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.

$168 Cheap Flights from New Windsor to Massachusetts in 2026/27

Find the cheapest flights from New Windsor to Massachusetts

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:39 pm - 11:02 amSWF New Windsor Stewart-BOS Boston Logan Intl

22h 23m2 stops Raleigh-Durham Orlando

10:19 am - 11:08 amBOS Boston Logan Intl-SWF New Windsor Stewart

24h 49m1 stop Fort Lauderdale

$368Multiple Airlines

Wed, Oct 14 - Sat, Oct 24

12:39 pm - 11:02 amSWF New Windsor Stewart-BOS Boston Logan Intl

22h 23m2 stops Raleigh-Durham Orlando

10:19 am - 11:08 amBOS Boston Logan Intl-SWF New Windsor Stewart

24h 49m1 stop Fort Lauderdale

$402Multiple Airlines

Sat, Oct 17 - Sat, Oct 24

8:48 pm - 11:02 amSWF New Windsor Stewart-BOS Boston Logan Intl

14h 14m1 stop Orlando Sanford Intl

10:19 am - 11:08 amBOS Boston Logan Intl-SWF New Windsor Stewart

24h 49m1 stop Fort Lauderdale

$411Multiple Airlines

Fri, Oct 16 - Sat, Oct 24

10:56 am - 11:02 amSWF New Windsor Stewart-BOS Boston Logan Intl

24h 06m1 stop Orlando

10:19 am - 11:08 amBOS Boston Logan Intl-SWF New Windsor Stewart

24h 49m1 stop Fort Lauderdale

$414Multiple Airlines

Thu, Oct 15 - Sat, Oct 24

11:53 am - 11:02 amSWF New Windsor Stewart-BOS Boston Logan Intl

23h 09m2 stops Fort Lauderdale Des Moines

10:19 am - 11:08 amBOS Boston Logan Intl-SWF New Windsor Stewart

24h 49m1 stop Fort Lauderdale

$455Allegiant Air

Sun, Oct 18 - Sat, Oct 24

12:16 pm - 11:02 amSWF New Windsor Stewart-BOS Boston Logan Intl

22h 46m2 stops Charleston Orlando

10:19 am - 11:08 amBOS Boston Logan Intl-SWF New Windsor Stewart

24h 49m1 stop Fort Lauderdale

$464Multiple Airlines

Fri, Oct 16 - Sat, Oct 24

10:56 am - 11:02 amSWF New Windsor Stewart-BOS Boston Logan Intl

24h 06m1 stop Orlando

12:57 pm - 9:48 amBOS Boston Logan Intl-SWF New Windsor Stewart

20h 51m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale

$468Multiple Airlines

Thu, Oct 15 - Wed, Oct 21

12:39 pm - 10:22 amSWF New Windsor Stewart-BOS Boston Logan Intl

21h 43m2 stops Raleigh-Durham Orlando

10:19 am - 10:58 amBOS Boston Logan Intl-SWF New Windsor Stewart

24h 39m1 stop Fort Lauderdale

$487Multiple Airlines

Wed, Sep 30 - Sat, Oct 3

11:29 am - 10:11 amSWF New Windsor Stewart-BOS Boston Logan Intl

22h 42m1 stop Orlando Sanford Intl

11:06 am - 10:39 amBOS Boston Logan Intl-SWF New Windsor Stewart

23h 33m1 stop Orlando

$499Multiple Airlines

Fri, Nov 20 - Sun, Nov 22

12:16 pm - 5:18 pmSWF New Windsor Stewart-BDL Hartford Bradley Intl

29h 02m2 stops Charleston Orlando

7:05 am - 11:39 amBDL Hartford Bradley Intl-SWF New Windsor Stewart

28h 34m1 stop Raleigh-Durham

$526Multiple Airlines

Fri, Oct 2 - Tue, Oct 6

Cheap last minute flights

Enter your travel dates to find the best prices.

