HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$134+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
LEX — SWF
nov. 13 — nov. 201
jue. 11/13
jue. 11/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Lexington to Stewart with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 octubre 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(Kiwi.com)

One-way from

$134
(Mytrip)

Popular in

December

Cheapest in

May

Average price

$359
Provider with most accurate pricing for Lexington Blue Grass-New Windsor Stewart flight deals.
Search Deals
Provider most trusted by Cheapflights users for Lexington Blue Grass-New Windsor Stewart flights.
Search Deals
From Lexington Blue Grass to New Windsor Stewart
Search Deals
One-way flight from Lexington Blue Grass to New Windsor Stewart
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 octubre 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/14. 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.
jue. 10/237:25 pmLEX - SWF
1 stop15h 16mAllegiant Air
mar. 10/2811:16 amSWF - LEX
1 stop9h 34mAllegiant Air
Deal found 10/14$280
This Mytrip deal was found by Cheapflights users on 10/13. 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 Mytrip 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 stop14h 42mAllegiant Air
Deal found 10/13$368
This Kiwi.com deal was found by Cheapflights users on 10/14. 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.
dom. 12/289:18 amLEX - SWF
1 stop25h 29mAllegiant Air
dom. 1/1110:48 amSWF - LEX
1 stop6h 31mAllegiant Air
Deal found 10/14$421
This Kiwi.com deal was found by Cheapflights users on 10/14. 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.
lun. 12/293:07 pmLEX - SWF
1 stop24h 53mAllegiant Air
dom. 1/1110:48 amSWF - LEX
1 stop6h 31mAllegiant Air
Deal found 10/14$502
This Kiwi.com deal was found by Cheapflights users on 10/11. 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.
jue. 12/252:18 pmLEX - SWF
1 stop20h 49mAllegiant Air
mar. 12/304:50 pmSWF - LEX
1 stop27h 05mAllegiant Air
Deal found 10/11$744

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 octubre 14, 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

jue. 1/8

9:41 pm-6:43 pm

1 stop21h 02m

New Windsor Stewart

dom. 1/11

10:48 am-5:19 pm

1 stop6h 31m

$277

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

vie. 1/9

9:34 am-5:12 pm

1 stop7h 38m

New Windsor Stewart

dom. 1/11

10:48 am-5:19 pm

1 stop6h 31m

$292

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-8:10 am

1 stop14h 42m

$368

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

dom. 12/28

9:18 am-10:47 am

1 stop25h 29m

New Windsor Stewart

dom. 1/11

10:48 am-5:19 pm

1 stop6h 31m

$421

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

lun. 12/29

3:07 pm-4:00 pm

1 stop24h 53m

New Windsor Stewart

dom. 1/11

10:48 am-5:19 pm

1 stop6h 31m

$502

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

vie. 2/13

9:46 pm-12:39 pm

1 stop14h 53m

New Windsor Stewart

lun. 2/16

11:04 am-8:56 pm

1 stop9h 52m

$591

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

jue. 12/25

2:18 pm-11:07 am

1 stop20h 49m

New Windsor Stewart

mar. 12/30

4:50 pm-7:55 pm

1 stop27h 05m

$744

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

jue. 10/23

7:25 pm-10:41 am

1 stop15h 16m

$134

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

mar. 11/25

3:38 pm-11:27 am

1 stop19h 49m

$176

LexingtonNew Windsor

LEX - SWF

LEXSWF

Lexington Blue Grass

mar. 11/4

6:53 pm-5:24 pm

3 stops46h 31m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/14

Showing 1-10 of 17 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, November is the cheapest month in which you can book a flight from Lexington to New Windsor (average of $47). Flying from Lexington to New Windsor in February is currently the most expensive (average of $128). 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 $277. 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, November is the cheapest month in which you can book a flight from Lexington to New Windsor (average of $47). Flying from Lexington to New Windsor in February is currently the most expensive (average of $128). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Lexington to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Cincinnati to John F Kennedy Intl flights
Cincinnati to LaGuardia flights
Nashville to John F Kennedy Intl flights
Nashville to LaGuardia flights
Cincinnati to Newark flights
Nashville to Newark flights
Louisville to LaGuardia flights
Louisville to Newark flights
Knoxville to LaGuardia flights
Louisville to John F Kennedy Intl flights
Lexington to LaGuardia flights
Knoxville to John F Kennedy Intl flights
Lexington to Newark flights
Lexington to John F Kennedy Intl flights
Knoxville to Newark flights
Cincinnati to Stewart flights
Nashville to Buffalo flights
Cincinnati to White Plains flights
Cincinnati to Albany flights
Knoxville to Stewart flights
Nashville to Stewart flights
Nashville to Albany flights
Nashville to Syracuse flights
Cincinnati to Buffalo flights
Blountville to John F Kennedy Intl flights
Blountville to Newark flights
Nashville to White Plains flights
Knoxville to Buffalo flights
Blountville to LaGuardia flights
Louisville to Rochester flights
Lexington to Syracuse flights
Nashville to Rochester flights
Knoxville to Rochester flights
Knoxville to White Plains flights
Nashville to Islip flights
Evansville to LaGuardia flights
Louisville to Stewart flights
Louisville to Albany flights
Nashville to Ithaca flights
Evansville to Newark flights
Cincinnati to Syracuse flights
Nashville to Elmira flights
Knoxville to Syracuse flights
Knoxville to Albany flights
Louisville to Syracuse flights
Evansville to John F Kennedy Intl flights
Huntington to John F Kennedy Intl flights
Louisville to Buffalo flights
Knoxville to Islip flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.