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JFK - MDW

Find cheap flights from New York John F Kennedy Airport to Chicago Midway Airport from $97

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from John F Kennedy Intl to Midway departing on 5/21. 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.
1 adult
0 bags
vie. 6/7
vie. 6/14

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,707,506 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from John F Kennedy Intl to Midway (JFK-MDW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from John F Kennedy Intl to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
12:59 pm - 5:06 pmJFK-MDW
5h 07m1 stop
5:45 pm - 11:26 pmMDW-JFK
4h 41m1 stop
$292Delta
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mié., jun. 5 - mié., jun. 12
12:59 pm - 5:06 pmJFK-MDW
5h 07m1 stop
5:45 pm - 11:26 pmMDW-JFK
4h 41m1 stop
$294Delta
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mié., jun. 5 - sáb., jun. 8
7:35 am - 12:44 pmJFK-MDW
6h 09m1 stop
5:59 pm - 11:17 pmMDW-JFK
4h 18m1 stop
$295Delta
Find Deal
mié., jul. 10 - sáb., ago. 24
12:59 pm - 5:04 pmJFK-MDW
5h 05m1 stop
5:45 pm - 11:26 pmMDW-JFK
4h 41m1 stop
$296Delta
Find Deal
vie., jun. 7 - lun., jun. 10
12:59 pm - 5:06 pmJFK-MDW
5h 07m1 stop
1:21 pm - 6:10 pmMDW-JFK
3h 49m1 stop
$318Delta
Find Deal
mié., may. 29 - jue., may. 30
7:35 am - 5:05 pmJFK-MDW
10h 30m1 stop
1:24 pm - 11:26 pmMDW-JFK
9h 02m1 stop
$324Delta
Find Deal
mar., jul. 9 - mié., jul. 10
7:35 am - 12:44 pmJFK-MDW
6h 09m1 stop
5:59 pm - 11:17 pmMDW-JFK
4h 18m1 stop
$330Delta
Find Deal
mié., jul. 10 - jue., ago. 29
8:00 am - 2:54 pmJFK-MDW
7h 54m1 stop
5:59 pm - 11:17 pmMDW-JFK
4h 18m1 stop
$331Delta
Find Deal
jue., jul. 11 - jue., ago. 29
7:20 am - 12:40 pmJFK-MDW
6h 20m1 stop
5:47 pm - 11:11 pmMDW-JFK
4h 24m1 stop
$334Delta
Find Deal
mar., may. 28 - mar., jun. 4
12:59 pm - 5:06 pmJFK-MDW
5h 07m1 stop
5:45 pm - 11:26 pmMDW-JFK
4h 41m1 stop
$336Delta
Find Deal
jue., jun. 6 - lun., jun. 10

Flights from John F Kennedy Intl to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from John F Kennedy Intl to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from New York John F Kennedy Airport to Chicago Midway Airport?

The average price of all flights from New York John F Kennedy Intl Airport to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Chicago Midway Airport on a Wednesday and more expensive on a Thursday. On your return trip to New York John F Kennedy Airport, you should consider flying back on a Monday, and avoid Fridays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from New York John F Kennedy Intl Airport to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from New York John F Kennedy Intl Airport to Chicago Midway Airport is January, where tickets cost $235 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $570 and $471 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from New York John F Kennedy Intl Airport to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from New York John F Kennedy Intl Airport to Chicago Midway Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 64 days before departure.

Good to know

Low season

November

High season

August

Cheapest flight

$97
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from New York John F Kennedy 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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking New York John F Kennedy Airport to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from New York John F Kennedy Intl Airport to Chicago Midway Airport was $97 for a one-way ticket and $292 for a round-trip.

  • Do I need a passport to fly between New York John F Kennedy Airport and Chicago Midway Airport?

    No, a passport isn't needed to fly from New York John F Kennedy Airport to Chicago Midway Airport. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from New York John F Kennedy Airport to Chicago Midway Airport?

    On your way to Chicago Midway Airport, you’ll fly out from New York John F Kennedy Intl. You’ll be landing at Chicago Midway.

  • Which aircraft models fly most regularly from New York John F Kennedy Airport to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from New York John F Kennedy Airport to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between New York John F Kennedy Airport and Chicago Midway Airport.

  • How does KAYAK find such low prices on flights from New York John F Kennedy Airport to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from New York John F Kennedy Airport to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York John F Kennedy Airport to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from New York John F Kennedy Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from New York John F Kennedy Airport to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to New York John F Kennedy Airport with another airline. Booking your flights between New York John F Kennedy Airport and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York John F Kennedy Airport to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from New York John F Kennedy Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from John F Kennedy Intl to Midway

 
See real verified KAYAK customer reviews for airlines flying from New York to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from John F Kennedy Intl to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10810 reviews
7.9Comfort
8.2Boarding
7.4Food
8.6Crew
8.0Entertainment
Airline reviews

Seat back monitors and outlets were dead and not working.

