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Lexington

$221+ 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 7/10. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — LEX
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap 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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/510:48 am
SWF
-
LEX
1 stop6h 31m
Allegiant Air
Sun 2/89:41 pm
LEX
-
SWF
1 stop21h 02m
Allegiant Air
Deal found 1/28$371
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 5/811:40 am
SWF
-
LEX
1 stop9h 15m
Allegiant Air
Mon 5/119:32 am
LEX
-
SWF
1 stop9h 36m
Allegiant Air
Deal found 1/27$482
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/1311:04 am
SWF
-
LEX
1 stop9h 52m
Allegiant Air
Sun 2/1510:07 am
LEX
-
SWF
1 stop8h 31m
Allegiant Air
Deal found 1/28$552
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/277:33 pm
SWF
-
LEX
1 stop14h 40m
Allegiant Air
Sun 3/110:04 am
LEX
-
SWF
1 stop8h 28m
Allegiant Air
Deal found 1/27$599
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/2011:04 am
SWF
-
LEX
1 stop9h 52m
Allegiant Air
Sun 2/2210:07 am
LEX
-
SWF
1 stop8h 31m
Allegiant Air
Deal found 1/26$610
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/279:47 am
SWF
-
LEX
1 stop29h 03m
Allegiant Air
Mon 3/309:03 am
LEX
-
SWF
1 stop9h 58m
Allegiant Air
Deal found 1/27$652
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 4/1011:40 am
SWF
-
LEX
1 stop9h 15m
Allegiant Air
Mon 4/139:32 am
LEX
-
SWF
1 stop9h 36m
Allegiant Air
Deal found 1/27$706

Find 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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$482
(Kiwi.com)

One-way from

$221
(Kiwi.com)

Popular in

October

Cheapest in

July

Average price

$298
Provider with most accurate pricing for New Windsor Stewart-Lexington Blue Grass flight deals.
Search Deals
Provider most trusted by Cheapflights users for New Windsor Stewart-Lexington Blue Grass flights.
Search Deals
From New Windsor Stewart to Lexington Blue Grass
Search Deals
One-way flight from New Windsor Stewart to Lexington Blue Grass
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($67 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 29, 2026.
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

Thu 2/5

10:48 am-5:19 pm

1 stop6h 31m

Lexington Blue Grass

Sun 2/8

9:41 pm-6:43 pm

1 stop21h 02m

$371

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Fri 2/13

11:04 am-8:56 pm

1 stop9h 52m

Lexington Blue Grass

Sun 2/15

10:07 am-6:38 pm

1 stop8h 31m

$552

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Fri 2/27

7:33 pm-10:13 am

1 stop14h 40m

Lexington Blue Grass

Sun 3/1

10:04 am-6:32 pm

1 stop8h 28m

$599

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Fri 2/20

11:04 am-8:56 pm

1 stop9h 52m

Lexington Blue Grass

Sun 2/22

10:07 am-6:38 pm

1 stop8h 31m

$610

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Fri 3/27

9:47 am-2:50 pm

1 stop29h 03m

Lexington Blue Grass

Mon 3/30

9:03 am-7:01 pm

1 stop9h 58m

$652

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Fri 4/10

11:40 am-8:55 pm

1 stop9h 15m

Lexington Blue Grass

Mon 4/13

9:32 am-7:08 pm

1 stop9h 36m

$706

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Fri 7/10

7:41 pm-8:08 am

1 stop12h 27m

$221

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Fri 7/10

12:15 pm-4:37 pm

2 stops28h 22m

$333

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Mon 7/6

12:15 pm-12:25 pm

3 stops24h 10m

$380

New WindsorLexington

SWF - LEX

SWFLEX

New Windsor Stewart

Mon 2/16

11:04 am-8:56 pm

1 stop9h 52m

$515

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

  • Most accurate provider: When it comes to deals on New Windsor-Lexington flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Windsor-Lexington flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Windsor-Lexington flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Windsor-Lexington 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-Lexington 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 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, April is the cheapest month in which you can book a flight from New Windsor to Lexington (average of $60). Flying from New Windsor to Lexington in September is currently the most expensive (average of $152). 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 $371, Allegiant Air can have you in Lexington from New Windsor in 6h 31m. 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, April is the cheapest month in which you can book a flight from New Windsor to Lexington (average of $60). Flying from New Windsor to Lexington in September is currently the most expensive (average of $152). 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
Somerset
Berea
Georgetown
Frankfort

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