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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
ART — BOS
Dec 5 — Dec 121
Fri 12/5
Fri 12/12
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.

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 November 5, 2025.

This American Airlines deal was found by Cheapflights users on 11/3. 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 11/206:00 amART - BOS
1 stop4h 35mAmerican Airlines
Sun 11/238:00 amBOS - ART
1 stop6h 08mAmerican Airlines
Deal found 11/3$148
This American Airlines deal was found by Cheapflights users on 11/3. 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 12/82:30 pmART - BOS
2 stops9h 14mAmerican Airlines
Wed 12/108:00 amBOS - ART
1 stop6h 05mAmerican Airlines
Deal found 11/3$154
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Tue 11/186:00 amART - BOS
1 stop6h 22mAmerican Airlines
Sat 11/225:57 pmBOS - ART
1 stop5h 12mAmerican Airlines
Deal found 11/3$328
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/202:33 pmART - BOS
1 stop3h 56mAmerican Airlines
Mon 11/248:00 amBOS - ART
1 stop6h 08mAmerican Airlines
Deal found 11/4$357
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/66:00 amART - BOS
1 stop6h 22mAmerican Airlines
Sat 11/88:00 amBOS - ART
1 stop6h 08mAmerican Airlines
Deal found 11/3$377
This American Airlines deal was found by Cheapflights users on 11/4. 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 11/142:33 pmART - BOS
2 stops9h 17mAmerican Airlines
Sun 11/168:00 amBOS - ART
1 stop6h 08mAmerican Airlines
Deal found 11/4$385
This American Airlines deal was found by Cheapflights users on 11/3. 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 11/262:33 pmART - BOS
2 stops17h 55mAmerican Airlines
Thu 11/2710:18 amBOS - ART
1 stop4h 43mAmerican Airlines
Deal found 11/3$473

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 November 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$148
(American Airlines)
Provider with most accurate pricing for Watertown-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Watertown-Boston Logan Intl flights.
Search Deals
From Watertown to Massachusetts
Search Deals

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 November 5, 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

Thu 11/20

6:00 am-10:35 am

1 stop4h 35m

Boston Logan Intl

Sun 11/23

8:00 am-2:08 pm

1 stop6h 08m

$148

WatertownBoston

ART - BOS

ARTBOS

Watertown

Tue 12/2

2:33 pm-8:22 pm

1 stop5h 49m

Boston Logan Intl

Tue 12/9

8:00 am-2:05 pm

1 stop6h 05m

$328

WatertownBoston

ART - BOS

ARTBOS

Watertown

Tue 11/18

2:33 pm-11:50 pm

2 stops9h 17m

Boston Logan Intl

Sat 11/22

5:57 pm-11:09 pm

1 stop5h 12m

$334

WatertownBoston

ART - BOS

ARTBOS

Watertown

Thu 11/20

2:33 pm-6:29 pm

1 stop3h 56m

Boston Logan Intl

Mon 11/24

8:00 am-2:08 pm

1 stop6h 08m

$357

WatertownBoston

ART - BOS

ARTBOS

Watertown

Fri 3/27

6:22 am-12:30 pm

1 stop6h 08m

Boston Logan Intl

Tue 3/31

8:15 am-2:55 pm

1 stop6h 40m

$437

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

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 $63). Flying from Watertown, New York to Massachusetts in March is currently the most expensive (average of $118). 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 4h 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 $63). Flying from Watertown, New York to Massachusetts in March is currently the most expensive (average of $118). 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.
Newark to Fort Lauderdale flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Miami flights
John F Kennedy Intl to Miami flights
John F Kennedy Intl to Los Angeles flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Dallas/Fort Worth flights
Newark to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to O'Hare Intl flights
Newark to Orlando flights
Newark to Las Vegas flights
John F Kennedy Intl to San Francisco flights
LaGuardia to Dallas/Fort Worth flights
LaGuardia to Hobby flights
John F Kennedy Intl to West Palm Beach flights
Newark to West Palm Beach flights
Newark to Hobby flights
John F Kennedy Intl to Hobby flights
LaGuardia to Orlando flights
Newark to Tampa flights
Newark to San Francisco flights
John F Kennedy Intl to Sky Harbor Intl flights
John F Kennedy Intl to Atlanta flights
John F Kennedy Intl to Tampa flights
LaGuardia to Tampa flights
LaGuardia to Los Angeles flights
John F Kennedy Intl to New Orleans flights
LaGuardia to West Palm Beach flights
John F Kennedy Intl to Austin flights
Newark to Sky Harbor Intl flights
John F Kennedy Intl to Seattle flights
Newark to O'Hare Intl flights
Newark to New Orleans flights
LaGuardia to New Orleans flights
John F Kennedy Intl to Denver flights
Newark to George Bush Intcntl flights
John F Kennedy Intl to George Bush Intcntl flights
LaGuardia to Las Vegas flights
LaGuardia to Atlanta flights
LaGuardia to George Bush Intcntl flights
LaGuardia to O'Hare Intl flights
Newark to Austin flights
Newark to Atlanta flights
Newark to Denver flights
LaGuardia to Denver flights
John F Kennedy Intl to Honolulu 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.