JFK - MDW

$159 Find Cheap Flights from New York John F Kennedy Airport to Chicago Midway Airport - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$317
Typical prices: $179-$366
Delta
Tue 12/4Tue 12/11
JFK - MDW • 1 stop
Cheapest one-way
$159
Typical prices: $130-$258
Delta
Fri 1/5
JFK - MDW • 1 stop
Avoid delays
Most punctual • 33% on-time
Best time • Fewest delays
Insights
Insights
When to travel
Cheapest • 62% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $263 (round-trip)
Shortest trip • 5h 32m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from John F Kennedy Intl to Midway (JFK-MDW)

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

Recent round-trip flight deals from John F Kennedy Intl to Midway

Wed, Dec 16 - Mon, Jan 11
Delta Logo
7:10 am - 1:01 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
6h 51m1 stop Detroit Metropolitan Wayne County
Delta Logo
1:59 pm - 9:44 pmMDW  Chicago Midway-JFK New York John F Kennedy Intl
6h 45m1 stop Detroit Metropolitan Wayne County
$317Delta
Fri, Nov 27 - Fri, Dec 4
Delta Logo
7:10 am - 11:25 amJFK  New York John F Kennedy Intl-MDW Chicago Midway
5h 15m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:30 pm - 12:06 amMDW  Chicago Midway-JFK New York John F Kennedy Intl
5h 36m1 stop Minneapolis St Paul
$317Delta
Thu, Dec 3 - Mon, Dec 7
Delta Logo
11:29 am - 4:16 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
5h 47m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 pm - 12:06 amMDW  Chicago Midway-JFK New York John F Kennedy Intl
5h 36m1 stop Minneapolis St Paul
$317Delta
Thu, Dec 3 - Tue, Dec 8
Delta Logo
6:00 am - 10:28 amJFK  New York John F Kennedy Intl-MDW Chicago Midway
5h 28m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:16 pmMDW  Chicago Midway-JFK New York John F Kennedy Intl
5h 16m1 stop Atlanta Hartsfield-Jackson
$317Delta
Thu, Dec 3 - Mon, Dec 7
Delta Logo
11:29 am - 4:16 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
5h 47m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 pm - 12:06 amMDW  Chicago Midway-JFK New York John F Kennedy Intl
5h 36m1 stop Minneapolis St Paul
$317Delta
Wed, Jan 20 - Wed, Jan 20
Delta Logo
7:09 am - 1:01 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
6h 52m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:45 pm - 12:56 amMDW  Chicago Midway-JFK New York John F Kennedy Intl
6h 11m1 stop Atlanta Hartsfield-Jackson
$317Delta
Tue, Dec 1 - Tue, Dec 8
Delta Logo
12:56 pm - 6:01 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
6h 05m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:30 pm - 12:06 amMDW  Chicago Midway-JFK New York John F Kennedy Intl
5h 36m1 stop Minneapolis St Paul
$317Delta
Tue, Jan 26 - Wed, Jan 27
Delta Logo
5:15 pm - 11:55 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
7h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:45 pm - 12:56 amMDW  Chicago Midway-JFK New York John F Kennedy Intl
6h 11m1 stop Atlanta Hartsfield-Jackson
$317Delta
Fri, Dec 4 - Fri, Dec 11
JetBlue Logo
1:02 pm - 6:07 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
6h 05m1 stop Detroit Metropolitan Wayne County
JetBlue Logo
5:36 pm - 12:12 amMDW  Chicago Midway-JFK New York John F Kennedy Intl
5h 36m1 stop Minneapolis St Paul
$462JetBlue
Thu, Dec 17 - Sat, Dec 19
Multiple Airlines Logo
11:30 am - 7:30 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
33h 00m3 stops Minneapolis St Paul Dallas/Fort Worth Orlando
Multiple Airlines Logo
6:01 am - 10:30 amMDW  Chicago Midway-JFK New York John F Kennedy Intl
27h 29m3 stops Dallas/Fort Worth Phoenix Sky Harbor Intl Minneapolis St Paul
$1,029Multiple Airlines
Booking Insights

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

Round-trip flights from New York John F Kennedy Intl Airport to Chicago Midway Airport typically range from $179 to $366. The lowest price found in the past 5 days was $317, on Delta.

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

Low season

May

Cheapest flight

$159
Beat the crowds with an average 77% drop in travelers.
The most popular month to fly with an average 38% increase in travelers.
One-way flight from New York John F Kennedy Intl Airport to Chicago Midway Airport

When to book flights from John F Kennedy Intl to Midway

Are your dates flexible? Find out the best times to travel from John F Kennedy Intl to Midway 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 Midway Airport flight questions, answered

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

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

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

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

    There are currently no nonstop flights available from New York John F Kennedy Intl Airport to Chicago Midway Airport. Flights with 1 layover take between 5h 32m and 9h 39m in total, depending on the connection.

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

    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 Midway Airport flight?

    Round-trip flights from New York John F Kennedy Intl Airport to Chicago Midway Airport range from $179 to $366, with an average of $296 over the past 12 months. Anything below $179 counts as a good deal.

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

    Delta is the only airline operating New York John F Kennedy Intl Airport to Chicago Midway Airport flights. 33% of its flights are on time.

  • Have flight prices from New York John F Kennedy Intl Airport to Chicago Midway Airport 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 $317 to $1,911. That means the highest observed fare was about 6x higher than the lowest one.

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

    One-way fares from New York John F Kennedy Intl Airport to Chicago Midway Airport are currently higher than usual. Average one-way flight prices are about $206, which is 27% above the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $86 for economy cars. Top options include:

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

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

    Flights from New York John F Kennedy Intl Airport to Chicago Midway Airport usually depart from New York John F Kennedy Intl (JFK) and arrive at Chicago Midway (MDW).

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

    Evening flights have the fewest delays on this route, while afternoon departures tend to have the most.

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

    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 Midway Airport route, 67% of flights were delayed in the past 3 months, with delays averaging 2h 13m.

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

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

    • Atlanta Hartsfield-Jackson (ATL) - 63% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 25% of one-stop connections
    • Minneapolis St Paul (MSP) - 13% of one-stop connections

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

    Yes. Flexible dates can save you up to 82% on flights from New York John F Kennedy Intl Airport to Chicago Midway Airport. Wednesday is the cheapest departure day at $113 round-trip on average, while Friday is the most expensive at $624, a difference of $511.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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

    Flying via Minneapolis St Paul (MSP) gives the shortest average 1-stop total travel time at 5h 32m, compared with 5h 38m via Detroit Metropolitan Wayne County (DTW) and 9h 39m via Atlanta Hartsfield-Jackson (ATL).

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

    Chicago Midway Airport 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 Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

Your guide to booking New York John F Kennedy Intl Airport to Chicago Midway Airport 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 Wednesday departure and avoid flying on Friday. On this route, Wednesday flights average $113, about $511 less than Friday fares (82% savings) based on the last 12 months.
  • If you can choose when to travel, plan your New York John F Kennedy Intl Airport to Chicago Midway Airport trip for March. Fares historically average $113 round-trip in that month - typically $511 less than the most expensive month, which is November (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 Chicago Midway Airport

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

Complete your trip to Midway with a hotel stay or car rental