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$104+ Cheap flights from New Windsor to Louisville (SWF - SDF)

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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SDF
Apr 28 — May 51
Tue 4/28
Tue 5/5
1 adult, Economy
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Cheap flight deals from Stewart to Louisville

Cheapest flights from Stewart to Louisville
Explore the most affordable flight options available from Stewart to Louisville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/24. 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 6/118:04 pm
SWF
-
SDF
1 stop17h 58m
Allegiant Air
Sun 6/149:23 pm
SDF
-
SWF
1 stop11h 26m
Allegiant Air
Deal found 3/24$304
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Fri 7/35:49 pm
SWF
-
SDF
1 stop18h 23m
Allegiant Air
Mon 7/69:02 am
SDF
-
SWF
1 stop9h 49m
Allegiant Air
Deal found 3/26$360
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 6/118:04 pm
SWF
-
SDF
1 stop17h 58m
Allegiant Air
Mon 6/159:12 am
SDF
-
SWF
1 stop9h 26m
Allegiant Air
Deal found 3/25$380
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 6/148:04 pm
SWF
-
SDF
1 stop17h 58m
Allegiant Air
Sat 6/201:06 pm
SDF
-
SWF
1 stop4h 49m
Allegiant Air
Deal found 3/25$384
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 8/611:45 am
SWF
-
SDF
1 stop26h 43m
Multiple Airlines
Wed 8/128:06 pm
SDF
-
SWF
2 stops14h 49m
Multiple Airlines
Deal found 3/28$395
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 5/288:10 pm
SWF
-
SDF
1 stop18h 01m
Allegiant Air
Mon 6/19:18 am
SDF
-
SWF
1 stop9h 38m
Allegiant Air
Deal found 3/28$418
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 6/512:17 pm
SWF
-
SDF
2 stops8h 31m
Multiple Airlines
Sat 6/67:10 pm
SDF
-
SWF
1 stop13h 48m
Multiple Airlines
Deal found 3/28$442
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Fri 6/512:17 pm
SWF
-
SDF
2 stops8h 31m
Multiple Airlines
Sun 6/72:59 pm
SDF
-
SWF
1 stop27h 37m
Multiple Airlines
Deal found 3/27$461
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 7/17:46 pm
SWF
-
SDF
1 stop18h 47m
Allegiant Air
Mon 7/69:02 am
SDF
-
SWF
1 stop9h 49m
Allegiant Air
Deal found 3/28$465
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Sat 4/411:45 am
SWF
-
SDF
1 stop8h 56m
Allegiant Air
Sun 4/124:28 pm
SDF
-
SWF
1 stop18h 22m
Allegiant Air
Deal found 3/26$473
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Fri 6/512:17 pm
SWF
-
SDF
2 stops8h 31m
Multiple Airlines
Mon 6/89:12 am
SDF
-
SWF
1 stop9h 24m
Multiple Airlines
Deal found 3/27$482

Find flight deals from Stewart to Louisville

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Louisville (SDF). 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 March 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$304
(Kiwi.com)

One-way from

$104
(Kiwi.com)

Popular in

December

Cheapest in

July

Average price

$336
Provider with most accurate pricing for New Windsor Stewart-Louisville Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Louisville Intl flights.
Search Deals
From New Windsor Stewart to Louisville Intl
Search Deals
One-way flight from New Windsor Stewart to Louisville Intl
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Louisville 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 March 29, 2026.
Use the filters below to find and compare flights from New Windsor to Louisville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Fri 7/3

5:49 pm-12:12 pm

1 stop18h 23m

Louisville Intl

Mon 7/6

9:02 am-6:51 pm

1 stop9h 49m

$360

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Fri 6/5

12:17 pm-8:48 pm

2 stops8h 31m

Louisville Intl

Sun 6/7

2:59 pm-6:36 pm

1 stop27h 37m

$461

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Fri 5/22

9:41 am-8:36 am

2 stops22h 55m

Louisville Intl

Thu 7/16

3:18 pm-6:51 pm

1 stop27h 33m

$473
Quickest round-trip

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Fri 6/5

12:17 pm-8:48 pm

2 stops8h 31m

Louisville Intl

Mon 6/8

9:12 am-6:36 pm

1 stop9h 24m

$482

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Sun 4/12

6:15 pm-11:47 am

2 stops41h 32m

Louisville Intl

Thu 4/16

1:03 pm-10:55 am

1 stop21h 52m

$538

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Mon 5/11

12:17 pm-8:48 pm

2 stops8h 31m

Louisville Intl

Sun 5/17

9:53 am-10:55 am

1 stop25h 02m

$548

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Mon 6/22

12:17 pm-8:48 pm

2 stops8h 31m

Louisville Intl

Thu 6/25

3:26 pm-6:38 pm

1 stop27h 12m

$549

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Fri 7/3

12:17 pm-8:48 pm

2 stops8h 31m

Louisville Intl

Mon 7/6

9:02 am-6:51 pm

1 stop9h 49m

$552

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Thu 5/21

8:10 pm-2:01 pm

1 stop17h 51m

Louisville Intl

Mon 5/25

9:08 am-6:56 pm

1 stop9h 48m

$591

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Mon 5/25

12:17 pm-8:48 pm

2 stops8h 31m

Louisville Intl

Fri 7/3

9:02 am-6:51 pm

1 stop9h 49m

$596

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Stewart to Louisville

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 Stewart to Louisville in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 New Windsor-Louisville flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor-Louisville flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Windsor-Louisville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Louisville flights, Cheapflights users trust FlightHub the most. FlightHub 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 New Windsor-Louisville 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 Stewart to Louisville

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

Cheapflights Insights

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

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

Currently, June is the cheapest month in which you can book a flight from New Windsor to Louisville (average of $60). Flying from New Windsor to Louisville in February is currently the most expensive (average of $201). 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 Stewart to Louisville. 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 New Windsor to Louisville?

    Airlines like Allegiant Air fly from New Windsor to Louisville in about 18h 23m. The time it takes to get you to your destination can typically vary by up to . The distance between New Windsor and Louisville is about 658 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to Louisville 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 Louisville?

    Currently, June is the cheapest month in which you can book a flight from New Windsor to Louisville (average of $60). Flying from New Windsor to Louisville in February is currently the most expensive (average of $201). 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 Louisville?

Book flights to Louisville if you plan to visit one of these locations
Shepherdsville
Jeffersonville
Elizabethtown
Corydon
Bardstown

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