HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

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

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 10/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
JFK — MDW
Jun 15 — Jun 221
From?
To?
Sat 6/15
Sat 6/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Cheap flight deals from John F Kennedy Intl to Midway

Discover tips and strategies to find the most affordable flight options for your journey from John F Kennedy Intl (JFK) to Midway (MDW). 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 June 10, 2024.

Popular in

June

Cheapest in

January

Round-trip from

$222

One-way from

$147
High demand for flights, 38% potential price rise
Search Deals
Best time to find cheap flights, 51% potential price drop
Search Deals
From New York John F Kennedy Intl to Chicago Midway
Search Deals
One-way flight from New York John F Kennedy Intl to Chicago Midway
Search Deals

What is the cheapest day to fly round-trip from New York John F Kennedy Intl Airport to Chicago Midway Airport?

Saturday flights are found to be more expensive to fly from New York John F Kennedy Intl Airport to Chicago Midway Airport. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago Midway Airport.

How far in advance should I book a flight from New York John F Kennedy Intl Airport to Chicago Midway Airport?

To save on the cost of your flight from New York John F Kennedy Intl Airport to Chicago Midway Airport, book at least 56 days before your planned departure. Booking around this time can save you about 96% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $281 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $423.

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

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, January can be a great choice for travel to Chicago Midway Airport. Flights to Chicago Midway Airport from New York John F Kennedy Intl Airport in January are about $258 on average during January, but can be found for as low as $86.

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

It’s typically best to fly out from New York John F Kennedy Intl Airport to Chicago Midway Airport at noon. Doing so could potentially save you 24% on the flight price compared to flying in the morning, which is usually more expensive.

Cheap John F Kennedy Intl to Midway flights in June & July 2024

Find cheap flight options from John F Kennedy Intl to Midway specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,080,152 searches. Prices were last updated on June 10, 2024.
Listed are some of the best fares we've found on flights departing from New York to Chicago in 2024. Check back in a little while for more flight options.
Sat 6/1512:59 pmJFK - MDW
1 stop5h 05mDelta
Sat 6/225:45 pmMDW - JFK
1 stop4h 41mDelta
Deal found 6/9$300
Tue 7/912:53 pmJFK - MDW
1 stop5h 10mDelta
Tue 7/165:43 pmMDW - JFK
1 stop4h 49mDelta
Deal found 6/9$305
Tue 6/186:55 amJFK - MDW
1 stop7h 49mDelta
Sat 6/225:45 pmMDW - JFK
1 stop4h 41mDelta
Deal found 6/10$306
Tue 6/187:30 amJFK - MDW
1 stop6h 13mDelta
Wed 6/195:45 pmMDW - JFK
1 stop4h 41mDelta
Deal found 6/9$311
Tue 7/912:53 pmJFK - MDW
1 stop5h 10mDelta
Fri 7/125:43 pmMDW - JFK
1 stop4h 49mDelta
Deal found 6/9$316
Sat 7/1311:40 amJFK - MDW
1 stop7h 59mDelta
Mon 7/155:43 pmMDW - JFK
1 stop4h 49mDelta
Deal found 6/10$380
Sun 6/166:00 amJFK - MDW
1 stop4h 51mDelta
Wed 6/195:45 pmMDW - JFK
1 stop4h 41mDelta
Deal found 6/10$386
Sun 6/166:00 amJFK - MDW
1 stop4h 51mDelta
Tue 6/181:24 pmMDW - JFK
1 stop3h 56mDelta
Deal found 6/9$391
Sun 6/166:00 amJFK - MDW
1 stop4h 51mDelta
Thu 6/202:24 pmMDW - JFK
1 stop8h 32mDelta
Deal found 6/9$396

