$246+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
ART — BOS
Sep 20 — Sep 271
Round-trip
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
Cheapest
Best
Last-minute
One-way
Cheapest flights from Watertown to MassachusettsExplore 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 August 21, 2026.
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 August 21, 2026.
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/164:24 pm -
1 stop5h 25m
Sat 9/195:10 pm -
1 stop5h 40m
Deal found 8/17![American Airlines logo]()
$246
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/24:00 pm -
1 stop4h 13m
Sun 9/611:02 am -
1 stop5h 51m
Deal found 8/18![American Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am -
1 stop4h 24m
Thu 9/1711:15 am -
1 stop4h 38m
Deal found 8/17![American Airlines logo]()
$851
This American Airlines deal was found by Cheapflights users on 8/16. 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 8/314:00 pm -
1 stop4h 20m
Fri 9/49:32 am -
1 stop6h 03m
Deal found 8/16![American Airlines logo]()
$876
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 August 21, 2026.
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 August 21, 2026.
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/24:00 pm -
1 stop4h 13m
Sun 9/611:02 am -
1 stop5h 51m
Deal found 8/19![American Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/164:24 pm -
1 stop5h 25m
Sat 9/191:56 pm -
2 stops8h 54m
Deal found 8/17![American Airlines logo]()
$552
This American Airlines deal was found by Cheapflights users on 8/16. 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 8/314:00 pm -
2 stops7h 59m
Fri 9/45:07 pm -
1 stop5h 48m
Deal found 8/16![American Airlines logo]()
$930
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/154:24 pm -
2 stops7h 30m
Thu 9/1712:00 pm -
2 stops10h 50m
Deal found 8/17![American Airlines logo]()
$941
Last-minute flights from Watertown to MassachusettsDiscover last-minute flight deals from Watertown to Massachusetts. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Watertown to Massachusetts. Data last updated August 21, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/16. 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 8/314:00 pm -
1 stop4h 20m
Fri 9/49:32 am -
1 stop6h 03m
Deal found 8/16![American Airlines logo]()
$876
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/24:00 pm -
1 stop4h 13m
Sun 9/611:02 am -
1 stop5h 51m
Deal found 8/18![American Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am -
1 stop4h 24m
Thu 9/1711:15 am -
1 stop4h 38m
Deal found 8/17![American Airlines logo]()
$851
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/164:24 pm -
1 stop5h 25m
Sat 9/195:10 pm -
1 stop5h 40m
Deal found 8/17![American Airlines logo]()
$246
One-way flights from Watertown to MassachusettsSearch for one-way flight options from Watertown to Massachusetts. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
Search for one-way flight options from Watertown to Massachusetts. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Sat 9/124:18 pm -
2 stops15h 46m
Deal found 8/18![American Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/114:18 pm -
1 stop22h 08m
Deal found 8/18![American Airlines logo]()
$403
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/16:00 am -
1 stop3h 47m
Deal found 8/18![American Airlines logo]()
$413
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/104:18 pm -
1 stop3h 56m
Deal found 8/18![American Airlines logo]()
$438
Find flight deals from Watertown to Massachusetts
Keep the following information in mind while searching for Watertown to Massachusetts flight deals. Data was last updated August 21, 2026.
Most accurate provider | Expedia 1 star |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $246 (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 7,457,451 searches. Data last updated August 21, 2026.
Use the filters below to find and compare flights from Watertown to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
WatertownBoston
ART Watertown - BOS Boston Logan Intl
ARTBOS
Watertown
Wed 9/2
4:00 pm-8:13 pm
1 stop4h 13m
Boston Logan Intl
Sun 9/6
11:02 am-4:53 pm
1 stop5h 51m
$296
WatertownBoston
ART Watertown - BOS Boston Logan Intl
ARTBOS
Watertown
Wed 9/16
4:24 pm-9:49 pm
1 stop5h 25m
Boston Logan Intl
Sat 9/19
1:56 pm-10:50 pm
2 stops8h 54m
$552
WatertownBoston
ART Watertown - BOS Boston Logan Intl
ARTBOS
Watertown
Mon 8/31
4:00 pm-11:59 pm
2 stops7h 59m
Boston Logan Intl
Fri 9/4
5:07 pm-10:55 pm
1 stop5h 48m
$930
WatertownBoston
ART Watertown - BOS Boston Logan Intl
ARTBOS
Watertown
Tue 9/15
4:24 pm-11:54 pm
2 stops7h 30m
Boston Logan Intl
Thu 9/17
12:00 pm-10:50 pm
2 stops10h 50m
$941
Cheapest one-way
WatertownBoston
ART Watertown - BOS Boston Logan Intl
ARTBOS
Watertown
Sat 9/12
4:18 pm-8:33 am
1 stop16h 15m
$403
Quickest one-way
WatertownBoston
ART Watertown - BOS Boston Logan Intl
ARTBOS
Watertown
Tue 9/1
6:00 am-9:47 am
1 stop3h 47m
$413
WatertownBoston
ART Watertown - BOS Boston Logan Intl
ARTBOS
Watertown
Thu 9/10
4:18 pm-11:54 pm
2 stops7h 36m
$492
Sorted by cheapest first
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.
ART-BOS
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
ART-USMA
ART-BOS
No data available for this route at this time. Please check back soon.
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.
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
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations