Cheap flights from New Windsor to Kentucky 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 New Windsor to Kentucky departing on 1/19. 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
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Allegiant Air Logo
7:33 pm - 11:40 am
SWF
-
TYS
16h 07m1 stop
Allegiant Air Logo
6:00 am - 6:43 pm
TYS
-
SWF
12h 43m1 stop
$232Allegiant Air
Fri, Jan 23 - Mon, Jan 26
Allegiant Air Logo
10:48 am - 10:07 am
SWF
-
SDF
23h 19m1 stop
Allegiant Air Logo
8:27 pm - 5:12 pm
SDF
-
SWF
20h 45m1 stop
$271Allegiant Air
Thu, Jan 29 - Thu, Feb 5
Allegiant Air Logo
10:48 am - 10:07 am
SWF
-
SDF
23h 19m1 stop
Allegiant Air Logo
8:27 pm - 5:12 pm
SDF
-
SWF
20h 45m1 stop
$274Allegiant Air
Thu, Jan 29 - Thu, Feb 5
Allegiant Air Logo
10:48 am - 10:07 am
SWF
-
SDF
23h 19m1 stop
Allegiant Air Logo
8:27 pm - 5:12 pm
SDF
-
SWF
20h 45m1 stop
$275Allegiant Air
Thu, Jan 29 - Thu, Feb 5
Allegiant Air Logo
10:48 am - 6:50 pm
SWF
-
CVG
8h 02m1 stop
Allegiant Air Logo
9:00 am - 6:43 pm
CVG
-
SWF
9h 43m1 stop
$297Allegiant Air
Thu, Jan 29 - Fri, Jan 30
Allegiant Air Logo
10:48 am - 10:07 am
SWF
-
SDF
23h 19m1 stop
Allegiant Air Logo
8:27 pm - 5:12 pm
SDF
-
SWF
20h 45m1 stop
$297Allegiant Air
Thu, Jan 8 - Sun, Jan 11
Multiple Airlines Logo
12:13 pm - 7:17 pm
SWF
-
BNA
8h 04m1 stop
Multiple Airlines Logo
8:12 pm - 10:19 am
BNA
-
SWF
13h 07m1 stop
$299Multiple Airlines
Sun, Feb 1 - Thu, Feb 5
Multiple Airlines Logo
10:48 am - 6:50 pm
SWF
-
CVG
8h 02m1 stop
Multiple Airlines Logo
4:22 pm - 10:19 am
CVG
-
SWF
17h 57m2 stops
$321Multiple Airlines
Thu, Jan 29 - Thu, Feb 5
Allegiant Air Logo
6:02 pm - 10:44 am
SWF
-
LEX
16h 42m1 stop
Allegiant Air Logo
9:41 pm - 6:43 pm
LEX
-
SWF
21h 02m1 stop
$324Allegiant Air
Fri, Jan 16 - Thu, Jan 22
Allegiant Air Logo
10:48 am - 3:19 pm
SWF
-
TYS
28h 31m1 stop
Allegiant Air Logo
2:00 pm - 5:12 pm
TYS
-
SWF
27h 12m1 stop
$325Allegiant Air
Thu, Jan 29 - Thu, Feb 5

Allegiant Air flights from New Windsor to Kentucky

Our best Allegiant Air deals on New Windsor to Kentucky flight tickets
Allegiant Air
Jan 23
SWF7:33 pmNew Windsor Stewart
16h 07m
1 stop
TYS11:40 amKnoxville McGhee Tyson
Jan 26
TYS6:00 amKnoxville McGhee Tyson
12h 43m
1 stop
SWF6:43 pmNew Windsor Stewart
Allegiant Air
Jan 29
SWF10:48 amNew Windsor Stewart
23h 19m
1 stop
SDF10:07 amLouisville Intl
Feb 5
SDF8:27 pmLouisville Intl
20h 45m
1 stop
SWF5:12 pmNew Windsor Stewart
Allegiant Air
Jan 29
SWF10:48 amNew Windsor Stewart
23h 19m
1 stop
SDF10:07 amLouisville Intl
Feb 5
SDF8:27 pmLouisville Intl
20h 45m
1 stop
SWF5:12 pmNew Windsor Stewart