John F Kennedy Intl to Midway 2024 flight deals

Discover exclusive flight deals for travel between John F Kennedy Intl and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
Listed are some of the best fares we've found on flights departing from New York to Chicago in 2024. Check back in a little while for more flight options.
Sat 8/2410:55 amJFK - MDW
1 stop5h 02mDelta
Tue 8/276:05 pmMDW - JFK
1 stop4h 27mDelta
Deal found 6/9$294
Sat 6/1512:59 pmJFK - MDW
1 stop5h 05mDelta
Sat 6/225:45 pmMDW - JFK
1 stop4h 41mDelta
Deal found 6/9$300
Tue 7/912:53 pmJFK - MDW
1 stop5h 10mDelta
Mon 7/155:43 pmMDW - JFK
1 stop4h 49mDelta
Deal found 6/10$305
Tue 6/186:55 amJFK - MDW
1 stop7h 49mDelta
Sat 6/225:45 pmMDW - JFK
1 stop4h 41mDelta
Deal found 6/10$306
Tue 6/187:30 amJFK - MDW
1 stop6h 13mDelta
Wed 6/195:45 pmMDW - JFK
1 stop4h 41mDelta
Deal found 6/9$311
Tue 7/912:53 pmJFK - MDW
1 stop5h 10mDelta
Fri 7/125:43 pmMDW - JFK
1 stop4h 49mDelta
Deal found 6/9$316
Thu 10/247:50 amJFK - MDW
1 stop6h 12mDelta
Sat 10/265:50 pmMDW - JFK
1 stop4h 27mDelta
Deal found 6/10$324
Tue 11/58:35 amJFK - MDW
1 stop7h 01mDelta
Thu 11/710:11 amMDW - JFK
1 stop6h 48mDelta
Deal found 6/10$335
Thu 10/247:50 amJFK - MDW
1 stop6h 12mDelta
Mon 10/285:50 pmMDW - JFK
1 stop4h 27mDelta
Deal found 6/9$354

John F Kennedy Intl to Midway flights leaving soon

Find last-minute flight options from John F Kennedy Intl to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
Consider one of these great deals we found on last-minute flights from New York to Chicago. Users should examine the flight details to ensure there are no surprises.
Sat 6/1512:59 pmJFK - MDW
1 stop5h 05mDelta
Sat 6/225:45 pmMDW - JFK
1 stop4h 41mDelta
Deal found 6/9$300
Sun 6/166:00 amJFK - MDW
1 stop4h 51mDelta
Mon 6/175:45 pmMDW - JFK
1 stop4h 41mDelta
Deal found 6/9$306
Tue 6/187:30 amJFK - MDW
1 stop6h 13mDelta
Wed 6/195:45 pmMDW - JFK
1 stop4h 41mDelta
Deal found 6/9$311
Sun 6/166:00 amJFK - MDW
1 stop4h 51mDelta
Thu 6/202:24 pmMDW - JFK
1 stop8h 32mDelta
Deal found 6/9$386
Sun 6/166:00 amJFK - MDW
1 stop4h 51mDelta
Tue 6/181:24 pmMDW - JFK
1 stop3h 56mDelta
Deal found 6/9$391
Sun 6/166:00 amJFK - MDW
1 stop4h 51mDelta
Thu 6/202:24 pmMDW - JFK
1 stop8h 32mDelta
Deal found 6/9$396
Sat 6/1512:59 pmJFK - MDW
1 stop5h 05mDelta
Mon 6/175:45 pmMDW - JFK
1 stop4h 41mDelta
Deal found 6/10$411
Wed 6/192:59 pmJFK - MDW
1 stop7h 47mDelta
Tue 6/252:24 pmMDW - JFK
1 stop8h 32mDelta
Deal found 6/9$431
Thu 6/207:30 amJFK - MDW
1 stop6h 13mDelta
Sat 6/225:45 pmMDW - JFK
1 stop4h 41mDelta
Deal found 6/10$437

One-way flights to Midway from John F Kennedy Intl

Search for one-way flight options from John F Kennedy Intl to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
Users traveling one-way from New York to Chicago can select one of these great deals. Those seeking round-trip flights from New York to Chicago should utilize the search form at the the top of the page.
Tue 10/298:35 amJFK - MDW
1 stop5h 36mDelta
Deal found 6/9$147
Tue 6/186:55 amJFK - MDW
1 stop7h 49mDelta
Deal found 6/10$153
Sat 7/2712:53 pmJFK - MDW
1 stop5h 10mDelta
Deal found 6/10$158
Sat 11/2312:59 pmJFK - MDW
1 stop5h 04mDelta
Deal found 6/9$177
Wed 8/711:08 amJFK - MDW
2 stops23h 12mFrontier
Deal found 6/9$186
Fri 7/56:00 amJFK - MDW
1 stop4h 51mDelta
Deal found 6/10$198
Thu 8/2912:53 pmJFK - MDW
1 stop5h 11mDelta
Deal found 6/9$208
Sat 6/1512:59 pmJFK - MDW
1 stop5h 05mDelta
Deal found 6/10$223
Mon 7/18:00 amJFK - MDW
1 stop4h 55mDelta
Deal found 6/10$248

