HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$75+ Cheap flights from John F Kennedy Intl, NY (JFK) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — CHI
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from John F Kennedy Intl to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from New York John F Kennedy Intl to Chicago are usually found in January or September, booked 41 days in advance, depart on a Tuesday or Monday and return on a Friday

Cheap flight deals from John F Kennedy Intl to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from John F Kennedy Intl (JFK) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 1, 2025.

Round-trip from

$137
(JetBlue)

One-way from

$75
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$229

Good round-trip deal

$226 or less

Good one-way deal

$140 or less
From New York John F Kennedy Intl to Chicago (CHI)
Search Deals
One-way flight from New York John F Kennedy Intl to Chicago (CHI)
Search Deals
High demand for flights, 3% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals
Price to beat on a round-trip flight from New York John F Kennedy Intl to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from New York John F Kennedy Intl to Chicago (CHI).
Search Deals

Find flight deals from John F Kennedy Intl to Chicago

Cheapest flights from John F Kennedy Intl to Chicago
Explore the most affordable flight options available from John F Kennedy Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

This JetBlue deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/308:30 pmJFK - ORD
Nonstop2h 58mJetBlue
Wed 9/36:10 amORD - JFK
Nonstop2h 19mJetBlue
Deal found 6/30$137
This Priceline deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/199:00 amJFK - MDW
1 stop7h 58mFrontier
Mon 9/225:04 pmMDW - JFK
1 stop6h 38mFrontier
Deal found 6/29$137
This Priceline deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2912:30 pmJFK - ORD
1 stop12h 31mFrontier
Sat 9/65:45 pmORD - JFK
1 stop5h 58mFrontier
Deal found 6/28$141
This American Airlines deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1711:00 amJFK - ORD
Nonstop2h 41mAmerican Airlines
Wed 9/171:59 pmORD - JFK
Nonstop2h 18mAmerican Airlines
Deal found 6/30$152
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/138:00 amJFK - ORD
Nonstop2h 55mDelta
Wed 8/2010:35 amORD - JFK
Nonstop2h 24mDelta
Deal found 6/30$157

Cheapflights Fare Finder

Customize your flight search to find flights from John F Kennedy Intl to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 1, 2025.
Use the filters below to find and compare flights from New York John F Kennedy Intl Airport to Chicago that are best for you.

Fly from

John F Kennedy Intl

Fly to

Chicago

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 8/30

8:30 pm-10:28 pm

Nonstop2h 58m

Chicago O'Hare Intl

Wed 9/3

6:10 am-9:29 am

Nonstop2h 19m

$137

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Fri 9/19

9:00 am-3:58 pm

1 stop7h 58m

Chicago Midway

Mon 9/22

5:04 pm-12:42 am

1 stop6h 38m

$137

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 8/29

12:30 pm-12:01 am

1 stop12h 31m

Chicago O'Hare Intl

Sat 9/6

5:45 pm-12:43 am

1 stop5h 58m

$141

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 9/17

11:00 am-12:41 pm

Nonstop2h 41m

Chicago O'Hare Intl

Wed 9/17

1:59 pm-5:17 pm

Nonstop2h 18m

$152

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 8/6

7:55 am-9:51 am

Nonstop2h 56m

Chicago O'Hare Intl

Wed 8/13

10:35 am-1:59 pm

Nonstop2h 24m

$178

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 8/19

9:00 am-3:10 pm

1 stop7h 10m

$75

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 9/23

9:00 am-3:58 pm

1 stop7h 58m

$78

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 8/23

8:00 am-9:55 am

Nonstop2h 55m

$79

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 9/12

7:00 pm-8:50 pm

Nonstop2h 50m

$81

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 9/11

11:00 am-12:41 pm

Nonstop2h 41m

$86

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

Best time to book a flight from John F Kennedy Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from John F Kennedy Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from New York John F Kennedy Intl Airport to Chicago

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

Use this chart to determine the optimal time to book a round-trip flight from John F Kennedy Intl to Chicago. Price data was last updated on June 27, 2025.

Booking 41 days in advance of your planned departure date is, on average, the best time to get cheap flights from New York John F Kennedy Intl Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, August is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Chicago (average of $245). Flying from New York John F Kennedy Intl Airport to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JFK to CHI?

Find hourly flight availability from John F Kennedy Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 1, 2025.

One of the essential ways to save on airfare from New York John F Kennedy Intl Airport to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 24% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from John F Kennedy Intl to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their New York John F Kennedy Intl Airport to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from New York John F Kennedy Intl Airport to Chicago

Explore weekly flight availability from John F Kennedy Intl to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 1, 2025.

The most flights from JFK to CHI are scheduled on a Tuesday (54 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (16 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated July 1, 2025.
Read reviews from past customers who have flown Delta, JetBlue, and American Airlines from New York John F Kennedy Intl Airport to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,973 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,973 reviews
Delta
8.0
Very good
7,973 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.3
Good
2,919 reviews
Delta
8.0
Very good
7,973 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,973 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Frontier
5.9
Fair
3,289 reviews
Delta
8.0
Very good
7,973 reviews

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from John F Kennedy Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from New York John F Kennedy Intl Airport to Chicago round-trip?

    According to our current data, JetBlue ($137), Frontier ($137), and American Airlines ($152) offers the cheapest pricing from New York John F Kennedy Intl Airport to Chicago. These flights start at 39% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from New York John F Kennedy Intl Airport to Chicago one-way?

    The cheapest airlines for a one-way flight from New York John F Kennedy Intl Airport to Chicago are Frontier ($75), Delta ($79), and JetBlue ($81).

  • What are the most reliable airlines from New York John F Kennedy Intl Airport to Chicago?

    Before booking your flight to Chicago from New York John F Kennedy Intl Airport, check out the most reliable airlines to get you to your destination on time: China Airlines (87%), Alaska Airlines (86%), American Airlines( 83%).

  • What are the cheapest flights from New York John F Kennedy Intl Airport to Chicago?

    On average you can expect to pay $724 for a flight from New York John F Kennedy Intl Airport to Chicago. The cheapest flight overall is $88 while the most popular route, (New York John F Kennedy Intl - Chicago O'Hare Intl) is currently priced at $137.

  • Can I find deals for flights from John F Kennedy Intl to Chicago that include hotel bookings?

    Yes. In addition to deals on John F Kennedy Intl to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from John F Kennedy Intl to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from John F Kennedy Intl to Chicago.

  • Can I find deals for business class flights from John F Kennedy Intl to Chicago?

    Yes. Cheapflights offers flight deals from John F Kennedy Intl to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, August is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Chicago (average of $245). Flying from New York John F Kennedy Intl Airport to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near New York John F Kennedy Intl Airport?

Book flights to New York John F Kennedy Intl Airport if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for John F Kennedy Intl to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
Newark to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to Midway flights
John F Kennedy Intl to Midway flights
LaGuardia to Midway flights
Newark to St. Louis flights
LaGuardia to St. Louis flights
John F Kennedy Intl to St. Louis flights
Stewart to O'Hare Intl flights
Newark to Rockford flights
John F Kennedy Intl to Moline flights
Newark to Moline flights
LaGuardia to Moline flights
LaGuardia to Peoria flights
John F Kennedy Intl to Springfield flights
Newark to Springfield flights
Newark to Peoria flights
John F Kennedy Intl to Peoria flights
Newark to Bloomington flights
LaGuardia to Bloomington flights
John F Kennedy Intl to Bloomington flights
LaGuardia to Champaign flights
Newark to Champaign flights
John F Kennedy Intl to Evansville flights
John F Kennedy Intl to Champaign flights
Newark to Evansville flights
LaGuardia to Evansville flights
Stewart to Rockford flights
Stewart to St. Louis flights
LaGuardia to Decatur flights
LaGuardia to Springfield flights
LaGuardia to Dubuque flights
Newark to Quincy flights
Stewart to Moline flights
Newark to Dubuque flights
Stewart to Peoria flights
LaGuardia to Paducah flights
Newark to Paducah flights
LaGuardia to Marion flights
Newark to Marion flights
Stewart to Midway flights
Stewart to Evansville flights
John F Kennedy Intl to Dubuque flights

Top 6 airlines flying from John F Kennedy Intl to Chicago

Discover the top 6 airlines that operate flights from John F Kennedy Intl to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$84Average$230FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$88Average$145FlexibilityNo cancel feeOn-time65%
FrontierCheapest$98Average$200FlexibilityNo cancel feeOn-time62%
DeltaCheapest$118Average$373FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$137Average$260FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$178Average$281FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.