JFK - MDW

$123 Find Cheap Flights from New York John F Kennedy Airport to Chicago Midway Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$307
Typical prices: $179-$296
Delta
Mon 12/31Thu 1/4
JFK - MDW • 1 stop
Cheapest one-way
$154
Typical prices: $101-$218
Delta
Wed 12/12
JFK - MDW • 1 stop
Avoid delays
Most punctual • 43% on-time
Best time • Fewest delays
Insights
Insights
When to travel
Cheapest • 54% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $293 (round-trip)
Shortest trip • 6h 03m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago Midway Airport!
Flight Deals
Booking Insights
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
12:56 pm - 6:01 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
6h 05m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 2:31 pmMDW  Chicago Midway-JFK New York John F Kennedy Intl
7h 31m1 stop Atlanta Hartsfield-Jackson
$307Delta
Wed, Oct 14 - Tue, Oct 27
Delta Logo
11:30 am - 4:14 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
5h 44m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 12:00 pmMDW  Chicago Midway-JFK New York John F Kennedy Intl
4h 56m1 stop Atlanta Hartsfield-Jackson
$307Delta
Sat, Nov 21 - Wed, Dec 2
Delta Logo
12:59 pm - 6:04 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
6h 05m1 stop Detroit Metropolitan Wayne County
Delta Logo
1:02 pm - 8:24 pmMDW  Chicago Midway-JFK New York John F Kennedy Intl
6h 22m1 stop Atlanta Hartsfield-Jackson
$307Delta
Wed, Nov 4 - Fri, Nov 13
Delta Logo
5:30 pm - 10:33 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
6h 03m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:13 pm - 12:59 amMDW  Chicago Midway-JFK New York John F Kennedy Intl
6h 46m1 stop Atlanta Hartsfield-Jackson
$307Delta
Tue, Feb 2 - Tue, Feb 2
Delta Logo
7:15 am - 12:33 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
6h 18m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:35 pm - 11:47 pmMDW  Chicago Midway-JFK New York John F Kennedy Intl
5h 12m1 stop Minneapolis St Paul
$307Delta
Fri, Nov 13 - Mon, Nov 16
Delta Logo
4:05 pm - 10:54 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
7h 49m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:05 pm - 8:20 pmMDW  Chicago Midway-JFK New York John F Kennedy Intl
6h 15m1 stop Atlanta Hartsfield-Jackson
$307Delta
Wed, Nov 4 - Fri, Nov 6
Delta Logo
12:57 pm - 6:00 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
6h 03m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:31 pm - 11:59 pmMDW  Chicago Midway-JFK New York John F Kennedy Intl
5h 28m1 stop Minneapolis St Paul
$307Delta
Thu, Dec 31 - Tue, Jan 5
Delta Logo
11:54 am - 5:24 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
6h 30m1 stop Minneapolis St Paul
Delta Logo
1:00 pm - 6:07 pmMDW  Chicago Midway-JFK New York John F Kennedy Intl
4h 07m1 stop Detroit Metropolitan Wayne County
$307Delta
Fri, Nov 13 - Sun, Nov 15
Multiple Airlines Logo
11:32 am - 11:47 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
13h 15m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
Multiple Airlines Logo
12:20 pm - 10:35 amMDW  Chicago Midway-JFK New York John F Kennedy Intl
21h 15m2 stops Dallas/Fort Worth Minneapolis St Paul
$700Multiple Airlines
Fri, Nov 6 - Sun, Nov 8
Multiple Airlines Logo
11:32 am - 11:47 pmJFK  New York John F Kennedy Intl-MDW Chicago Midway
13h 15m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson
Multiple Airlines Logo
12:20 pm - 10:35 amMDW  Chicago Midway-JFK New York John F Kennedy Intl
21h 15m2 stops Dallas/Fort Worth Minneapolis St Paul
$766Multiple 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 $296. The lowest price found in the past 5 days was $307, on Delta.

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

Low season

May

Cheapest flight

$154
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?

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

    • Economy Class
    • First Class

  • 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 6h 03m and 8h 59m 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 $296, with an average of $246 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. 43% 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 $307 to $1,650. That means the highest observed fare was about 5x 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 $162, which is 13% 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 starting from around $32 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, 57% of flights were delayed in the past 3 months, with delays averaging 2h 08m.

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

    Connecting flights from New York John F Kennedy Intl Airport to Chicago Midway Airport most commonly pass through:

    • Atlanta Hartsfield-Jackson (ATL) - 92% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 8% 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 72% on flights from New York John F Kennedy Intl Airport to Chicago Midway Airport. Sunday is the cheapest departure day at $179 round-trip on average, while Friday is the most expensive at $624, a difference of $445.

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

  • 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 Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 6h 03m, compared with 8h 59m 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 River North. 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 Sunday departure and avoid flying on Friday. On this route, Sunday flights average $179, about $445 less than Friday fares (71% 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 $523 less than the most expensive month, which is October (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

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

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