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Cheap flights from Chicago Midway Airport to New York from $74

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to New York departing on 9/4. 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 Chicago Midway Airport to New York (MDW-JFK)

Cheap round-trip flights

Frontier Logo
3:03 pm - 1:13 amMDW-JFK
9h 10m1 stop
Frontier Logo
9:00 am - 4:00 pmJFK-MDW
8h 00m1 stop
$147Frontier
Find Deal
Wed, Sep 3 - Fri, Sep 5
Frontier Logo
4:56 pm - 1:08 amMDW-JFK
7h 12m1 stop
Frontier Logo
9:00 am - 4:00 pmJFK-MDW
8h 00m1 stop
$148Frontier
Find Deal
Thu, Sep 11 - Mon, Sep 15
Frontier Logo
5:15 pm - 1:08 amMDW-JFK
6h 53m1 stop
Frontier Logo
6:59 am - 7:23 amJFK-MDW
25h 24m1 stop
$156Frontier
Find Deal
Fri, Sep 5 - Sun, Sep 7
Frontier Logo
10:51 am - 10:26 amMDW-JFK
22h 35m1 stop
Frontier Logo
9:00 am - 4:00 pmJFK-MDW
8h 00m1 stop
$157Frontier
Find Deal
Sat, Sep 20 - Mon, Sep 22
Frontier Logo
9:26 pm - 7:28 amMDW-JFK
9h 02m1 stop
Frontier Logo
11:00 am - 3:24 pmJFK-MDW
29h 24m1 stop
$159Frontier
Find Deal
Thu, Oct 9 - Sun, Oct 12
Frontier Logo
6:15 am - 1:08 amMDW-JFK
17h 53m1 stop
Frontier Logo
9:00 am - 4:25 pmJFK-MDW
8h 25m1 stop
$163Frontier
Find Deal
Sat, Oct 4 - Mon, Oct 6
Frontier Logo
9:00 am - 1:08 amMDW-JFK
15h 08m1 stop
Frontier Logo
9:00 am - 3:58 pmJFK-MDW
7h 58m1 stop
$164Frontier
Find Deal
Wed, Sep 10 - Wed, Sep 17
Frontier Logo
4:56 pm - 1:08 amMDW-JFK
7h 12m1 stop
Frontier Logo
1:01 pm - 11:17 pmJFK-MDW
11h 16m1 stop
$167Frontier
Find Deal
Thu, Sep 11 - Sat, Sep 13
Frontier Logo
7:23 pm - 7:28 amMDW-JFK
11h 05m1 stop
Frontier Logo
1:01 pm - 6:18 pmJFK-MDW
6h 17m1 stop
$169Frontier
Find Deal
Fri, Nov 7 - Fri, Nov 14
Delta Logo
9:35 am - 11:39 pmMDW-JFK
13h 04m1 stop
Delta Logo
7:22 am - 6:35 pmJFK-MDW
12h 13m1 stop
$222Delta
Find Deal
Sat, Sep 27 - Wed, Oct 1

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

Our best Frontier deals on Chicago Midway Airport to New York John F Kennedy Intl Airport flight tickets
Frontier
Sep 3
MDW3:03 pmChicago Midway
9h 10m
1 stop
JFK1:13 amNew York John F Kennedy Intl
Sep 5
JFK9:00 amNew York John F Kennedy Intl
8h 00m
1 stop
MDW4:00 pmChicago Midway
$147
Find similar
Frontier
Sep 11
MDW4:56 pmChicago Midway
7h 12m
1 stop
JFK1:08 amNew York John F Kennedy Intl
Sep 15
JFK9:00 amNew York John F Kennedy Intl
8h 00m
1 stop
MDW4:00 pmChicago Midway
$148
Find similar
Frontier
Sep 5
MDW5:15 pmChicago Midway
6h 53m
1 stop
JFK1:08 amNew York John F Kennedy Intl
Sep 7
JFK6:59 amNew York John F Kennedy Intl
25h 24m
1 stop
MDW7:23 amChicago Midway
$156
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to New York John F Kennedy Intl Airport 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, momondo users made 832,500 searches. Data last updated August 14, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to New York John F Kennedy Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Wed 9/3

