Cheap flights from New Windsor to Kentucky from $89

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 4/30. 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.
Multiple Airlines Logo
5:55 pm - 11:24 pm
SWF
-
CVG
5h 29m
1 stop
Multiple Airlines Logo
2:20 pm - 9:38 am
CVG
-
SWF
19h 18m
1 stop
$223Multiple Airlines
Mon, Jun 15 - Wed, Jun 17
Multiple Airlines Logo
11:45 am - 8:35 am
SWF
-
BNA
21h 50m
1 stop
Multiple Airlines Logo
3:27 pm - 10:55 am
BNA
-
SWF
18h 28m
1 stop
$225Multiple Airlines
Sun, Apr 19 - Wed, Apr 22
Multiple Airlines Logo
11:45 am - 8:35 am
SWF
-
BNA
21h 50m
1 stop
Multiple Airlines Logo
8:01 pm - 10:50 am
BNA
-
SWF
13h 49m
1 stop
$240Multiple Airlines
Sun, Apr 26 - Thu, Apr 30
Multiple Airlines Logo
5:55 pm - 11:24 pm
SWF
-
CVG
5h 29m
1 stop
Multiple Airlines Logo
2:20 pm - 9:38 am
CVG
-
SWF
19h 18m
1 stop
$243Multiple Airlines
Mon, Jun 15 - Wed, Jun 17
Multiple Airlines Logo
11:45 am - 8:35 am
SWF
-
BNA
21h 50m
1 stop
Multiple Airlines Logo
6:43 pm - 10:55 am
BNA
-
SWF
15h 12m
2 stops
$254Multiple Airlines
Sun, Apr 19 - Wed, Apr 22
Multiple Airlines Logo
11:40 am - 8:52 pm
SWF
-
CVG
9h 12m
1 stop
Multiple Airlines Logo
5:20 pm - 10:50 am
CVG
-
SWF
17h 30m
1 stop
$257Multiple Airlines
Fri, Apr 24 - Sun, Apr 26
Multiple Airlines Logo
11:45 am - 11:24 pm
SWF
-
BNA
12h 39m
1 stop
Multiple Airlines Logo
5:06 pm - 10:50 am
BNA
-
SWF
16h 44m
1 stop
$259Multiple Airlines
Thu, Apr 30 - Sun, May 3
Allegiant Air Logo
9:41 am - 11:37 pm
SWF
-
TYS
13h 56m
1 stop
Allegiant Air Logo
1:01 pm - 6:56 pm
TYS
-
SWF
5h 55m
1 stop
$260Allegiant Air
Fri, May 29 - Mon, Jun 1
Allegiant Air Logo
4:13 pm - 11:30 pm
SWF
-
CVG
7h 17m
1 stop
Allegiant Air Logo
7:15 pm - 9:38 am
CVG
-
SWF
14h 23m
1 stop
$261Allegiant Air
Sat, Jul 4 - Sat, Jul 11
Multiple Airlines Logo
9:41 am - 11:37 pm
SWF
-
TYS
13h 56m
1 stop
Multiple Airlines Logo
5:56 pm - 8:58 am
TYS
-
SWF
15h 02m
1 stop
$261Multiple Airlines
Fri, May 29 - Sat, Jun 6

Allegiant Air flights from New Windsor to Kentucky

Our best Allegiant Air deals on New Windsor to Kentucky flight tickets
Allegiant Air
May 29
SWF9:41 amNew Windsor Stewart
13h 56m
1 stop
TYS11:37 pmKnoxville McGhee Tyson
Jun 1
TYS1:01 pmKnoxville McGhee Tyson
5h 55m
1 stop
SWF6:56 pmNew Windsor Stewart
$260
Allegiant Air
Jul 4
SWF4:13 pmNew Windsor Stewart
7h 17m
1 stop
CVG11:30 pmCincinnati Cinci./N. Kentucky
Jul 11
CVG7:15 pmCincinnati Cinci./N. Kentucky
14h 23m
1 stop
SWF9:38 amNew Windsor Stewart
$261
Allegiant Air
Apr 13
SWF7:58 pmNew Windsor Stewart
19h 00m
1 stop
TYS2:58 pmKnoxville McGhee Tyson
Apr 15
TYS4:25 pmKnoxville McGhee Tyson
18h 30m
1 stop
SWF10:55 amNew Windsor Stewart
$265

