Cheap flights from Kentucky to New York from $97

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to New York departing on 10/16. 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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Cheap round-trip flights

Allegiant Air Logo
6:30 am - 7:31 pmCVG-SWF
13h 01m1 stop
Allegiant Air Logo
11:01 am - 9:37 pmSWF-CVG
10h 36m1 stop
$236Allegiant Air
Find Deal
Fri, Oct 3 - Mon, Oct 6
Allegiant Air Logo
9:26 pm - 6:40 pmSDF-SWF
21h 14m1 stop
Allegiant Air Logo
5:20 pm - 4:55 pmSWF-SDF
23h 35m1 stop
$242Allegiant Air
Find Deal
Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
10:55 am - 11:37 amSDF-SWF
24h 42m1 stop
Multiple Airlines Logo
5:20 pm - 4:55 pmSWF-SDF
23h 35m1 stop
$243Multiple Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
Allegiant Air Logo
6:45 am - 7:16 pmTYS-SWF
12h 31m1 stop
Allegiant Air Logo
7:05 pm - 9:17 amSWF-TYS
14h 12m1 stop
$251Allegiant Air
Find Deal
Fri, Oct 31 - Fri, Nov 7
Multiple Airlines Logo
6:58 pm - 10:41 amSDF-SWF
15h 43m1 stop
Multiple Airlines Logo
6:16 pm - 10:52 amSWF-SDF
16h 36m2 stops
$259Multiple Airlines
Find Deal
Thu, Oct 30 - Sun, Nov 2
Multiple Airlines Logo
11:00 am - 11:03 amTYS-SWF
24h 03m1 stop
Multiple Airlines Logo
11:43 am - 5:34 pmSWF-TYS
29h 51m1 stop
$259Multiple Airlines
Find Deal
Thu, Sep 25 - Sun, Sep 28
Allegiant Air Logo
6:30 am - 7:31 pmCVG-SWF
13h 01m1 stop
Allegiant Air Logo
11:31 am - 11:39 pmSWF-CVG
12h 08m1 stop
$259Allegiant Air
Find Deal
Fri, Oct 17 - Fri, Oct 24
Breeze Airways Logo
9:03 pm - 11:44 amCVG-SWF
14h 41m1 stop
Breeze Airways Logo
12:24 pm - 8:59 amSWF-CVG
20h 35m1 stop
$437Breeze Airways
Find Deal
Thu, Dec 4 - Mon, Dec 8
Breeze Airways Logo
9:03 pm - 11:44 amCVG-SWF
14h 41m1 stop
Breeze Airways Logo
12:24 pm - 8:59 amSWF-CVG
20h 35m1 stop
$505Breeze Airways
Find Deal
Thu, Oct 23 - Mon, Oct 27
Breeze Airways Logo
9:03 pm - 11:44 amCVG-SWF
14h 41m1 stop
Breeze Airways Logo
12:24 pm - 8:59 amSWF-CVG
20h 35m1 stop
$525Breeze Airways
Find Deal
Thu, Oct 2 - Mon, Oct 6

Allegiant Air flights from Kentucky to New Windsor

Our best Allegiant Air deals on Kentucky to New Windsor flight tickets
Allegiant Air
Oct 3
CVG6:30 amCincinnati Cinci./N. Kentucky
13h 01m
1 stop
SWF7:31 pmNew Windsor Stewart
Oct 6
SWF11:01 amNew Windsor Stewart
10h 36m
1 stop
CVG9:37 pmCincinnati Cinci./N. Kentucky
Allegiant Air
Dec 11
SDF9:26 pmLouisville Intl
21h 14m
1 stop
SWF6:40 pmNew Windsor Stewart
Dec 15
SWF5:20 pmNew Windsor Stewart
23h 35m
1 stop
SDF4:55 pmLouisville Intl
Allegiant Air
Oct 31
TYS6:45 amKnoxville McGhee Tyson
12h 31m
1 stop
SWF7:16 pmNew Windsor Stewart
Nov 7
SWF7:05 pmNew Windsor Stewart
14h 12m
1 stop
TYS9:17 amKnoxville McGhee Tyson

