JFK - CHI

$94 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 7/15. 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
$184
Typical prices: $255-$409
JetBlue
Wed 7/8Tue 7/14
JFK - ORD • Non-stop
Cheapest one-way
$94
Typical prices: $142-$268
JetBlue
Wed 7/15
JFK - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
JetBlue adds free Wi-Fi and live TV, while Delta offers free Wi-Fi for SkyMiles.
For more space, JetBlue Even More Space beats Delta Comfort Plus on legroom.
Expert advice
Expert advice
Expert advice
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Top airlines
Cheapest • from $184 (round-trip)
Best reviews • 7.8 score
Airline reviews
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Nonstop flights
You can fly direct with American Airlines, Delta and JetBlue. Average duration is 2h 58m
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest
Most popular
Insights
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Avoid delays
Most punctual • 86% on-time
Best time • Fewest delays
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When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 32% compared to booking last minute.
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When to travel
Cheapest • 67% 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

Wed, Jul 8 - Tue, Jul 14
JetBlue Logo
7:05 am - 8:50 am
JFK
-
ORD
2h 45mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$184JetBlue
Sat, Aug 22 - Tue, Aug 25
JetBlue Logo
8:00 pm - 9:55 pm
JFK
-
ORD
2h 55mnonstop
JetBlue Logo
6:27 pm - 10:03 pm
ORD
-
JFK
2h 36mnonstop
$186JetBlue
Tue, Jul 21 - Wed, Jul 22
JetBlue Logo
7:05 am - 8:50 am
JFK
-
ORD
2h 45mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$187JetBlue
Tue, Aug 4 - Thu, Aug 6
JetBlue Logo
7:05 am - 8:50 am
JFK
-
ORD
2h 45mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$189JetBlue
Sat, Sep 19 - Sun, Sep 27
Delta Logo
7:50 am - 9:42 am
JFK
-
ORD
2h 52mnonstop
Delta Logo
6:00 am - 9:21 am
ORD
-
JFK
2h 21mnonstop
$192Delta
Sat, Aug 8 - Mon, Aug 10
Frontier Logo
1:00 pm - 10:03 pm
JFK
-
MDW
10h 03m
1 stop
Frontier Logo
6:05 am - 11:59 am
MDW
-
JFK
4h 54m
1 stop
$278Frontier
Sat, Aug 8 - Mon, Aug 10
Frontier Logo
1:00 pm - 10:03 pm
JFK
-
MDW
10h 03m
1 stop
Frontier Logo
6:05 am - 11:59 am
MDW
-
JFK
4h 54m
1 stop
$281Frontier
Wed, Aug 5 - Sat, Aug 8
Delta Logo
8:35 am - 4:15 pm
JFK
-
MDW
8h 40m
1 stop
Delta Logo
4:39 pm - 1:14 am
MDW
-
JFK
7h 35m
1 stop
$293Delta
Fri, Sep 18 - Mon, Sep 21
Delta Logo
7:15 am - 12:34 pm
JFK
-
MDW
6h 19m
1 stop
Delta Logo
1:14 pm - 8:04 pm
MDW
-
JFK
5h 50m
1 stop
$295Delta
Tue, Jul 21 - Tue, Jul 28
Delta Logo
3:41 pm - 10:15 pm
JFK
-
MDW
7h 34m
1 stop
Delta Logo
6:00 am - 12:00 pm
MDW
-
JFK
5h 00m
1 stop
$297Delta
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.

How much is a round-trip flight from New York John F Kennedy Intl Airport to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from New York John F Kennedy Intl Airport to Chicago departing in July.

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 $120 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 February, where tickets cost $28 (return) on average. On the other hand, the most expensive months are October and June, where the average cost of round-trip tickets is $458 and $103 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 $252 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 2 weeks before departure, which saves you about 32% 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$94
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 17% lower on average.
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 5 days, the lowest price for a flight from New York John F Kennedy Intl Airport to Chicago was $94 for a one-way ticket and $184 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?

    JetBlue, American Airlines, Delta, Spirit 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 American Airlines?

    The two airlines most popular with KAYAK users for flights from New York to Chicago are Delta and American Airlines. With an average price for the route of $284 and an overall rating of 7.8, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $287 and an overall rating of 7.1.

  • 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 $140 or less one-way and $209 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 4 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.
7.8
DeltaOverall score based on 8420 reviews
7.8Entertainment
8.1Boarding
7.8Comfort
8.5Crew
7.2Food
Airline reviews

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

8.0 ExcellentAnonymous, Jun 2026
JFK - ATL
Read more Delta reviews

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Was revoked with Jet Blue due to delay from Kenya Air

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

Excellent service, I love the soft blush pink mood lighting on the 767-400ER during meal service. The overhead gasper vents on the 767-400ER were also very strong with a lot of airflow to keep me comfortable on my flight.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

I am still at the Airport! Delayed Delayed and Delyaed

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

We had a mechanical delay which made us 90 minutes late (9:30 PM) then land and put into the penalty box because a plane was in our gate? What the hell! We should get priority.Damn American.

The seats were extremely cramped, with very little legroom or personal space. There was no room left in the overhead bins for a backpack, and the space under the seat in front was so limited that I could barely fit my bag underneath. Overall, the seating arrangement felt very uncomfortable and overcrowded.

weather delay of almost 2 hours then we landed and our gate wasn't available so we waited another 30 min

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Crew were professional and kind. The flight was smooth. But... The internet, which we paid 35 dollars for, did not work for most of the flight. This made providing media for our child an uncomfortable hassle.

Overall fine. Seemed like one of the older model planes? Crew was mostly very kind, though some of the female attendants were a rather abrupt during the food service.

Leave on time. We waited on the plane for hour hours and it was hot and smelly

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

The flight from LA to Chicago was smooth and service was very good overall.

First the flt was delayed over 2 hrs bc of plane mechanics that should have been handled better! No text or email was sent so only found out at the airport so there we sat for 5 hours! THATS RIDICULOUS! The gate area was filthy! No agents showed up till hr before so no additional info was given-waited online for 15 mins while the gate agent chatted and got together then given last seat in back of plane!! No priority for senior or anything-took attendants over 2hrs to serve drinks and snack-WHY are they not served together? By time snack came needed another drink! Worst service in my life!

All the TV screens in my rows was non functional . The map shown for an international route was antiqued..

Boarding process was terrible. No assigned seat until the gate, then a long line to get seat assignment.

The space between seat rows seemed to be larger than other airlines. I didn’t check their food or entertainment since I slept most of the way. They do seem to have a lot of options for purchase though.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

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.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

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

Information on your arrival and departure airports