3:03 pm-1:13 am

1 stop9h 10m

New York John F Kennedy Intl

Fri 9/5

9:00 am-4:00 pm

1 stop8h 00m

$147

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 9/11

4:56 pm-1:08 am

1 stop7h 12m

New York John F Kennedy Intl

Mon 9/15

9:00 am-4:00 pm

1 stop8h 00m

$148

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Fri 9/5

5:15 pm-1:08 am

1 stop6h 53m

New York John F Kennedy Intl

Sun 9/7

6:59 am-7:23 am

1 stop25h 24m

$156

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sat 9/20

10:51 am-10:26 am

1 stop22h 35m

New York John F Kennedy Intl

Mon 9/22

9:00 am-4:00 pm

1 stop8h 00m

$157

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 10/9

9:26 pm-7:28 am

1 stop9h 02m

New York John F Kennedy Intl

Sun 10/12

11:00 am-3:24 pm

1 stop29h 24m

$159

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sat 10/4

6:15 am-1:08 am

1 stop17h 53m

New York John F Kennedy Intl

Mon 10/6

9:00 am-4:25 pm

1 stop8h 25m

$163

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Wed 9/10

9:00 am-1:08 am

1 stop15h 08m

New York John F Kennedy Intl

Wed 9/17

9:00 am-3:58 pm

1 stop7h 58m

$164

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 9/11

4:56 pm-1:08 am

1 stop7h 12m

New York John F Kennedy Intl

Sat 9/13

1:01 pm-11:17 pm

1 stop11h 16m

$167

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Fri 11/7

7:23 pm-7:28 am

1 stop11h 05m

New York John F Kennedy Intl

Fri 11/14

1:01 pm-6:18 pm

1 stop6h 17m

$169

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sat 9/27

9:35 am-11:39 pm

1 stop13h 04m

New York John F Kennedy Intl

Wed 10/1

7:22 am-6:35 pm

1 stop12h 13m

$222

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to New York from

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

The month of November is, on average, the cheapest month to fly to New York John F Kennedy Intl Airport from Chicago Midway Airport, with most prices found around $124. If you don’t want to visit New York John F Kennedy Intl Airport in November, then you should wait until September to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $201.

What is the cheapest day to depart on your flight to New York John F Kennedy Intl Airport?

Our data shows that Friday is the least expensive day to fly to New York John F Kennedy Intl Airport. Tickets to fly out on this day can be as low as $425. The most expensive day to fly to New York John F Kennedy Intl Airport is Sunday, with ticket prices averaging around $868.

What is the cheapest time of day to depart on your flight to New York John F Kennedy Intl Airport?

According to our data, the cheapest time of day to fly to New York John F Kennedy Intl Airport is in the evening. momondo users have found flights departing from Chicago Midway Airport to New York John F Kennedy Intl Airport in the evening for as low as $235. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights at noon are often more expensive with an average ticket price of $734.

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

As of August 2025, prices for Chicago Midway Airport to New York John F Kennedy Intl Airport flights are approximately 39% cheaper when compared to flights at the same time last year.

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

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

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

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

Best Price Found

$74

Fastest flight time

4h 24m

Direct flights

None
The best one-way flight to New York John F Kennedy Intl Airport from Chicago Midway Airport in the past 72 hours is $74. The best round-trip flight deal from Chicago Midway Airport to New York John F Kennedy Intl Airport found on momondo in the last 72 hours is $147.
The fastest flight from Chicago Midway Airport to New York John F Kennedy Intl Airport takes 4h 24m
There are no direct flights from Chicago Midway Airport to New York John F Kennedy Intl Airport. Popular non-direct route for this connection is Chicago Midway Airport - New York John F Kennedy Intl Airport.
Search flight deals

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

    Chicago Midway and New York John F Kennedy Intl are 728.9 mi apart from one another. In terms of flight time, this usually takes a little over 6h 53m.

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

    Prices for flights from Chicago Midway Airport to New York John F Kennedy Intl Airport were last updated today.

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

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

  • What documentation or ID do you need to fly to New York John F Kennedy Intl Airport?

    The necessary travel and health documents for your New York John F Kennedy Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

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

Compare and see reviews for airlines that fly from Chicago Midway Airport to New York John F Kennedy Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $63Free CancellationRating
6.3
8,045 reviews
Search Spirit Airlines flights
DeltaPriceFrom $290Free CancellationRating
8.0
7,980 reviews
Search Delta flights

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

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

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

How can momondo help me find flights from Chicago to New York?

Once all potential Chicago to New York flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to New York right now. Can momondo alert me if prices change?

Price alerts on flights to New York from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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