Breeze Airways flights from Kentucky to New Windsor

Our best Breeze Airways deals on Kentucky to New Windsor flight tickets
Breeze Airways
Dec 4
CVG9:03 pmCincinnati Cinci./N. Kentucky
14h 41m
1 stop
SWF11:44 amNew Windsor Stewart
Dec 8
SWF12:24 pmNew Windsor Stewart
20h 35m
1 stop
CVG8:59 amCincinnati Cinci./N. Kentucky
Breeze Airways
Oct 23
CVG9:03 pmCincinnati Cinci./N. Kentucky
14h 41m
1 stop
SWF11:44 amNew Windsor Stewart
Oct 27
SWF12:24 pmNew Windsor Stewart
20h 35m
1 stop
CVG8:59 amCincinnati Cinci./N. Kentucky
Breeze Airways
Oct 2
CVG9:03 pmCincinnati Cinci./N. Kentucky
14h 41m
1 stop
SWF11:44 amNew Windsor Stewart
Oct 6
SWF12:24 pmNew Windsor Stewart
20h 35m
1 stop
CVG8:59 amCincinnati Cinci./N. Kentucky

momondo Fare Finder

 
Customize your flight search to find flights from Kentucky to New Windsor 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 18, 2025.
Use the filters below to find and compare flights from Kentucky to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Fri 10/3

6:30 am-7:31 pm

1 stop13h 01m

New Windsor Stewart

Mon 10/6

11:01 am-9:37 pm

1 stop10h 36m

$236

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Thu 12/11

9:26 pm-6:40 pm

1 stop21h 14m

New Windsor Stewart

Mon 12/15

5:20 pm-4:55 pm

1 stop23h 35m

$242

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Thu 12/11

10:55 am-11:37 am

1 stop24h 42m

New Windsor Stewart

Mon 12/15

5:20 pm-4:55 pm

1 stop23h 35m

$243

KnoxvilleNew Windsor

TYS - SWF

TYSSWF

Knoxville McGhee Tyson

Fri 10/31

6:45 am-7:16 pm

1 stop12h 31m

New Windsor Stewart

Fri 11/7

7:05 pm-9:17 am

1 stop14h 12m

$251

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Thu 10/30

6:58 pm-10:41 am

1 stop15h 43m

New Windsor Stewart

Sun 11/2

6:16 pm-10:52 am

2 stops16h 36m

$259

KnoxvilleNew Windsor

TYS - SWF

TYSSWF

Knoxville McGhee Tyson

Thu 9/25

11:00 am-11:03 am

1 stop24h 03m

New Windsor Stewart

Sun 9/28

11:43 am-5:34 pm

1 stop29h 51m

$259

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Fri 10/17

6:30 am-7:31 pm

1 stop13h 01m

New Windsor Stewart

Fri 10/24

11:31 am-11:39 pm

1 stop12h 08m

$259

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Thu 12/4

9:03 pm-11:44 am

1 stop14h 41m

New Windsor Stewart

Mon 12/8

12:24 pm-8:59 am

1 stop20h 35m

$437

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Thu 10/23

9:03 pm-11:44 am

1 stop14h 41m

New Windsor Stewart

Mon 10/27

12:24 pm-8:59 am

1 stop20h 35m

$505

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Thu 10/2

9:03 pm-11:44 am

1 stop14h 41m

New Windsor Stewart

Mon 10/6

12:24 pm-8:59 am

1 stop20h 35m

$525

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 Kentucky to New Windsor

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 airline that flies from Kentucky to New Windsor Stewart?

Allegiant Air and Breeze Airways are the most popular carriers operating from Kentucky to New Windsor Stewart

What airlines fly to New Windsor?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to New Windsor from Kentucky according to our data. American Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 5 different airlines that fly to New Windsor on a routine basis, so you have a few additional options to choose from.

Cheap Kentucky to New Windsor flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kentucky to New Windsor

Direct flights

None
There are no direct flights from Kentucky to New Windsor. There are no popular flight routes from Kentucky to New Windsor.
  • When did momondo last update prices for flights from Kentucky to New Windsor Stewart Airport?

    Prices for flights from Kentucky to New Windsor Stewart Airport are updated daily.

  • How old do you have to be to fly from Kentucky to New Windsor Stewart Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to New Windsor Stewart Airport.

  • What documentation or ID do you need to fly to New Windsor Stewart Airport?

    The travel and health documents required for your trip to New Windsor Stewart 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 New Windsor Stewart Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Newburgh
Kingston
Woodstock
Saugerties

Why use momondo?

Why should I use momondo to find a flight deal from Kentucky to New Windsor?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Kentucky to New Windsor for you.

Can I find flights from Kentucky to New Windsor with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Kentucky to New Windsor flights to just show those with flexible booking policies.

How can momondo help me find flights from Kentucky to New Windsor?

Once all potential Kentucky to New Windsor 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 Kentucky to New Windsor right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Kentucky to New Windsor flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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1 adult
Sat 10/18
Sat 10/25

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