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Stewart

$109+ Cheap flights from Louisville to New Windsor (SDF - 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SWF
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Louisville to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Louisville (SDF) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$228
(Kiwi.com)

One-way from

$109
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$313
From Louisville Intl to New Windsor Stewart
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One-way flight from Louisville Intl to New Windsor Stewart
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Highest demand for flights based on searches. 9% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Louisville to Stewart

Cheapest flights from Louisville to Stewart
Explore the most affordable flight options available from Louisville to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/26:58 pmSDF - SWF
1 stop16h 13mMultiple Airlines
Fri 11/711:31 amSWF - SDF
1 stop22h 28mMultiple Airlines
Deal found 9/9$228
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/119:26 pmSDF - SWF
1 stop21h 14mAllegiant Air
Mon 12/155:20 pmSWF - SDF
1 stop23h 35mAllegiant Air
Deal found 9/9$239
This Mytrip deal was found by Cheapflights users on 9/11. 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 10/236:58 pmSDF - SWF
1 stop15h 43mMultiple Airlines
Sun 10/267:11 pmSWF - SDF
2 stops15h 41mMultiple Airlines
Deal found 9/11$248
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/910:55 amSDF - SWF
1 stop24h 16mMultiple Airlines
Thu 11/136:14 pmSWF - SDF
1 stop26h 08mMultiple Airlines
Deal found 9/10$250
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/179:33 pmSDF - SWF
1 stop12h 53mMultiple Airlines
Thu 11/2011:43 amSWF - SDF
1 stop12h 02mMultiple Airlines
Deal found 9/9$277
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2410:14 amSDF - SWF
1 stop24h 49mMultiple Airlines
Sun 9/2811:43 amSWF - SDF
1 stop21h 36mMultiple Airlines
Deal found 9/9$286
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/279:25 pmSDF - SWF
1 stop20h 57mAllegiant Air
Fri 10/38:21 pmSWF - SDF
1 stop16h 23mAllegiant Air
Deal found 9/10$323
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/710:55 amSDF - SWF
2 stops49h 47mMultiple Airlines
Thu 11/1311:43 amSWF - SDF
1 stop12h 02mMultiple Airlines
Deal found 9/10$349

Cheapflights Fare Finder

 
Customize your flight search to find flights from Louisville 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 September 11, 2025.
Use the filters below to find and compare flights from Louisville to New Windsor that are best for you.

Fly from

Louisville

Fly to

Stewart

Route

Depart

Return

Price

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Sun 11/2

6:58 pm-11:11 am

1 stop16h 13m

New Windsor Stewart

Fri 11/7

11:31 am-9:59 am

1 stop22h 28m

$228

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Thu 12/11

9:26 pm-6:40 pm

1 stop21h 14m

New Windsor Stewart

Mon 12/15

5:20 pm-4:55 pm

1 stop23h 35m

$239

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Sun 11/9

10:55 am-11:11 am

1 stop24h 16m

New Windsor Stewart

Thu 11/13

6:14 pm-8:22 pm

1 stop26h 08m

$250

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Mon 11/17

9:33 pm-10:26 am

1 stop12h 53m

New Windsor Stewart

Thu 11/20

11:43 am-11:45 pm

1 stop12h 02m

$277

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Wed 9/24

10:14 am-11:03 am

1 stop24h 49m

New Windsor Stewart

Sun 9/28

11:43 am-9:19 am

1 stop21h 36m

$286

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Sat 9/27

9:25 pm-6:22 pm

1 stop20h 57m

New Windsor Stewart

Fri 10/3

8:21 pm-12:44 pm

1 stop16h 23m

$323

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Fri 11/7

10:55 am-12:42 pm

2 stops49h 47m

New Windsor Stewart

Thu 11/13

11:43 am-11:45 pm

1 stop12h 02m

$349

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Sun 9/28

7:42 pm-11:44 am

2 stops16h 02m

New Windsor Stewart

Thu 10/2

7:11 pm-8:51 pm

1 stop25h 40m

$523

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Thu 12/18

9:21 pm-4:38 pm

1 stop19h 17m

New Windsor Stewart

Mon 12/22

8:25 pm-10:00 am

1 stop13h 35m

$574

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Thu 10/9

6:58 pm-10:51 am

1 stop15h 53m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 20 results
1
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Best time to book a flight from Louisville to Stewart

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

Cheapflights Insights

Everything you need to know about your flight from Louisville to New Windsor

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

Currently, October is the cheapest month in which you can book a flight from Louisville to New Windsor (average of $109). Flying from Louisville to New Windsor in December is currently the most expensive (average of $202). 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.

Related info for your journey

Find useful and relevant information for your journey from Louisville to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Louisville to New Windsor?

    For as low as $239, Allegiant Air can have you in New Windsor from Louisville in 21h 14m. Louisville and New Windsor are separated by a distance of 658 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Louisville 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 Louisville to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Louisville to New Windsor (average of $109). Flying from Louisville to New Windsor in December is currently the most expensive (average of $202). 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 New Windsor?

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

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