JFK - CHI

123€ Find Cheap Flights from New York John F Kennedy Airport to Chicago – Compare and Save

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Everything you should know

Cheapest return flight
232 €
Typical prices: 147 €-288 €
Delta
Mon 19.11.Sat 24.11.
JFK - ORD • Direct
Cheapest direct flights
232 €
Typical prices: 146 €-287 €
Delta
Mon 19.11.Mon 26.11.
JFK - ORD • Direct
Direct flights
You can fly direct with American Airlines and Delta. Average duration is 3h 01m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 12% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 87% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 14 weeks in advance save around 31% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 38% price drop
Most popular
Good to know
+1
Good to know
+1
Top stopover airports
Cheapest • Avg 124 € (return)
Shortest trip • 5h 38m (one-way)
Insights
Insights
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We hope you enjoy your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from John F Kennedy Intl to Chicago (JFK-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from John F Kennedy Intl to Chicago

Thu, 19. Nov - Thu, 26. Nov
Delta Logo
10:55 - 12:46JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 51mdirect
Delta Logo
10:45 - 14:04ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 19mdirect
232 €Delta
14 hours ago
Thu, 19. Nov - Mon, 23. Nov
Delta Logo
10:55 - 12:46JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 51mdirect
Delta Logo
18:00 - 21:29ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 29mdirect
233 €Delta
6 hours ago
Mon, 16. Nov - Wed, 18. Nov
JetBlue Logo
6:40 - 12:00JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 20m1 stop Boston Logan Intl
JetBlue Logo
13:00 - 19:59ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
5h 59m1 stop Boston Logan Intl
234 €JetBlue
11 hours ago
Wed, 11. Nov - Sat, 14. Nov
JetBlue Logo
6:40 - 12:00JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 20m1 stop Boston Logan Intl
JetBlue Logo
13:00 - 19:59ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
5h 59m1 stop Boston Logan Intl
238 €JetBlue
3+ days ago
Mon, 21. Dec - Tue, 5. Jan
Delta Logo
9:55 - 11:54JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 59mdirect
Delta Logo
10:40 - 14:04ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 24mdirect
239 €Delta
3+ days ago
Thu, 12. Nov - Mon, 16. Nov
Delta Logo
7:30 - 9:27JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 57mdirect
Delta Logo
6:00 - 9:24ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 24mdirect
239 €Delta
3+ days ago
Thu, 12. Nov - Mon, 16. Nov
Delta Logo
7:30 - 9:27JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 57mdirect
Delta Logo
6:00 - 9:24ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 24mdirect
240 €Delta
3+ days ago
Sat, 13. Feb - Tue, 16. Feb
JetBlue Logo
6:30 - 13:05JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
7h 35m1 stop Boston Logan Intl
JetBlue Logo
13:55 - 21:38ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
6h 43m1 stop Boston Logan Intl
241 €JetBlue
3+ days ago
Mon, 16. Nov - Wed, 18. Nov
Delta Logo
16:39 - 20:17JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
4h 38m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 - 9:24ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 24mdirect
244 €Delta
3+ days ago
Fri, 6. Nov - Tue, 10. Nov
Delta Logo
19:35 - 21:43JFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
3h 08mdirect
Delta Logo
13:35 - 16:57ORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 22mdirect
248 €Delta
3+ days ago
Booking Insights

Price, demand, and travel trends for New York John F Kennedy Intl Airport to Chicago flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

How much is a return flight from New York John F Kennedy Intl Airport to Chicago?

Return flights from New York John F Kennedy Intl Airport to Chicago typically range from 147 € to 288 €. The lowest price found in the past 5 days was 232 € on Delta.

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

New York John F Kennedy Intl Airport (JFK) to Chicago O'Hare Intl Airport (ORD) is the cheapest New York John F Kennedy Intl Airport to Chicago route, averaging 210 € return. Other New York John F Kennedy Intl Airport to Chicago routes average 266 €, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from New York John F Kennedy Intl Airport to Chicago?

Based on deals KAYAK users found in the last 12 months, Saturday is the cheapest day of the week to fly from New York John F Kennedy Intl Airport to Chicago. It's 12% cheaper than the average day, while Thursday is the most expensive, with prices 11% higher.

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

•January is the cheapest month to fly from New York John F Kennedy Intl Airport to Chicago at 131 € return.
•June (266 €) and September (261 €) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 103% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

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

Flights from New York John F Kennedy Intl Airport to Chicago are cheapest 14 weeks before departure. Booking in this window typically costs about 31% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from John F Kennedy Intl to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.

