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Cheap flights from New York John F Kennedy Intl Airport to Chicago Midway Airport from $50

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 2/4. 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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Find the cheapest flights from New York John F Kennedy Intl Airport to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from New York John F Kennedy Intl Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from New York John F Kennedy Intl Airport to Chicago.

Cheap last minute flights

Planning a quick getaway from New York John F Kennedy Intl Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from New York John F Kennedy Intl Airport to Chicago

Find recent round-trip train or bus tickets from New York John F Kennedy Intl Airport to Chicago.

All round-trip flight deals from New York John F Kennedy Intl Airport to Chicago

The cheapest plane tickets from New York John F Kennedy Intl Airport to Chicago found on KAYAK recently.
11:00 am - 7:06 pmJFK-MDW
9h 06m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$105Frontier
Find Deal
mié., feb. 5 - jue., feb. 6
1:00 pm - 7:46 pmJFK-MDW
7h 46m1 stop
4:40 pm - 12:43 amMDW-JFK
7h 03m1 stop
$110Frontier
Find Deal
lun., abr. 7 - mar., abr. 15
11:00 am - 7:06 pmJFK-MDW
9h 06m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$115Frontier
Find Deal
mié., feb. 5 - dom., feb. 9
11:00 am - 6:26 pmJFK-MDW
8h 26m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$120Frontier
Find Deal
jue., feb. 6 - dom., feb. 9
10:59 am - 7:46 pmJFK-MDW
9h 47m1 stop
4:40 pm - 12:43 amMDW-JFK
7h 03m1 stop
$122Frontier
Find Deal
lun., abr. 7 - mar., abr. 8
11:00 am - 4:16 pmJFK-MDW
6h 16m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$125Frontier
Find Deal
mar., feb. 4 - jue., feb. 6
10:59 am - 7:46 pmJFK-MDW
9h 47m1 stop
3:00 pm - 10:00 amMDW-JFK
18h 00m1 stop
$127Frontier
Find Deal
lun., abr. 7 - mié., abr. 9
11:00 am - 7:06 pmJFK-MDW
9h 06m1 stop
3:37 pm - 1:59 pmMDW-JFK
21h 22m1 stop
$129Frontier
Find Deal
mié., feb. 5 - vie., feb. 7
12:59 pm - 6:11 pmJFK-MDW
6h 12m1 stop
12:44 pm - 12:42 amMDW-JFK
10h 58m1 stop
$289Delta
Find Deal
jue., feb. 13 - mié., feb. 19
12:59 pm - 6:11 pmJFK-MDW
6h 12m1 stop
5:05 pm - 11:13 pmMDW-JFK
5h 08m1 stop
$295Delta
Find Deal
jue., feb. 13 - sáb., feb. 15
11:00 am - 4:16 pmJFK-MDW
6h 16m1 stop
$50Frontier
Find Deal
mar., feb. 4
11:00 am - 6:26 pmJFK-MDW
8h 26m1 stop
$55Frontier
Find Deal
jue., feb. 6
11:00 am - 7:06 pmJFK-MDW
9h 06m1 stop
$56Frontier
Find Deal
mié., ene. 29
11:00 am - 4:16 pmJFK-MDW
6h 16m1 stop
$57Frontier
Find Deal
mar., ene. 28
11:00 am - 7:06 pmJFK-MDW
9h 06m1 stop
$58Frontier
Find Deal
mié., feb. 5
12:59 pm - 6:14 pmJFK-MDW
6h 15m1 stop
$141Delta
Find Deal
mié., ene. 29
12:59 pm - 6:11 pmJFK-MDW
6h 12m1 stop
$148Delta
Find Deal
jue., feb. 13
7:05 am - 1:05 pmJFK-MDW
7h 00m1 stop
$149Delta
Find Deal
mar., feb. 18
6:00 am - 10:12 amJFK-MDW
5h 12m1 stop
$151Delta
Find Deal
vie., ene. 31
4:30 pm - 5:31 amJFK-MDW
14h 01m2 stops
dom., mar. 2
11:00 am - 5:53 pmJFK-MDW
7h 53m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$290Frontier
Find Deal
vie., ene. 24 - lun., ene. 27
11:00 am - 5:53 pmJFK-MDW
7h 53m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$300Frontier
Find Deal
vie., ene. 24 - vie., ene. 31
6:00 am - 10:12 amJFK-MDW
5h 12m1 stop
5:07 pm - 12:47 amMDW-JFK
6h 40m1 stop
$301Delta
Find Deal
dom., ene. 26 - jue., ene. 30
11:00 am - 6:26 pmJFK-MDW
8h 26m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$310Frontier
Find Deal
jue., ene. 23 - lun., ene. 27
