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Cheap flights from New Windsor (SWF) to Massachusetts from $93

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 6/3. 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.
SWF — BOS
May 21 — May 281
From?
To?
Tue 5/21
Tue 5/28
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

Travelers have found it’s best to book a flight 49 days in advance to save up to 156% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 49 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from New Windsor to Massachusetts 1-2 weeks in advance for as low as $183, or $384 for flights within the next 24 hours.

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

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, February can be a great choice for travel to Massachusetts. Flights to Massachusetts from New Windsor in February are about $178 on average during February, but can be found for as low as $68.

When is the cheapest time to fly from New Windsor to Massachusetts (SWF - MA)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Windsor to Massachusetts as you normally would.

Cheap PLAY flights from Stewart to Massachusetts

Explore cheap flight options specifically provided by PLAY for the route between Stewart and Massachusetts. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Wed 7/37:15 pmSWF - BOS
1 stop22h 45mPLAY
Sun 7/77:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$832
Thu 7/117:15 pmSWF - BOS
1 stop22h 45mPLAY
Mon 7/157:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$872
Fri 5/317:15 pmSWF - BOS
1 stop22h 45mPLAY
Sun 6/27:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$910
Mon 6/37:15 pmSWF - BOS
1 stop22h 45mPLAY
Wed 6/57:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/16$927
Thu 6/67:15 pmSWF - BOS
1 stop22h 45mPLAY
Sun 6/97:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$933
Thu 5/307:15 pmSWF - BOS
1 stop22h 45mPLAY
Sun 6/27:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$976
Fri 5/247:15 pmSWF - BOS
1 stop22h 45mPLAY
Tue 5/287:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$1,174
Fri 5/247:15 pmSWF - BOS
1 stop22h 45mPLAY
Tue 5/287:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$1,185
Fri 6/147:15 pmSWF - BOS
1 stop22h 45mPLAY
Tue 6/187:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/16$1,222

Cheap Stewart to Massachusetts flights in May & June 2024

Find cheap flight options from Stewart to Massachusetts specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Prices were last updated on May 16, 2024.
Fri 5/1712:46 pmSWF - BOS
1 stop11h 36mMultiple Airlines
Sun 5/196:36 pmBOS - SWF
1 stop17h 30mMultiple Airlines
Deal found 5/14$427
Fri 5/1712:46 pmSWF - BOS
1 stop11h 36mMultiple Airlines
Sun 5/1911:16 amBOS - SWF
2 stops23h 57mMultiple Airlines
Deal found 5/15$696
Sat 6/1511:36 amSWF - BOS
2 stops22h 47mMultiple Airlines
Tue 6/257:15 pmBOS - SWF
1 stop22h 50mMultiple Airlines
Deal found 5/15$729
Fri 5/1712:46 pmSWF - BOS
1 stop11h 36mMultiple Airlines
Sun 5/192:47 pmBOS - SWF
3 stops26h 17mMultiple Airlines
Deal found 5/15$737
Mon 5/2012:46 pmSWF - BOS
1 stop11h 36mMultiple Airlines
Tue 5/217:15 pmBOS - SWF
1 stop22h 50mMultiple Airlines
Deal found 5/14$766
Fri 5/1712:46 pmSWF - BOS
3 stops32h 08mMultiple Airlines
Sun 5/198:59 pmBOS - SWF
2 stops20h 05mMultiple Airlines
Deal found 5/14$854
Sat 6/1511:36 amSWF - BOS
2 stops22h 47mMultiple Airlines
Tue 6/256:00 amBOS - SWF
2 stops36h 05mMultiple Airlines
Deal found 5/15$870
Mon 5/2012:46 pmSWF - BOS
3 stops26h 27mMultiple Airlines
Tue 5/217:15 pmBOS - SWF
1 stop22h 50mMultiple Airlines
Deal found 5/14$890
Fri 5/317:15 pmSWF - BOS
1 stop22h 45mPLAY
Sun 6/27:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$910

Stewart to Massachusetts 2024 flight deals

Discover exclusive flight deals for travel between Stewart and Massachusetts in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Fri 5/1712:46 pmSWF - BOS
1 stop11h 36mMultiple Airlines
Sun 5/196:36 pmBOS - SWF
1 stop17h 30mMultiple Airlines
Deal found 5/14$427
Fri 5/1712:46 pmSWF - BOS
1 stop11h 36mMultiple Airlines
Sun 5/1911:16 amBOS - SWF
2 stops23h 57mMultiple Airlines
Deal found 5/15$696
Sat 6/1511:36 amSWF - BOS
2 stops22h 47mMultiple Airlines
Tue 6/257:15 pmBOS - SWF
1 stop22h 50mMultiple Airlines
Deal found 5/15$729
Fri 5/1712:46 pmSWF - BOS
1 stop11h 36mMultiple Airlines
Sun 5/192:47 pmBOS - SWF
3 stops26h 17mMultiple Airlines
Deal found 5/15$737
Mon 5/2012:46 pmSWF - BOS
1 stop11h 36mMultiple Airlines
Tue 5/217:15 pmBOS - SWF
1 stop22h 50mMultiple Airlines
Deal found 5/14$766
Wed 7/37:15 pmSWF - BOS
1 stop22h 45mPLAY
Sun 7/77:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$832
Fri 5/1712:46 pmSWF - BOS
3 stops32h 08mMultiple Airlines
Sun 5/198:59 pmBOS - SWF
2 stops20h 05mMultiple Airlines
Deal found 5/14$854
Sat 6/1511:36 amSWF - BOS
2 stops22h 47mMultiple Airlines
Tue 6/256:00 amBOS - SWF
2 stops36h 05mMultiple Airlines
Deal found 5/15$870
Thu 7/117:15 pmSWF - BOS
1 stop22h 45mPLAY
Mon 7/157:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$872