8.0 ExcellentCarl, Apr 2024JFK - FLL
Read more about Delta reviews

Seat back monitors and outlets were dead and not working.

Service was good for such a short flight. Small plane but smooth flight.

The flight was delayed but we got to our final destination.

Uncomfortable seats on 14 hour flight. Mediocre food. On time and great crew.

Really impressive staff at airport and on plane, especially given how busy it was

Crew was great. However the seat I had would not recline and stay put. It would spring back to upright. Hopefully they can check the seats and maintain them. Otherwise the plane is clean and the crew is very friendly.

Pricing of seats is difficult - price transparency has disappeared. First class, business class. Comfort plus, economy, basic…. Especially the pricing of seat reservation. Used to be but early get a better price; now it seems prices are falling as we get closer to departure. Miles ticket value has gone away. Give me a break. Everybody is playing the game of upselling and delivering lower service. When demand drops, so will the game of price gouging, but we’ll see.

They made us check our bag…. Even though there was plenty of space up top… and then proceeded to shatter by brand new luggage 😞

Smooth boarding and I always like when the crew asks passengers with tight connections to deplane first. I wasn’t in that group but many times needed to be. When the staff asks for it the other passengers usually listen.

I was flying from nyc jfk home to Miami and I used a flight credit from delta since they destroyed my bag earlier that year. On this return flight I landed retrieved my bag and noticed when I got home that delta ripped a hole in my bag and got one of my belongings caught up wrapped around the wheel of my Tumi bag!!! Oh and now their policy says they won’t replace it.

Book cheap flights from New York to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from New York to Chicago found on KAYAK in the last 72 hours.
5/21mar.
1 stopFrontier
12h 14mJFK-MDW
$97
5/21mar.
2 stops
20h 44mJFK-MDW
$118
5/21mar.
2 stopsFrontier
17h 44mJFK-MDW
$136
6/12mié.
1 stopDelta
5h 05mJFK-MDW
$146
5/22mié.
1 stopFrontier
12h 27mJFK-MDW
$147
5/14mar.
1 stopDelta
6h 20mJFK-MDW
$148
6/12mié.
2 stopsFrontier
22h 26mJFK-MDW
$151
9/14sáb.
1 stopDelta
5h 04mJFK-MDW
$158
6/23dom.
1 stopVolaris
11h 21mJFK-MDW
$467
6/23dom.
1 stopVolaris
11h 21mJFK-MDW
$469

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Last minute flights from John F Kennedy Intl to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from New York to Chicago that are departing in the next 10 days.
5/11sáb.
multi-stopDelta
5h 45mJFK-MDW
5/14mar.
multi-stopDelta
6h 09mMDW-JFK
$371
5/9jue.
multi-stopDelta
6h 20mJFK-MDW
5/29mié.
multi-stopDelta
4h 24mMDW-JFK
$430
5/8mié.
multi-stopDelta
6h 20mJFK-MDW
5/14mar.
multi-stopDelta
6h 09mMDW-JFK
$432
5/12dom.
multi-stopDelta
6h 20mJFK-MDW
5/14mar.
multi-stopDelta
3h 49mMDW-JFK
$441
5/10vie.
multi-stopDelta
7h 39mJFK-MDW
5/12dom.
multi-stopDelta
7h 33mMDW-JFK
$446
5/8mié.
multi-stopDelta
5h 36mJFK-MDW
5/12dom.
multi-stopDelta
7h 33mMDW-JFK
$498
5/12dom.
multi-stopDelta
6h 20mJFK-MDW
5/12dom.
multi-stopDelta
4h 24mMDW-JFK
$537
5/11sáb.
multi-stopDelta
5h 11mJFK-MDW
5/18sáb.
multi-stopDelta
4h 24mMDW-JFK
$542
5/8mié.
multi-stopDelta
6h 20mJFK-MDW
5/14mar.
multi-stopDelta
7h 33mMDW-JFK
$572
5/8mié.
multi-stopVolaris
32h 17mJFK-MDW
5/11sáb.
multi-stopVolaris
27h 15mMDW-JFK
$999

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New York John F Kennedy Airport - Chicago Midway Airport Flights

Departure:

New York John F Kennedy Airport (undefined)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - New York John F Kennedy Airport

Cabin classes:

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