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Cheap flights from New York John F Kennedy Intl Airport to Chicago Midway Airport from $86

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New York John F Kennedy Intl Airport to Chicago Midway Airport departing on 6/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from New York John F Kennedy Intl Airport to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from New York John F Kennedy Intl Airport to Chicago.
Frontier Logo
9:00 am - 1:34 pmJFK-MDW
5h 34m1 stop
Frontier Logo
10:55 am - 10:25 amMDW-JFK
22h 30m1 stop
$197Frontier
Find Deal
Fri, May 9 - Sun, May 11
Frontier Logo
6:00 am - 1:34 pmJFK-MDW
8h 34m1 stop
Frontier Logo
6:30 pm - 7:29 amMDW-JFK
11h 59m1 stop
$198Frontier
Find Deal
Fri, May 2 - Thu, May 8
Frontier Logo
9:00 am - 1:34 pmJFK-MDW
5h 34m1 stop
Frontier Logo
2:12 pm - 12:35 amMDW-JFK
9h 23m1 stop
$199Frontier
Find Deal
Fri, May 9 - Wed, May 14
Frontier Logo
11:03 am - 12:31 pmJFK-MDW
26h 28m1 stop
Frontier Logo
4:00 pm - 10:26 amMDW-JFK
17h 26m1 stop
$200Frontier
Find Deal
Thu, Apr 24 - Sun, Apr 27
Frontier Logo
1:00 pm - 8:39 pmJFK-MDW
8h 39m1 stop
Frontier Logo
1:26 pm - 10:03 amMDW-JFK
19h 37m1 stop
$201Frontier
Find Deal
Sat, Apr 26 - Mon, Apr 28
Frontier Logo
1:00 pm - 8:33 pmJFK-MDW
8h 33m1 stop
Frontier Logo
6:38 pm - 7:29 amMDW-JFK
11h 51m1 stop
$202Frontier
Find Deal
Thu, May 8 - Mon, May 12
Frontier Logo
1:00 pm - 8:33 pmJFK-MDW
8h 33m1 stop
Frontier Logo
6:38 pm - 7:29 amMDW-JFK
11h 51m1 stop
$203Frontier
Find Deal
Thu, May 8 - Mon, May 12
Frontier Logo
1:00 pm - 8:39 pmJFK-MDW
8h 39m1 stop
Frontier Logo
1:26 pm - 10:03 amMDW-JFK
19h 37m1 stop
$204Frontier
Find Deal
Sat, Apr 26 - Mon, Apr 28
Delta Logo
12:55 pm - 6:20 pmJFK-MDW
6h 25m1 stop
Delta Logo
5:59 pm - 11:23 pmMDW-JFK
4h 24m1 stop
$291Delta
Find Deal
Tue, Apr 15 - Tue, Apr 22
Delta Logo
8:40 am - 9:13 pmJFK-MDW
13h 33m2 stops
Delta Logo
6:25 pm - 11:14 pmMDW-JFK
3h 49m1 stop
$293Delta
Find Deal
Sat, May 24 - Wed, May 28

Frontier flights from New York John F Kennedy Intl Airport to Chicago Midway Airport

Our best Frontier deals on New York John F Kennedy Intl Airport to Chicago Midway Airport flight tickets
Frontier
May 9
JFK9:00 amNew York John F Kennedy Intl
5h 34m
1 stop
MDW1:34 pmChicago Midway
May 11
MDW10:55 amChicago Midway
22h 30m
1 stop
JFK10:25 amNew York John F Kennedy Intl
Frontier
May 2
JFK6:00 amNew York John F Kennedy Intl
8h 34m
1 stop
MDW1:34 pmChicago Midway
May 8
MDW6:30 pmChicago Midway
11h 59m
1 stop
JFK7:29 amNew York John F Kennedy Intl
Frontier
May 9
JFK9:00 amNew York John F Kennedy Intl
5h 34m
1 stop
MDW1:34 pmChicago Midway
May 14
MDW2:12 pmChicago Midway
9h 23m
1 stop
JFK12:35 amNew York John F Kennedy Intl

Delta flights from New York John F Kennedy Intl Airport to Chicago Midway Airport

Our best Delta deals on New York John F Kennedy Intl Airport to Chicago Midway Airport flight tickets
Delta
Apr 15
JFK12:55 pmNew York John F Kennedy Intl
6h 25m
1 stop
MDW6:20 pmChicago Midway
Apr 22
MDW5:59 pmChicago Midway
4h 24m
1 stop
JFK11:23 pmNew York John F Kennedy Intl
Delta
May 24
JFK8:40 amNew York John F Kennedy Intl
13h 33m
2 stops
MDW9:13 pmChicago Midway
May 28
MDW6:25 pmChicago Midway
3h 49m
1 stop
JFK11:14 pmNew York John F Kennedy Intl
Delta
May 28
JFK7:15 amNew York John F Kennedy Intl
6h 13m
1 stop
MDW12:28 pmChicago Midway
May 28
MDW6:25 pmChicago Midway
3h 49m
1 stop
JFK11:14 pmNew York John F Kennedy Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from New York John F Kennedy Intl Airport to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from New York John F Kennedy Intl Airport, with most prices found around $290. If you are unable to visit Chicago Midway Airport during the month of January, then departing from New York John F Kennedy Intl Airport during the month February is also very affordable. Most momondo users find prices during this month for around $303.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from New York John F Kennedy Intl Airport. The lowest ticket price found for a Wednesday departure recently was $272. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from New York John F Kennedy Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $416.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from New York John F Kennedy Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $245 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $363. Of course, these prices can vary depending on the time of year and what airport you fly to.

How have New York John F Kennedy Intl Airport to Chicago Midway Airport flight prices changed over time?

As of April 2025, prices for New York John F Kennedy Intl Airport to Chicago Midway Airport flights are approximately 77% more expensive when compared to flights at the same time last year.

When to book flights from New York John F Kennedy Intl Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from New York John F Kennedy Intl Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap New York John F Kennedy Intl Airport to Chicago Midway Airport (JFK to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New York John F Kennedy Intl Airport to Chicago Midway Airport

Best Price Found

$86

Fastest flight time

4h 51m

Direct flights

None
The best one-way flight to Chicago Midway Airport from New York John F Kennedy Intl Airport in the past 72 hours is $86. The best round-trip flight deal from New York John F Kennedy Intl Airport to Chicago Midway Airport found on momondo in the last 72 hours is $197.
The fastest flight from New York John F Kennedy Intl Airport to Chicago Midway Airport takes 4h 51m
There are no direct flights from New York John F Kennedy Intl Airport to Chicago Midway Airport. Popular non-direct route for this connection is New York John F Kennedy Intl Airport - Chicago Midway Airport.

  • How far is New York John F Kennedy Intl to Chicago Midway by plane?

    Chicago Midway is 728.9 mi away from New York John F Kennedy Intl. Flights usually cover this in 4h 51m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from New York John F Kennedy Intl Airport to Chicago Midway Airport?

    Prices for flights from New York John F Kennedy Intl Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from New York John F Kennedy Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from New York John F Kennedy Intl Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New York John F Kennedy Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from New York John F Kennedy Intl Airport to Chicago Midway Airport?


Best airlines flying from New York John F Kennedy Intl Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from New York John F Kennedy Intl Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $294Free CancellationRating
8.0
7,897 reviews
Search Delta flights

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Why should I use momondo to find a flight deal from New York to Chicago?

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Can I find flights from New York to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from New York on momondo can be compared and filtered by various policies on offer, including flexible booking.

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