11:00 am - 5:53 pmJFK-MDW
7h 53m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$320Frontier
Find Deal
vie., ene. 24 - lun., ene. 27
3:00 pm - 2:42 pmJFK-MDW
24h 42m1 stop
10:58 am - 1:59 pmMDW-JFK
26h 01m1 stop
$325Frontier
Find Deal
jue., ene. 23 - dom., ene. 26
3:00 pm - 2:42 pmJFK-MDW
24h 42m1 stop
10:58 am - 1:59 pmMDW-JFK
26h 01m1 stop
$329Frontier
Find Deal
jue., ene. 23 - dom., ene. 26
11:00 am - 5:53 pmJFK-MDW
7h 53m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$330Frontier
Find Deal
vie., ene. 24 - dom., ene. 26
11:00 am - 5:53 pmJFK-MDW
7h 53m1 stop
12:43 pm - 6:30 amMDW-JFK
16h 47m1 stop
$340Frontier
Find Deal
vie., ene. 24 - dom., ene. 26
8:55 am - 2:53 pmJFK-MDW
6h 58m1 stop
5:07 pm - 12:47 amMDW-JFK
6h 40m1 stop
$414Delta
Find Deal
sáb., ene. 25 - mar., ene. 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
Feb 5
JFK11:00 amNew York John F Kennedy Intl
9h 06m
1 stop
MDW7:06 pmChicago Midway
Feb 6
MDW12:43 pmChicago Midway
16h 47m
1 stop
JFK6:30 amNew York John F Kennedy Intl
Frontier
Apr 7
JFK1:00 pmNew York John F Kennedy Intl
7h 46m
1 stop
MDW7:46 pmChicago Midway
Apr 15
MDW4:40 pmChicago Midway
7h 03m
1 stop
JFK12:43 amNew York John F Kennedy Intl
Frontier
Feb 5
JFK11:00 amNew York John F Kennedy Intl
9h 06m
1 stop
MDW7:06 pmChicago Midway
Feb 9
MDW12:43 pmChicago Midway
16h 47m
1 stop
JFK6:30 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
Feb 13
JFK12:59 pmNew York John F Kennedy Intl
6h 12m
1 stop
MDW6:11 pmChicago Midway
Feb 19
MDW12:44 pmChicago Midway
10h 58m
1 stop
JFK12:42 amNew York John F Kennedy Intl
Delta
Feb 4
JFK6:00 amNew York John F Kennedy Intl
5h 12m
1 stop
MDW10:12 amChicago Midway
Feb 5
MDW10:57 amChicago Midway
6h 24m
1 stop
JFK6:21 pmNew York John F Kennedy Intl
Delta
Jan 31
JFK6:00 amNew York John F Kennedy Intl
5h 12m
1 stop
MDW10:12 amChicago Midway
Feb 4
MDW10:57 amChicago Midway
6h 24m
1 stop
JFK6:21 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 July is also very affordable. Most momondo users find prices during this month for around $339.

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

According to our data, Tuesday 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 Tuesday departure recently was $228. 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, Sunday 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 $454.

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 $228 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $294. 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 January 2025, prices for New York John F Kennedy Intl Airport to Chicago Midway Airport flights are approximately 68% cheaper 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

$50

Fastest flight time

3h 58m

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 $50. 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 $105.
The fastest flight from New York John F Kennedy Intl Airport to Chicago Midway Airport takes 3h 58m
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 3h 58m, 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
8,521 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Hammond
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Portage
Benton Harbor
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Crown Point
Schererville
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Saint John

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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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momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from New York to Chicago.

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