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Cheap flights from Kentucky to New York from $95

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 7/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Kentucky to New York

Cheap round-trip flights

Enter your travel dates to find the best prices.
Allegiant Air Logo
6:56 pm - 12:10 pm
TYS
-
SWF
17h 14m
1 stop
Allegiant Air Logo
5:39 pm - 2:35 pm
SWF
-
TYS
20h 56m
1 stop
$234Allegiant Air
Sat, Aug 22 - Mon, Aug 24
Multiple Airlines Logo
10:54 am - 6:40 pm
TYS
-
SWF
7h 46m
1 stop
Multiple Airlines Logo
10:56 am - 9:40 pm
SWF
-
TYS
10h 44m
1 stop
$236Multiple Airlines
Sun, Sep 6 - Thu, Sep 10
Allegiant Air Logo
12:22 pm - 6:45 pm
CVG
-
SWF
6h 23m
1 stop
Allegiant Air Logo
1:00 pm - 9:32 pm
SWF
-
CVG
8h 32m
1 stop
$237Allegiant Air
Fri, Aug 14 - Thu, Aug 20
Allegiant Air Logo
5:19 pm - 6:45 pm
CVG
-
SWF
25h 26m
1 stop
Allegiant Air Logo
1:00 pm - 9:32 pm
SWF
-
CVG
8h 32m
1 stop
$238Allegiant Air
Sun, Aug 16 - Thu, Aug 20
Allegiant Air Logo
4:14 pm - 9:28 am
TYS
-
SWF
17h 14m
1 stop
Allegiant Air Logo
10:38 am - 10:24 pm
SWF
-
TYS
11h 46m
1 stop
$241Allegiant Air
Wed, Oct 14 - Thu, Oct 22
Multiple Airlines Logo
3:58 pm - 11:37 am
CVG
-
SWF
19h 39m
1 stop
Multiple Airlines Logo
7:58 pm - 11:42 pm
SWF
-
CVG
27h 44m
1 stop
$245Multiple Airlines
Sun, Aug 9 - Wed, Aug 12
Multiple Airlines Logo
2:49 pm - 11:08 am
TYS
-
SWF
20h 19m
1 stop
Multiple Airlines Logo
7:30 pm - 8:44 am
SWF
-
TYS
13h 14m
1 stop
$247Multiple Airlines
Mon, Aug 31 - Thu, Sep 3
Breeze Airways Logo
9:42 pm - 11:39 am
SDF
-
SWF
13h 57m
2 stops
Breeze Airways Logo
12:39 pm - 8:31 pm
SWF
-
SDF
7h 52m
1 stop
$315Breeze Airways
Fri, Sep 25 - Sat, Oct 3
Breeze Airways Logo
2:10 pm - 11:25 am
TRI
-
SWF
21h 15m
2 stops
Breeze Airways Logo
10:33 am - 9:15 am
SWF
-
TRI
22h 42m
1 stop
$747Breeze Airways
Fri, Jul 17 - Sun, Jul 19
Breeze Airways Logo
2:10 pm - 11:25 am
TRI
-
SWF
21h 15m
2 stops
Breeze Airways Logo
10:33 am - 9:15 am
SWF
-
TRI
22h 42m
1 stop
$818Breeze Airways
Fri, Jul 24 - Sun, Jul 26

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Allegiant Air flights from Kentucky to New Windsor

Our best Allegiant Air deals on Kentucky to New Windsor flight tickets
Allegiant Air
Aug 22
TYS6:56 pmKnoxville McGhee Tyson
17h 14m
1 stop
SWF12:10 pmNew Windsor Stewart
Aug 24
SWF5:39 pmNew Windsor Stewart
20h 56m
1 stop
TYS2:35 pmKnoxville McGhee Tyson
$234
Allegiant Air
Aug 14
CVG12:22 pmCincinnati Cinci./N. Kentucky
6h 23m
1 stop
SWF6:45 pmNew Windsor Stewart
Aug 20
SWF1:00 pmNew Windsor Stewart
8h 32m
1 stop
CVG9:32 pmCincinnati Cinci./N. Kentucky
$237
Allegiant Air
Aug 16
CVG5:19 pmCincinnati Cinci./N. Kentucky
25h 26m
1 stop
SWF6:45 pmNew Windsor Stewart
Aug 20
SWF1:00 pmNew Windsor Stewart
8h 32m
1 stop
CVG9:32 pmCincinnati Cinci./N. Kentucky
$238