Breeze Airways flights from New Windsor to Kentucky

Our best Breeze Airways deals on New Windsor to Kentucky flight tickets
Breeze Airways
Apr 17
SWF12:11 pmNew Windsor Stewart
23h 37m
1 stop
CVG11:48 amCincinnati Cinci./N. Kentucky
Apr 19
CVG10:33 amCincinnati Cinci./N. Kentucky
24h 58m
1 stop
SWF11:31 amNew Windsor Stewart
$712
Breeze Airways
Apr 17
SWF12:11 pmNew Windsor Stewart
23h 37m
1 stop
CVG11:48 amCincinnati Cinci./N. Kentucky
Apr 19
CVG10:33 amCincinnati Cinci./N. Kentucky
24h 58m
1 stop
SWF11:31 amNew Windsor Stewart
$718
Breeze Airways
Apr 17
SWF12:11 pmNew Windsor Stewart
23h 37m
1 stop
CVG11:48 amCincinnati Cinci./N. Kentucky
Apr 19
CVG10:33 amCincinnati Cinci./N. Kentucky
24h 58m
1 stop
SWF11:31 amNew Windsor Stewart
$732

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 April 5, 2026.
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

Cheapest round-trip

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Mon 6/15

5:55 pm-11:24 pm

1 stop5h 29m

Cincinnati Cinci./N. Kentucky

Wed 6/17

2:20 pm-9:38 am

1 stop19h 18m

$223

New WindsorNashville

SWF - BNA

SWFBNA

New Windsor Stewart

Sun 4/19

11:45 am-8:35 am

1 stop21h 50m

Nashville Intl

Wed 4/22

3:27 pm-10:55 am

1 stop18h 28m

$225

New WindsorNashville

SWF - BNA

SWFBNA

New Windsor Stewart

Sun 4/26

11:45 am-8:35 am

1 stop21h 50m

Nashville Intl

Thu 4/30

8:01 pm-10:50 am

1 stop13h 49m

$240

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Mon 6/15

5:55 pm-11:24 pm

1 stop5h 29m

Cincinnati Cinci./N. Kentucky

Wed 6/17

2:20 pm-9:38 am

1 stop19h 18m

$243

New WindsorNashville

SWF - BNA

SWFBNA

New Windsor Stewart

Sun 4/19

11:45 am-8:35 am

1 stop21h 50m

Nashville Intl

Wed 4/22

6:43 pm-10:55 am

2 stops15h 12m

$254

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Fri 4/24

11:40 am-8:52 pm

1 stop9h 12m

Cincinnati Cinci./N. Kentucky

Sun 4/26

5:20 pm-10:50 am

1 stop17h 30m

$257

New WindsorNashville

SWF - BNA

SWFBNA

New Windsor Stewart

Thu 4/30

11:45 am-11:24 pm

1 stop12h 39m

Nashville Intl

Sun 5/3

5:06 pm-10:50 am

1 stop16h 44m

$259
Quickest round-trip

New WindsorKnoxville

SWF - TYS

SWFTYS

New Windsor Stewart

Fri 5/29

9:41 am-11:37 pm

1 stop13h 56m

Knoxville McGhee Tyson

Mon 6/1

1:01 pm-6:56 pm

1 stop5h 55m

$260

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Sat 7/4

4:13 pm-11:30 pm

1 stop7h 17m

Cincinnati Cinci./N. Kentucky

Sat 7/11

7:15 pm-9:38 am

1 stop14h 23m

$261

New WindsorKnoxville

SWF - TYS

SWFTYS

New Windsor Stewart

Fri 5/29

9:41 am-11:37 pm

1 stop13h 56m

Knoxville McGhee Tyson

Sat 6/6

5:56 pm-8:58 am

1 stop15h 02m

$261

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 is the most popular carrier 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 18m

Direct flights

None
The fastest flight from New Windsor to Kentucky takes 5h 18m
There are no direct flights from New Windsor to Kentucky. There are no popular flight routes from New Windsor to Kentucky.

Frequently asked questions about flying 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
Tue 5/5
Tue 5/12

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