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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 10/3. 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

Cheap round-trip flights

Frontier Logo
2:32 pm - 1:08 amMDW-JFK
9h 36m1 stop
Frontier Logo
9:00 am - 3:58 pmJFK-MDW
7h 58m1 stop
$145Frontier
Find Deal
Tue, Sep 30 - Wed, Oct 1
Frontier Logo
2:06 pm - 12:33 amMDW-JFK
9h 27m1 stop
Frontier Logo
6:20 am - 11:38 amJFK-MDW
6h 18m1 stop
$147Frontier
Find Deal
Wed, Oct 29 - Tue, Nov 4
Frontier Logo
4:56 pm - 1:08 amMDW-JFK
7h 12m1 stop
Frontier Logo
6:15 am - 4:25 pmJFK-MDW
11h 10m1 stop
$148Frontier
Find Deal
Thu, Oct 2 - Mon, Oct 6
Frontier Logo
1:37 pm - 12:33 amMDW-JFK
9h 56m1 stop
Frontier Logo
4:00 pm - 12:30 amJFK-MDW
9h 30m1 stop
$155Frontier
Find Deal
Sat, Nov 8 - Sun, Nov 9
Frontier Logo
11:31 am - 10:24 amMDW-JFK
21h 53m1 stop
Frontier Logo
6:25 am - 11:38 amJFK-MDW
6h 13m1 stop
$156Frontier
Find Deal
Sat, Oct 25 - Tue, Oct 28
Frontier Logo
1:37 pm - 12:33 amMDW-JFK
9h 56m1 stop
Frontier Logo
6:20 am - 11:38 amJFK-MDW
6h 18m1 stop
$157Frontier
Find Deal
Fri, Nov 7 - Tue, Nov 11
Frontier Logo
9:26 pm - 7:28 amMDW-JFK
9h 02m1 stop
Frontier Logo
6:00 am - 11:17 amJFK-MDW
30h 17m1 stop
$158Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
Frontier Logo
5:15 pm - 1:08 amMDW-JFK
6h 53m1 stop
Frontier Logo
9:00 am - 3:58 pmJFK-MDW
7h 58m1 stop
$164Frontier
Find Deal
Mon, Sep 22 - Tue, Sep 23
Frontier Logo
11:57 am - 10:24 amMDW-JFK
21h 27m1 stop
Frontier Logo
4:00 pm - 12:30 amJFK-MDW
9h 30m1 stop
$165Frontier
Find Deal
Sun, Oct 26 - Sun, Nov 2
Logo
6:29 pm - 9:04 amMDW-JFK
37h 35m2 stops
Logo
6:20 am - 11:38 amJFK-MDW
6h 18m1 stop
$204
Find Deal
Fri, Nov 7 - Tue, Nov 11

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 30
MDW2:32 pmChicago Midway
9h 36m
1 stop
JFK1:08 amNew York John F Kennedy Intl
Oct 1
JFK9:00 amNew York John F Kennedy Intl
7h 58m
1 stop
MDW3:58 pmChicago Midway
$145
Find similar
Frontier
Oct 29
MDW2:06 pmChicago Midway
9h 27m
1 stop
JFK12:33 amNew York John F Kennedy Intl
Nov 4
JFK6:20 amNew York John F Kennedy Intl
6h 18m
1 stop
MDW11:38 amChicago Midway
$147
Find similar
Frontier
Oct 2
MDW4:56 pmChicago Midway
7h 12m
1 stop
JFK1:08 amNew York John F Kennedy Intl
Oct 6
JFK6:15 amNew York John F Kennedy Intl
11h 10m
1 stop
MDW4:25 pmChicago Midway
$148
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 September 11, 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

Tue 9/30

2:32 pm-1:08 am

1 stop9h 36m

New York John F Kennedy Intl

Wed 10/1

9:00 am-3:58 pm

1 stop7h 58m

$145

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Wed 10/29

2:06 pm-12:33 am

1 stop9h 27m

New York John F Kennedy Intl

Tue 11/4

6:20 am-11:38 am

1 stop6h 18m

$147

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 10/2

4:56 pm-1:08 am

1 stop7h 12m

New York John F Kennedy Intl

Mon 10/6

6:15 am-4:25 pm

1 stop11h 10m

$148

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sat 11/8

1:37 pm-12:33 am

1 stop9h 56m

New York John F Kennedy Intl

Sun 11/9

4:00 pm-12:30 am

1 stop9h 30m

$155

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sat 10/25

11:31 am-10:24 am

1 stop21h 53m

New York John F Kennedy Intl

Tue 10/28

6:25 am-11:38 am

1 stop6h 13m

$156

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Fri 11/7

1:37 pm-12:33 am

1 stop9h 56m

New York John F Kennedy Intl

Tue 11/11

6:20 am-11:38 am

1 stop6h 18m

$157

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Thu 10/23

9:26 pm-7:28 am

1 stop9h 02m

New York John F Kennedy Intl

Sun 10/26

6:00 am-11:17 am

1 stop30h 17m

$158

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Mon 9/22

5:15 pm-1:08 am

1 stop6h 53m

New York John F Kennedy Intl

Tue 9/23

9:00 am-3:58 pm

1 stop7h 58m

$164

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Sun 10/26

11:57 am-10:24 am

1 stop21h 27m

New York John F Kennedy Intl

Sun 11/2

4:00 pm-12:30 am

1 stop9h 30m

$165

ChicagoNew York

MDW - JFK

MDWJFK

Chicago Midway

Fri 11/7

6:29 pm-9:04 am

2 stops37h 35m

New York John F Kennedy Intl

Tue 11/11

6:20 am-11:38 am

1 stop6h 18m

$204

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 $426. The most expensive day to fly to New York John F Kennedy Intl Airport is Sunday, with ticket prices averaging around $866.

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 $722.

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

As of September 2025, prices for Chicago Midway Airport to New York John F Kennedy Intl Airport flights are approximately 21% 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

Direct flights

None
There are no direct flights from Chicago Midway Airport to New York John F Kennedy Intl Airport. There are no popular flight routes from Chicago Midway Airport to New York John F Kennedy Intl Airport.
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  • 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 35m.

  • 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
8,023 reviews
Search Spirit Airlines flights
DeltaPriceFrom $290Free CancellationRating
7.9
7,960 reviews
Search Delta flights

Traveling to a place near New York?

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Staten Island

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to New York. Millions of users trust and use momondo every year so you are in good hands.

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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