JFK - CHI

$146 Find Cheap Flights from New York John F Kennedy Airport to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$270
Typical prices: $163-$322
American Airlines
Wed 11/28Fri 11/30
JFK - ORD • 1 stop
Cheapest non-stop
$296
Typical prices: $163-$320
Delta
Sat 2/24Sat 2/24
JFK - ORD • Non-stop
Nonstop flights
You can fly direct with American Airlines, Delta and JetBlue. Average duration is 3h
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 travelers 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 layover airports
Cheapest • Avg $138 (round-trip)
Shortest trip • 5h 38m (one-way)
Insights
Insights
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We hope you love your trip to Chicago!

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

 

Cheap flights from John F Kennedy Intl to Chicago with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Sat, Nov 28 - Mon, Nov 30
American Airlines Logo
3:30 pm - 10:00 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
7h 30m1 stop Nashville Intl
American Airlines Logo
10:37 am - 2:00 pmORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 23mnonstop
$270American Airlines
Mon, Nov 23 - Mon, Nov 23
American Airlines Logo
9:49 am - 1:30 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
4h 41m1 stop Cleveland Hopkins Intl
American Airlines Logo
4:17 pm - 7:45 pmORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 28mnonstop
$291American Airlines
Mon, Nov 23 - Mon, Nov 23
American Airlines Logo
9:49 am - 1:30 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
4h 41m1 stop Cleveland Hopkins Intl
American Airlines Logo
4:17 pm - 7:45 pmORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 28mnonstop
$292American Airlines
Wed, Feb 24 - Wed, Feb 24
Delta Logo
7:30 am - 9:24 amJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 54mnonstop
Delta Logo
1:30 pm - 4:55 pmORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 25mnonstop
$296Delta
Wed, Nov 11 - Wed, Nov 18
Delta Logo
7:35 pm - 9:42 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
3h 07mnonstop
Delta Logo
6:00 pm - 9:29 pmORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 29mnonstop
$297Delta
Tue, Nov 10 - Thu, Nov 12
JetBlue Logo
6:40 am - 12:00 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 20m1 stop Boston Logan Intl
JetBlue Logo
1:00 pm - 9:29 pmORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
7h 29m1 stop Boston Logan Intl
$297JetBlue
Tue, Nov 10 - Sat, Nov 14
JetBlue Logo
6:40 am - 12:00 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 20m1 stop Boston Logan Intl
JetBlue Logo
1:00 pm - 9:29 pmORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
7h 29m1 stop Boston Logan Intl
$297JetBlue
Thu, Dec 3 - Thu, Dec 10
Delta Logo
3:21 pm - 5:19 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 58mnonstop
Delta Logo
6:00 am - 9:20 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 20mnonstop
$297Delta
Fri, Nov 13 - Sun, Nov 15
Sun Country Air Logo
11:32 am - 6:25 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
7h 53m1 stop Minneapolis St Paul
Sun Country Air Logo
6:05 pm - 10:35 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
15h 30m1 stop Minneapolis St Paul
$355Sun Country Air
Fri, Nov 13 - Sun, Nov 15
Sun Country Air Logo
11:32 am - 6:25 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
7h 53m1 stop Minneapolis St Paul
Sun Country Air Logo
6:05 pm - 10:35 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
15h 30m1 stop Minneapolis St Paul
$355Sun Country Air

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 round-trip flight from New York John F Kennedy Intl Airport to Chicago?

Round-trip flights from New York John F Kennedy Intl Airport to Chicago typically range from $163 to $322. The lowest price found in the past 5 days was $270, on American Airlines.

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 $235 round-trip. Other New York John F Kennedy Intl Airport to Chicago routes average $296, 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’s 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 $146 round-trip.
•June ($297) and September ($291) 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 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.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines, JetBlue and JFK

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on Delta and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

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

Low season

September

Cheapest flight

$146
Beat the crowds with an average 17% drop in travelers.
The most popular month to fly with an average 22% increase in travelers.
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 round-trip 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 am and lands at 10:14 am
    • Latest: departs at 8:32 pm and lands at 11:32 pm.

    The flight takes about 3h.

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

    Four cabin classes are available on flights from New York John F Kennedy Intl Airport to Chicago:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

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

    A nonstop flight from New York John F Kennedy Intl Airport to Chicago takes 3h, covering 723 miles.

  • 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 a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

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

    Round-trip flights from New York John F Kennedy Intl Airport to Chicago range from $163 to $322, with an average of $235 over the past 12 months. Anything below $163 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 $235 route average. Book 14 weeks before departure for the lowest fares.

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

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $138 round-trip via Chicago O'Hare Intl (ORD), compared to $234 for nonstop.

  • 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

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

  • 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 $35–$100 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% of flights leaving in that window. Afternoon departures account for 25%, evening flights for 25%, and night flights for 0%.

  • 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 program; 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 in line with typical prices for this route. Average one-way fares are about $166.

  • 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 $17:

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

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

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

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $28:

    • 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 3 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 $208 round-trip on average, while Thursday is the most expensive at $261, a difference of $53.

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

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

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

    • American Airlines
    • Delta
    • JetBlue

  • How much time can I save by choosing a different layover 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 at 5h 38m, compared with 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 Magnificent Mile, Grant Park and Soldier Field. 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

    Bag 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 $208, about $53 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 $146 round-trip in that month - typically $151 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 layover option averages $138 round-trip on this route - about $95 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
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel

Prefer to fly direct from New York John F Kennedy Airport 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 rental