How far in advance should I book a flight from Boston to New Windsor?

To save on the cost of your flight from Boston to New Windsor, book at least 42 days before your planned departure. Booking around this time can save you about 120% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $136 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $263.

What is the cheapest month to fly from Boston to New Windsor?

The best pricing can be found in the month of October. Prices to New Windsor from Boston average $152. You can even find prices in October for less than $152, as users have found deals to New Windsor from as low as $47. The month of April appears to be one of the more expensive times to travel to New Windsor from Boston. Flying in the targeted month can save you up to 32%.

What is the cheapest time of day to fly from BOS to SWF?

When flying from Boston to New Windsor, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Most accurate provider : When it comes to deals on Boston-New Windsor flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Boston-New Windsor flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Boston-New Windsor flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Boston-New Windsor flights, Cheapflights users trust Expedia the most. Expedia 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 Boston-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

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

How can I find direct flights from Boston to Stewart?

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

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

Yes. Cheapflights offers flight deals from Boston 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.

$91+ Flights from Boston to New Windsor

Q: What is the cheapest month to book a flight from Boston to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Boston to New Windsor (average of $109). Flying from Boston to New Windsor in August is currently the most expensive (average of $225). 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.

Q: E

Most trusted provider : When it comes to deals on Boston-New Windsor flights, Cheapflights users trust Expedia the most. Expedia 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 Boston-New Windsor flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Q: Can I find deals for flights from Boston to Stewart that include hotel bookings?

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

Q: How can I find direct flights from Boston to Stewart?

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

Q: Can I find deals for business class flights from Boston to Stewart?

Yes. Cheapflights offers flight deals from Boston 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.

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Cheap flight deals from Boston to Stewart

Most accurate provider	Expedia 1 star
Most trusted provider	Expedia 3 stars
Round-trip from	$212 (Mytrip)
One-way from	$91 (Mytrip)

Provider with most accurate pricing for Boston Logan Intl-New Windsor Stewart flight deals.

Search Deals

Provider most trusted by Cheapflights users for Boston Logan Intl-New Windsor Stewart flights.

Search Deals

From Boston Logan Intl to New Windsor Stewart

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One-way flight from Boston Logan Intl to New Windsor Stewart

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Find flight deals from Boston to Stewart

Cheapest flights from Boston to Stewart
Explore the most affordable flight options available from Boston to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 2, 2025.

Mon 2/178:32 pmBOS - SWF

1 stop13h 28mMultiple Airlines

Mon 3/36:23 pmSWF - BOS

1 stop14h 50mMultiple Airlines

Deal found 1/2

$212

Best flights from Boston to Stewart
Discover carefully curated flight deals from Boston to Stewart that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 2, 2025.

Mon 2/178:32 pmBOS - SWF

1 stop13h 28mMultiple Airlines

Mon 3/36:23 pmSWF - BOS

1 stop14h 50mMultiple Airlines

Deal found 1/2

$212

Last-minute flights from Boston to Stewart
Discover last-minute flight deals from Boston to Stewart. Data last updated January 2, 2025 and is based on user searches.

Thu 1/96:56 pmBOS - SWF

2 stops16h 24mMultiple Airlines

Sat 1/115:59 pmSWF - BOS

2 stops20h 46mMultiple Airlines

Deal found 1/1

$252

Mon 2/178:32 pmBOS - SWF

1 stop13h 28mMultiple Airlines

Mon 3/36:23 pmSWF - BOS

1 stop14h 50mMultiple Airlines

Deal found 1/2

$212

One-way flights from Boston to Stewart
Search for one-way flight options from Boston to Stewart. Find affordable one-way fares based on user searches. Data last updated January 2, 2025.

Thu 1/237:40 pmBOS - SWF

1 stop17h 55mMultiple Airlines

Deal found 1/1

$91

Mon 4/149:26 amBOS - SWF

2 stops24h 36mAllegiant Air

Deal found 12/31

$260

Find flights from Boston to Stewart within your budget

Fly from

Fly to

Route

Depart

Return

Price

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

Sat 2/15

6:08 pm-7:14 pm

2 stops25h 06m

New Windsor Stewart

Mon 2/17

6:29 pm-9:13 am

1 stop14h 44m

$269

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

Thu 1/23

7:40 pm-1:35 pm

1 stop17h 55m

$91

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

Mon 4/14

9:26 am-10:02 am

2 stops24h 36m

$260

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/1

Most accurate provider: When it comes to deals on Boston-New Windsor flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Boston-New Windsor flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Boston-New Windsor flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Boston-New Windsor flights, Cheapflights users trust Expedia the most. Expedia 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 Boston-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 Boston to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Boston 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.

Travel insights for flights from Boston to Stewart

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

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

Currently, October is the cheapest month in which you can book a flight from Boston to New Windsor (average of $109). Flying from Boston to New Windsor in August is currently the most expensive (average of $225). 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.

Reviews of airlines servicing Stewart

Allegiant Air

7.4

Good

806 reviews

Reviews

1 / 10

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Allegiant Air

7.4

Good

806 reviews

Allegiant Air

7.4

Good

806 reviews

Reviews

1 / 10

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Related info for your journey

Can I find deals for flights from Boston to Stewart that include hotel bookings?
Yes. In addition to deals on Boston to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Boston to Stewart?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Stewart.
Can I find deals for business class flights from Boston to Stewart?
Yes. Cheapflights offers flight deals from Boston 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 Boston to New Windsor?
Currently, October is the cheapest month in which you can book a flight from Boston to New Windsor (average of $109). Flying from Boston to New Windsor in August is currently the most expensive (average of $225). 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

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Complete your trip

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$91+ Cheap flights from Boston to New Windsor (BOS - 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Boston to Stewart with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Boston to Stewart

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Find flight deals from Boston to Stewart

Cheapest flights from Boston to StewartExplore the most affordable flight options available from Boston to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 2, 2025.

Explore the most affordable flight options available from Boston to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 2, 2025.

Find flights from Boston to Stewart within your budget

Best time to book a flight from Boston to Stewart

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

Travel insights for flights from Boston to Stewart

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

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

Reviews of airlines servicing Stewart

Related info for your journey

Find useful and relevant information for your journey from Boston to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

How can I find direct flights from Boston to Stewart?

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

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

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 Boston to Stewart

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Travel Smart

Cheapest flights from Boston to Stewart
Explore the most affordable flight options available from Boston to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 2, 2025.