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Cheap flights from New Windsor to Massachusetts from $115

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Windsor to Massachusetts departing on 8/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from New Windsor to Massachusetts

Cheap round-trip flights

Logo
11:41 am - 11:55 pmSWF-BOS
12h 14m1 stop
Logo
8:05 pm - 10:11 amBOS-SWF
14h 06m1 stop
$254
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vie., oct. 10 - dom., oct. 12
Logo
11:31 am - 11:55 pmSWF-BOS
12h 24m1 stop
Logo
10:00 am - 4:55 pmBOS-SWF
6h 55m1 stop
$288
Find Deal
vie., oct. 17 - dom., oct. 19
Logo
11:41 am - 11:55 pmSWF-BOS
12h 14m1 stop
Logo
10:00 am - 10:11 amBOS-SWF
24h 11m2 stops
$292
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vie., oct. 10 - dom., oct. 12
Logo
12:17 pm - 5:50 pmSWF-BOS
5h 33m1 stop
Logo
12:25 pm - 6:00 pmBOS-SWF
5h 35m1 stop
$308
Find Deal
vie., ago. 29 - dom., ago. 31
Logo
12:17 pm - 5:50 pmSWF-BOS
5h 33m1 stop
Logo
12:25 pm - 6:00 pmBOS-SWF
5h 35m1 stop
$326
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vie., ago. 29 - dom., ago. 31
Logo
2:32 pm - 11:12 pmSWF-BOS
8h 40m1 stop
Logo
12:25 pm - 6:00 pmBOS-SWF
5h 35m1 stop
$331
Find Deal
sáb., ago. 30 - dom., ago. 31
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2:04 pm - 11:10 pmSWF-BOS
9h 06m1 stop
Logo
6:00 am - 1:14 pmBOS-SWF
7h 14m1 stop
$334
Find Deal
jue., sep. 18 - dom., sep. 21
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12:17 pm - 5:50 pmSWF-BOS
5h 33m1 stop
Logo
3:37 pm - 11:56 amBOS-SWF
20h 19m1 stop
$337
Find Deal
lun., ago. 25 - lun., sep. 1
Logo
1:55 pm - 11:12 pmSWF-BOS
9h 17m2 stops
Logo
12:25 pm - 6:00 pmBOS-SWF
5h 35m1 stop
$341
Find Deal
vie., ago. 29 - dom., ago. 31
Logo
2:32 pm - 11:12 pmSWF-BOS
8h 40m1 stop
Logo
12:25 pm - 6:00 pmBOS-SWF
5h 35m1 stop
$342
Find Deal
sáb., ago. 30 - dom., ago. 31

momondo Fare Finder

 
Customize your flight search to find flights from New Windsor 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, momondo users made 832,500 searches. Data last updated agosto 14, 2025.
Use the filters below to find and compare flights from New Windsor to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

vie. 10/10

11:41 am-11:55 pm

1 stop12h 14m

Boston Logan Intl

dom. 10/12

8:05 pm-10:11 am

1 stop14h 06m

$254

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

vie. 10/17

11:31 am-11:55 pm

1 stop12h 24m

Boston Logan Intl

dom. 10/19

10:00 am-4:55 pm

1 stop6h 55m

$288

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

vie. 10/10

11:41 am-11:55 pm

1 stop12h 14m

Boston Logan Intl

dom. 10/12

10:00 am-10:11 am

2 stops24h 11m

$292

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

vie. 8/29

12:17 pm-5:50 pm

1 stop5h 33m

Boston Logan Intl

dom. 8/31

12:25 pm-6:00 pm

1 stop5h 35m

$308

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

vie. 8/29

12:17 pm-5:50 pm

1 stop5h 33m

Boston Logan Intl

dom. 8/31

12:25 pm-6:00 pm

1 stop5h 35m

$326

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

sáb. 8/30

2:32 pm-11:12 pm

1 stop8h 40m

Boston Logan Intl

dom. 8/31

12:25 pm-6:00 pm

1 stop5h 35m

$331

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

jue. 9/18

2:04 pm-11:10 pm

1 stop9h 06m

Boston Logan Intl

dom. 9/21

6:00 am-1:14 pm

1 stop7h 14m

$334

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

lun. 8/25

12:17 pm-5:50 pm

1 stop5h 33m

Boston Logan Intl

lun. 9/1

3:37 pm-11:56 am

1 stop20h 19m

$337

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

vie. 8/29

1:55 pm-11:12 pm

2 stops9h 17m

Boston Logan Intl

dom. 8/31

12:25 pm-6:00 pm

1 stop5h 35m

$341

New WindsorBoston

SWF - BOS

SWFBOS

New Windsor Stewart

sáb. 8/30

2:32 pm-11:12 pm

1 stop8h 40m

Boston Logan Intl

dom. 8/31

12:25 pm-6:00 pm

1 stop5h 35m

$342

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Massachusetts from

How to get the cheapest flight ticket from New Windsor to Massachusetts

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from New Windsor Stewart to Massachusetts?

Allegiant Air and Breeze Airways are the most popular carriers operating from New Windsor Stewart to Massachusetts

What airlines fly to Massachusetts?

United Airlines, JetBlue and Delta are the top three most popular airlines that fly to Massachusetts from New Windsor according to our data. United Airlines is the first choice among our users, with 33% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 7 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

Cheap New Windsor to Massachusetts flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New Windsor to Massachusetts

Best Price Found

$115

Fastest flight time

5h 25m

Direct flights

None

Airports in Massachusetts

1 airport
The best one-way flight to Massachusetts from New Windsor in the past 72 hours is $115. The best round-trip flight deal from New Windsor to Massachusetts found on momondo in the last 72 hours is $254.
The fastest flight from New Windsor to Massachusetts takes 5h 25m
There are no direct flights from New Windsor to Massachusetts. Popular non-direct route for this connection is New Windsor Stewart Airport - Boston Logan Intl Airport.
There is 1 airport near Massachusetts: Boston Logan Intl (BOS)
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  • When did momondo last update prices for flights from New Windsor Stewart Airport to Massachusetts?

    Prices for flights from New Windsor Stewart Airport to Massachusetts were last updated today.

  • How old do you have to be to fly from New Windsor Stewart Airport to Massachusetts?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New Windsor Stewart Airport to Massachusetts.

  • What documentation or ID do you need to fly to Massachusetts?

    The required travel and health documents for your Massachusetts trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Massachusetts. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal from New Windsor to Massachusetts?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from New Windsor to Massachusetts. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from New Windsor to Massachusetts with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for New Windsor to Massachusetts flights to just show those with flexible booking policies.

How can momondo help me find flights from New Windsor to Massachusetts?

Once you have performed a search for New Windsor to Massachusetts flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from New Windsor to Massachusetts right now. Can momondo alert me if prices change?

Price alerts on flights to Massachusetts from New Windsor are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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mar. 8/19
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