airlines Logo
8:35 am - 12:00 pm
ORD
-
JFK
2h 25mnonstop
$173Multiple Airlines
Wed, Apr 15 - Wed, Apr 22
JetBlue Logo
6:00 am - 7:41 am
JFK
-
ORD
2h 41mnonstop
JetBlue Logo
8:31 am - 11:50 am
ORD
-
JFK
2h 19mnonstop
$174JetBlue
Sat, May 2 - Tue, May 5
Multiple Airlines Logo
1:00 pm - 9:12 pm
JFK
-
ORD
9h 12m
1 stop
Multiple Airlines Logo
1:59 pm - 11:39 am
ORD
-
JFK
20h 40m
1 stop
$175Multiple Airlines
Wed, Apr 29 - Tue, May 5
JetBlue Logo
6:00 am - 7:41 am
JFK
-
ORD
2h 41mnonstop
JetBlue Logo
8:31 am - 11:49 am
ORD
-
JFK
2h 18mnonstop
$176JetBlue
Mon, Apr 13 - Wed, Apr 15
JetBlue Logo
7:40 pm - 9:44 pm
JFK
-
ORD
3h 04mnonstop
JetBlue Logo
8:31 am - 11:50 am
ORD
-
JFK
2h 19mnonstop
$177JetBlue
Tue, Apr 7 - Wed, Apr 8
Frontier Logo
11:30 am - 10:19 pm
JFK
-
MDW
11h 49m
1 stop
Frontier Logo
2:56 pm - 1:20 am
MDW
-
JFK
9h 24m
1 stop
$201Frontier
Wed, Apr 29 - Sat, May 2
Frontier Logo
1:00 pm - 7:31 pm
JFK
-
MDW
7h 31m
1 stop
Frontier Logo
7:34 pm - 11:50 am
MDW
-
JFK
15h 16m
1 stop
$207Frontier
Tue, Apr 28 - Thu, Apr 30
Frontier Logo
1:00 pm - 7:31 pm
JFK
-
MDW
7h 31m
1 stop
Frontier Logo
2:15 pm - 11:50 am
MDW
-
JFK
20h 35m
1 stop
$208Frontier
Booking Insights

KAYAK's insights & trends for John F Kennedy Intl to Chicago flights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from New York John F Kennedy Intl Airport to Chicago costs $72 on the route between New York John F Kennedy Intl Airport (JFK) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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

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

Your flight ticket price will generally be cheaper if you fly to Chicago on a Saturday and more expensive on a Sunday. On your return trip to New York John F Kennedy Airport, you should consider flying back on a Friday, and avoid Sundays for better 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 round-trip 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 January, where tickets cost $158 (return) on average. On the other hand, the most expensive months are June and May, where the average cost of round-trip tickets is $297 and $273 respectively.

Can I save money by flying with a layover from New York John F Kennedy Intl Airport to Chicago?

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

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $154 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip 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 week.

To get a below average price on the flight from New York John F Kennedy Intl Airport to Chicago, you should book around 3 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Expert advice

Expert advice for your flight from John F Kennedy Intl to Chicago

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

Harriet Baskas

Expert on American Airlines, JetBlue and JFK

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

Stefanie Waldek

Stefanie Waldek

Expert on Delta and ORD

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

Good to know

Low seasonFebruary
Cheapest flight$64
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from New York John F Kennedy Airport to Chicago Midway 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 $64 for a one-way ticket and $127 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?

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

  • 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?

    SkyTeam, and oneworld 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 $288 and an overall rating of 7.9, Delta is the most popular choice. JetBlue is also a great choice for the route, with an average price of $216 and an overall rating of 7.2.

  • 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.

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 $104 or less one-way and $170 or less round-trip.

Prefer to fly direct from New York John F Kennedy Airport to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from New York John F Kennedy Intl 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.

Direct departures

New York John F Kennedy Intl to Chicago

Monday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Tuesday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Wednesday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Thursday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Friday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Saturday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Sunday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

See more direct flights

Direct returns

Chicago to New York John F Kennedy Intl

Monday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Tuesday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Wednesday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Thursday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Friday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Saturday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Sunday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

See more direct flights

Reviews of the 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.
7.9
DeltaOverall score based on 8315 reviews
8.1Boarding
7.9Comfort
7.8Entertainment
7.2Food
8.5Crew
Airline reviews

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

2.0 MediocreNeil, Mar 2026
JFK - ORD
Read more Delta reviews

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

It was good. The leg room was not great in Row 1.

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

Got on the plane and sat there for an hour before departure.

They double booked seats, the gate staff changed my ticket as I was boarding she went over to the computer and changed it without telling me. She messed up an entire three row section for me and others. Other travelers were outraged but the gate staff were so rude, so condescending saying it wasn't their problem to solve. I would rate this a zero if I could. Will not fly Delta again I'll stick with United and American.

The flight was comfortable and uneventful, which is what I desire

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

None of the airplane features were available during the flight.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

Not a pleasant experience, service was poor. Didn't like it

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

flight was delayed for hours with no explanation. The plane was a very old aircraft.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

Not really sure I enjoyed the flight at all. The flight attendants seemed a little tired and rude at times. The snacks were lacking in taste and sustenance. The flight was incredibly turbulent for three plus hours and the pilot had to do a second pass to land at our final destination because he was coming in so fast. He must have taken a short cut and because of it we had to suffer the violent turbulence and the dropping down. It had to be one of if not the worse flights I have ever been on and have traveled vastly all over the world.

Aging planer and NO wifi on a 14 hour day flight. Unless you are retired or don't need to work or be in touch with the world... The lack of Wifif really ruined the flight. And the old plane - really showing it's age, wasn't great

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Delayed 11 hours with two being on our destinations tarmac, no compensation or refund and was told I would actually get charged a $200 cancellation fee if I decided to switch airlines for my return flight. For their inconvenience they gave a $10 meal voucher to split between two people in a airport.

Like Spirit but bad that you have to pay for water 🙃

If there are delays, it takes less than a minute for a Spirit employee to make an announcement. It’s very simple.

For a change, friendly staff at check-in and in flight.

Delayed both in takeoff and landing, trash plane no amenities, I've said it before but I'll never fly Spirit again.

It’s was a cheap flight and they got us there safely. It’s just their whole business model that make the experience “meh.” They make you paranoid about whether your personal item is too big. They make you paranoid about being crammed into a middle seat at the back of the plane. They purposely cram people together leaving multiple rows completely empty and even after the door closes the FA’s announce that everyone has to sit in their assigned seat. We knew what we were buying and in that regard we got a cheap and safe flight but it felt like they do their best to take any enjoyment out of the experience. That’s all on management, not the crew.

The flight was delayed for unknown reasons while other airlines weren’t. It was very frustrating.

Everything was good. On time, boarding fast, flight attendants friendly.

Spirit has always and will always stink. Absolute worst airline around.

Not seat assigned because overbooking. We could go because some people decided to give their seats.

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

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

Information on your arrival and departure airports