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$155+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — SDF
Jun 8 — Jun 151
Mon 6/8
Mon 6/15
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 May 9, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/6. 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 6/125:55 pm
SWF
-
SDF
1 stop18h 21m
Allegiant Air
Sun 6/149:23 pm
SDF
-
SWF
1 stop11h 26m
Allegiant Air
Deal found 5/6$247
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 6/247:56 pm
SWF
-
SDF
1 stop18h 40m
Allegiant Air
Sat 6/271:06 pm
SDF
-
SWF
1 stop4h 49m
Allegiant Air
Deal found 5/6$306
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 8/146:01 pm
SWF
-
SDF
1 stop18h 20m
Multiple Airlines
Fri 8/213:48 pm
SDF
-
SWF
2 stops19h 37m
Multiple Airlines
Deal found 5/6$308
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 7/1911:45 am
SWF
-
SDF
1 stop26h 22m
Allegiant Air
Wed 7/2212:16 pm
SDF
-
SWF
1 stop21h 22m
Allegiant Air
Deal found 5/6$310
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/78:04 pm
SWF
-
SDF
1 stop17h 58m
Allegiant Air
Sun 6/149:23 pm
SDF
-
SWF
1 stop11h 26m
Allegiant Air
Deal found 5/8$315
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 6/125:55 pm
SWF
-
SDF
1 stop18h 21m
Allegiant Air
Mon 6/159:12 am
SDF
-
SWF
1 stop9h 26m
Allegiant Air
Deal found 5/4$326
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 5/2712:05 pm
SWF
-
SDF
1 stop25h 22m
Multiple Airlines
Sun 5/319:41 am
SDF
-
SWF
1 stop23h 10m
Multiple Airlines
Deal found 5/5$338
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 8/154:40 pm
SWF
-
SDF
1 stop22h 00m
Allegiant Air
Thu 8/207:25 pm
SDF
-
SWF
1 stop15h 41m
Allegiant Air
Deal found 5/6$361
This Kiwi.com deal was found by Cheapflights users on 5/5. 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
Sun 5/319:41 am
SDF
-
SWF
1 stop23h 10m
Allegiant Air
Deal found 5/5$365
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 7/186:44 pm
SWF
-
SDF
1 stop19h 49m
Allegiant Air
Wed 7/2212:16 pm
SDF
-
SWF
1 stop21h 22m
Allegiant Air
Deal found 5/6$367
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 6/312:05 pm
SWF
-
SDF
2 stops27h 31m
Multiple Airlines
Wed 6/1712:20 pm
SDF
-
SWF
1 stop21h 18m
Multiple Airlines
Deal found 5/5$373

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 May 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$247
(Kiwi.com)

One-way from

$155
(Kiwi.com)

Popular in

October

Cheapest in

July

Average price

$332
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. 7% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 9, 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

Thu 6/25

8:04 pm-2:02 pm

1 stop17h 58m

Louisville Intl

Mon 6/29

8:19 pm-5:29 pm

1 stop21h 10m

$377

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Sat 7/18

12:05 pm-10:32 am

2 stops22h 27m

Louisville Intl

Wed 7/22

12:16 pm-9:38 am

1 stop21h 22m

$378

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Sat 7/11

6:44 pm-2:33 pm

1 stop19h 49m

Louisville Intl

Mon 7/13

9:02 am-6:51 pm

1 stop9h 49m

$389

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Thu 6/11

8:04 pm-2:02 pm

1 stop17h 58m

Louisville Intl

Mon 6/15

9:12 am-6:38 pm

1 stop9h 26m

$412

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Wed 6/17

12:05 pm-2:38 pm

2 stops26h 33m

Louisville Intl

Mon 6/22

8:19 pm-5:29 pm

1 stop21h 10m

$415

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Sat 7/18

6:44 pm-2:33 pm

1 stop19h 49m

Louisville Intl

Thu 7/23

3:18 pm-6:51 pm

1 stop27h 33m

$460

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Sun 7/19

11:45 am-2:07 pm

1 stop26h 22m

Louisville Intl

Wed 7/22

8:06 pm-10:55 am

2 stops14h 49m

$472

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Thu 5/28

8:10 pm-2:11 pm

1 stop18h 01m

Louisville Intl

Mon 6/1

9:28 pm-11:25 am

2 stops37h 57m

$472

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Fri 6/19

5:50 pm-12:16 pm

1 stop18h 26m

Louisville Intl

Mon 6/22

8:19 pm-5:29 pm

1 stop21h 10m

$477

New WindsorLouisville

SWF - SDF

SWFSDF

New Windsor Stewart

Fri 6/19

12:17 pm-8:48 pm

2 stops8h 31m

Louisville Intl

Mon 6/22

8:19 pm-5:29 pm

1 stop21h 10m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/5

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 May.
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.

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 17h 58m. 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.

See more FAQs

Traveling to a place near Louisville?

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

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