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Cheap flights from New York John F Kennedy Intl Airport to Chicago from $69

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New York John F Kennedy Intl Airport to Chicago departing on 5/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from New York John F Kennedy Intl Airport to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from New York John F Kennedy Intl Airport to Chicago.
American Airlines Logo
9:00 am - 11:09 amJFK-ORD
3h 09mnonstop
American Airlines Logo
4:44 pm - 8:00 pmORD-JFK
2h 16mnonstop
$137American Airlines
Find Deal
Wed, May 28 - Wed, May 28
JetBlue Logo
8:00 pm - 9:54 pmJFK-ORD
2h 54mnonstop
JetBlue Logo
6:15 am - 9:30 amORD-JFK
2h 15mnonstop
$153JetBlue
Find Deal
Wed, May 21 - Sun, May 25
Delta Logo
8:00 am - 9:51 amJFK-ORD
2h 51mnonstop
Delta Logo
6:18 pm - 10:00 pmORD-JFK
2h 42mnonstop
$157Delta
Find Deal
Sun, May 25 - Wed, May 28
Delta Logo
8:00 am - 9:51 amJFK-ORD
2h 51mnonstop
Delta Logo
6:18 pm - 10:00 pmORD-JFK
2h 42mnonstop
$158Delta
Find Deal
Sun, May 25 - Thu, May 29
JetBlue Logo
8:00 pm - 9:54 pmJFK-ORD
2h 54mnonstop
JetBlue Logo
4:03 pm - 7:29 pmORD-JFK
2h 26mnonstop
$169JetBlue
Find Deal
Mon, May 19 - Tue, May 20
JetBlue Logo
1:20 pm - 3:04 pmJFK-ORD
2h 44mnonstop
JetBlue Logo
6:15 am - 9:30 amORD-JFK
2h 15mnonstop
$173JetBlue
Find Deal
Sat, May 10 - Thu, May 15
JetBlue Logo
8:00 pm - 9:54 pmJFK-ORD
2h 54mnonstop
JetBlue Logo
6:15 am - 9:30 amORD-JFK
2h 15mnonstop
$174JetBlue
Find Deal
Tue, May 20 - Thu, May 29
Frontier Logo
6:00 am - 4:41 pmJFK-ORD
11h 41m1 stop
Frontier Logo
5:48 pm - 12:35 amORD-JFK
5h 47m1 stop
$178Frontier
Find Deal
Tue, May 6 - Tue, May 13
Frontier Logo
6:00 am - 11:26 amJFK-MDW
6h 26m1 stop
Frontier Logo
2:12 pm - 12:35 amMDW-JFK
9h 23m1 stop
$178Frontier
Find Deal
Wed, May 7 - Wed, May 7
American Airlines Logo
8:37 am - 10:35 amJFK-ORD
2h 58mnonstop
American Airlines Logo
10:08 am - 1:28 pmORD-JFK
2h 20mnonstop
$203American Airlines
Find Deal
Sun, Oct 12 - Tue, Oct 21

American Airlines flights from New York John F Kennedy Intl Airport to Chicago

Our best American Airlines deals on New York John F Kennedy Intl Airport to Chicago flight tickets
American Airlines
May 28
JFK9:00 amNew York John F Kennedy Intl
3h 09m
ORD11:09 amChicago O'Hare Intl
May 28
ORD4:44 pmChicago O'Hare Intl
2h 16m
JFK8:00 pmNew York John F Kennedy Intl
American Airlines
Oct 12
JFK8:37 amNew York John F Kennedy Intl
2h 58m
ORD10:35 amChicago O'Hare Intl
Oct 21
ORD10:08 amChicago O'Hare Intl
2h 20m
JFK1:28 pmNew York John F Kennedy Intl
American Airlines
May 14
JFK1:57 pmNew York John F Kennedy Intl
4h 05m
1 stop
ORD5:02 pmChicago O'Hare Intl
May 17
ORD4:44 pmChicago O'Hare Intl
2h 16m
JFK8:00 pmNew York John F Kennedy Intl

