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$79+ 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 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from New York John F Kennedy Intl to Chicago are usually found in January or February, booked 41 days in advance, depart on a Saturday or Wednesday 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 June 12, 2025.

Round-trip from

$137
(JetBlue)

One-way from

$79
(Delta)

Popular in

December

Cheapest in

January

Average price

$270

Good round-trip deal

$207 or less

Good one-way deal

$127 or less
From New York John F Kennedy Intl to Chicago (CHI)
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One-way flight from New York John F Kennedy Intl to Chicago (CHI)
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High demand for flights, 4% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from New York John F Kennedy Intl to Chicago (CHI).
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Price to beat on a one-way flight from New York John F Kennedy Intl to Chicago (CHI).
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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 June 12, 2025.

This JetBlue deal was found by Cheapflights users on 6/10. 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.
Tue 7/158:30 pmJFK - ORD
Nonstop2h 58mJetBlue
Sat 7/196:16 amORD - JFK
Nonstop2h 13mJetBlue
Deal found 6/10$137
This Delta deal was found by Cheapflights users on 6/11. 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 8/133:29 pmJFK - ORD
Nonstop3h 08mDelta
Sat 8/167:00 amORD - JFK
Nonstop2h 23mDelta
Deal found 6/11$157
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Tue 7/292:30 pmJFK - ORD
Nonstop2h 44mAmerican Airlines
Tue 8/54:36 pmORD - JFK
Nonstop2h 24mAmerican Airlines
Deal found 6/12$173
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/201:01 pmJFK - MDW
1 stop11h 08mFrontier
Tue 9/238:00 amMDW - JFK
1 stop22h 28mFrontier
Deal found 6/10$182
This Frontier deal was found by Cheapflights users on 6/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/196:00 amJFK - ORD
1 stop8h 33mFrontier
Mon 8/256:00 pmORD - JFK
1 stop12h 39mFrontier
Deal found 6/12$206
This Delta deal was found by Cheapflights users on 6/12. 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.
Mon 11/2410:00 amJFK - MDW
1 stop9h 36mDelta
Tue 12/29:30 amMDW - JFK
1 stop7h 42mDelta
Deal found 6/12$238
This Sun Country Air deal was found by Cheapflights users on 6/10. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2211:29 amJFK - ORD
1 stop24h 52mSun Country Air
Fri 7/254:45 pmORD - JFK
1 stop16h 49mSun Country Air
Deal found 6/10$275

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 June 12, 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

Tue 7/15

8:30 pm-10:28 pm

Nonstop2h 58m

Chicago O'Hare Intl

Wed 7/23

6:16 am-9:29 am

Nonstop2h 13m

$137

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 8/13

3:29 pm-5:37 pm

Nonstop3h 08m

Chicago O'Hare Intl

Sat 8/16

7:00 am-10:23 am

Nonstop2h 23m

$157

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 7/29

2:30 pm-4:14 pm

Nonstop2h 44m

Chicago O'Hare Intl

Tue 8/5

4:36 pm-8:00 pm

Nonstop2h 24m

$173

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 9/9

1:01 pm-10:58 pm

1 stop10h 57m

Chicago Midway

Tue 9/16

8:00 am-12:40 am

1 stop15h 40m

$184

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 8/19

6:00 am-1:33 pm

1 stop8h 33m

Chicago O'Hare Intl

Mon 8/25

6:00 pm-7:39 am

1 stop12h 39m

$206

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 8/19

12:29 pm-5:47 pm

1 stop6h 18m

Chicago Midway

Tue 8/26

9:30 am-8:12 pm

1 stop9h 42m

$260

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 7/22

11:29 am-11:21 am

1 stop24h 52m

Chicago O'Hare Intl

Fri 7/25

4:45 pm-10:34 am

1 stop16h 49m

$275

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Wed 8/13

3:29 pm-5:37 pm

Nonstop3h 08m

$79

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 10/30

8:37 am-10:35 am

Nonstop2h 58m

$88

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Tue 7/15

8:30 pm-10:28 pm

Nonstop2h 58m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 18 results
1
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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 9, 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 June 12, 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 in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 21% 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 Saturday 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 June 12, 2025.

The most flights from JFK to CHI are scheduled on a Thursday (51 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (31 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 June 12, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta and United Airlines from New York to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,925 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Entertainment

7.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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), Delta ($157), and American Airlines ($173) 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 Delta ($79), JetBlue ($89), and Frontier ($98).

  • 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: Qatar Airways (85%), Etihad Airways (85%), China Airlines( 84%).

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

    On average you can expect to pay $606 for a flight from New York John F Kennedy Intl Airport to Chicago. The cheapest flight overall is $69 while the most popular route, (New York John F Kennedy Intl - Chicago O'Hare Intl) is currently priced at $97.

  • 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

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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
LaGuardia to O'Hare Intl flights
Newark 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
Stewart to Midway flights
Newark to Moline flights
John F Kennedy Intl to Moline flights
Stewart to St. Louis flights
LaGuardia to Peoria flights
LaGuardia to Moline flights
Newark to Peoria flights
Newark to Springfield flights
John F Kennedy Intl to Springfield flights
John F Kennedy Intl to Evansville flights
Stewart to Rockford flights
LaGuardia to Evansville flights
Newark to Evansville flights
John F Kennedy Intl to Bloomington flights
John F Kennedy Intl to Peoria flights
John F Kennedy Intl to Champaign flights
Newark to Bloomington flights
Newark to Champaign flights
LaGuardia to Bloomington flights
LaGuardia to Springfield flights
LaGuardia to Champaign flights
Newark to Marion flights
LaGuardia to Marion flights
LaGuardia to Decatur flights
LaGuardia to Dubuque flights
Newark to Dubuque flights
Stewart to Moline flights
Stewart to Peoria flights
LaGuardia to Paducah flights
Newark to Paducah flights
Stewart to Evansville flights
John F Kennedy Intl to Dubuque flights
Newark to Quincy 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$84Average$227FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$88Average$147FlexibilityNo cancel feeOn-time65%
FrontierCheapest$98Average$200FlexibilityNo cancel feeOn-time62%
DeltaCheapest$117Average$374FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$137Average$260FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$178Average$227FlexibilityNo cancel feeOn-time69%

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