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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 9/24. 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
4:14 pm - 9:28 amTYS  Knoxville McGhee Tyson-SWF New Windsor Stewart
17h 14m1 stop Fort Lauderdale
Allegiant Air Logo
7:01 pm - 6:52 pmSWF  New Windsor Stewart-TYS Knoxville McGhee Tyson
23h 51m1 stop Orlando Sanford Intl
$221Allegiant Air
Wed, Oct 14 - Mon, Oct 19
Multiple Airlines Logo
8:57 pm - 11:36 amCVG  Cincinnati Cinci./N. Kentucky-SWF New Windsor Stewart
14h 39m1 stop Charleston
Multiple Airlines Logo
7:04 pm - 11:46 pmSWF  New Windsor Stewart-CVG Cincinnati Cinci./N. Kentucky
28h 42m1 stop Orlando Sanford Intl
$223Multiple Airlines
Thu, Nov 12 - Mon, Nov 16
Multiple Airlines Logo
7:30 am - 6:11 pmCVG  Cincinnati Cinci./N. Kentucky-SWF New Windsor Stewart
10h 41m1 stop Orlando Sanford Intl
Multiple Airlines Logo
10:38 am - 1:14 pmSWF  New Windsor Stewart-CVG Cincinnati Cinci./N. Kentucky
26h 36m1 stop Fort Lauderdale
$232Multiple Airlines
Mon, Oct 26 - Thu, Oct 29
Multiple Airlines Logo
8:57 pm - 11:36 amCVG  Cincinnati Cinci./N. Kentucky-SWF New Windsor Stewart
14h 39m1 stop Charleston
Multiple Airlines Logo
7:04 pm - 11:46 pmSWF  New Windsor Stewart-CVG Cincinnati Cinci./N. Kentucky
28h 42m1 stop Orlando Sanford Intl
$232Multiple Airlines
Thu, Nov 12 - Mon, Nov 16
Multiple Airlines Logo
7:30 am - 6:11 pmCVG  Cincinnati Cinci./N. Kentucky-SWF New Windsor Stewart
10h 41m1 stop Orlando Sanford Intl
Multiple Airlines Logo
10:38 am - 11:43 amSWF  New Windsor Stewart-CVG Cincinnati Cinci./N. Kentucky
25h 05m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson
$232Multiple Airlines
Mon, Oct 26 - Thu, Oct 29
Multiple Airlines Logo
5:40 pm - 10:16 amBNA  Nashville Intl-SWF New Windsor Stewart
15h 36m1 stop Orlando
Multiple Airlines Logo
12:16 pm - 4:45 pmSWF  New Windsor Stewart-BNA Nashville Intl
29h 29m2 stops Charleston Orlando
$235Multiple Airlines
Wed, Sep 9 - Fri, Sep 11
Allegiant Air Logo
12:12 pm - 11:03 amLEX  Lexington Blue Grass-SWF New Windsor Stewart
22h 51m1 stop Fort Lauderdale
Allegiant Air Logo
10:38 am - 8:23 pmSWF  New Windsor Stewart-LEX Lexington Blue Grass
9h 45m1 stop Fort Lauderdale
$242Allegiant Air
Sat, Oct 17 - Thu, Oct 29
Multiple Airlines Logo
8:57 pm - 11:36 amCVG  Cincinnati Cinci./N. Kentucky-SWF New Windsor Stewart
14h 39m1 stop Charleston
Multiple Airlines Logo
7:01 pm - 11:43 amSWF  New Windsor Stewart-CVG Cincinnati Cinci./N. Kentucky
16h 42m2 stops Orlando Sanford Intl Atlanta Hartsfield-Jackson
$244Multiple Airlines
Thu, Oct 22 - Mon, Oct 26
Multiple Airlines Logo
8:57 pm - 11:36 amCVG  Cincinnati Cinci./N. Kentucky-SWF New Windsor Stewart
14h 39m1 stop Charleston
Multiple Airlines Logo
9:42 am - 7:48 pmSWF  New Windsor Stewart-CVG Cincinnati Cinci./N. Kentucky
10h 06m1 stop Punta Gorda
$245Multiple Airlines
Thu, Dec 3 - Fri, Dec 11
Multiple Airlines Logo
8:20 am - 4:46 pmBNA  Nashville Intl-SWF New Windsor Stewart
7h 26m1 stop Punta Gorda
Multiple Airlines Logo
12:39 pm - 4:45 pmSWF  New Windsor Stewart-BNA Nashville Intl
29h 06m2 stops Raleigh-Durham Orlando
$246Multiple Airlines
Fri, Sep 11 - Wed, Sep 16

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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
Oct 14
TYS4:14 pmKnoxville McGhee Tyson
17h 14m
1 stop
SWF9:28 amNew Windsor Stewart
Oct 19
SWF7:01 pmNew Windsor Stewart
23h 51m
1 stop
TYS6:52 pmKnoxville McGhee Tyson
$221
Allegiant Air
Oct 17
LEX12:12 pmLexington Blue Grass
22h 51m
1 stop
SWF11:03 amNew Windsor Stewart
Oct 29
SWF10:38 amNew Windsor Stewart
9h 45m
1 stop
LEX8:23 pmLexington Blue Grass
$242
Allegiant Air
Oct 1
TYS7:03 pmKnoxville McGhee Tyson
15h 26m
1 stop
SWF10:29 amNew Windsor Stewart
Oct 2
SWF8:48 pmNew Windsor Stewart
23h 04m
1 stop
TYS7:52 pmKnoxville McGhee Tyson
$255

