$59+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
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 November, 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
Cheapest flights from John F Kennedy Intl to ChicagoExplore 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 diciembre 9, 2025.
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 diciembre 9, 2025.
This Frontier deal was found by Cheapflights users on 12/8. 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.
This Super.com deal was found by Cheapflights users on 12/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 12/7. 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.
This Frontier deal was found by Cheapflights users on 12/7. 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.
This Super.com deal was found by Cheapflights users on 12/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 12/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 12/7. 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.
This Priceline deal was found by Cheapflights users on 12/7. 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.
This Super.com deal was found by Cheapflights users on 12/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Super.com deal was found by Cheapflights users on 12/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This deal was found by Cheapflights users on 12/8. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 12/9. 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.
Find 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 diciembre 9, 2025.
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $84 (CheapOair) |
One-way from | $59 (Priceline) |
Popular in | May |
Cheapest in | January |
Average price | $200 |
Good round-trip deal | $136 or less |
Good one-way deal | $83 or less |
Cheapflights Fare Finder
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
Fly to
Route
Depart
Return
Price
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
jue. 2/5
6:10 am-11:45 am
1 stop6h 35m
Chicago Midway
lun. 2/9
5:01 pm-1:03 am
1 stop7h 02m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
sáb. 2/7
12:00 pm-1:50 pm
Nonstop2h 50m
Chicago O'Hare Intl
sáb. 2/14
10:36 am-2:00 pm
Nonstop2h 24m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
mar. 1/13
7:35 pm-9:35 pm
Nonstop3h 00m
Chicago O'Hare Intl
mié. 1/14
10:29 am-1:54 pm
Nonstop2h 25m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
jue. 1/15
11:20 am-1:14 pm
Nonstop2h 54m
Chicago O'Hare Intl
lun. 1/19
7:01 am-10:30 am
Nonstop2h 29m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
jue. 1/15
11:20 am-1:14 pm
Nonstop2h 54m
Chicago O'Hare Intl
dom. 1/18
1:57 pm-5:30 pm
Nonstop2h 33m
New YorkChicago
JFK - MDW
JFKMDW
New York John F Kennedy Intl
vie. 2/20
1:00 pm-11:25 pm
1 stop11h 25m
Chicago Midway
lun. 2/23
8:56 pm-3:28 pm
1 stop17h 32m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
sáb. 2/7
5:30 pm-7:45 pm
Nonstop3h 15m
Chicago O'Hare Intl
dom. 2/8
8:45 am-12:02 pm
Nonstop2h 17m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
vie. 1/16
7:50 am-9:44 am
Nonstop2h 54m
Chicago O'Hare Intl
lun. 1/19
7:01 am-10:30 am
Nonstop2h 29m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
jue. 1/8
11:00 am-5:43 pm
1 stop7h 43m
Chicago O'Hare Intl
vie. 1/9
7:45 am-1:33 pm
1 stop4h 48m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
vie. 3/20
1:10 pm-5:24 pm
1 stop5h 14m
Chicago O'Hare Intl
mar. 3/24
10:56 am-7:23 pm
1 stop7h 27m
Compare providers for flights from John F Kennedy Intl to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from John F Kennedy Intl to Chicago in December.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on New York John F Kennedy Intl Airport-Chicago flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on New York John F Kennedy Intl Airport-Chicago flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from New York John F Kennedy Intl Airport-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on New York John F Kennedy Intl Airport-Chicago flights, Cheapflights users trust CheapOair the most. CheapOair has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New York John F Kennedy Intl Airport-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
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 December 5, 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, May is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Chicago (average of $55). Flying from New York John F Kennedy Intl Airport to Chicago in July is currently the most expensive (average of $126). 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 diciembre 9, 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 morning tend to be the most expensive. A flight in the evening could potentially save you up to 55% 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 Tuesday evenings when fares are most often at their lowest. Tuesday at noon 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 diciembre 9, 2025.
The most flights from JFK to CHI are scheduled on a Monday (52 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 on average).
How often are flights from New York to Chicago delayed?
About 20% of weekly flights between New York and Chicago have experienced delays in the past year, with the average delay time being 154 minutes.
What is the most punctual flight time for New York to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on New York to Chicago flights?
Over the last year, American Airlines have had the lowest number of delays on this route, with just 12% of flights being delayed.
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 diciembre 9, 2025.
Read reviews from past customers who have flown Delta, American Airlines, and JetBlue 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.
Boarding
Entertainment
Crew
Food
Comfort
Overall
Reviews
Kymberlee,Oct 2024
JFK - ATL
Boarding
Entertainment
Crew
Food
Comfort
Overall
Reviews
Kymberlee,Oct 2024
JFK - ATL
Boarding
Entertainment
Crew
Food
Comfort
Overall
Reviews
Kymberlee,Oct 2024
JFK - ATL
Boarding
Entertainment
Crew
Food
Comfort
Overall
Reviews
Kymberlee,Oct 2024
JFK - ATL
Boarding
Entertainment
Crew
Food
Comfort
Overall
Reviews
Kymberlee,Oct 2024
JFK - ATL
Boarding
Entertainment
Crew
Food
Comfort
Overall
Reviews
Kymberlee,Oct 2024
JFK - ATL
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.
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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.
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 diciembre 9, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$55 | Average$127 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$87 | Average$230 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$96 | Average$248 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$129 | Average$377 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$151 | Average$284 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$217 | Average$295 | FlexibilityNo cancel fee | On-time69% |