Key details for New York John F Kennedy Intl Airport to Chicago flights

Low season

September

Cheapest flight

123 €
Beat the crowds with an average 17% drop in travellers.
The most popular month to fly with an average 22% increase in travellers.
One-way flight from New York John F Kennedy Intl Airport to Chicago O'Hare Intl Airport

When to book flights from John F Kennedy Intl to Chicago

Are your dates flexible? Find out the best times to travel from John F Kennedy Intl to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price

Your New York John F Kennedy Intl Airport to Chicago flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines, and booking tips.

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

    These are the earliest and latest flight times available from New York John F Kennedy Intl Airport to Chicago:

    • Earliest: departs at 7:14 and lands at 10:15
    • Latest: departs at 20:32 and lands at 23:33.

    The flight takes about 3h 01m.

  • Which cabin classes can I book on flights from New York John F Kennedy Intl Airport to Chicago?

    Only Economy class is available on flights from New York John F Kennedy Intl Airport to Chicago.

  • How long is a flight from New York John F Kennedy Intl Airport to Chicago?

    A direct flight from New York John F Kennedy Intl Airport to Chicago takes 3h 01m, covering 1.873 km.

  • Do I need a passport to fly from New York John F Kennedy Intl Airport to Chicago?

    No, a passport is not required for this domestic route, but you will need another form of identification, such as a driving licence.

  • How much should I expect to pay for a New York John F Kennedy Intl Airport to Chicago flight?

    Return flights from New York John F Kennedy Intl Airport to Chicago range from 147 € to 288 €, with an average of 211 € over the past 12 months. Anything below 147 € counts as a good deal.

  • How expensive are last-minute New York John F Kennedy Intl Airport to Chicago flights?

    Last-minute fares on this route (booked within two weeks of departure) run 9% above the 211 € route average. Book 14 weeks before departure for the lowest fares.

  • How much can I save by having a stopover when flying from New York John F Kennedy Intl Airport to Chicago?

    On this route, stopover flights are cheaper than direct options on average. Stopover fares average 124 € return via Chicago O'Hare Intl (ORD), compared with 210 € for direct.

  • How does on-time performance compare across airlines flying from New York John F Kennedy Intl Airport to Chicago?

    American Airlines is slightly above the route average for timely arrivals, while Delta has a lower on-time arrival rate. On-time arrival rates on New York John F Kennedy Intl Airport to Chicago flights are:

    • American Airlines: 87% on time
    • Delta: 86% on time
    • JetBlue: 83% on time

    On average, flights on this route are punctual 86% of the time.

  • What is the standard checked bag allowance on flights from New York John F Kennedy Intl Airport to Chicago?

    There is no standard. Checked bag policies vary by airline on this route. Most carriers charge 31 €–90 € for the first checked bag in Economy. Premium fares and elite status bookings typically include a free checked bag.

  • How are flight departures from New York John F Kennedy Intl Airport to Chicago spread across the day?

    Morning is the busiest departure period on New York John F Kennedy Intl Airport to Chicago flights, with 50% leaving in that window. Afternoon departures account for 25%, Evening flights for 25%, and Night flights for 0%.

  • Have flight prices from New York John F Kennedy Intl Airport to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, return flight prices on this route showed a wide range, from about 232 € to 1.891 €. That means the highest observed fare was about 8x higher than the lowest one.

  • Which airlines offer Wi-Fi on New York John F Kennedy Intl Airport to Chicago flights?

    Three airlines offer in-flight Wi-Fi on New York John F Kennedy Intl Airport to Chicago flights:

    • American Airlines
    • JetBlue
    • Delta

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty programme, while others are paid add-ons priced by flight length.

  • How are flight prices from New York John F Kennedy Intl Airport to Chicago looking right now?

    One-way fares from New York John F Kennedy Intl Airport to Chicago are currently lower than usual. Average one-way flight prices are about 135 €, which is 8% below the typical average for this route.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) – daily rates from around 15 €:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

    Near Chicago Midway Airport (MDW) – daily rates from around 29 €:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) – daily rates from around 25 €:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • Which airports can I use when flying from New York John F Kennedy Intl Airport to Chicago?

    Flights from New York John F Kennedy Intl Airport to Chicago usually depart from New York John F Kennedy Intl (JFK) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • What time of day has the fewest delays on flights from New York John F Kennedy Intl Airport to Chicago?

    Morning flights have the fewest delays on this route, while night departures tend to have the most.

