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John F Kennedy Intl

$147+ Cheap flights from Midway (MDW) to John F Kennedy Intl, NY (JFK)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JFK
Aug 23 — Aug 301
Sun 8/23
Sun 8/30
1 adult, Economy
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Cheap flight deals from Midway to John F Kennedy Intl

Cheapest flights from Midway to John F Kennedy Intl
Explore the most affordable flight options available from Midway to John F Kennedy Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 24, 2026.

This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:24 am
MDW
-
JFK
1 stop7h 24m
Delta
Wed 9/25:40 pm
JFK
-
MDW
1 stop5h 56m
Delta
Deal found 7/23$295
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2510:48 am
MDW
-
JFK
1 stop8h 20m
Delta
Wed 9/303:40 pm
JFK
-
MDW
1 stop8h 04m
Delta
Deal found 7/20$296
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:05 am
MDW
-
JFK
1 stop4h 54m
Delta
Sun 8/306:00 am
JFK
-
MDW
1 stop6h 51m
Delta
Deal found 7/20$297
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:25 pm
MDW
-
JFK
1 stop7h 34m
Delta
Sat 10/178:35 am
JFK
-
MDW
1 stop7h 48m
Delta
Deal found 7/22$305
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:25 pm
MDW
-
JFK
1 stop5h 44m
Delta
Tue 8/256:00 am
JFK
-
MDW
1 stop6h 51m
Delta
Deal found 7/21$306
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:25 pm
MDW
-
JFK
1 stop5h 44m
Delta
Mon 8/245:40 pm
JFK
-
MDW
1 stop5h 56m
Delta
Deal found 7/22$307
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/84:39 pm
MDW
-
JFK
1 stop7h 35m
Delta
Wed 8/193:40 pm
JFK
-
MDW
1 stop7h 56m
Delta
Deal found 7/20$310
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/84:39 pm
MDW
-
JFK
1 stop5h 31m
Delta
Wed 8/125:40 pm
JFK
-
MDW
1 stop5h 56m
Delta
Deal found 7/20$311
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:39 pm
MDW
-
JFK
1 stop5h 58m
Delta
Tue 9/812:59 pm
JFK
-
MDW
1 stop4h 58m
Delta
Deal found 7/23$316
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:19 pm
MDW
-
JFK
1 stop5h 50m
Delta
Mon 10/512:59 pm
JFK
-
MDW
1 stop6h 34m
Delta
Deal found 7/20$317

Find flight deals from Midway to John F Kennedy Intl

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to John F Kennedy Intl (JFK). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$295
(Delta)

One-way from

$147
(Trip.com)

Popular in

June

Cheapest in

January

Average price

$267
Provider with most accurate pricing for Chicago Midway-New York John F Kennedy Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-New York John F Kennedy Intl flights.
Search Deals
From Chicago Midway to New York John F Kennedy Intl
Search Deals
One-way flight from Chicago Midway to New York John F Kennedy Intl
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to John F Kennedy Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 24, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to New York John F Kennedy Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sat 9/19

11:35 am-5:59 pm

1 stop5h 24m

New York John F Kennedy Intl

Sat 9/26

11:15 am-3:24 pm

1 stop5h 09m

$295
Quickest round-trip

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Fri 9/25

1:19 pm-8:09 pm

1 stop5h 50m

New York John F Kennedy Intl

Thu 10/1

6:00 am-9:07 am

1 stop4h 07m

$295

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Tue 9/15

1:19 pm-8:09 pm

1 stop5h 50m

New York John F Kennedy Intl

Thu 9/17

12:59 pm-6:33 pm

1 stop6h 34m

$297

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Fri 9/25

1:19 pm-8:09 pm

1 stop5h 50m

New York John F Kennedy Intl

Wed 9/30

12:59 pm-6:33 pm

1 stop6h 34m

$306

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Fri 8/21

1:25 pm-8:09 pm

1 stop5h 44m

New York John F Kennedy Intl

Mon 8/24

5:40 pm-10:36 pm

1 stop5h 56m

$327

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Tue 8/4

1:25 pm-8:09 pm

1 stop5h 44m

New York John F Kennedy Intl

Sat 8/8

8:40 am-3:38 pm

1 stop7h 58m

$336

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Tue 10/20

6:00 am-1:26 pm

1 stop6h 26m

New York John F Kennedy Intl

Mon 10/26

7:15 am-12:48 pm

1 stop6h 33m

$376

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Mon 8/31

6:05 am-11:59 am

1 stop4h 54m

New York John F Kennedy Intl

Tue 9/1

6:29 am-1:10 pm

1 stop7h 41m

$377

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 8/13

9:24 am-5:48 pm

1 stop7h 24m

New York John F Kennedy Intl

Sun 8/16

7:10 am-12:39 pm

1 stop6h 29m

$377

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 9/3

5:10 pm-1:14 am

1 stop7h 04m

New York John F Kennedy Intl

Mon 9/7

6:00 am-11:51 am

1 stop6h 51m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Showing 1-10 of 23 resultsSorted by cheapest first
1
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3

Compare providers for flights from Midway to John F Kennedy Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to John F Kennedy Intl in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-New York John F Kennedy Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-New York John F Kennedy Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-New York John F Kennedy Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-New York John F Kennedy Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-New York John F Kennedy Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to John F Kennedy Intl

Have a flexible travel schedule? Discover the best time to fly to John F Kennedy Intl from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to New York John F Kennedy Intl Airport

How often are flights from Chicago to New York delayed?

About 38% of weekly flights between Chicago and New York have experienced delays in the past year, with the average delay time being 101 minutes.

What is the most punctual flight time for Chicago to New York flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Monday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.

Related info for your journey

Find useful and relevant information for your journey from Midway to John F Kennedy Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    For as low as $295, Delta can have you in New York John F Kennedy Intl Airport from Chicago Midway Airport in 5h 24m. The distance between Chicago Midway Airport and New York John F Kennedy Intl Airport is about 729 mi.

  • Can I find deals for flights from Midway to John F Kennedy Intl that include hotel bookings?

    Yes. In addition to deals on Midway to John F Kennedy Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to John F Kennedy Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to John F Kennedy Intl.

  • Can I find deals for business class flights from Midway to John F Kennedy Intl?

    Yes. Cheapflights offers flight deals from Midway to John F Kennedy Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near New York John F Kennedy Intl Airport?

Book flights to New York John F Kennedy Intl Airport if you plan to visit one of these locations
Queens
Bronx
Mahwah
Elizabeth
East Rutherford
Staten Island
Yonkers
Mount Laurel
Irvington
Secaucus
Tannersville
North Bergen
Seaside Heights
Edgewater
Carle Place
Absecon
Carteret
Fort Lee
Parsippany
Avenel

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