Breeze Airways flights from Kentucky to New Windsor

Our best Breeze Airways deals on Kentucky to New Windsor flight tickets
Breeze Airways
Sep 3
CVG9:08 pmCincinnati Cinci./N. Kentucky
14h 29m
1 stop
SWF11:37 amNew Windsor Stewart
Sep 7
SWF12:17 pmNew Windsor Stewart
20h 52m
1 stop
CVG9:09 amCincinnati Cinci./N. Kentucky
$314
Breeze Airways
Sep 25
SDF9:42 pmLouisville Intl
13h 57m
2 stops
SWF11:39 amNew Windsor Stewart
Oct 3
SWF12:39 pmNew Windsor Stewart
7h 52m
1 stop
SDF8:31 pmLouisville Intl
$315
Breeze Airways
Sep 25
SDF9:42 pmLouisville Intl
13h 57m
2 stops
SWF11:39 amNew Windsor Stewart
Sep 30
SWF12:39 pmNew Windsor Stewart
7h 52m
1 stop
SDF8:31 pmLouisville Intl
$348

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 July 1, 2026.
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

Cheapest round-trip

KnoxvilleNew Windsor

TYS - SWF

TYSSWF

Knoxville McGhee Tyson

Sat 8/22

6:56 pm-12:10 pm

1 stop17h 14m

New Windsor Stewart

Mon 8/24

5:39 pm-2:35 pm

1 stop20h 56m

$234

KnoxvilleNew Windsor

TYS - SWF

TYSSWF

Knoxville McGhee Tyson

Sun 9/6

10:54 am-6:40 pm

1 stop7h 46m

New Windsor Stewart

Thu 9/10

10:56 am-9:40 pm

1 stop10h 44m

$236
Quickest round-trip

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Fri 8/14

12:22 pm-6:45 pm

1 stop6h 23m

New Windsor Stewart

Thu 8/20

1:00 pm-9:32 pm

1 stop8h 32m

$237

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Sun 8/16

5:19 pm-6:45 pm

1 stop25h 26m

New Windsor Stewart

Thu 8/20

1:00 pm-9:32 pm

1 stop8h 32m

$238

KnoxvilleNew Windsor

TYS - SWF

TYSSWF

Knoxville McGhee Tyson

Wed 10/14

4:14 pm-9:28 am

1 stop17h 14m

New Windsor Stewart

Thu 10/22

10:38 am-10:24 pm

1 stop11h 46m

$241

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Sun 8/9

3:58 pm-11:37 am

1 stop19h 39m

New Windsor Stewart

Wed 8/12

7:58 pm-11:42 pm

1 stop27h 44m

$245

KnoxvilleNew Windsor

TYS - SWF

TYSSWF

Knoxville McGhee Tyson

Mon 8/31

2:49 pm-11:08 am

1 stop20h 19m

New Windsor Stewart

Thu 9/3

7:30 pm-8:44 am

1 stop13h 14m

$247

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Fri 9/25

9:42 pm-11:39 am

2 stops13h 57m

New Windsor Stewart

Sat 10/3

12:39 pm-8:31 pm

1 stop7h 52m

$315

BlountvilleNew Windsor

TRI - SWF

TRISWF

Blountville Tri Cities TN/VA

Fri 7/17

2:10 pm-11:25 am

2 stops21h 15m

New Windsor Stewart

Sun 7/19

10:33 am-9:15 am

1 stop22h 42m

$747

BlountvilleNew Windsor

TRI - SWF

TRISWF

Blountville Tri Cities TN/VA

Fri 7/24

2:10 pm-11:25 am

2 stops21h 15m

New Windsor Stewart

Sun 7/26

10:33 am-9:15 am

1 stop22h 42m

$818

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?

Delta, United Airlines and American Airlines are the top three most popular airlines that fly to New Windsor from Kentucky according to our data. Delta is the first choice among our users, with 46% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 3 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

Fastest flight time

4h 49m

Direct flights

None
The fastest flight from Kentucky to New Windsor takes 4h 49m
There are no direct flights from Kentucky to New Windsor. There are no popular flight routes from Kentucky to New Windsor.
Search flight deals

Frequently asked questions about flying 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.

An easier way to manage your New Windsor trip

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