What are the most popular destinations to fly to from New Windsor?

This month, the top selected destinations from New Windsor are Myrtle Beach, Orlando Airport, Orlando. Throughout the year, Fort Lauderdale, Myrtle Beach, Orlando are some of the top choices made by users flying from New Windsor.

What are popular destinations to fly to from New Windsor?

If you’re flying from New Windsor, these routes are more frequently taken by airlines Orlando (4 flights per day), Tampa (3 flights per day) and Raleigh (2 flights per day).

What is the cheapest flight from New Windsor to anywhere?

Users have flown out of New Windsor for as low as £38 to Fort Lauderdale (prices may vary depending on the airline and departure time). On average, users have booked flights for £38 to fly from New Windsor.

£73+ Cheap Flights from New Windsor

Fly to

Route

Depart

Return

Price

Cheapest return flight

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Wed 23/9

12:39-10:22

2 stops21h 43m

Boston Logan Intl

Wed 31/12

00:00-00:00

Nonstop0h 00m

£134

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Sat 3/10

12:39-10:58

2 stops22h 19m

Boston Logan Intl

Wed 31/12

00:00-00:00

Nonstop0h 00m

£161

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Fri 25/9

10:48-10:51

2 stops24h 03m

Boston Logan Intl

Wed 31/12

00:00-00:00

Nonstop0h 00m

£174

New WindsorLondon

SWF New Windsor Stewart - LGW London Gatwick

SWFLGW

New Windsor Stewart

Mon 19/10

19:01-10:00

1 stop33h 59m

London Gatwick

Wed 31/12

00:00-18:00

Nonstop0h 00m

£177

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Thu 1/10

10:28-10:41

3 stops48h 13m

Boston Logan Intl

Wed 31/12

00:00-00:00

Nonstop0h 00m

£177

New WindsorLondon

SWF New Windsor Stewart - LGW London Gatwick

SWFLGW

New Windsor Stewart

Sat 3/10

12:39-10:00

2 stops40h 21m

London Gatwick

Wed 31/12

00:00-18:00

Nonstop0h 00m

£183

New WindsorLondon

SWF New Windsor Stewart - LGW London Gatwick

SWFLGW

New Windsor Stewart

Fri 2/10

20:48-10:00

1 stop32h 12m

London Gatwick

Wed 31/12

00:00-18:00

Nonstop0h 00m

£186

New WindsorLondon

SWF New Windsor Stewart - LGW London Gatwick

SWFLGW

New Windsor Stewart

Sat 10/10

12:39-10:00

2 stops40h 21m

London Gatwick

Wed 31/12

00:00-18:00

Nonstop0h 00m

£189

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Sat 19/9

12:39-10:58

2 stops22h 19m

Boston Logan Intl

Wed 31/12

00:00-00:00

Nonstop0h 00m

£193

New WindsorLondon

SWF New Windsor Stewart - LGW London Gatwick

SWFLGW

New Windsor Stewart

Fri 11/12

11:03-10:00

1 stop17h 57m

London Gatwick

Wed 31/12

00:00-18:00

Nonstop0h 00m

£197

Flights are sorted by cheapest return flights first.

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Showing 1-10 of 37 resultsSorted by cheapest first

Best time to book a flight from Stewart

Have a flexible travel schedule? Discover the best time to fly from Stewart with our price prediction graph.

SWF-AXA

SWF-BOS

SWF-LGW

SWF-BDA

SWF-CDG

Estimated return 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.

Travel insights for flights from Stewart

Get recent, data-driven insights about flights from Stewart including ideal travel times, pricing trends, and more.

SWF-AXA

SWF-BOS

SWF-LGW

SWF-BDA

SWF-CDG

No data available for this route at this time. Please check back soon.