Find flights from John F Kennedy Intl to Midway within your budget

Customize your flight search to find flights from John F Kennedy Intl to Midway 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 3,080,152 searches. Data last updated June 10, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$294 - $1,020

Route

Depart

Return

Price

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Sat 8/24

1 stop5h 02m

Chicago Midway

Tue 8/27

1 stop4h 27m

$294

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 7/9

1 stop5h 10m

Chicago Midway

Mon 7/15

1 stop4h 49m

$305

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 7/9

1 stop5h 10m

Chicago Midway

Fri 7/12

1 stop4h 49m

$316

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Sat 10/12

1 stop5h 04m

Chicago Midway

Thu 10/17

1 stop4h 18m

$324

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Thu 10/24

1 stop6h 12m

Chicago Midway

Mon 10/28

1 stop4h 27m

$354

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Sat 7/13

1 stop7h 59m

Chicago Midway

Mon 7/15

1 stop4h 49m

$380

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Sat 8/10

1 stop5h 11m

Chicago Midway

Mon 8/12

1 stop4h 47m

$391

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Fri 10/11

2 stops22h 15m

Chicago Midway

Sun 10/13

3 stops37h 36m

$765

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 8/13

1 stop32h 17m

Chicago Midway

Mon 8/19

1 stop27h 15m

$1,020

Flights are sorted by cheapest first

Deals found on 6/9

What is the cheapest day to fly from New York John F Kennedy Intl Airport to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from John F Kennedy Intl to Midway. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their New York John F Kennedy Intl Airport to Chicago Midway Airport flight should consider departing on Saturday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

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

Have a flexible travel schedule? Discover the best time to fly to Midway from John F Kennedy Intl 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.

Temperature and rainfall in Midway by month

Plan your trip to Midway by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated June 10, 2024.
Peruse reviews from past customers who have flown with Delta, Volaris and WestJet from New York to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,295 reviews

Boarding

8.2

Entertainment

8.0

Crew

8.6

Comfort

7.9

Overall

8.0

Food

7.4

Reviews

1 / 10

We were not given the option to exit the plane before other passengers even though we had a connecting flight leaving from Amsterdam to JRO in an hour. I believe this is the reason that our luggage did not make it to JRO for 3 days. There was not enough time for them to remove our luggage and place it on the plane leaving for JRO.

Delta
8.0
Very good
10,295 reviews
Delta
8.0
Very good
10,295 reviews

Boarding

8.2

Entertainment

8.0

Crew

8.6

Comfort

7.9

Overall

8.0

Food

7.4

Reviews

1 / 10

We were not given the option to exit the plane before other passengers even though we had a connecting flight leaving from Amsterdam to JRO in an hour. I believe this is the reason that our luggage did not make it to JRO for 3 days. There was not enough time for them to remove our luggage and place it on the plane leaving for JRO.

WestJet
7.5
Good
2,847 reviews
Delta
8.0
Very good
10,295 reviews

Boarding

8.2

Entertainment

8.0

Crew

8.6

Comfort

7.9

Overall

8.0

Food

7.4

Reviews

1 / 10

We were not given the option to exit the plane before other passengers even though we had a connecting flight leaving from Amsterdam to JRO in an hour. I believe this is the reason that our luggage did not make it to JRO for 3 days. There was not enough time for them to remove our luggage and place it on the plane leaving for JRO.

Volaris
6.6
Okay
1,455 reviews
Delta
8.0
Very good
10,295 reviews

Boarding

8.2

Entertainment

8.0

Crew

8.6

Comfort

7.9

Overall

8.0

Food

7.4

Reviews

1 / 10

We were not given the option to exit the plane before other passengers even though we had a connecting flight leaving from Amsterdam to JRO in an hour. I believe this is the reason that our luggage did not make it to JRO for 3 days. There was not enough time for them to remove our luggage and place it on the plane leaving for JRO.

