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Stewart

$174+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — SWF
sep. 2 — sep. 91
mar. 9/2
mar. 9/9
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 agosto 28, 2025.

Round-trip from

$298
(Mytrip)

One-way from

$174
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$313
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. 8% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 agosto 28, 2025.

This Mytrip deal was found by Cheapflights users on 8/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/57:25 pmLEX - SWF
1 stop14h 46mAllegiant Air
mar. 10/711:16 amSWF - LEX
1 stop9h 34mAllegiant Air
Deal found 8/27$298
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/109:07 amLEX - SWF
1 stop10h 24mAllegiant Air
vie. 10/178:21 pmSWF - LEX
1 stop22h 27mAllegiant Air
Deal found 8/25$331
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
mar. 11/253:38 pmLEX - SWF
1 stop19h 49mAllegiant Air
dom. 11/308:41 pmSWF - LEX
1 stop23h 30mAllegiant Air
Deal found 8/27$385
This Kiwi.com deal was found by Cheapflights users on 8/26. 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.
jue. 12/189:29 pmLEX - SWF
1 stop22h 11mAllegiant Air
lun. 12/225:28 pmSWF - LEX
1 stop14h 42mAllegiant Air
Deal found 8/26$416
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/199:09 amLEX - SWF
1 stop7h 29mAllegiant Air
lun. 12/225:28 pmSWF - LEX
1 stop21h 10mAllegiant Air
Deal found 8/25$493
This Kiwi.com deal was found by Cheapflights users on 8/27. 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.
vie. 12/199:09 amLEX - SWF
1 stop7h 29mAllegiant Air
mar. 12/234:50 pmSWF - LEX
1 stop27h 05mAllegiant Air
Deal found 8/27$616

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 agosto 28, 2025.
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

dom. 10/5

7:25 pm-10:11 am

1 stop14h 46m

New Windsor Stewart

mar. 10/7

11:16 am-8:50 pm

1 stop9h 34m

$298

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

vie. 10/10

9:07 am-7:31 pm

1 stop10h 24m

New Windsor Stewart

vie. 10/17

8:21 pm-6:48 pm

1 stop22h 27m

$331

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

mar. 11/25

3:38 pm-11:27 am

1 stop19h 49m

New Windsor Stewart

dom. 11/30

8:41 pm-8:11 pm

1 stop23h 30m

$385

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

jue. 12/18

9:29 pm-7:40 pm

1 stop22h 11m

New Windsor Stewart

lun. 12/22

5:28 pm-8:10 am

1 stop14h 42m

$416

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

vie. 12/19

9:09 am-4:38 pm

1 stop7h 29m

New Windsor Stewart

lun. 12/22

5:28 pm-2:38 pm

1 stop21h 10m

$493

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

vie. 12/19

9:09 am-4:38 pm

1 stop7h 29m

New Windsor Stewart

mar. 12/23

4:50 pm-7:55 pm

1 stop27h 05m

$616

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

mié. 10/15

3:38 pm-10:41 am

2 stops43h 03m

$174

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

mié. 10/8

11:29 am-10:51 am

3 stops47h 22m

$248

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

mar. 10/14

4:48 pm-4:55 pm

3 stops48h 07m

$291

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

vie. 9/19

11:30 am-6:22 pm

3 stops54h 52m

$348

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/25

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, October is the cheapest month in which you can book a flight from Lexington to New Windsor (average of $109). Flying from Lexington to New Windsor in December is currently the most expensive (average of $202). 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 14h 46m. Allegiant Air provides one of the quickest options available for as low as $298. 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, October is the cheapest month in which you can book a flight from Lexington to New Windsor (average of $109). Flying from Lexington to New Windsor in December is currently the most expensive (average of $202). 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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