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Cheap flights from Kentucky to New York from $98

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 3/4. 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 Kentucky to New York

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:52 pm - 11:02 am
BNA
-
SWF
13h 10m
1 stop
Multiple Airlines Logo
11:03 am - 7:57 pm
SWF
-
BNA
9h 54m
1 stop
$281Multiple Airlines
Sat, Feb 28 - Mon, Mar 2
Allegiant Air Logo
4:54 pm - 9:02 am
TYS
-
SWF
16h 08m
1 stop
Allegiant Air Logo
10:29 am - 8:08 am
SWF
-
TYS
21h 39m
1 stop
$287Allegiant Air
Thu, Mar 12 - Thu, Mar 19
Multiple Airlines Logo
9:18 am - 6:56 pm
SDF
-
SWF
9h 38m
1 stop
Multiple Airlines Logo
12:05 pm - 6:15 pm
SWF
-
SDF
30h 10m
2 stops
$294Multiple Airlines
Fri, May 29 - Sat, Jun 6
Allegiant Air Logo
6:00 am - 7:55 pm
TYS
-
SWF
13h 55m
1 stop
Allegiant Air Logo
11:45 am - 10:05 pm
SWF
-
TYS
10h 20m
1 stop
$307Allegiant Air
Sun, Mar 29 - Thu, Apr 9
Allegiant Air Logo
6:27 pm - 8:51 am
CVG
-
SWF
14h 24m
1 stop
Allegiant Air Logo
5:55 pm - 11:29 pm
SWF
-
CVG
5h 34m
1 stop
$312Allegiant Air
Thu, May 28 - Fri, Jun 5
Multiple Airlines Logo
8:52 pm - 9:19 am
BNA
-
SWF
11h 27m
1 stop
Multiple Airlines Logo
10:09 am - 7:48 pm
SWF
-
BNA
10h 39m
1 stop
$317Multiple Airlines
Wed, Mar 4 - Sun, Mar 8
Multiple Airlines Logo
6:33 pm - 8:49 am
CVG
-
SWF
14h 16m
1 stop
Multiple Airlines Logo
12:05 pm - 11:15 am
SWF
-
CVG
23h 10m
2 stops
$319Multiple Airlines
Thu, Jun 11 - Wed, Jun 17
Allegiant Air Logo
3:53 pm - 9:02 am
TRI
-
SWF
17h 09m
1 stop
Allegiant Air Logo
8:40 pm - 5:39 pm
SWF
-
TRI
20h 59m
1 stop
$322Allegiant Air
Thu, Mar 12 - Thu, Mar 19
Multiple Airlines Logo
8:19 pm - 11:25 am
SDF
-
SWF
15h 06m
2 stops
Multiple Airlines Logo
5:55 pm - 12:16 pm
SWF
-
SDF
18h 21m
1 stop
$324Multiple Airlines
Fri, Jun 5 - Fri, Jun 12
Allegiant Air Logo
6:27 pm - 8:51 am
CVG
-
SWF
14h 24m
1 stop
Allegiant Air Logo
8:10 pm - 11:09 am
SWF
-
CVG
14h 59m
1 stop
$324Allegiant Air
Thu, May 28 - Sun, May 31

Breeze Airways flights from Kentucky to New Windsor

Our best Breeze Airways deals on Kentucky to New Windsor flight tickets
Breeze Airways
Mar 15
CVG10:33 amCincinnati Cinci./N. Kentucky
24h 58m
1 stop
SWF11:31 amNew Windsor Stewart
Mar 20
SWF12:11 pmNew Windsor Stewart
23h 37m
1 stop
CVG11:48 amCincinnati Cinci./N. Kentucky
$503
Breeze Airways
Apr 30
CVG10:33 amCincinnati Cinci./N. Kentucky
24h 58m
1 stop
SWF11:31 amNew Windsor Stewart
May 11
SWF12:15 pmNew Windsor Stewart
20h 54m
1 stop
CVG9:09 amCincinnati Cinci./N. Kentucky
$602
Breeze Airways
Apr 30
CVG10:33 amCincinnati Cinci./N. Kentucky
24h 58m
1 stop
SWF11:31 amNew Windsor Stewart
May 11
SWF12:15 pmNew Windsor Stewart
20h 54m
1 stop
CVG9:09 amCincinnati Cinci./N. Kentucky
$606