Breeze Airways flights from New Windsor to Kentucky

Our best Breeze Airways deals on New Windsor to Kentucky flight tickets
Breeze Airways
Dec 22
SWF12:24 pmNew Windsor Stewart
20h 35m
1 stop
CVG8:59 amCincinnati Cinci./N. Kentucky
Jan 8
CVG1:43 pmCincinnati Cinci./N. Kentucky
21h 48m
1 stop
SWF11:31 amNew Windsor Stewart
Breeze Airways
Apr 10
SWF12:11 pmNew Windsor Stewart
23h 37m
1 stop
CVG11:48 amCincinnati Cinci./N. Kentucky
Apr 12
CVG10:33 amCincinnati Cinci./N. Kentucky
24h 58m
1 stop
SWF11:31 amNew Windsor Stewart
Breeze Airways
Dec 22
SWF12:24 pmNew Windsor Stewart
20h 35m
1 stop
CVG8:59 amCincinnati Cinci./N. Kentucky
Jan 8
CVG1:43 pmCincinnati Cinci./N. Kentucky
21h 48m
1 stop
SWF11:31 amNew Windsor Stewart

momondo Fare Finder

 
Customize your flight search to find flights from New Windsor to Kentucky 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 December 16, 2025.
Use the filters below to find and compare flights from New Windsor to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New WindsorKnoxville

SWF - TYS

SWFTYS

New Windsor Stewart

Fri 1/23

7:33 pm-11:40 am

1 stop16h 07m

Knoxville McGhee Tyson

Mon 1/26

6:00 am-6:43 pm

1 stop12h 43m

$232

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Thu 1/29

10:48 am-10:07 am

1 stop23h 19m

Louisville Intl

Thu 2/5

8:27 pm-5:12 pm

1 stop20h 45m

$271

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Thu 1/29

10:48 am-10:07 am

1 stop23h 19m

Louisville Intl

Thu 2/5

8:27 pm-5:12 pm

1 stop20h 45m

$274

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Thu 1/29

10:48 am-10:07 am

1 stop23h 19m

Louisville Intl

Thu 2/5

8:27 pm-5:12 pm

1 stop20h 45m

$275

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Thu 1/29

10:48 am-6:50 pm

1 stop8h 02m

Cincinnati Cinci./N. Kentucky

Fri 1/30

9:00 am-6:43 pm

1 stop9h 43m

$297

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Thu 1/8

10:48 am-10:07 am

1 stop23h 19m

Louisville Intl

Sun 1/11

8:27 pm-5:12 pm

1 stop20h 45m

$297

New WindsorNashville

SWF - BNA

SWFBNA

New Windsor Stewart

Sun 2/1

12:13 pm-7:17 pm

1 stop8h 04m

Nashville Intl

Thu 2/5

8:12 pm-10:19 am

1 stop13h 07m

$299

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Thu 1/29

10:48 am-6:50 pm

1 stop8h 02m

Cincinnati Cinci./N. Kentucky

Thu 2/5

4:22 pm-10:19 am

2 stops17h 57m

$321

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Fri 1/16

6:02 pm-10:44 am

1 stop16h 42m

Lexington Blue Grass

Thu 1/22

9:41 pm-6:43 pm

1 stop21h 02m

$324

New WindsorKnoxville

SWF - TYS

SWFTYS

New Windsor Stewart

Thu 1/29

10:48 am-3:19 pm

1 stop28h 31m

Knoxville McGhee Tyson

Thu 2/5

2:00 pm-5:12 pm

1 stop27h 12m

$325

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 Kentucky from

How to get the cheapest flight ticket from New Windsor to Kentucky

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 New Windsor Stewart to Kentucky?

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

What airlines fly to Kentucky?

United Airlines, Delta and American Airlines are the top three most popular airlines that fly to Kentucky from New Windsor according to our data. United Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Kentucky. Keep in mind that there are 4 different airlines that fly to Kentucky on a routine basis, so you have a few additional options to choose from.

Cheap New Windsor to Kentucky flight deals and tips

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

Fastest flight time

5h 14m

Direct flights

None
The fastest flight from New Windsor to Kentucky takes 5h 14m
There are no direct flights from New Windsor to Kentucky. There are no popular flight routes from New Windsor to Kentucky.
  • When did momondo last update prices for flights from New Windsor Stewart Airport to Kentucky?

    Prices for flights from New Windsor Stewart Airport to Kentucky were last updated today.

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

    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 New Windsor Stewart Airport to Kentucky.

  • What documentation or ID do you need to fly to Kentucky?

    The required travel and health documents for your Kentucky trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Kentucky. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

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

It is quick and easy to find New Windsor to Kentucky flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Kentucky that suits you.

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

Yes. All flights to Kentucky from New Windsor on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between New Windsor and Kentucky by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from New Windsor to Kentucky right now. Can momondo alert me if prices change?

If you are not ready to book a flight from New Windsor to Kentucky now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Kentucky and let you know when they change.

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1 adult
Thu 1/15
Thu 1/22

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