Stewart to Massachusetts flights leaving soon

Find last-minute flight options from Stewart to Massachusetts for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Fri 5/247:15 pmSWF - BOS
1 stop22h 45mPLAY
Tue 5/287:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$1,174
Fri 5/247:15 pmSWF - BOS
1 stop22h 45mPLAY
Tue 5/287:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$1,185
Fri 5/247:15 pmSWF - BOS
1 stop22h 45mPLAY
Tue 5/287:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/16$1,262
Fri 5/247:15 pmSWF - BOS
1 stop22h 45mPLAY
Sun 5/267:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$1,468
Thu 5/237:15 pmSWF - BOS
1 stop22h 45mPLAY
Sun 5/267:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$1,484
Thu 5/237:15 pmSWF - BOS
1 stop22h 45mPLAY
Sat 5/257:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/16$1,643
Thu 5/237:15 pmSWF - BOS
1 stop22h 45mPLAY
Mon 5/277:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$1,791
Sat 5/257:15 pmSWF - BOS
1 stop22h 45mPLAY
Mon 5/277:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/15$1,929
Sat 5/257:15 pmSWF - BOS
1 stop22h 45mPLAY
Mon 5/277:15 pmBOS - SWF
1 stop22h 50mPLAY
Deal found 5/16$1,947

One-way flights to Massachusetts from Stewart

Search for one-way flight options from Stewart to Massachusetts. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,637,452 searches. Data last updated May 16, 2024.
Mon 6/36:43 pmSWF - BOS
1 stop15h 55mMultiple Airlines
Deal found 5/15$93
Fri 6/76:55 pmSWF - BOS
1 stop15h 43mMultiple Airlines
Deal found 5/15$111
Fri 5/3112:46 pmSWF - BOS
1 stop11h 36mMultiple Airlines
Deal found 5/15$121
Fri 5/316:43 pmSWF - BOS
1 stop15h 55mMultiple Airlines
Deal found 5/15$124
Sat 6/811:36 amSWF - BOS
1 stop8h 50mMultiple Airlines
Deal found 5/16$127
Fri 6/146:55 pmSWF - BOS
1 stop15h 43mMultiple Airlines
Deal found 5/15$131
Fri 6/216:55 pmSWF - BOS
1 stop15h 43mMultiple Airlines
Deal found 5/16$142
Fri 6/216:55 pmSWF - BOS
1 stop15h 43mMultiple Airlines
Deal found 5/15$149
Fri 6/216:55 pmSWF - BOS
1 stop15h 43mMultiple Airlines
Deal found 5/15$150

Find flights from Stewart to Massachusetts within your budget

Customize your flight search to find flights from Stewart to Massachusetts 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 2,637,452 searches. Data last updated May 16, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$729 - $933