Allegiant Air flights from Kentucky to New Windsor

Our best Allegiant Air deals on Kentucky to New Windsor flight tickets
Allegiant Air
Mar 12
TYS4:54 pmKnoxville McGhee Tyson
16h 08m
1 stop
SWF9:02 amNew Windsor Stewart
Mar 19
SWF10:29 amNew Windsor Stewart
21h 39m
1 stop
TYS8:08 amKnoxville McGhee Tyson
$287
Allegiant Air
Mar 29
TYS6:00 amKnoxville McGhee Tyson
13h 55m
1 stop
SWF7:55 pmNew Windsor Stewart
Apr 9
SWF11:45 amNew Windsor Stewart
10h 20m
1 stop
TYS10:05 pmKnoxville McGhee Tyson
$307
Allegiant Air
Mar 12
TRI3:53 pmBlountville Tri Cities TN/VA
17h 09m
1 stop
SWF9:02 amNew Windsor Stewart
Mar 19
SWF8:40 pmNew Windsor Stewart
20h 59m
1 stop
TRI5:39 pmBlountville Tri Cities TN/VA
$322

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 February 12, 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

NashvilleNew Windsor

BNA - SWF

BNASWF

Nashville Intl

Sat 2/28

8:52 pm-11:02 am

1 stop13h 10m

New Windsor Stewart

Mon 3/2

11:03 am-7:57 pm

1 stop9h 54m

$281

KnoxvilleNew Windsor

TYS - SWF

TYSSWF

Knoxville McGhee Tyson

Thu 3/12

4:54 pm-9:02 am

1 stop16h 08m

New Windsor Stewart

Thu 3/19

10:29 am-8:08 am

1 stop21h 39m

$287

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Fri 5/29

9:18 am-6:56 pm

1 stop9h 38m

New Windsor Stewart

Sat 6/6

12:05 pm-6:15 pm

2 stops30h 10m

$294

KnoxvilleNew Windsor

TYS - SWF

TYSSWF

Knoxville McGhee Tyson

Sun 3/29

6:00 am-7:55 pm

1 stop13h 55m

New Windsor Stewart

Thu 4/9

11:45 am-10:05 pm

1 stop10h 20m

$307

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Thu 5/28

6:27 pm-8:51 am

1 stop14h 24m

New Windsor Stewart

Fri 6/5

5:55 pm-11:29 pm

1 stop5h 34m

$312

NashvilleNew Windsor

BNA - SWF

BNASWF

Nashville Intl

Wed 3/4

8:52 pm-9:19 am

1 stop11h 27m

New Windsor Stewart

Sun 3/8

10:09 am-7:48 pm

1 stop10h 39m

$317

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Thu 6/11

6:33 pm-8:49 am

1 stop14h 16m

New Windsor Stewart

Wed 6/17

12:05 pm-11:15 am

2 stops23h 10m

$319

BlountvilleNew Windsor

TRI - SWF

TRISWF

Blountville Tri Cities TN/VA

Thu 3/12

3:53 pm-9:02 am

1 stop17h 09m

New Windsor Stewart

Thu 3/19

8:40 pm-5:39 pm

1 stop20h 59m

$322

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Fri 6/5

8:19 pm-11:25 am

2 stops15h 06m

New Windsor Stewart

Fri 6/12

5:55 pm-12:16 pm

1 stop18h 21m

$324

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

Thu 5/28

6:27 pm-8:51 am

1 stop14h 24m

New Windsor Stewart

Sun 5/31

8:10 pm-11:09 am

1 stop14h 59m

$324

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 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 40% 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

Fastest flight time

5h 44m

Direct flights

None
The fastest flight from Kentucky to New Windsor takes 5h 44m
There are no direct flights from Kentucky to New Windsor. There are no popular flight routes from Kentucky to New Windsor.
Search flight deals

  • 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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