Frontier
6.2
Okay
3,969 reviews
Delta
8.0
Very good
10,295 reviews

Boarding

8.2

Entertainment

8.0

Crew

8.6

Comfort

7.9

Overall

8.0

Food

7.4

Reviews

1 / 10

We were not given the option to exit the plane before other passengers even though we had a connecting flight leaving from Amsterdam to JRO in an hour. I believe this is the reason that our luggage did not make it to JRO for 3 days. There was not enough time for them to remove our luggage and place it on the plane leaving for JRO.

Related info for your journey

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

  • Can I find flights from New York John F Kennedy Intl Airport to Chicago Midway Airport for under $300 on Cheapflights?

    Yes, there are multiple flights from New York John F Kennedy Intl Airport to Chicago Midway Airport for under $300. The cheapest flight booked recently is on Delta for just $294, but on average you can expect to pay $403.

  • Are there last-minute flights available from New York John F Kennedy Intl Airport to Chicago Midway Airport for under $300?

    There are currently 20+ open flights from New York John F Kennedy Intl Airport to Chicago Midway Airport within the next 7 days for less than $300.

  • What is the cheapest airline to fly from New York John F Kennedy Intl Airport to Chicago Midway Airport round-trip?

    Flying on Delta is currently your cheapest option to Chicago Midway Airport, with prices starting at $294. Delta is currently priced 39% below the average price you’ll pay for this route.

  • What does JFK to MDW mean?

    New York John F Kennedy Intl Airport is JFK and Chicago Midway Airport is MDW. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service.

  • Can I find deals for flights from John F Kennedy Intl to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your John F Kennedy Intl to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from John F Kennedy Intl to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter John F Kennedy Intl to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from John F Kennedy Intl to Midway that allow pets onboard?

    Many airlines flying from John F Kennedy Intl to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from John F Kennedy Intl to Midway?

    Yes, you can often find last-minute deals on John F Kennedy Intl to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the New York John F Kennedy Intl Airport to Chicago Midway Airport flight deals updated?

    The New York John F Kennedy Intl Airport to Chicago Midway Airport flight deals you see on this page were last updated on 6/10.

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

    Currently, December is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Chicago Midway Airport (average of $141). Flying from New York John F Kennedy Intl Airport to Chicago Midway Airport in July is currently the most expensive (average of $249). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for John F Kennedy Intl to Midway
See prices for flight routes from nearby airports that may be better suited for you.

John F Kennedy Intl to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
Newark to Midway flights
LaGuardia to Midway flights
Stewart to O'Hare Intl flights
Newark to Rockford flights
Stewart to Midway flights
Stewart to Rockford flights

Top airline flying from John F Kennedy Intl to Midway

Discover the top airline that operate flights from John F Kennedy Intl to Midway. 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 3,080,152 searches. Data last updated June 10, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$295Average$514FlexibilityNo cancel feeOn-timeN/A
Las Vegas to Boston flights
Los Angeles to Boston flights
Orlando to Boston flights
San Francisco to London flights
Charlotte to Houston flights
Minneapolis to New York flights
Atlanta to Savannah flights
Los Angeles to Manila flights
Phoenix to Houston flights
USA to London flights
Fort Lauderdale to Newark Airport flights
New York John F Kennedy Intl Airport to Mendoza flights

Search flights from John F Kennedy Intl to Midway by cabin class

Find flights from John F Kennedy Intl to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Gaziantep
Flights to Miyakojima Hirara
Flights to Figari-Sud Corse
Flights to Mason City
Flights to Komatsu
Flights to Sendai
Flights to Rhinelander Oneida County
Flights to Constanţa Mihail Kogalniceanu
Flights to Brainerd Crow Wing County
Flights to Reus
Flights to Virac
Flights to Neiva La Marguita
Flights to Pellston Emmet County
Flights to Urumqi
Flights to Bastia Poretta
Flights to Samos
Flights to Hyannis Barnstable
Flights to Provincetown
Flights to Alghero-Fertilia
Flights to Laayoune Hassan I
Flights to Devils Lake
Flights to Vava'u Lupepau'U
Flights to Hakodate
Flights to Edremit/Korfez
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines