JFK - CHI

$100 Find Cheap Flights from New York John F Kennedy Airport to Chicago - Compare and Save

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 8/5. 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

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Everything you should know

Cheapest round-trip
$197
Typical prices: $149-$305
JetBlue
Fri 10/9Wed 10/14
JFK - ORD • Non-stop
Cheapest one-way
$100
Typical prices: $142-$253
JetBlue
Wed 8/5
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
Expert advice
Nonstop flights
You can fly direct with American Airlines, Delta and JetBlue. Average duration is 2h 57m
Direct flights
Direct flights
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Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
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Insights
Avoid delays
Most punctual • 87% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 31% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 31% price drop
Most popular
Good to know
Good to know
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+1
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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

Fri, Oct 9 - Wed, Oct 14
JetBlue Logo
10:00 am - 11:47 am
JFK
-
ORD
2h 47mnonstop
JetBlue Logo
1:00 pm - 4:20 pm
ORD
-
JFK
2h 20mnonstop
$197JetBlue
Thu, Aug 27 - Mon, Aug 31
JetBlue Logo
7:00 am - 8:46 am
JFK
-
ORD
2h 46mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$198JetBlue
Wed, Aug 5 - Thu, Aug 6
JetBlue Logo
6:59 am - 8:47 am
JFK
-
ORD
2h 48mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$199JetBlue
Tue, Aug 4 - Wed, Aug 26
JetBlue Logo
7:05 am - 8:50 am
JFK
-
ORD
2h 45mnonstop
JetBlue Logo
6:30 pm - 10:06 pm
ORD
-
JFK
2h 36mnonstop
$200JetBlue
Sat, Aug 15 - Mon, Aug 17
JetBlue Logo
6:55 am - 8:43 am
JFK
-
ORD
2h 48mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$201JetBlue
Tue, Aug 25 - Thu, Aug 27
JetBlue Logo
8:00 pm - 9:58 pm
JFK
-
ORD
2h 58mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$202JetBlue
Wed, Aug 12 - Wed, Aug 19
JetBlue Logo
3:40 pm - 5:35 pm
JFK
-
ORD
2h 55mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$203JetBlue
Wed, Aug 12 - Sat, Aug 15
JetBlue Logo
6:55 am - 8:43 am
JFK
-
ORD
2h 48mnonstop
JetBlue Logo
6:00 am - 9:17 am
ORD
-
JFK
2h 17mnonstop
$204JetBlue
Wed, Sep 30 - Sat, Oct 3
Delta Logo
7:35 pm - 9:37 pm
JFK
-
ORD
3h 02mnonstop
Delta Logo
1:29 pm - 5:00 pm
ORD
-
JFK
2h 31mnonstop
$206Delta
Sat, Aug 29 - Tue, Sep 1
Delta Logo
7:10 am - 12:39 pm
JFK
-
MDW
6h 29m
1 stop
Delta Logo
4:39 pm - 1:14 am
MDW
-
JFK
7h 35m
1 stop
$295Delta
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 October.

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 $155 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 $167 (return) on average. On the other hand, the most expensive months are July and June, where the average cost of round-trip tickets is $314 and $311 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.

No, with an average price for the route of $285, prices are generally cheapest when you fly direct.

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 31% 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 season

June

Cheapest flight

$100
Best time to beat the crowds but there is an average 17% increase in price.
Most popular time to fly and prices are also 18% 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 $100 for a one-way ticket and $197 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: JetBlue, American Airlines, Delta, Spirit Airlines, Alaska Airlines, and Hawaiian Airlines.

  • 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 $276 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 $288 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 $154 or less one-way and $208 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

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

Information on your arrival and departure airports