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$84+ Cheap flights from New Windsor (SWF) to Kentucky

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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SDF
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Stewart to Kentucky

Keep the following information in mind while searching for Stewart to Kentucky flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$182
(Mytrip)

One-way from

$97
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$279
Provider with most accurate pricing for New York (NYC)-Louisville Intl flight deals.
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From New Windsor Stewart to Kentucky
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One-way flight from New Windsor Stewart to Kentucky
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Highest demand for flights based on searches. 7% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Stewart to Kentucky

Cheapest flights from Stewart to Kentucky
Explore the most affordable flight options available from Stewart to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. 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.
Mon 3/3110:10 amSWF - SDF
1 stop12h 48mMultiple Airlines
Thu 4/35:12 pmSDF - SWF
1 stop25h 34mMultiple Airlines
Deal found 2/20$205
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Mon 3/318:51 pmSWF - CVG
1 stop11h 26mAllegiant Air
Tue 4/11:04 pmCVG - SWF
1 stop20h 57mAllegiant Air
Deal found 2/19$213
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Fri 4/2511:50 amSWF - BNA
1 stop20h 32mMultiple Airlines
Sun 4/276:00 amBNA - SWF
1 stop28h 00mMultiple Airlines
Deal found 2/20$219
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Fri 3/2810:10 amSWF - TYS
1 stop25h 21mAllegiant Air
Sun 3/307:13 pmTYS - SWF
1 stop24h 53mAllegiant Air
Deal found 2/20$232
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Wed 3/54:24 pmSWF - CVG
1 stop6h 53mMultiple Airlines
Sun 3/93:22 pmCVG - SWF
1 stop19h 58mMultiple Airlines
Deal found 2/20$233
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Thu 3/67:54 pmSWF - TYS
1 stop21h 41mMultiple Airlines
Mon 6/308:54 amTYS - SWF
1 stop10h 17mMultiple Airlines
Deal found 2/20$248
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Thu 5/18:04 pmSWF - SDF
1 stop24h 33mAllegiant Air
Mon 5/59:27 pmSDF - SWF
1 stop21h 49mAllegiant Air
Deal found 2/19$249
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Wed 7/211:50 amSWF - BNA
1 stop21h 03mAllegiant Air
Sat 7/58:51 pmBNA - SWF
1 stop12h 32mAllegiant Air
Deal found 2/20$321
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Wed 7/97:00 pmSWF - LEX
1 stop19h 51mAllegiant Air
Sat 7/129:50 amLEX - SWF
1 stop24h 33mAllegiant Air
Deal found 2/20$438
This Booking.com deal was found by Cheapflights users on 2/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/137:54 pmSWF - EVV
1 stop23h 48mBreeze Airways
Mon 3/246:42 pmEVV - SWF
1 stop16h 07mBreeze Airways
Deal found 2/20$875

Find flights from Stewart to Kentucky within your budget

Customize your flight search to find flights from Stewart 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, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2025.

Fly from

Stewart

Fly to

Kentucky

Route

Depart

Return

Price

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Mon 3/31

10:10 am-10:58 pm

1 stop12h 48m

Louisville Intl

Thu 4/3

5:12 pm-6:46 pm

1 stop25h 34m

$205

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Mon 3/31

8:51 pm-8:17 am

1 stop11h 26m

Cincinnati Cinci./N. Kentucky

Tue 4/1

1:04 pm-10:01 am

1 stop20h 57m

$213

New WindsorNashville

SWF - BNA

SWFBNA

New Windsor Stewart

Fri 4/25

11:50 am-7:22 am

1 stop20h 32m

Nashville Intl

Sun 4/27

6:00 am-11:00 am

1 stop28h 00m

$219

New WindsorKnoxville

SWF - TYS

SWFTYS

New Windsor Stewart

Fri 3/28

10:10 am-11:31 am

1 stop25h 21m

Knoxville McGhee Tyson

Sun 3/30

7:13 pm-8:06 pm

1 stop24h 53m

$232

New WindsorCincinnati

SWF - CVG

SWFCVG

New Windsor Stewart

Wed 3/5

4:24 pm-11:17 pm

1 stop6h 53m

Cincinnati Cinci./N. Kentucky

Sun 3/9

3:22 pm-11:20 am

1 stop19h 58m

$233

New WindsorKnoxville

SWF - TYS

SWFTYS

New Windsor Stewart

Thu 3/6

7:54 pm-5:35 pm

1 stop21h 41m

Knoxville McGhee Tyson

Mon 6/30

8:54 am-7:11 pm

1 stop10h 17m

$248

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Thu 5/1

8:04 pm-8:37 pm

1 stop24h 33m

Louisville Intl

Mon 5/5

9:27 pm-7:16 pm

1 stop21h 49m

$249

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Wed 7/9

7:00 pm-2:51 pm

1 stop19h 51m

Lexington Blue Grass

Sat 7/12

9:50 am-10:23 am

1 stop24h 33m

$438

New WindsorEvansville

SWF - EVV

SWFEVV

New Windsor Stewart

Thu 3/13

7:54 pm-6:42 pm

1 stop23h 48m

Evansville Dress Regional

Mon 3/24

6:42 pm-11:49 am

1 stop16h 07m

$875

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Mon 5/12

11:50 am-8:03 pm

1 stop8h 13m

$84

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 17 results
1
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Best time to book a flight from Stewart to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Stewart 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 Stewart to Kentucky

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

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

Currently, January is the cheapest month in which you can book a flight from New Windsor to Kentucky (average of $299). Flying from New Windsor to Kentucky in April is currently the most expensive (average of $369). 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.

Rainfall in Kentucky by month

Plan your trip to Kentucky by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kentucky ranges from 3.1 - 5.3 inches per month. May is typically the wettest month, when rainfall can reach 5.3 in. September is typically the driest time to visit Kentucky when rainfall is around 3.1 in.

Temperature in Kentucky by month

Plan your trip to Kentucky by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kentucky, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. 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 Kentucky. Reviews last updated February 20, 2025.
Breeze Airways
8.1
Very good
150 reviews

Food

6.7

Overall

8.1

Comfort

8.2

Crew

8.8

Entertainment

6.6

Boarding

8.3

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!

Breeze Airways
8.1
Very good
150 reviews
Breeze Airways
8.1
Very good
150 reviews

Food

6.7

Overall

8.1

Comfort

8.2

Crew

8.8

Entertainment

6.6

Boarding

8.3

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!

Allegiant Air
7.3
Good
765 reviews
Breeze Airways
8.1
Very good
150 reviews

Food

6.7

Overall

8.1

Comfort

8.2

Crew

8.8

Entertainment

6.6

Boarding

8.3

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 Stewart to Kentucky. 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 from for flights from New Windsor to Kentucky?

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

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

    When deciding which route to take from New Windsor to Kentucky consider New Windsor Stewart - Cincinnati Cinci./N. Kentucky, New Windsor Stewart - Knoxville McGhee Tyson or New Windsor Stewart - Nashville Intl as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to Kentucky 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 New Windsor to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from New Windsor to Kentucky (average of $299). Flying from New Windsor to Kentucky in April is currently the most expensive (average of $369). 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

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Alternative routes for Stewart to Kentucky

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