JFK - CHI

$104 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
$211
Typical prices: $156-$314
JetBlue
Tue 9/11Thu 9/13
JFK - ORD • Non-stop
Cheapest non-stop
$214
Typical prices: $156-$313
JetBlue
Tue 9/11Thu 9/13
JFK - ORD • Non-stop
Nonstop flights
You can fly direct with Delta, American Airlines and JetBlue. Average duration is 2h 56m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 6% 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 32% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 32% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $138 (round-trip)
Shortest trip • 4h 48m (one-way)
Insights
Insights
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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 round-trip flight deals from John F Kennedy Intl to Chicago

Fri, Sep 11 - Sun, Sep 13
JetBlue Logo
8:05 pm - 9:58 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 53mnonstop
JetBlue Logo
6:00 am - 2:07 pmORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
7h 07m1 stop Fort Lauderdale
$211JetBlue
Fri, Sep 11 - Sun, Sep 13
JetBlue Logo
7:35 pm - 9:37 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
3h 02mnonstop
JetBlue Logo
6:00 am - 9:21 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 21mnonstop
$214JetBlue
Wed, Sep 16 - Mon, Sep 21
Multiple Airlines Logo
1:00 pm - 6:23 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 23m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:00 am - 10:27 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 27mnonstop
$232Multiple Airlines
Wed, Sep 30 - Sat, Oct 3
Multiple Airlines Logo
1:00 pm - 6:23 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 23m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
10:59 am - 2:20 pmORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 21mnonstop
$232Multiple Airlines
Thu, Sep 10 - Tue, Sep 15
Frontier Logo
1:00 pm - 6:23 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 23m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:28 pm - 11:50 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
15h 22m1 stop Atlanta Hartsfield-Jackson
$235Frontier
Tue, Sep 1 - Wed, Sep 2
Delta Logo
7:35 pm - 9:52 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
3h 17mnonstop
Delta Logo
6:00 am - 9:24 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 24mnonstop
$237Delta
Tue, Sep 1 - Tue, Sep 1
Delta Logo
10:30 am - 12:17 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 47mnonstop
Delta Logo
6:00 pm - 9:37 pmORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 37mnonstop
$237Delta
Tue, Sep 8 - Fri, Sep 11
American Airlines Logo
2:59 pm - 4:58 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
2h 59mnonstop
American Airlines Logo
7:46 am - 11:20 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 34mnonstop
$242American Airlines
Tue, Sep 8 - Wed, Sep 9
American Airlines Logo
8:27 am - 10:30 amJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
3h 03mnonstop
American Airlines Logo
7:46 am - 11:20 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
2h 34mnonstop
$242American Airlines
Thu, Sep 10 - Mon, Sep 14
Frontier Logo
1:00 pm - 6:23 pmJFK  New York John F Kennedy Intl-ORD Chicago O'Hare Intl
6h 23m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:11 am - 11:50 amORD  Chicago O'Hare Intl-JFK New York John F Kennedy Intl
27h 39m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson
$248Frontier
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 from New York John F Kennedy Intl Airport to Chicago 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 start at $211. Prices are typical for this route right now, with typical round-trip fares ranging from $156 to $314. The lowest price found in the past 5 days was $211 on JetBlue.

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 $220 round-trip. Other New York John F Kennedy Intl Airport to Chicago routes average $246, 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?

Saturday is the cheapest day of the week to fly from New York John F Kennedy Intl Airport to Chicago, it is 10% cheaper than the average day. Sunday is the most expensive day with flight prices 12% higher than average. Based on deals found by KAYAK users in the last 12 months.

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 $149 round-trip.
  • June ($296) and July ($288) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 98% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices 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 32% 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.
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

May

Cheapest flight

$104
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly and prices are also 26% lower on average.
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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:

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

  • What airlines are available 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:
    • Delta
    • American Airlines
    • JetBlue

  • 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).

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

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

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

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

    • Economy Class
    • Premium Economy Class

  • 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 $219 for nonstop.

  • 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.

  • 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) - 71% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 13% of one-stop connections
    • Orlando (MCO) - 6% of one-stop connections
    • Washington, D.C. Reagan-National (DCA) - 3% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

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

    On the New York John F Kennedy Intl Airport to Chicago route, being flexible with your departure day can save you up to 20%. Saturday is the cheapest day at $200 round-trip on average, while Sunday is the most expensive at $248: a $48 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • 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, 15% of flights were delayed in the past 3 months, with delays averaging 2 hours 57 minutes.

  • 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 56% of flights leaving in that window. Night departures account for 22%, afternoon flights for 11%, and evening flights for 11%.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

  • 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 2h 56m, covering 723 miles.

  • 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 6:55 am and lands at 9:51 am
    • Latest: departs at 8:24 pm and lands at 11:20 pm.

    The flight takes about 2h 56m.

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 19% above the route average of $220. Book 14 weeks before departure for the lowest fares.

  • 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.

  • 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, round-trip prices on this route showed a wide range, from about $211 to $2,082. That means the highest observed fare was about 10x higher than the lowest one.

  • 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 $127, which is 21% below the typical average for this route.

  • How does American Airlines’s on-time performance compare to other airlines on New York John F Kennedy Intl Airport to Chicago flights?

    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: 82% on time

    Overall, flights on this route are on time 85% of the time on average.

  • How do delay rates compare for morning and evening flights from New York John F Kennedy Intl Airport to Chicago?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

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

    Flying via Washington, D.C. Reagan-National (DCA) gives the shortest average 1-stop total travel time at 4h 48m, compared with 6h 03m via Detroit Metropolitan Wayne County (DTW) 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 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
    · Dollar
    · Ace

    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 $30:

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

  • 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 $156 to $314, with an average of $220 over the past 12 months. Anything below $156 counts as a good deal.

  • 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:

    • • JetBlue
    • • American Airlines
    • • 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.

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 can be flexible, aim for a Saturday departure instead of Sunday. On this route, Saturday flights average $200 - about $48 less than Sunday (19% 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 32% 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 $149 round-trip in that month - typically $147 less than the most expensive month, which is June (based on the last 12 months).
  • If arriving on time is high on your priority list, American Airlines is the strongest pick on this route. 87% of American Airlines flights from New York John F Kennedy Intl Airport to Chicago arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 85%. When flights on this route do arrive late, the average delay is 2 hours 57 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • 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 $80 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

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,JetBlue

American Airlines,Delta, +1 more

Tuesday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Wednesday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Thursday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Friday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Saturday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Sunday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

See more direct flights

Direct returns

Chicago to New York John F Kennedy Intl

Monday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Tuesday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Wednesday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Thursday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Friday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Saturday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

Sunday

American Airlines,Delta,JetBlue

American Airlines,Delta, +1 more

See more direct flights

Everything you need to know for your flight from John F Kennedy Intl to Chicago

Information on your arrival and departure airports