$431+ 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 3/27. Fares are subject to change and may not be available on all flights or dates of travel.
ART — BOS
Nov 13 — Nov 201
1 adult, Economy
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Best flights from Watertown to MassachusettsDiscover carefully curated flight deals from Watertown to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2025.
Discover carefully curated flight deals from Watertown to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 14, 2025.
This American Airlines deal was found by Cheapflights users on 10/12. 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 3/276:22 amART - BOS
1 stop6h 08mAmerican Airlines
Tue 3/316:38 pmBOS - ART
1 stop3h 42mAmerican Airlines
Deal found 10/12![American Airlines logo]()
$431
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 October 14, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $431 (American Airlines) |
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 October 14, 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 3/27
6:22 am-12:30 pm
1 stop6h 08m
Boston Logan Intl
Tue 3/31
6:38 pm-10:20 pm
1 stop3h 42m
$431
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 $117). 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.