JetBlue flights from New York John F Kennedy Intl Airport to Chicago

Our best JetBlue deals on New York John F Kennedy Intl Airport to Chicago flight tickets
JetBlue
May 21
JFK8:00 pmNew York John F Kennedy Intl
2h 54m
ORD9:54 pmChicago O'Hare Intl
May 25
ORD6:15 amChicago O'Hare Intl
2h 15m
JFK9:30 amNew York John F Kennedy Intl
JetBlue
May 19
JFK8:00 pmNew York John F Kennedy Intl
2h 54m
ORD9:54 pmChicago O'Hare Intl
May 20
ORD4:03 pmChicago O'Hare Intl
2h 26m
JFK7:29 pmNew York John F Kennedy Intl
JetBlue
May 10
JFK1:20 pmNew York John F Kennedy Intl
2h 44m
ORD3:04 pmChicago O'Hare Intl
May 15
ORD6:15 amChicago O'Hare Intl
2h 15m
JFK9:30 amNew York John F Kennedy Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from New York John F Kennedy Intl Airport to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from New York John F Kennedy Intl Airport, with most prices found around $168. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from New York John F Kennedy Intl Airport to Chicago during February average around $184.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $291. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from New York John F Kennedy Intl Airport to Chicago for around $376.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from New York John F Kennedy Intl Airport to Chicago during this time can be as low as $236. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $341.

What is the cheapest New York John F Kennedy Intl to Chicago flight route?

Fly from New York John F Kennedy Intl to Chicago O'Hare Intl for the best New York John F Kennedy Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from New York John F Kennedy Intl Airport when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $244 when searching 5 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from New York John F Kennedy Intl Airport for as low as $202 on momondo.

What cabin class options are available on New York John F Kennedy Intl to Chicago flights?

There are 4 cabin classes available to choose from on New York John F Kennedy Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have New York John F Kennedy Intl Airport to Chicago flight prices changed over time?

As of April 2025, prices for New York John F Kennedy Intl Airport to Chicago flights are approximately 11% cheaper when compared to flights at the same time last year.

When to book flights from New York John F Kennedy Intl Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from New York John F Kennedy Intl Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap New York John F Kennedy Intl Airport to Chicago (JFK to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York John F Kennedy Intl Airport to Chicago

Best Price Found

$69

Fastest flight time

2h 39m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from New York John F Kennedy Intl Airport in the past 72 hours is $69. The best round-trip flight deal from New York John F Kennedy Intl Airport to Chicago found on momondo in the last 72 hours is $137.
The fastest flight from New York John F Kennedy Intl Airport to Chicago takes 2h 39m
Direct flights go from New York John F Kennedy Intl Airport to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is New York John F Kennedy Intl to Chicago by plane?

    The distance between New York John F Kennedy Intl and Chicago is about 723.1 mi. 2h 39m is a normal flight duration for this route.

  • When did momondo last update prices for flights from New York John F Kennedy Intl Airport to Chicago?

    Prices for flights from New York John F Kennedy Intl Airport to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from New York John F Kennedy Intl Airport to Chicago?

  • How old do you have to be to fly from New York John F Kennedy Intl Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New York John F Kennedy Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from New York John F Kennedy Intl Airport to Chicago?

  • What is the most popular airline from New York John F Kennedy Intl Airport to Chicago?


Best airlines flying from New York John F Kennedy Intl Airport to Chicago

Compare and see reviews for airlines that fly from New York John F Kennedy Intl Airport to Chicago with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $85Free CancellationRating
7.3
2,924 reviews
Search JetBlue flights
Spirit AirlinesPriceFrom $88Free CancellationRating
6.3
7,941 reviews
Search Spirit Airlines flights
FrontierPriceFrom $98Free CancellationRating
5.9
3,283 reviews
Search Frontier flights
DeltaPriceFrom $120Free CancellationRating
8.0
7,919 reviews
Search Delta flights
American AirlinesPriceFrom $138Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $173Free CancellationRating
7.4
8,685 reviews
Search United Airlines flights
  • Delta Flights From New York John F Kennedy Intl Airport to Chicago

    Across 15 Delta flights from New York John F Kennedy Intl Airport to Chicago this week, the average price was $384, with the best Delta deals starting from $120 round-trip. 7,919 users have rated Delta on momondo, with an average score of 8.0/10.

  • JetBlue Flights From New York John F Kennedy Intl Airport to Chicago

    The best JetBlue deal for New York John F Kennedy Intl Airport to Chicago flight tickets found on momondo in the last 72 hours was $85, round-trip. It should be noted that an average JetBlue flight deal for this route in this time was higher, at $232 round-trip. JetBlue operates 4 flights out of New York John F Kennedy Intl Airport into Chicago in an average week, so prices vary by time and availability. 2,924 JetBlue reviews by users on momondo have scored the airline at 7.3/10.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from New York to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from New York to Chicago for you.

Can I find flights from New York to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from New York with this policy.

How can momondo help me find flights from New York to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New York to Chicago.

I’m not ready to book a flight from New York to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from New York are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago