Cheap flights from John F Kennedy Intl (JFK) to Midway (MDW) from $148

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 3/18. 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
Feb 27 — Mar 51

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 February 22, 2024.

Popular in

June

Cheapest in

March

Round-trip from

$223

One-way from

$148
High demand for flights, 44% potential price rise
Best time to find cheap flights, 30% potential price drop
From New York John F Kennedy Intl to Chicago Midway
One-way flight from New York John F Kennedy Intl to Chicago Midway

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

Sunday 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 48 days before your planned departure. Booking around this time can save you about 76% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $302 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $415.

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, February 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 February are about $268 on average during February, but can be found for as low as $107.

When is the cheapest time to fly from New York John F Kennedy Intl Airport to Chicago Midway Airport (JFK - MDW)?

When flying from New York John F Kennedy Intl Airport to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Delta flights from John F Kennedy Intl to Midway

Explore cheap flight options specifically provided by Delta for the route between John F Kennedy Intl and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,442,422 searches. Data last updated February 22, 2024.
Check out some of the cheapest Delta flights we've come across from New York to Chicago. Come back soon if you're not finding the exact deal you're looking for.
Tue 3/57:00 amJFK - MDW
1 stop6h 29mDelta
Tue 3/55:45 pmMDW - JFK
1 stop4h 35mDelta
Deal found 2/21$291
Tue 4/3012:59 pmJFK - MDW
1 stop20h 51mDelta
Sat 5/45:45 pmMDW - JFK
1 stop4h 30mDelta
Deal found 2/21$294
Fri 3/85:40 pmJFK - MDW
1 stop5h 20mDelta
Mon 3/115:45 pmMDW - JFK
1 stop4h 44mDelta
Deal found 2/22$296
Tue 4/97:25 amJFK - MDW
1 stop6h 20mDelta
Fri 4/195:45 pmMDW - JFK
1 stop4h 30mDelta
Deal found 2/22$301
Fri 4/197:25 amJFK - MDW
1 stop6h 20mDelta
Tue 4/236:00 pmMDW - JFK
1 stop4h 15mDelta
Deal found 2/22$306
Tue 4/237:25 amJFK - MDW
1 stop6h 20mDelta
Tue 4/236:00 pmMDW - JFK
1 stop4h 15mDelta
Deal found 2/22$308
Sat 3/96:15 pmJFK - MDW
2 stops14h 31mDelta
Wed 3/139:26 amMDW - JFK
1 stop13h 03mDelta
Deal found 2/20$317
Tue 4/309:50 amJFK - MDW
2 stops24h 00mDelta
Sat 5/45:45 pmMDW - JFK
1 stop4h 30mDelta
Deal found 2/21$320
Thu 3/147:20 amJFK - MDW
1 stop6h 14mDelta
Fri 3/155:45 pmMDW - JFK
1 stop4h 44mDelta
Deal found 2/21$326

Cheap WestJet flights from John F Kennedy Intl to Midway

Explore cheap flight options specifically provided by WestJet for the route between John F Kennedy Intl and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,442,422 searches. Data last updated February 22, 2024.
To aid your search, here are some of the cheapest WestJet flights we've found from New York to Chicago. Deals are refreshing constantly so come back soon for more options.
Tue 3/511:05 amJFK - MDW
2 stops12h 19mWestJet
Thu 3/76:20 amMDW - JFK
2 stops13h 06mWestJet
Deal found 2/21$1,155
Fri 3/228:55 pmJFK - MDW
2 stops14h 52mWestJet
Mon 3/256:19 amMDW - JFK
2 stops24h 48mWestJet
Deal found 2/21$1,262
Tue 3/58:35 pmJFK - MDW
2 stops15h 11mWestJet
Fri 3/86:20 amMDW - JFK
2 stops13h 06mWestJet
Deal found 2/21$1,600
Thu 2/2911:05 amJFK - MDW
2 stops12h 20mWestJet
Sun 3/36:20 amMDW - JFK
2 stops13h 06mWestJet
Deal found 2/21$1,672

