Chicago

$73+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — CHI
Dec 23 — Dec 301
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The best prices from New York John F Kennedy Intl to Chicago are usually found in February or September, booked 56 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

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 December 18, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$124
(Frontier)

One-way from

$73
(JetBlue)

Popular in

December

Cheapest in

February

Average price

$315
Provider with most accurate pricing for New York John F Kennedy Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for New York John F Kennedy Intl-Chicago (CHI) flights.
From New York John F Kennedy Intl to Chicago (CHI)
One-way flight from New York John F Kennedy Intl to Chicago (CHI)
High demand for flights, 7% potential price rise
Best time to find cheap flights, 3% potential price drop
Average for round-trip flights in December 2024

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 December 18, 2024.

This American Airlines deal was found by Cheapflights users on 12/17. 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 12/319:00 amJFK - ORD
Nonstop2h 46mAmerican Airlines
Wed 1/84:22 pmORD - JFK
Nonstop2h 18mAmerican Airlines
Deal found 12/17$202
This Delta deal was found by Cheapflights users on 12/17. 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 12/3010:51 amJFK - ORD
Nonstop2h 54mDelta
Mon 1/136:30 pmORD - JFK
Nonstop2h 36mDelta
Deal found 12/17$262
This JetBlue Airways deal was found by Cheapflights users on 12/17. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/317:30 amJFK - ORD
Nonstop2h 56mJetBlue
Sun 1/510:11 amORD - JFK
Nonstop2h 18mJetBlue
Deal found 12/17$267
This FlightHub deal was found by Cheapflights users on 12/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2711:00 amJFK - ORD
1 stop11h 52mFrontier
Mon 1/133:25 pmORD - JFK
1 stop17h 38mFrontier
Deal found 12/17$376
This Kissandfly.com deal was found by Cheapflights users on 12/18. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/277:29 pmJFK - ORD
Nonstop3h 01mSun Country Air
Tue 12/316:35 pmORD - JFK
1 stop15h 06mSun Country Air
Deal found 12/18$415
This Trip.com deal was found by Cheapflights users on 12/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2611:00 amJFK - MDW
1 stop6h 57mFrontier
Sat 1/44:08 pmMDW - JFK
1 stop15h 55mFrontier
Deal found 12/17$419
This Delta deal was found by Cheapflights users on 12/17. 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.
Tue 12/3112:00 pmJFK - MDW
1 stop6h 11mDelta
Fri 1/35:04 pmMDW - JFK
1 stop5h 45mDelta
Deal found 12/17$489
This Mytrip deal was found by Cheapflights users on 12/17. 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.
Thu 12/2611:00 amJFK - ORD
1 stop10h 50mMultiple Airlines
Tue 12/316:35 pmORD - JFK
1 stop15h 06mMultiple Airlines
Deal found 12/17$528

Find flights from John F Kennedy Intl to Chicago within your budget

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Mon 1/27

11:00 am-10:27 pm

1 stop12h 27m

Chicago O'Hare Intl

Thu 1/30

6:36 pm-6:30 am

1 stop10h 54m

$124

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Wed 1/29

11:00 am-7:06 pm

1 stop9h 06m

Chicago Midway

Fri 1/31

3:37 pm-1:59 pm

1 stop21h 22m

$124

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 1/11

8:00 am-9:55 am

Nonstop2h 55m

Chicago O'Hare Intl

Mon 1/13

10:05 am-1:29 pm

Nonstop2h 24m

$147

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Sat 1/11

3:50 pm-5:38 pm

Nonstop2h 48m

Chicago O'Hare Intl

Mon 1/13

11:40 am-2:55 pm

Nonstop2h 15m

$148

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 1/9

3:00 pm-9:54 am

1 stop19h 54m

Chicago O'Hare Intl

Sat 1/11

7:26 am-10:03 am

1 stop25h 37m

$156

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Thu 1/9

3:28 pm-5:18 pm

Nonstop2h 50m

Chicago O'Hare Intl

Thu 1/23

5:05 pm-8:31 pm

Nonstop2h 26m

$157

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 4/25

11:23 am-6:39 pm

1 stop8h 16m

Chicago O'Hare Intl

Sun 4/27

6:50 pm-10:25 am

1 stop14h 35m

$280

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Wed 1/8

7:05 am-1:08 pm

1 stop7h 03m

Chicago Midway

Wed 1/8

6:28 pm-11:14 pm

1 stop3h 46m

$296

New YorkChicago

JFK - ORD

JFKORD

New York John F Kennedy Intl

Fri 1/31

3:28 pm-5:18 pm

Nonstop2h 50m

$73

New YorkChicago

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 1/7

11:00 am-4:14 pm

1 stop6h 14m

$74

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 18 results
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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.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapOairPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New York John F Kennedy Intl Airport-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New York John F Kennedy Intl Airport-Chicago flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.
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.

Travel insights for flights from John F Kennedy Intl to Chicago

Get recent, data-driven insights about flights from John F Kennedy Intl to Chicago including ideal travel times, pricing trends, and more.

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 13, 2024.

Booking 56 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, September is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Chicago (average of $232). Flying from New York John F Kennedy Intl Airport to Chicago in June is currently the most expensive (average of $308). 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 December 18, 2024.

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 13% 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. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 18, 2024.
Get a feel of what it's like to fly with Delta, American Airlines and Frontier 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.
8.0
Very good
9,552 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

8.0
Very good
9,552 reviews
8.0
Very good
9,552 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

8.0
Very good
8,604 reviews
8.0
Very good
9,552 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

7.4
Good
3,279 reviews
8.0
Very good
9,552 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

7.4
Good
9,059 reviews
8.0
Very good
9,552 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

7.2
Good
10,000 reviews
8.0
Very good
9,552 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

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, Frontier ($124), Delta ($147), and American Airlines ($148) offers the cheapest pricing from New York John F Kennedy Intl Airport to Chicago. These flights start at 48% 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 JetBlue ($73), Frontier ($74), and American Airlines ($101).

  • 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 (97%), Republic Airways (96%), Kenya Airways( 96%).

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

    On average you can expect to pay $595 for a flight from New York John F Kennedy Intl Airport to Chicago. The cheapest flight overall is $73 while the most popular route, (New York John F Kennedy Intl - Chicago O'Hare Intl) is currently priced at $129.

  • 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, September is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Chicago (average of $232). Flying from New York John F Kennedy Intl Airport to Chicago in June is currently the most expensive (average of $308). 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

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Top 5 airlines flying from John F Kennedy Intl to Chicago

Discover the top 5 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$70Average$136FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$87Average$244FlexibilityNo cancel feeOn-time62%
DeltaCheapest$105Average$383FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$137Average$267FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$168Average$227FlexibilityNo cancel feeOn-time69%
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