12:39 pm - 11:42 pmSWF New Windsor Stewart-BDL Hartford Bradley Intl

11h 03m1 stop Raleigh-Durham

6:15 am - 9:38 amBDL Hartford Bradley Intl-SWF New Windsor Stewart

27h 23m2 stops Savannah/Hilton Head Fort Lauderdale

$425Multiple Airlines

Sat, Sep 26 - Wed, Sep 30

12:39 pm - 6:18 pmSWF New Windsor Stewart-BDL Hartford Bradley Intl

5h 39m1 stop Raleigh-Durham

6:15 am - 9:38 amBDL Hartford Bradley Intl-SWF New Windsor Stewart

27h 23m2 stops Savannah/Hilton Head Fort Lauderdale

$447Multiple Airlines

Wed, Sep 23 - Wed, Sep 30

12:39 pm - 11:42 pmSWF New Windsor Stewart-BDL Hartford Bradley Intl

11h 03m1 stop Raleigh-Durham

7:05 am - 11:39 amBDL Hartford Bradley Intl-SWF New Windsor Stewart

28h 34m1 stop Raleigh-Durham

$490Breeze Airways

Sat, Sep 26 - Tue, Sep 29

12:39 pm - 6:18 pmSWF New Windsor Stewart-BDL Hartford Bradley Intl

5h 39m1 stop Raleigh-Durham

7:05 am - 11:39 amBDL Hartford Bradley Intl-SWF New Windsor Stewart

28h 34m1 stop Raleigh-Durham

$512Breeze Airways

Wed, Sep 23 - Tue, Sep 29

12:39 pm - 11:42 pmSWF New Windsor Stewart-BDL Hartford Bradley Intl

11h 03m1 stop Raleigh-Durham

1:39 pm - 11:36 amBDL Hartford Bradley Intl-SWF New Windsor Stewart

21h 57m1 stop Charleston

$518Breeze Airways

Sat, Sep 26 - Thu, Oct 1

12:39 pm - 6:18 pmSWF New Windsor Stewart-BDL Hartford Bradley Intl

5h 39m1 stop Raleigh-Durham

1:39 pm - 10:23 amBDL Hartford Bradley Intl-SWF New Windsor Stewart

20h 44m2 stops Raleigh-Durham Tampa

$529Multiple Airlines

Wed, Sep 23 - Sat, Sep 26

12:39 pm - 6:18 pmSWF New Windsor Stewart-BDL Hartford Bradley Intl

5h 39m1 stop Raleigh-Durham

1:39 pm - 11:36 amBDL Hartford Bradley Intl-SWF New Windsor Stewart

21h 57m1 stop Charleston

$540Breeze Airways

Wed, Sep 23 - Thu, Oct 1

12:39 pm - 6:18 pmSWF New Windsor Stewart-BDL Hartford Bradley Intl

5h 39m1 stop Raleigh-Durham

11:36 am - 10:23 amBDL Hartford Bradley Intl-SWF New Windsor Stewart

22h 47m1 stop Tampa

$541Multiple Airlines

Wed, Sep 23 - Sat, Sep 26

12:39 pm - 11:42 pmSWF New Windsor Stewart-BDL Hartford Bradley Intl

11h 03m1 stop Raleigh-Durham

3:16 pm - 10:31 amBDL Hartford Bradley Intl-SWF New Windsor Stewart

19h 15m1 stop Orlando

$559Multiple Airlines

Sat, Sep 26 - Sun, Sep 27

12:39 pm - 6:18 pmSWF New Windsor Stewart-BDL Hartford Bradley Intl

5h 39m1 stop Raleigh-Durham

3:16 pm - 10:31 amBDL Hartford Bradley Intl-SWF New Windsor Stewart

19h 15m1 stop Orlando

$581Multiple Airlines

Wed, Sep 23 - Sun, Sep 27

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Breeze Airways flights from New Windsor to Massachusetts

Our best Breeze Airways deals on New Windsor to Massachusetts flight tickets

Breeze Airways

Sep 26

SWF12:39 pmNew Windsor Stewart

11h 03m

1 stop

BDL11:42 pmHartford Bradley Intl

Sep 29

BDL7:05 amHartford Bradley Intl

28h 34m

1 stop

SWF11:39 amNew Windsor Stewart

$490

Breeze Airways

Sep 23

SWF12:39 pmNew Windsor Stewart

5h 39m

1 stop

BDL6:18 pmHartford Bradley Intl

Sep 29

BDL7:05 amHartford Bradley Intl

28h 34m

1 stop

SWF11:39 amNew Windsor Stewart

$512

Breeze Airways

Sep 26

SWF12:39 pmNew Windsor Stewart

11h 03m

1 stop

BDL11:42 pmHartford Bradley Intl

Oct 1

BDL1:39 pmHartford Bradley Intl

21h 57m

1 stop

SWF11:36 amNew Windsor Stewart

$518

momondo Fare Finder

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

Cheapest round-trip

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Wed 10/14

12:39 pm-11:02 am

2 stops22h 23m

Boston Logan Intl

Sat 10/24

10:19 am-11:08 am

1 stop24h 49m

$368

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Sat 10/17

12:39 pm-11:02 am

2 stops22h 23m

Boston Logan Intl

Sat 10/24

10:19 am-11:08 am

1 stop24h 49m

$402

Quickest round-trip

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Fri 10/16

8:48 pm-11:02 am

1 stop14h 14m

Boston Logan Intl

Sat 10/24

10:19 am-11:08 am

1 stop24h 49m

$411

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Thu 10/15

10:56 am-11:02 am

1 stop24h 06m

Boston Logan Intl

Sat 10/24

10:19 am-11:08 am

1 stop24h 49m

$414

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Sun 10/18

11:53 am-11:02 am

2 stops23h 09m

Boston Logan Intl

Sat 10/24

10:19 am-11:08 am

1 stop24h 49m

$455

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Fri 10/16

12:16 pm-11:02 am

2 stops22h 46m

Boston Logan Intl

Sat 10/24

10:19 am-11:08 am

1 stop24h 49m

$464

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Thu 10/15

10:56 am-11:02 am

1 stop24h 06m

Boston Logan Intl

Wed 10/21

12:57 pm-9:48 am

2 stops20h 51m

$468

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Wed 9/30

12:39 pm-10:22 am

2 stops21h 43m

Boston Logan Intl

Sat 10/3

10:19 am-10:58 am

1 stop24h 39m

$487

New WindsorBoston

SWF New Windsor Stewart - BOS Boston Logan Intl

SWFBOS

New Windsor Stewart

Fri 11/20

11:29 am-10:11 am

1 stop22h 42m

Boston Logan Intl

Sun 11/22

11:06 am-10:39 am

1 stop23h 33m

$499

New WindsorHartford

SWF New Windsor Stewart - BDL Hartford Bradley Intl

SWFBDL

New Windsor Stewart

Fri 10/2

12:16 pm-5:18 pm

2 stops29h 02m

Hartford Bradley Intl

Tue 10/6

7:05 am-11:39 am

1 stop28h 34m

$526

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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, Delta and JetBlue 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 56% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 4 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	$168
Fastest flight time	11h 03m
Direct flights	None

The best one-way flight to Massachusetts from New Windsor in the past 72 hours is $168. The best round-trip flight deal from New Windsor to Massachusetts found on momondo in the last 72 hours is $368.

The fastest flight from New Windsor to Massachusetts takes 11h 03m

There are no direct flights from New Windsor to Massachusetts. There are no popular flight routes from New Windsor to Massachusetts.

Search flight deals

Frequently asked questions about flying from New Windsor to Massachusetts

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.