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$131+ Cheap flights from New Windsor to Lexington (SWF - LEX)

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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — LEX
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Stewart to Lexington

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Lexington (LEX). 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

$281
(Kiwi.com)

One-way from

$131
(Kiwi.com)

Popular in

April

Cheapest in

July

Average price

$325
From New Windsor Stewart to Lexington Blue Grass
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One-way flight from New Windsor Stewart to Lexington Blue Grass
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Highest demand for flights based on searches. 12% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 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 Stewart to Lexington

Cheapest flights from Stewart to Lexington
Explore the most affordable flight options available from Stewart to Lexington. 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 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/711:16 amSWF - LEX
1 stop9h 34mAllegiant Air
Thu 10/97:35 pmLEX - SWF
1 stop15h 16mAllegiant Air
Deal found 9/11$281
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1011:41 amSWF - LEX
2 stops20h 17mMultiple Airlines
Sun 10/127:25 pmLEX - SWF
1 stop14h 46mMultiple Airlines
Deal found 9/11$403
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 10/1011:41 amSWF - LEX
2 stops20h 17mMultiple Airlines
Fri 10/179:07 amLEX - SWF
1 stop10h 24mMultiple Airlines
Deal found 9/10$409
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 10/108:21 pmSWF - LEX
1 stop22h 27mAllegiant Air
Fri 10/179:07 amLEX - SWF
1 stop10h 24mAllegiant Air
Deal found 9/10$560
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2610:41 amSWF - LEX
1 stop10h 04mAllegiant Air
Sun 11/302:52 pmLEX - SWF
1 stop28h 39mAllegiant Air
Deal found 9/11$745

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Lexington 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 New Windsor to Lexington that are best for you.

Fly from

Stewart

Fly to

Lexington

Route

Depart

Return

Price

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Tue 10/7

11:16 am-8:50 pm

1 stop9h 34m

Lexington Blue Grass

Thu 10/9

7:35 pm-10:51 am

1 stop15h 16m

$281

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Fri 10/10

11:41 am-7:58 am

2 stops20h 17m

Lexington Blue Grass

Sun 10/12

7:25 pm-10:11 am

1 stop14h 46m

$403

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Fri 10/10

11:41 am-7:58 am

2 stops20h 17m

Lexington Blue Grass

Fri 10/17

9:07 am-7:31 pm

1 stop10h 24m

$409

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Fri 10/10

8:21 pm-6:48 pm

1 stop22h 27m

Lexington Blue Grass

Fri 10/17

9:07 am-7:31 pm

1 stop10h 24m

$560

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Wed 11/26

10:41 am-8:45 pm

1 stop10h 04m

Lexington Blue Grass

Sun 11/30

2:52 pm-7:31 pm

1 stop28h 39m

$745

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Tue 10/7

11:16 am-8:50 pm

1 stop9h 34m

$151

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Sun 10/26

7:11 pm-1:45 pm

3 stops42h 34m

$235

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Sun 11/30

8:41 pm-8:11 pm

1 stop23h 30m

$393

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Best time to book a flight from Stewart to Lexington

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

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

Currently, August is the cheapest month in which you can book a flight from New Windsor to Lexington (average of $303). Flying from New Windsor to Lexington in April is currently the most expensive (average of $390). 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 Lexington. 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 Lexington?

    For as low as $281, Allegiant Air can have you in Lexington from New Windsor in 9h 34m. Airlines will cover a distance of 606 mi.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from New Windsor to Lexington (average of $303). Flying from New Windsor to Lexington in April is currently the most expensive (average of $390). 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 Lexington?

Book flights to Lexington if you plan to visit one of these locations
Georgetown
Berea
Frankfort

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