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John F Kennedy Intl

$82+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JFK
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap 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 September 17, 2025.

Round-trip from

$146
(Booking.com)

One-way from

$82
(Priceline)

Popular in

August

Cheapest in

November

Average price

$201
From Chicago Midway to New York John F Kennedy Intl
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One-way flight from Chicago Midway to New York John F Kennedy Intl
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Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 17, 2025.

This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:37 pmMDW - JFK
1 stop9h 56mFrontier
Wed 11/56:20 amJFK - MDW
1 stop7h 21mFrontier
Deal found 9/15$147
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/11:37 pmMDW - JFK
1 stop9h 56mFrontier
Sat 11/810:00 amJFK - MDW
1 stop9h 39mFrontier
Deal found 9/17$148
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:37 pmMDW - JFK
1 stop9h 56mFrontier
Sun 11/24:00 pmJFK - MDW
1 stop9h 30mFrontier
Deal found 9/15$156
This Booking.com deal was found by Cheapflights users on 9/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1710:33 amMDW - JFK
1 stop14h 13mFrontier
Tue 10/219:00 amJFK - MDW
1 stop5h 38mFrontier
Deal found 9/15$157
This Booking.com deal was found by Cheapflights users on 9/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/232:32 pmMDW - JFK
1 stop9h 36mFrontier
Thu 9/251:01 pmJFK - MDW
1 stop11h 19mFrontier
Deal found 9/15$158
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/265:15 pmMDW - JFK
1 stop6h 53mFrontier
Tue 9/309:00 amJFK - MDW
1 stop7h 58mFrontier
Deal found 9/15$164
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1012:28 pmMDW - JFK
1 stop12h 18mFrontier
Sat 10/1812:59 pmJFK - MDW
1 stop11h 21mFrontier
Deal found 9/15$165
This Booking.com deal was found by Cheapflights users on 9/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1710:33 amMDW - JFK
1 stop14h 13mFrontier
Sun 10/196:00 amJFK - MDW
1 stop28h 33mFrontier
Deal found 9/15$166
This Booking.com deal was found by Cheapflights users on 9/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/35:15 pmMDW - JFK
1 stop6h 53mFrontier
Sun 10/56:59 amJFK - MDW
1 stop25h 24mFrontier
Deal found 9/15$168
This Flightnetwork deal was found by Cheapflights users on 9/15. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/24:56 pmMDW - JFK
1 stop7h 12mFrontier
Mon 10/66:15 amJFK - MDW
1 stop11h 10mFrontier
Deal found 9/15$170
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/61:37 pmMDW - JFK
1 stop9h 56mFrontier
Mon 11/1010:00 amJFK - MDW
1 stop9h 39mFrontier
Deal found 9/15$172

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 September 17, 2025.
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

Midway

Fly to

John F Kennedy Intl

Route

Depart

Return

Price

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 11/6

1:37 pm-12:33 am

1 stop9h 56m

New York John F Kennedy Intl

Sat 11/8

10:00 am-6:39 pm

1 stop9h 39m

$147

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 11/13

1:37 pm-12:33 am

1 stop9h 56m

New York John F Kennedy Intl

Sun 11/16

4:00 pm-12:30 am

1 stop9h 30m

$156

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Fri 10/10

12:28 pm-1:46 am

1 stop12h 18m

New York John F Kennedy Intl

Mon 10/13

1:01 pm-11:46 pm

1 stop11h 45m

$182

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Wed 10/8

8:05 am-12:33 am

1 stop15h 28m

New York John F Kennedy Intl

Sat 10/11

11:30 am-11:44 am

2 stops25h 14m

$236

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Mon 9/22

5:15 pm-10:26 am

2 stops16h 11m

New York John F Kennedy Intl

Sat 9/27

1:01 pm-11:17 pm

1 stop11h 16m

$263

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Mon 11/24

1:14 pm-11:08 pm

1 stop8h 54m

New York John F Kennedy Intl

Tue 12/2

7:15 am-6:00 pm

1 stop11h 45m

$283

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sat 12/13

1:14 pm-11:14 pm

1 stop9h 00m

New York John F Kennedy Intl

Tue 12/16

7:45 pm-8:54 am

1 stop14h 09m

$283

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 11/27

9:32 am-6:45 pm

1 stop8h 13m

New York John F Kennedy Intl

Mon 12/1

7:45 pm-8:54 am

1 stop14h 09m

$283

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 12/11

9:34 am-11:13 pm

1 stop12h 39m

New York John F Kennedy Intl

Wed 12/17

12:59 pm-6:00 pm

1 stop6h 01m

$290

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sat 12/13

1:14 pm-11:14 pm

1 stop9h 00m

New York John F Kennedy Intl

Wed 12/17

12:59 pm-6:00 pm

1 stop6h 01m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 24 results
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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

What is the cheapest month to book a flight from Chicago Midway Airport to New York John F Kennedy Intl Airport?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to New York John F Kennedy Intl Airport (average of $236). Flying from Chicago Midway Airport to New York John F Kennedy Intl Airport in June is currently the most expensive (average of $313). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to JFK?

Find hourly flight availability from Midway to John F Kennedy Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to New York John F Kennedy Intl Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 19% on your trip compared to booking a flight at noon.

Reviews of airlines servicing John F Kennedy Intl

Get insights into the airlines that provide service to John F Kennedy Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to John F Kennedy Intl. Reviews last updated September 17, 2025.
Peruse reviews from past customers who have flown with Delta and Spirit Airlines from Chicago Midway Airport to New York John F Kennedy Intl Airport to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Spirit Airlines
6.3
Okay
8,023 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Comfort

7.9

Overall

8.0

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

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 $147, Frontier can have you in New York John F Kennedy Intl Airport from Chicago Midway Airport in 9h 56m. The distance between Chicago Midway Airport and New York John F Kennedy Intl Airport is about 729 mi.

  • What are the cheapest airlines flying from Chicago Midway Airport to New York John F Kennedy Intl Airport round-trip?

    According to our current data, Spirit Airlines ($63), and Delta ($290) offers the cheapest pricing from Chicago Midway Airport to New York John F Kennedy Intl Airport. Spirit Airlines is priced at 80% lower than the current average price of a flight leaving 3 months from now.

  • 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to New York John F Kennedy Intl Airport?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to New York John F Kennedy Intl Airport (average of $236). Flying from Chicago Midway Airport to New York John F Kennedy Intl Airport in June is currently the most expensive (average of $313). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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
Elizabeth
Mahwah
Secaucus
Yonkers
Ronkonkoma
East Rutherford
North Bergen
Stamford
Staten Island
New Brunswick
Absecon
Carle Place
East Brunswick
Westbury
Avenel
Paterson
Fort Lee
Seaside Heights

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Top 2 airlines flying from Midway to John F Kennedy Intl

Discover the top 2 airlines that operate flights from Midway to John F Kennedy Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$63Average$123FlexibilityNo cancel feeOn-time65%
DeltaCheapest$290Average$456FlexibilityNo cancel feeOn-timeN/A

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