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Stewart

$146+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SWF
Aug 2 — Aug 91
Sat 8/2
Sat 8/9
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 July 28, 2025.

Round-trip from

$311
(Mytrip)

One-way from

$146
(Mytrip)

Popular in

December

Cheapest in

February

Average price

$247
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. 10% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 28, 2025.

This Mytrip deal was found by Cheapflights users on 7/26. 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.
Sat 8/910:57 amSDF - SWF
1 stop6h 04mAllegiant Air
Sun 8/178:33 pmSWF - SDF
1 stop13h 35mAllegiant Air
Deal found 7/26$311
This Mytrip deal was found by Cheapflights users on 7/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/112:16 pmSDF - SWF
1 stop6h 50mMultiple Airlines
Sun 8/36:42 pmSWF - SDF
2 stops24h 26mMultiple Airlines
Deal found 7/25$335

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 July 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

Sat 8/9

10:57 am-5:01 pm

1 stop6h 04m

New Windsor Stewart

Sun 8/17

8:33 pm-10:08 am

1 stop13h 35m

$311

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Fri 8/8

12:16 pm-7:06 pm

1 stop6h 50m

New Windsor Stewart

Mon 8/11

6:36 pm-7:08 pm

2 stops24h 32m

$335

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Sun 10/5

3:10 pm-10:11 am

2 stops19h 01m

$146

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Sat 8/2

10:54 am-4:58 pm

1 stop6h 04m

$205

LouisvilleNew Windsor

SDF - SWF

SDFSWF

Louisville Intl

Thu 9/11

7:42 pm-11:44 am

2 stops16h 02m

$405

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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 August is currently the most expensive (average of $206). 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.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. 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 Stewart. Reviews last updated July 28, 2025.
See what other customers who have flown with Breeze Airways and Allegiant Air from Louisville to New Windsor have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.0
Very good
190 reviews

Entertainment

6.6

Crew

8.7

Overall

8.0

Food

6.7

Comfort

8.1

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.0
Very good
190 reviews
Breeze Airways
8.0
Very good
190 reviews

Entertainment

6.6

Crew

8.7

Overall

8.0

Food

6.7

Comfort

8.1

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Allegiant Air
7.2
Good
702 reviews
Breeze Airways
8.0
Very good
190 reviews

Entertainment

6.6

Crew

8.7

Overall

8.0

Food

6.7

Comfort

8.1

Boarding

8.3

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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.

  • 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 August is currently the most expensive (average of $206). 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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