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Stewart

$148+ Cheap flights from Lexington to New Windsor (LEX - 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — SWF
Feb 13 — Feb 201
Fri 2/13
Fri 2/20
1 adult, Economy
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Cheap flight deals from Lexington to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Lexington (LEX) 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 January 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$337
(Kiwi.com)

One-way from

$132
(Kiwi.com)

Popular in

November

Cheapest in

May

Average price

$339
Provider with most accurate pricing for Lexington Blue Grass-New Windsor Stewart flight deals.
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Provider most trusted by Cheapflights users for Lexington Blue Grass-New Windsor Stewart flights.
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From Lexington Blue Grass to New Windsor Stewart
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One-way flight from Lexington Blue Grass to New Windsor Stewart
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Highest demand for flights based on searches. 17% potential increase in price ($70 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Lexington to Stewart

Cheapest flights from Lexington to Stewart
Explore the most affordable flight options available from Lexington to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 14, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/13. 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 6/74:34 pm
LEX
-
SWF
1 stop24h 31m
Allegiant Air
Thu 6/118:04 pm
SWF
-
LEX
1 stop12h 46m
Allegiant Air
Deal found 1/13$391
This Kiwi.com deal was found by Cheapflights users on 1/14. 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 5/229:44 pm
LEX
-
SWF
2 stops13h 41m
Multiple Airlines
Mon 6/19:41 am
SWF
-
LEX
1 stop7h 19m
Multiple Airlines
Deal found 1/14$482
This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Mon 2/29:34 am
LEX
-
SWF
1 stop7h 38m
Allegiant Air
Thu 2/510:48 am
SWF
-
LEX
1 stop6h 31m
Allegiant Air
Deal found 1/13$561
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 2/139:46 pm
LEX
-
SWF
1 stop14h 53m
Allegiant Air
Mon 2/1611:04 am
SWF
-
LEX
1 stop9h 52m
Allegiant Air
Deal found 1/13$645
This Kiwi.com deal was found by Cheapflights users on 1/12. 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.
Mon 1/199:34 am
LEX
-
SWF
1 stop7h 38m
Allegiant Air
Fri 1/236:02 pm
SWF
-
LEX
1 stop16h 42m
Allegiant Air
Deal found 1/12$694
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 2/1210:07 am
LEX
-
SWF
1 stop8h 31m
Allegiant Air
Mon 2/1611:04 am
SWF
-
LEX
1 stop9h 52m
Allegiant Air
Deal found 1/13$733
This Kiwi.com deal was found by Cheapflights users on 1/13. 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 1/169:34 am
LEX
-
SWF
1 stop7h 38m
Allegiant Air
Sun 1/1810:48 am
SWF
-
LEX
1 stop6h 31m
Allegiant Air
Deal found 1/13$816

Cheapflights Fare Finder

 
Customize your flight search to find flights from Lexington 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 January 14, 2026.
Use the filters below to find and compare flights from Lexington to New Windsor that are best for you.

Fly from

Lexington

Fly to

Stewart

Route

Depart

Return

Price

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

Sun 6/7

4:34 pm-5:05 pm

1 stop24h 31m

New Windsor Stewart

Thu 6/11

8:04 pm-8:50 am

1 stop12h 46m

$391

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

Fri 5/22

9:44 pm-11:25 am

2 stops13h 41m

New Windsor Stewart

Mon 6/1

9:41 am-5:00 pm

1 stop7h 19m

$482

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

Mon 2/2

9:34 am-5:12 pm

1 stop7h 38m

New Windsor Stewart

Thu 2/5

10:48 am-5:19 pm

1 stop6h 31m

$561

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

Fri 2/13

9:46 pm-12:39 pm

1 stop14h 53m

New Windsor Stewart

Mon 2/16

11:04 am-8:56 pm

1 stop9h 52m

$645

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

Thu 2/12

10:07 am-6:38 pm

1 stop8h 31m

New Windsor Stewart

Mon 2/16

11:04 am-8:56 pm

1 stop9h 52m

$733

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

Sun 2/15

10:07 am-6:38 pm

1 stop8h 31m

$148

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

Sun 1/25

9:41 pm-6:43 pm

1 stop21h 02m

$150

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

Sat 2/14

11:05 am-5:09 pm

1 stop6h 04m

$175

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

Sun 2/15

11:59 am-10:14 am

2 stops22h 15m

$244

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

Sun 5/10

9:51 am-11:35 am

2 stops25h 44m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Showing 1-10 of 13 results
1
2
  • Most accurate provider: When it comes to deals on Lexington-New Windsor flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Lexington-New Windsor flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Lexington-New Windsor flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Lexington-New Windsor 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 Lexington-New Windsor 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 Lexington to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Lexington 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 Lexington to New Windsor

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

Currently, May is the cheapest month in which you can book a flight from Lexington to New Windsor (average of $71). Flying from Lexington to New Windsor in January is currently the most expensive (average of $139). 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 Lexington to Stewart. 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 Lexington to New Windsor?

    A quick flight from Lexington to New Windsor can take about 21h 02m. Allegiant Air provides one of the quickest options available for as low as $337. The distance from Lexington to New Windsor is about 606 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Lexington 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 Lexington to New Windsor?

    Currently, May is the cheapest month in which you can book a flight from Lexington to New Windsor (average of $71). Flying from Lexington to New Windsor in January is currently the most expensive (average of $139). 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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