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What are the most popular destinations to fly to from New Windsor?
This month, the top selected destinations from New Windsor are Myrtle Beach, Orlando Airport, Orlando. Throughout the year, Fort Lauderdale, Myrtle Beach, Orlando are some of the top choices made by users flying from New Windsor.
What is the cheapest flight from New Windsor to anywhere?
Users have flown out of New Windsor for as low as £38 to Fort Lauderdale (prices may vary depending on the airline and departure time). On average, users have booked flights for £38 to fly from New Windsor.
How does Cheapflights help users find flights from Stewart?
Cheapflights helps you search for flights from Stewart via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Why should you use Cheapflights to find cheap flight tickets from Stewart?
Cheapflights simply makes it quick and affordable to book flights from Stewart by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.
Can Cheapflights find flights from Stewart with no change fees?
Yes, we can. To see specific flights from Stewart with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Can Cheapflights notify me if prices for flights from Stewart become cheaper?
Not ready to book yet? You can track prices for flights from Stewart on Cheapflights with our Price Alerts feature and get notified when better prices are available.

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How does Cheapflights help users find flights from Stewart?

Cheapflights helps you search for flights from Stewart via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Stewart?

Cheapflights simply makes it quick and affordable to book flights from Stewart by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Stewart with no change fees?

Yes, we can. To see specific flights from Stewart with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Stewart become cheaper?

Not ready to book yet? You can track prices for flights from Stewart on Cheapflights with our Price Alerts feature and get notified when better prices are available.

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This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 18/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.

Find flights from Stewart within your budget

Best time to book a flight from Stewart

Have a flexible travel schedule? Discover the best time to fly from Stewart with our price prediction graph.

Travel insights for flights from Stewart

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Direct flights from New York

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Airports servicing New Windsor

Fly out of one of these airports located in New Windsor.

Fly from other United States cities

Consider departing from one of these cities also located in United States. Flight origins are based on user searches made on Cheapflights and were last updated on 5 September 2026.

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Check out other popular destinations found by fellow travellers in 2026

Related info for your journey

What are the most popular destinations to fly to from New Windsor?

What is the cheapest flight from New Windsor to anywhere?

How does Cheapflights help users find flights from Stewart?

Why should you use Cheapflights to find cheap flight tickets from Stewart?

Can Cheapflights find flights from Stewart with no change fees?

Can Cheapflights notify me if prices for flights from Stewart become cheaper?

Fly with Cheapflights

How does Cheapflights help users find flights from Stewart?

Why should you use Cheapflights to find cheap flight tickets from Stewart?

Can Cheapflights find flights from Stewart with no change fees?

Can Cheapflights notify me if prices for flights from Stewart become cheaper?

100% Free

Book with Flexibility

Travel Smart

£73+ Cheap flights from New Windsor

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 18/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.

Find flights from Stewart within your budget

Best time to book a flight from Stewart

Have a flexible travel schedule? Discover the best time to fly from Stewart with our price prediction graph.

Travel insights for flights from Stewart

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.

Direct flights from New York

Book a direct flight from one of these other cities located in New York.

Airports servicing New Windsor

Fly out of one of these airports located in New Windsor.

Fly from other United States cities

Consider departing from one of these cities also located in United States. Flight origins are based on user searches made on Cheapflights and were last updated on 5 September 2026.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2026

Related info for your journey

What are the most popular destinations to fly to from New Windsor?

What is the cheapest flight from New Windsor to anywhere?

How does Cheapflights help users find flights from Stewart?

Why should you use Cheapflights to find cheap flight tickets from Stewart?

Can Cheapflights find flights from Stewart with no change fees?

Can Cheapflights notify me if prices for flights from Stewart become cheaper?

Fly with Cheapflights

How does Cheapflights help users find flights from Stewart?

Why should you use Cheapflights to find cheap flight tickets from Stewart?

Can Cheapflights find flights from Stewart with no change fees?

Can Cheapflights notify me if prices for flights from Stewart become cheaper?

100% Free

Book with Flexibility

Travel Smart