Stewart

$94+ Cheap flights from Kentucky to New Windsor (SWF)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SWF
feb 27 — mar 61
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Cheap flight deals from Kentucky to Stewart

Keep the following information in mind while searching for Kentucky to Stewart flight deals. Data was last updated febbraio 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$198
(Mytrip)

One-way from

$94
(Mytrip)

Popular in

December

Cheapest in

August

Average price

$258
Provider with most accurate pricing for Louisville Intl-New York (NYC) flight deals.
Provider most trusted by Cheapflights users for Louisville Intl-New York (NYC) flights.
From Kentucky to New Windsor Stewart
One-way flight from Kentucky to New Windsor Stewart
Highest demand for flights based on searches. 12% potential increase in price ($37 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in February 2025

Find flight deals from Kentucky to Stewart

Cheapest flights from Kentucky to Stewart
Explore the most affordable flight options available from Kentucky to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febbraio 22, 2025.

This Mytrip deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 3/64:57 pmCVG - SWF
1 stop16h 23mAllegiant Air
lun 3/108:26 pmSWF - CVG
1 stop12h 46mAllegiant Air
Deal found 2/22$198
This Mytrip deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 5/2210:00 amLEX - SWF
1 stop7h 19mAllegiant Air
lun 5/2611:55 amSWF - LEX
1 stop23h 34mAllegiant Air
Deal found 2/21$239
This Mytrip deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 3/23:22 pmCVG - SWF
1 stop19h 58mMultiple Airlines
mar 3/410:50 amSWF - CVG
1 stop24h 24mMultiple Airlines
Deal found 2/21$249
This Mytrip deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar 3/119:59 pmTYS - SWF
1 stop18h 59mAllegiant Air
gio 3/138:11 pmSWF - TYS
1 stop16h 04mAllegiant Air
Deal found 2/22$253
This Mytrip deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 3/139:38 pmSDF - SWF
1 stop21h 58mAllegiant Air
lun 3/1710:10 amSWF - SDF
1 stop7h 27mAllegiant Air
Deal found 2/22$258
This Mytrip deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 3/66:00 amBNA - SWF
1 stop12h 14mMultiple Airlines
dom 3/97:54 pmSWF - BNA
1 stop23h 35mMultiple Airlines
Deal found 2/22$296
This Mytrip deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 3/29:22 pmSDF - SWF
1 stop13h 18mMultiple Airlines
ven 3/712:00 pmSWF - SDF
2 stops30h 21mMultiple Airlines
Deal found 2/22$301
This Mytrip deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 5/2210:00 amLEX - SWF
1 stop7h 19mMultiple Airlines
lun 5/266:07 pmSWF - LEX
2 stops17h 22mMultiple Airlines
Deal found 2/21$310
This Mytrip deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 3/94:15 pmTRI - SWF
1 stop27h 21mAllegiant Air
gio 3/138:11 pmSWF - TRI
1 stop18h 17mAllegiant Air
Deal found 2/22$375
This Breeze Airways deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
gio 6/58:45 pmCVG - SWF
1 stop16h 03mBreeze Airways
lun 6/91:28 pmSWF - CVG
1 stop19h 23mBreeze Airways
Deal found 2/21$785

Find flights from Kentucky to Stewart within your budget

Customize your flight search to find flights from Kentucky to Stewart 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, Cheapflights users made 2,558,603 searches. Data last updated febbraio 22, 2025.

Fly from

Kentucky

Fly to

Stewart

Route

Depart

Return

Price

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

gio 3/6

4:57 pm-9:20 am

1 stop16h 23m

New Windsor Stewart

lun 3/10

8:26 pm-9:12 am

1 stop12h 46m

$198

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

gio 5/22

10:00 am-5:19 pm

1 stop7h 19m

New Windsor Stewart

lun 5/26

11:55 am-11:29 am

1 stop23h 34m

$239

KnoxvilleNew Windsor

TYS - SWF

TYSSWF

Knoxville McGhee Tyson

mar 3/11

9:59 pm-4:58 pm

1 stop18h 59m

New Windsor Stewart

gio 3/13

8:11 pm-12:15 pm

1 stop16h 04m

$253

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

gio 3/13

9:38 pm-7:36 pm

1 stop21h 58m

New Windsor Stewart

lun 3/17

10:10 am-5:37 pm

1 stop7h 27m

$258

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

dom 3/9

3:22 pm-11:20 am

1 stop19h 58m

New Windsor Stewart

gio 3/13

8:11 pm-11:14 am

1 stop15h 03m

$262

NashvilleNew Windsor

BNA - SWF

BNASWF

Nashville Intl

gio 3/6

6:00 am-7:14 pm

1 stop12h 14m

New Windsor Stewart

dom 3/9

7:54 pm-6:29 pm

1 stop23h 35m

$296

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

dom 3/2

9:22 pm-10:40 am

1 stop13h 18m

New Windsor Stewart

ven 3/7

12:00 pm-6:21 pm

2 stops30h 21m

$301

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

gio 5/22

10:00 am-5:19 pm

1 stop7h 19m

New Windsor Stewart

lun 5/26

6:07 pm-11:29 am

2 stops17h 22m

$310

BlountvilleNew Windsor

TRI - SWF

TRISWF

Blountville Tri Cities TN/VA

dom 3/9

4:15 pm-7:36 pm

1 stop27h 21m

New Windsor Stewart

gio 3/13

8:11 pm-2:28 pm

1 stop18h 17m

$375

CincinnatiNew Windsor

CVG - SWF

CVGSWF

Cincinnati Cinci./N. Kentucky

gio 6/5

8:45 pm-12:48 pm

1 stop16h 03m

New Windsor Stewart

lun 6/9

1:28 pm-8:51 am

1 stop19h 23m

$785

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 20 results
1
2

Best time to book a flight from Kentucky to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Kentucky with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Kentucky to Stewart

Get recent, data-driven insights about flights from Kentucky to Stewart including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Kentucky to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Kentucky to New Windsor (average of $109). Flying from Kentucky to New Windsor in August is currently the most expensive (average of $226). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Stewart. Reviews last updated febbraio 22, 2025.

Comfort

8.2

Entertainment

6.6

Food

6.7

Boarding

8.3

Crew

8.8

Overall

8.1

Reviews

1 / 11

10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Comfort

8.2

Entertainment

6.6

Food

6.7

Boarding

8.3

Crew

8.8

Overall

8.1

Reviews

1 / 11

10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Comfort

8.2

Entertainment

6.6

Food

6.7

Boarding

8.3

Crew

8.8

Overall

8.1

Reviews

1 / 11

10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to New Windsor from Kentucky?

    Most people fly into New Windsor Stewart (SWF) if they book a flight to New Windsor from Kentucky. Stewart is conveniently located just 4.3 mi from New Windsor’s city center.

  • What are the most popular routes from Kentucky to New Windsor?

  • Can I find deals for flights from Kentucky to Stewart that include hotel bookings?

    Yes. In addition to deals on Kentucky to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to Stewart?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to Stewart.

  • Can I find deals for business class flights from Kentucky to Stewart?

    Yes. Cheapflights offers flight deals from Kentucky to Stewart by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Kentucky to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Kentucky to New Windsor (average of $109). Flying from Kentucky to New Windsor in August is currently the most expensive (average of $226). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Kentucky?

Book flights to Kentucky if you plan to visit one of these locations
Kingston

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