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Stewart

$129+ 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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SWF
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$227
(Kiwi.com)

One-way from

$129
(Mytrip)

Popular in

December

Cheapest in

February

Average price

$311
Provider with most accurate pricing for Louisville Intl-New Windsor Stewart flight deals.
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Provider most trusted by Cheapflights users for Louisville Intl-New Windsor Stewart flights.
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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. 8% potential increase in price ($27 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 October 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 October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/49:26 pmSDF - SWF
1 stop21h 14mAllegiant Air
Mon 12/85:44 pmSWF - SDF
1 stop23h 11mAllegiant Air
Deal found 10/26$227
This Mytrip deal was found by Cheapflights users on 10/27. 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 11/137:11 pmSDF - SWF
1 stop15h 00mMultiple Airlines
Fri 11/147:05 pmSWF - SDF
1 stop14h 49mMultiple Airlines
Deal found 10/27$276
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/219:21 pmSDF - SWF
1 stop19h 17mAllegiant Air
Mon 1/511:37 amSWF - SDF
1 stop8h 26mAllegiant Air
Deal found 10/26$405
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 12/149:26 pmSDF - SWF
1 stop21h 14mAllegiant Air
Sat 12/207:50 pmSWF - SDF
1 stop24h 46mAllegiant Air
Deal found 10/27$416
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Tue 12/239:22 pmSDF - SWF
1 stop12h 28mAllegiant Air
Mon 1/511:37 amSWF - SDF
1 stop8h 26mAllegiant Air
Deal found 10/26$418
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/189:21 pmSDF - SWF
1 stop19h 17mMultiple Airlines
Mon 12/228:25 pmSWF - SDF
1 stop15h 00mMultiple Airlines
Deal found 10/26$441
This Mytrip deal was found by Cheapflights users on 10/26. 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.
Tue 11/256:48 pmSDF - SWF
1 stop16h 39mMultiple Airlines
Fri 11/287:28 pmSWF - SDF
1 stop12h 45mMultiple Airlines
Deal found 10/26$462
This Mytrip deal was found by Cheapflights users on 10/26. 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 11/248:14 pmSDF - SWF
1 stop14h 32mAllegiant Air
Fri 11/287:28 pmSWF - SDF
1 stop12h 45mAllegiant Air
Deal found 10/26$567
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/27:56 pmSDF - SWF
2 stops15h 48mMultiple Airlines
Sun 11/96:14 pmSWF - SDF
1 stop26h 29mMultiple Airlines
Deal found 10/27$640
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/303:52 pmSDF - SWF
1 stop17h 14mMultiple Airlines
Fri 12/196:56 pmSWF - SDF
1 stop16h 29mMultiple Airlines
Deal found 10/27$709

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 October 28, 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

Thu 2/5

10:55 am-10:19 am

1 stop23h 24m

New Windsor Stewart

Mon 2/9

6:04 pm-5:32 pm

1 stop23h 28m

$306

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Thu 1/15

8:27 pm-5:12 pm

1 stop20h 45m

New Windsor Stewart

Mon 1/19

6:02 pm-5:32 pm

1 stop23h 30m

$342

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Thu 11/13

8:05 pm-11:44 am

2 stops15h 39m

New Windsor Stewart

Fri 11/14

7:05 pm-9:54 am

1 stop14h 49m

$403

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Sun 12/21

9:21 pm-4:38 pm

1 stop19h 17m

New Windsor Stewart

Mon 1/5

11:37 am-8:03 pm

1 stop8h 26m

$405

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Sun 12/14

9:26 pm-6:40 pm

1 stop21h 14m

New Windsor Stewart

Sat 12/20

7:50 pm-8:36 pm

1 stop24h 46m

$416

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Tue 12/23

9:22 pm-9:50 am

1 stop12h 28m

New Windsor Stewart

Mon 1/5

11:37 am-8:03 pm

1 stop8h 26m

$418

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-11:25 am

1 stop15h 00m

$441

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Tue 11/25

6:48 pm-11:27 am

1 stop16h 39m

New Windsor Stewart

Fri 11/28

7:28 pm-8:13 am

1 stop12h 45m

$462

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Mon 11/24

8:14 pm-10:46 am

1 stop14h 32m

New Windsor Stewart

Fri 11/28

7:28 pm-8:13 am

1 stop12h 45m

$567

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Sun 11/30

3:52 pm-9:06 am

1 stop17h 14m

New Windsor Stewart

Fri 12/19

6:56 pm-11:25 am

1 stop16h 29m

$709

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 22 results
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Compare providers for flights from Louisville to Stewart

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Louisville to Stewart in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Louisville-New Windsor flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Louisville-New Windsor flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Louisville-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Louisville-New Windsor flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Louisville-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, November is the cheapest month in which you can book a flight from Louisville to New Windsor (average of $47). Flying from Louisville to New Windsor in February is currently the most expensive (average of $128). 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 $342, Allegiant Air can have you in New Windsor from Louisville in 20h 45m. 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, November is the cheapest month in which you can book a flight from Louisville to New Windsor (average of $47). Flying from Louisville to New Windsor in February is currently the most expensive (average of $128). 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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