Cheap John F Kennedy Intl to Midway flights in February & March 2024

Find cheap flight options from John F Kennedy Intl to Midway specifically for the months of February and March 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,442,422 searches. Prices were last updated on February 22, 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.
Tue 3/57:00 amJFK - MDW
1 stop6h 29mDelta
Tue 3/55:45 pmMDW - JFK
1 stop4h 35mDelta
Deal found 2/21$291
Fri 3/85:40 pmJFK - MDW
1 stop5h 20mDelta
Mon 3/115:45 pmMDW - JFK
1 stop4h 44mDelta
Deal found 2/22$296
Sat 3/97:00 amJFK - MDW
1 stop25h 46mDelta
Wed 3/139:26 amMDW - JFK
1 stop8h 19mDelta
Deal found 2/20$317
Thu 3/147:20 amJFK - MDW
1 stop6h 14mDelta
Fri 3/155:45 pmMDW - JFK
1 stop4h 44mDelta
Deal found 2/21$326
Thu 3/77:00 amJFK - MDW
1 stop6h 29mDelta
Sat 3/95:45 pmMDW - JFK
1 stop4h 35mDelta
Deal found 2/21$336
Mon 3/412:50 pmJFK - MDW
1 stop6h 12mDelta
Fri 3/81:09 pmMDW - JFK
1 stop3h 33mDelta
Deal found 2/21$339
Sat 3/96:15 pmJFK - MDW
2 stops14h 31mDelta
Wed 3/135:45 pmMDW - JFK
2 stops18h 42mDelta
Deal found 2/20$342
Thu 2/297:00 amJFK - MDW
1 stop6h 29mDelta
Sun 3/36:00 amMDW - JFK
1 stop7h 13mDelta
Deal found 2/21$346
Mon 2/2612:50 pmJFK - MDW
1 stop6h 12mDelta
Wed 2/281:09 pmMDW - JFK
1 stop3h 33mDelta
Deal found 2/21$352

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 3,442,422 searches. Data last updated February 22, 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.
Tue 3/57:00 amJFK - MDW
1 stop6h 29mDelta
Tue 3/55:45 pmMDW - JFK
1 stop4h 35mDelta
Deal found 2/21$291
Tue 4/3012:59 pmJFK - MDW
1 stop20h 51mDelta
Sat 5/45:45 pmMDW - JFK
1 stop4h 30mDelta
Deal found 2/21$294
Fri 3/85:40 pmJFK - MDW
1 stop5h 20mDelta
Sat 3/95:45 pmMDW - JFK
1 stop4h 35mDelta
Deal found 2/22$296
Tue 4/97:25 amJFK - MDW
1 stop6h 20mDelta
Fri 4/195:45 pmMDW - JFK
1 stop4h 30mDelta
Deal found 2/22$301
Fri 4/197:25 amJFK - MDW
1 stop6h 20mDelta
Mon 4/225:45 pmMDW - JFK
1 stop4h 30mDelta
Deal found 2/22$306
Tue 4/237:25 amJFK - MDW
1 stop6h 20mDelta
Tue 4/236:00 pmMDW - JFK
1 stop4h 15mDelta
Deal found 2/22$308
Sat 3/96:15 pmJFK - MDW
2 stops14h 31mDelta
Wed 3/139:26 amMDW - JFK
1 stop13h 03mDelta
Deal found 2/20$317
Tue 4/309:50 amJFK - MDW
2 stops24h 00mDelta
Sat 5/45:45 pmMDW - JFK
1 stop4h 30mDelta
Deal found 2/21$320
Thu 3/147:20 amJFK - MDW
1 stop6h 14mDelta
Fri 3/155:45 pmMDW - JFK
1 stop4h 44mDelta
Deal found 2/21$326

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 3,442,422 searches. Data last updated February 22, 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.
Wed 2/287:00 amJFK - MDW
1 stop6h 29mDelta
Wed 2/285:45 pmMDW - JFK
1 stop4h 35mDelta
Deal found 2/21$296
Thu 2/297:00 amJFK - MDW
1 stop6h 29mDelta
Sun 3/36:00 amMDW - JFK
1 stop7h 13mDelta
Deal found 2/21$346
Sat 3/25:45 pmJFK - MDW
1 stop5h 15mDelta
Fri 3/81:09 pmMDW - JFK
1 stop3h 33mDelta
Deal found 2/21$356
Tue 2/275:40 pmJFK - MDW
1 stop5h 20mDelta
Tue 3/51:09 pmMDW - JFK
1 stop3h 33mDelta
Deal found 2/21$371
Tue 2/277:00 amJFK - MDW
1 stop6h 29mDelta
Tue 2/275:45 pmMDW - JFK
1 stop4h 35mDelta
Deal found 2/22$446
Sat 3/25:45 pmJFK - MDW
1 stop5h 15mDelta
Mon 3/41:09 pmMDW - JFK
1 stop3h 33mDelta
Deal found 2/21$456
Sun 3/37:22 amJFK - MDW
1 stop6h 07mDelta
Mon 3/41:09 pmMDW - JFK
1 stop3h 33mDelta
Deal found 2/21$471
Tue 2/2712:50 pmJFK - MDW
1 stop6h 12mDelta
Fri 3/15:45 pmMDW - JFK
1 stop4h 35mDelta
Deal found 2/22$512
Thu 2/2912:50 pmJFK - MDW
1 stop6h 12mDelta
Tue 3/51:09 pmMDW - JFK
1 stop3h 33mDelta
Deal found 2/22$526

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 3,442,422 searches. Data last updated February 22, 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.
Mon 3/187:20 amJFK - MDW
1 stop6h 14mDelta
Deal found 2/22$148
Thu 4/187:25 amJFK - MDW
1 stop6h 20mDelta
Deal found 2/21$154
Tue 6/187:05 amJFK - MDW
1 stop6h 26mDelta
Deal found 2/22$158
Sat 3/237:20 amJFK - MDW
1 stop10h 11mDelta
Deal found 2/21$162
Wed 3/65:40 pmJFK - MDW
1 stop5h 20mDelta
Deal found 2/21$168
Thu 3/147:20 amJFK - MDW
1 stop6h 14mDelta
Deal found 2/21$178
Thu 5/97:25 amJFK - MDW
1 stop6h 14mDelta
Deal found 2/22$188
Sat 3/25:45 pmJFK - MDW
1 stop5h 15mDelta
Deal found 2/21$198
Fri 3/85:40 pmJFK - MDW
1 stop5h 20mDelta
Deal found 2/21$208

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 3,442,422 searches. Data last updated February 22, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$291 - $1,155

Route

Depart

Return

Price

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 3/5

1 stop6h 29m

Chicago Midway

Tue 3/5

1 stop4h 35m

$291

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 4/30

1 stop20h 51m

Chicago Midway

Sat 5/4

1 stop4h 30m

$294

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Fri 3/8

1 stop5h 20m

Chicago Midway

Mon 3/11

1 stop4h 44m

$296

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 4/9

1 stop6h 20m

Chicago Midway

Fri 4/19

1 stop4h 30m

$301

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Fri 4/19

1 stop6h 20m

Chicago Midway

Tue 4/23

1 stop4h 15m

$306

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 4/23

1 stop6h 20m

Chicago Midway

Tue 4/23

1 stop4h 15m

$308

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Sat 3/9

2 stops14h 31m

Chicago Midway

Wed 3/13

1 stop13h 03m

$317

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 4/30

2 stops24h 00m

Chicago Midway

Sat 5/4

1 stop4h 30m

$320

New York John F Kennedy IntlChicago Midway

JFK - MDW

JFKMDW

New York John F Kennedy Intl

Tue 3/5

2 stops12h 19m

Chicago Midway

Thu 3/7

2 stops13h 06m

$1,155

Flights are sorted by cheapest first

Deals found on 2/21

When is the cheapest time 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 February 18, 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 Tuesday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Midway by month

Plan your trip from John F Kennedy Intl to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from John F Kennedy Intl to Midway is currently $174 while a round-trip flight costs $399. Price data was last updated on February 18, 2024.

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 $140). Flying from New York John F Kennedy Intl Airport to Chicago Midway Airport in July is currently the most expensive (average of $259). 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.

January

$194

February

$193

March

$188

April

$182

May

$208

June

$243

July

$259

August

$190

September

$158

October

$143

November

$165

December

$140

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

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 February 22, 2024.
Peruse reviews from past customers who have flown with Delta 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.
8.1
Very good
11,921 reviews

Crew

8.6

Food

7.5

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Overall

8.1

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.

8.1
Very good
11,921 reviews
8.1
Very good
11,921 reviews

Crew

8.6

Food

7.5

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Overall

8.1

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.

7.6
Good
3,161 reviews
8.1
Very good
11,921 reviews

Crew

8.6

Food

7.5

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Overall

8.1

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.

6.7
Okay
1,658 reviews
8.1
Very good
11,921 reviews

Crew

8.6

Food

7.5

Comfort

7.9

Boarding

8.2

Entertainment

8.1

Overall

8.1

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 $291, but on average you can expect to pay $329.

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

There are currently 19+ 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 $291. Delta is currently priced 42% 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.

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.

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 3,442,422 searches. Data last updated February 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$304Average$505FlexibilityNo cancel feeOn-timeN/A
Search Delta 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.

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

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from John F Kennedy Intl to Midway?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Midway from John F Kennedy Intl today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from John F Kennedy Intl to Midway?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from John F Kennedy Intl to Midway for you. Better yet — we are completely free to use.

Can Cheapflights find flights from John F Kennedy Intl to Midway with no change fees?

Yes, we can. To see specific flights from John F Kennedy Intl to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from John F Kennedy Intl to Midway become cheaper?

Yes, Cheapflights offers price alerts on John F Kennedy Intl to Midway flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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