HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$148+ Cheap flights from Watertown, NY (ART) to Massachusetts

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
ART — BOS
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Watertown to Massachusetts 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 Watertown to Massachusetts

Keep the following information in mind while searching for Watertown to Massachusetts flight deals. Data was last updated September 15, 2025.

Round-trip from

$148
(American Airlines)
From Watertown to Massachusetts
Search Deals

Find flight deals from Watertown to Massachusetts

Cheapest flights from Watertown to Massachusetts
Explore the most affordable flight options available from Watertown to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/172:45 pmART - BOS
1 stop6h 00mAmerican Airlines
Sun 10/197:30 amBOS - ART
1 stop6h 50mAmerican Airlines
Deal found 9/14$446
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/264:27 pmART - BOS
1 stop6h 32mAmerican Airlines
Sun 9/289:00 amBOS - ART
1 stop7h 02mAmerican Airlines
Deal found 9/14$503
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/294:27 pmART - BOS
1 stop17h 43mAmerican Airlines
Fri 10/38:00 pmBOS - ART
1 stop20h 02mAmerican Airlines
Deal found 9/14$716
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/176:00 amART - BOS
1 stop4h 10mAmerican Airlines
Fri 9/199:00 amBOS - ART
1 stop7h 02mAmerican Airlines
Deal found 9/13$721
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/184:27 pmART - BOS
1 stop4h 08mAmerican Airlines
Fri 9/1911:02 amBOS - ART
1 stop5h 00mAmerican Airlines
Deal found 9/13$746

Cheapflights Fare Finder

 
Customize your flight search to find flights from Watertown 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 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Watertown to Massachusetts that are best for you.

Fly from

Watertown

Fly to

Massachusetts

Route

Depart

Return

Price

WatertownBoston

ART - BOS

ARTBOS

Watertown

Fri 1/9

6:16 am-11:51 am

1 stop5h 35m

Boston Logan Intl

Tue 1/27

11:21 am-2:59 pm

1 stop3h 38m

$148

WatertownBoston

ART - BOS

ARTBOS

Watertown

Fri 10/17

2:45 pm-8:45 pm

1 stop6h 00m

Boston Logan Intl

Sun 10/19

7:30 am-2:20 pm

1 stop6h 50m

$446

WatertownBoston

ART - BOS

ARTBOS

Watertown

Fri 9/26

4:27 pm-10:59 pm

1 stop6h 32m

Boston Logan Intl

Sun 9/28

9:00 am-4:02 pm

1 stop7h 02m

$503

WatertownBoston

ART - BOS

ARTBOS

Watertown

Mon 9/29

4:27 pm-7:39 am

2 stops15h 12m

Boston Logan Intl

Fri 10/3

6:20 pm-4:02 pm

1 stop21h 42m

$740

WatertownBoston

ART - BOS

ARTBOS

Watertown

Mon 12/1

6:00 am-12:22 pm

1 stop6h 22m

$413

WatertownBoston

ART - BOS

ARTBOS

Watertown

Sun 11/30

6:00 am-10:35 am

1 stop4h 35m

$621

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Best time to book a flight from Watertown to Massachusetts

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

Cheapflights Insights

Everything you need to know about your flight from Watertown to Massachusetts

What is the cheapest month to book a flight from Watertown, New York to Massachusetts?

Currently, January is the cheapest month in which you can book a flight from Watertown, New York to Massachusetts (average of $218). Flying from Watertown, New York to Massachusetts in July is currently the most expensive (average of $311). 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 Watertown 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 Watertown to Massachusetts?

    Watertown (ART), located 5.6 mi from the city center, is the airport you fly out of when you book flights from Watertown to Massachusetts.

  • How long is the flight from Watertown, New York to Massachusetts?

    For as low as $148, American Airlines can have you in Massachusetts from Watertown, New York in 5h 35m. Watertown, New York and Massachusetts are separated by a distance of 276 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Watertown 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.

  • What is the cheapest month to book a flight from Watertown, New York to Massachusetts?

    Currently, January is the cheapest month in which you can book a flight from Watertown, New York to Massachusetts (average of $218). Flying from Watertown, New York to Massachusetts in July is currently the most expensive (average of $311). 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 Watertown to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Los Angeles flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to O'Hare Intl flights
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
LaGuardia to O'Hare Intl flights
Newark to Las Vegas flights
Newark to O'Hare Intl flights
LaGuardia to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Miami flights
John F Kennedy Intl to Dallas/Fort Worth flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to Atlanta flights
John F Kennedy Intl to San Francisco flights
John F Kennedy Intl to Orlando flights
Newark to Los Angeles flights
Newark to San Francisco flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Los Angeles flights
Newark to Orlando flights
John F Kennedy Intl to Denver flights
John F Kennedy Intl to Sky Harbor Intl flights
LaGuardia to Orlando flights
LaGuardia to Atlanta flights
LaGuardia to Las Vegas flights
Newark to Hobby flights
John F Kennedy Intl to New Orleans flights
LaGuardia to Denver flights
John F Kennedy Intl to Hobby flights
Newark to Sky Harbor Intl flights
John F Kennedy Intl to West Palm Beach flights
Newark to Denver flights
LaGuardia to New Orleans flights
John F Kennedy Intl to Ontario flights
Newark to Atlanta flights
LaGuardia to Hobby flights
John F Kennedy Intl to Nashville flights
John F Kennedy Intl to George Bush Intcntl flights
John F Kennedy Intl to Charlotte flights
LaGuardia to Tampa flights
LaGuardia to Nashville flights
John F Kennedy Intl to Austin flights
John F Kennedy Intl to Raleigh flights
Newark to New Orleans flights
Newark to George Bush Intcntl flights
Newark to Nashville flights
LaGuardia to Raleigh flights
John F Kennedy Intl to Seattle 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.