Route

Depart

Return

Price

New Windsor StewartBoston Logan Intl

SWF - BOS

SWFBOS

New Windsor Stewart

Sat 6/15

2 stops22h 47m

Boston Logan Intl

Tue 6/25

1 stop22h 50m

$729

New Windsor StewartBoston Logan Intl

SWF - BOS

SWFBOS

New Windsor Stewart

Mon 5/20

1 stop11h 36m

Boston Logan Intl

Tue 5/21

1 stop22h 50m

$766

New Windsor StewartBoston Logan Intl

SWF - BOS

SWFBOS

New Windsor Stewart

Wed 7/3

1 stop22h 45m

Boston Logan Intl

Sun 7/7

1 stop22h 50m

$832

New Windsor StewartBoston Logan Intl

SWF - BOS

SWFBOS

New Windsor Stewart

Sat 6/15

2 stops22h 47m

Boston Logan Intl

Tue 6/25

2 stops36h 05m

$870

New Windsor StewartBoston Logan Intl

SWF - BOS

SWFBOS

New Windsor Stewart

Thu 7/11

1 stop22h 45m

Boston Logan Intl

Mon 7/15

1 stop22h 50m

$872

New Windsor StewartBoston Logan Intl

SWF - BOS

SWFBOS

New Windsor Stewart

Mon 5/20

3 stops26h 27m

Boston Logan Intl

Tue 5/21

1 stop22h 50m

$890

New Windsor StewartBoston Logan Intl

SWF - BOS

SWFBOS

New Windsor Stewart

Fri 5/31

1 stop22h 45m

Boston Logan Intl

Sun 6/2

1 stop22h 50m

$910

New Windsor StewartBoston Logan Intl

SWF - BOS

SWFBOS

New Windsor Stewart

Mon 6/3

1 stop22h 45m

Boston Logan Intl

Wed 6/5

1 stop22h 50m

$927

New Windsor StewartBoston Logan Intl

SWF - BOS

SWFBOS

New Windsor Stewart

Thu 6/6

1 stop22h 45m

Boston Logan Intl

Sun 6/9

1 stop22h 50m

$933

Flights are sorted by cheapest first

Deals found on 5/15

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

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated May 16, 2024.
Breeze Airways
8.1
Very good
77 reviews
Check prices

Crew

8.9

Food

6.8

Comfort

8.1

Entertainment

6.5

Boarding

8.3

Overall

8.1

Reviews

1 / 6

Flight was canceled due to hurricane, understandable. Trying to use the website to get a refund was a horror show!!!! No phone number to speak with a person. Web site just kept looping back to the beginning. Website was convoluted, complicated, and not user friendly!!!! Hoping NEVER to 'attempt' to use Breeze Airways again and will NOT recommend them to any of my relatives, friends and/or business associates!!!!

Breeze Airways
8.1
Very good
77 reviews
Breeze Airways
8.1
Very good
77 reviews
Check prices

Crew

8.9

Food

6.8

Comfort

8.1

Entertainment

6.5

Boarding

8.3

Overall

8.1

Reviews

1 / 6

Flight was canceled due to hurricane, understandable. Trying to use the website to get a refund was a horror show!!!! No phone number to speak with a person. Web site just kept looping back to the beginning. Website was convoluted, complicated, and not user friendly!!!! Hoping NEVER to 'attempt' to use Breeze Airways again and will NOT recommend them to any of my relatives, friends and/or business associates!!!!

PLAY
7.2
Good
67 reviews
Breeze Airways
8.1
Very good
77 reviews
Check prices

Crew

8.9

Food

6.8

Comfort

8.1

Entertainment

6.5

Boarding

8.3

Overall

8.1

Reviews

1 / 6

Flight was canceled due to hurricane, understandable. Trying to use the website to get a refund was a horror show!!!! No phone number to speak with a person. Web site just kept looping back to the beginning. Website was convoluted, complicated, and not user friendly!!!! Hoping NEVER to 'attempt' to use Breeze Airways again and will NOT recommend them to any of my relatives, friends and/or business associates!!!!

Related info for your journey

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

  • What airport do you fly from for flights from New Windsor to Massachusetts?

    If you book a flight to Massachusetts from New Windsor, you will be flying from Stewart, which is the city’s only airport. New Windsor Stewart (SWF) is located 4.3 mi from the center of New Windsor.

  • Can I find flights from New Windsor to Massachusetts for under $800 on Cheapflights?

    Yes, there are multiple flights from New Windsor to Massachusetts for under $800. The cheapest flight booked recently is on Multiple Airlines for just $729, but on average you can expect to pay $1,093.

  • Are there last-minute flights available from New Windsor to Massachusetts for under $1,200?

    There are currently 11+ open flights from New Windsor to Massachusetts within the next 7 days for less than $1,200.

  • What are the most popular routes from New Windsor to Massachusetts?

    The most popular flight routes from New Windsor to Massachusetts are New Windsor Stewart - Boston Logan Intl, New Windsor Stewart - Hartford Bradley Intl and New Windsor Stewart - Albany Intl.

  • What does SWF to BOS mean?

    SWF stands for New Windsor Stewart Airport, while BOS stands for Boston Logan Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Nantucket Memorial Airport (ACK), Worcester Airport (ORH), West Tisbury Martha's Vineyard Airport (MVY), Hyannis Barnstable Airport (HYA), Provincetown Airport (PVC) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Stewart to Massachusetts that include extra baggage allowance?

    The amount of baggage you can bring on your Stewart to Massachusetts flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Stewart to Massachusetts with specific airlines?

    Yes, Cheapflights allows you to browse and filter Stewart to Massachusetts flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Stewart to Massachusetts that allow pets onboard?

    Many airlines flying from Stewart to Massachusetts offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Stewart to Massachusetts?

    Yes, you can often find last-minute deals on Stewart to Massachusetts flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the New Windsor to Massachusetts flight deals updated?

    The New Windsor to Massachusetts flight deals you see on this page were last updated on 5/15.

See more FAQs

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Search flights from Stewart to Massachusetts by cabin class

Find flights from Stewart to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Stewart to Massachusetts?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Stewart to Massachusetts. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Massachusetts from Stewart.

Can Cheapflights find flights from Stewart to Massachusetts with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Stewart to Massachusetts flexibly with Cheapflights today.

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

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Massachusetts from Stewart today and book when prices fit your budget.

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