HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$88+ Cheap flights from Massachusetts to New Windsor (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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SWF
Dec 24 — Dec 311
Tue 12/24
Tue 12/31
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Massachusetts to Stewart with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Massachusetts to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 19, 2024.

Round-trip from

$204
(Mytrip)

One-way from

$88
(Mytrip)
From Massachusetts to New Windsor Stewart
Search Deals
One-way flight from Massachusetts to New Windsor Stewart
Search Deals

Find flight deals from Massachusetts to Stewart

Cheapest flights from Massachusetts to Stewart
Explore the most affordable flight options available from Massachusetts to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 19, 2024.

This eDestinos deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/309:54 pmBOS - SWF
1 stop20h 14mMultiple Airlines
Wed 1/17:30 pmSWF - BOS
1 stop28h 08mMultiple Airlines
Deal found 12/17$246

Find flights from Massachusetts to Stewart within your budget

Customize your flight search to find flights from Massachusetts to Stewart 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 2,558,603 searches. Data last updated December 19, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

Thu 1/9

7:40 pm-1:20 pm

1 stop17h 40m

New Windsor Stewart

Mon 1/13

2:10 pm-9:28 am

2 stops19h 18m

$204

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

Thu 1/30

7:40 pm-1:20 pm

1 stop17h 40m

$88

BostonNew Windsor

BOS - SWF

BOSSWF

Boston Logan Intl

Sun 4/27

8:56 am-11:00 am

2 stops26h 04m

$316

HartfordNew Windsor

BDL - SWF

BDLSWF

Hartford Bradley Intl

Sat 12/28

7:40 pm-5:50 pm

3 stops22h 10m

$485

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Best time to book a flight from Massachusetts to Stewart

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

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

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

Currently, October is the cheapest month in which you can book a flight from Massachusetts to New Windsor (average of $109). Flying from Massachusetts to New Windsor in December is currently the most expensive (average of $202). 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.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Stewart. 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 into for flights to New Windsor from Massachusetts?

    Located just 4.3 mi from the city center, New Windsor Stewart (SWF) is the airport most travelers will use when flying to New Windsor from Massachusetts.

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

    Most travelers choose Boston Logan Intl - New Windsor Stewart, Albany Intl - New Windsor Stewart or Hartford Bradley Intl - New Windsor Stewart when deciding on the best route from Massachusetts to New Windsor.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Massachusetts 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 Massachusetts to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Massachusetts to New Windsor (average of $109). Flying from Massachusetts to New Windsor in December is currently the most expensive (average of $202). 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

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 Massachusetts to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
Los Angeles to Newark flights
Fort Lauderdale to Newark flights
Dallas/Fort Worth to John F Kennedy Intl flights
Fort Lauderdale to LaGuardia flights
Dallas/Fort Worth to Newark flights
San Francisco to John F Kennedy Intl flights
O'Hare Intl to John F Kennedy Intl flights
Atlanta to John F Kennedy Intl flights
Miami to Newark flights
Los Angeles to LaGuardia flights
Miami to LaGuardia flights
O'Hare Intl to LaGuardia flights
Orlando to John F Kennedy Intl flights
Miami to John F Kennedy Intl flights
Hobby to LaGuardia flights
Atlanta to LaGuardia flights
San Francisco to Newark flights
O'Hare Intl to Newark flights
Seattle to John F Kennedy Intl flights
Hobby to Newark flights
Seattle to Newark flights
Atlanta to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Orlando to LaGuardia flights
Orlando to Newark flights
Hobby to John F Kennedy Intl flights
Santa Ana to Newark flights
Austin to John F Kennedy Intl flights
George Bush Intcntl to LaGuardia flights
George Bush Intcntl to Newark flights
Charlotte to John F Kennedy Intl flights
Tampa to Newark flights
Tampa to John F Kennedy Intl flights
George Bush Intcntl to John F Kennedy Intl flights
Denver to John F Kennedy Intl flights
Tampa to LaGuardia flights
Midway to Newark flights
San Francisco to LaGuardia flights
Denver to LaGuardia flights
Burbank to Newark flights
Midway to John F Kennedy Intl flights
Charlotte to LaGuardia flights
Raleigh to Newark flights
Seattle to LaGuardia flights
Raleigh to LaGuardia flights
Burbank to LaGuardia flights
Raleigh to John F Kennedy Intl flights
San Diego to John F Kennedy Intl flights
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.