  • At what point is a flight considered delayed from New York John F Kennedy Intl Airport to Chicago?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the New York John F Kennedy Intl Airport to Chicago route, 14% of flights were delayed in the past three months, with delays averaging 2h 56m.

  • Which airports do connecting flights from New York John F Kennedy Intl Airport to Chicago pass through?

    One-stop flights from New York John F Kennedy Intl Airport to Chicago most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) – 42% of one-stop connections
    • Chicago O'Hare Intl (ORD) – 21% of one-stop connections
    • Boston Logan Intl (BOS) – 16% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) – 16% of one-stop connections

  • Can I save money by using flexible dates for flights from New York John F Kennedy Intl Airport to Chicago?

    Yes. Flexible dates can save you up to 21% on flights from New York John F Kennedy Intl Airport to Chicago. Saturday is the cheapest departure day at 187 € return on average, while Thursday is the most expensive at 234 €, a difference of 48 €.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • Which airlines fly from New York John F Kennedy Intl Airport to Chicago?

    2 airlines operate flights between New York John F Kennedy Intl Airport and Chicago. The airlines offering direct flights on this route include:

    • American Airlines
    • Delta

  • How much time can I save by choosing a different stopover airport from New York John F Kennedy Intl Airport to Chicago?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time of 5h 38m, compared to 5h 49m via Boston Logan Intl (BOS) and 6h 41m via Chicago O'Hare Intl (ORD).

  • What is the time difference between New York John F Kennedy Intl Airport and Chicago?

    Chicago is 1 hour behind New York John F Kennedy Intl Airport (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are River North, Lincoln Park Zoo, and Sheraton Grand Chicago. These are among the most viewed places in Chicago on KAYAK.

  • Which airlines offer extra legroom and free seat selection on New York John F Kennedy Intl Airport to Chicago flights?

    Among airlines operating New York John F Kennedy Intl Airport to Chicago flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • JetBlue: offers extra legroom; offers free seat selection
    • Delta: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on New York John F Kennedy Intl Airport to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy class
    • JetBlue: a cabin bag and a checked bag in Economy class
    • Delta: a cabin bag and a checked bag in Economy class

    Baggage allowance can vary by ticket type, cabin class, route, and airline, so always check the fare details before booking.

Your guide to booking New York John F Kennedy Intl Airport to Chicago flights

Get tips on when to book, when to fly, and what to know before your trip.
  • If your dates are flexible, aim for a Saturday departure and avoid flying on Thursday. On this route, Saturday flights average 187 €, which is about 48 € less than Thursday fares (20% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 14 weeks before you fly. On this route, that window historically saves about 31% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your New York John F Kennedy Intl Airport to Chicago trip for January. Fares historically average 131 € return in that month – typically 135 € less than the most expensive month, which is June (based on the last 12 months).
  • For the best chance of arriving on time, fly with American Airlines. Over the past three months, 87% of American Airlines flights from New York John F Kennedy Intl Airport to Chicago arrived on time, slightly above the route average of 86%. When flights on this route arrive late, they're delayed by an average of 2h 56m, so choosing an airline with strong on-time performance can make a difference if you're on a tight schedule.
  • If you have the time, taking a 1-stop flight through Chicago O'Hare Intl Airport (ORD) can be cheaper than flying direct. The cheapest stopover option averages 124 € return on this route – about 86 € less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Skylark Motel

Prefer to fly direct from New York John F Kennedy Intl to Chicago?

 
Find which airlines fly direct from New York John F Kennedy Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

New York John F Kennedy Intl to Chicago

Monday

American Airlines,Delta

American Airlines,Delta

Tuesday

American Airlines,Delta

American Airlines,Delta

Wednesday

American Airlines,Delta

American Airlines,Delta

Thursday

American Airlines,Delta

American Airlines,Delta

Friday

American Airlines,Delta

American Airlines,Delta

Saturday

American Airlines,Delta

American Airlines,Delta

Sunday

American Airlines,Delta

American Airlines,Delta

See more direct flights

Direct returns

Chicago to New York John F Kennedy Intl

Monday

American Airlines,Delta

American Airlines,Delta

Tuesday

American Airlines,Delta

American Airlines,Delta

Wednesday

American Airlines,Delta

American Airlines,Delta

Thursday

American Airlines,Delta

American Airlines,Delta

Friday

American Airlines,Delta

American Airlines,Delta

Saturday

American Airlines,Delta

American Airlines,Delta

Sunday

American Airlines,Delta

American Airlines,Delta

See more direct flights

More options for your flight from John F Kennedy Intl to Chicago

Complete your trip to Chicago with a hotel stay or car hire