Breeze Airways flights from Kentucky to New Windsor

Our best Breeze Airways deals on Kentucky to New Windsor flight tickets
Breeze Airways
Sep 23
SDF7:06 pmLouisville Intl
15h 10m
2 stops
SWF10:16 amNew Windsor Stewart
Sep 30
SWF12:39 pmNew Windsor Stewart
7h 52m
1 stop
SDF8:31 pmLouisville Intl
$270
Breeze Airways
Sep 23
SDF7:06 pmLouisville Intl
15h 10m
2 stops
SWF10:16 amNew Windsor Stewart
Sep 30
SWF12:39 pmNew Windsor Stewart
7h 52m
1 stop
SDF8:31 pmLouisville Intl
$271
Breeze Airways
Sep 23
SDF7:06 pmLouisville Intl
15h 10m
2 stops
SWF10:16 amNew Windsor Stewart
Sep 30
SWF12:39 pmNew Windsor Stewart
7h 52m
1 stop
SDF8:31 pmLouisville Intl
$276

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 August 17, 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 Knoxville McGhee Tyson - SWF New Windsor Stewart

TYSSWF

Knoxville McGhee Tyson

Wed 10/14

4:14 pm-9:28 am

1 stop17h 14m

New Windsor Stewart

Mon 10/19

7:01 pm-6:52 pm

1 stop23h 51m

$221

CincinnatiNew Windsor

CVG Cincinnati Cinci./N. Kentucky - SWF New Windsor Stewart

CVGSWF

Cincinnati Cinci./N. Kentucky

Thu 11/12

8:57 pm-11:36 am

1 stop14h 39m

New Windsor Stewart

Mon 11/16

7:04 pm-11:46 pm

1 stop28h 42m

$223

CincinnatiNew Windsor

CVG Cincinnati Cinci./N. Kentucky - SWF New Windsor Stewart

CVGSWF

Cincinnati Cinci./N. Kentucky

Mon 10/26

7:30 am-6:11 pm

1 stop10h 41m

New Windsor Stewart

Thu 10/29

10:38 am-1:14 pm

1 stop26h 36m

$232

CincinnatiNew Windsor

CVG Cincinnati Cinci./N. Kentucky - SWF New Windsor Stewart

CVGSWF

Cincinnati Cinci./N. Kentucky

Thu 11/12

8:57 pm-11:36 am

1 stop14h 39m

New Windsor Stewart

Mon 11/16

7:04 pm-11:46 pm

1 stop28h 42m

$232

CincinnatiNew Windsor

CVG Cincinnati Cinci./N. Kentucky - SWF New Windsor Stewart

CVGSWF

Cincinnati Cinci./N. Kentucky

Mon 10/26

7:30 am-6:11 pm

1 stop10h 41m

New Windsor Stewart

Thu 10/29

10:38 am-11:43 am

2 stops25h 05m

$232

NashvilleNew Windsor

BNA Nashville Intl - SWF New Windsor Stewart

BNASWF

Nashville Intl

Wed 9/9

5:40 pm-10:16 am

1 stop15h 36m

New Windsor Stewart

Fri 9/11

12:16 pm-4:45 pm

2 stops29h 29m

$235

LexingtonNew Windsor

LEX Lexington Blue Grass - SWF New Windsor Stewart

LEXSWF

Lexington Blue Grass

Sat 10/17

12:12 pm-11:03 am

1 stop22h 51m

New Windsor Stewart

Thu 10/29

10:38 am-8:23 pm

1 stop9h 45m

$242

CincinnatiNew Windsor

CVG Cincinnati Cinci./N. Kentucky - SWF New Windsor Stewart

CVGSWF

Cincinnati Cinci./N. Kentucky

Thu 10/22

8:57 pm-11:36 am

1 stop14h 39m

New Windsor Stewart

Mon 10/26

7:01 pm-11:43 am

2 stops16h 42m

$244
Quickest round-trip

CincinnatiNew Windsor

CVG Cincinnati Cinci./N. Kentucky - SWF New Windsor Stewart

CVGSWF

Cincinnati Cinci./N. Kentucky

Thu 12/3

8:57 pm-11:36 am

1 stop14h 39m

New Windsor Stewart

Fri 12/11

9:42 am-7:48 pm

1 stop10h 06m

$245

NashvilleNew Windsor

BNA Nashville Intl - SWF New Windsor Stewart

BNASWF

Nashville Intl

Fri 9/11

8:20 am-4:46 pm

1 stop7h 26m

New Windsor Stewart

Wed 9/16

12:39 pm-4:45 pm

2 stops29h 06m

$246

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 48% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 4 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

6h 55m

Direct flights

None
The fastest flight from Kentucky to New Windsor takes 6h 55m
There are no direct flights from Kentucky to New Windsor. There are no popular flight routes from Kentucky to New Windsor.
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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.

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