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$148+ Cheap flights from Watertown, NY to Boston (ART - BOS)

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
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Watertown to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Watertown (ART) to Boston (BOS). 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 October 30, 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.
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Provider most trusted by Cheapflights users for Watertown-Boston Logan Intl flights.
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From Watertown to Boston Logan Intl
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Find flight deals from Watertown to Boston

Cheapest flights from Watertown to Boston
Explore the most affordable flight options available from Watertown to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/28. 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 11/237:09 pmBOS - ART
1 stop4h 00mAmerican Airlines
Deal found 10/28$148
This American Airlines deal was found by Cheapflights users on 10/28. 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 10/306:00 amART - BOS
1 stop6h 24mAmerican Airlines
Sun 11/28:00 amBOS - ART
1 stop6h 08mAmerican Airlines
Deal found 10/28$316
This American Airlines deal was found by Cheapflights users on 10/29. 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
1 stop4h 16mAmerican Airlines
Tue 11/188:00 amBOS - ART
1 stop6h 08mAmerican Airlines
Deal found 10/29$367
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/42:30 pmART - BOS
2 stops9h 14mAmerican Airlines
Sun 12/72:08 pmBOS - ART
2 stops8h 55mAmerican Airlines
Deal found 10/30$564

Cheapflights Fare Finder

 
Customize your flight search to find flights from Watertown to Boston 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 30, 2025.
Use the filters below to find and compare flights from Watertown to Boston that are best for you.

Fly from

Watertown

Fly to

Boston

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

7:09 pm-11:09 pm

1 stop4h 00m

$148

WatertownBoston

ART - BOS

ARTBOS

Watertown

Thu 12/4

6:00 am-10:34 am

1 stop4h 34m

Boston Logan Intl

Sun 12/7

7:00 am-2:05 pm

1 stop7h 05m

$148

WatertownBoston

ART - BOS

ARTBOS

Watertown

Fri 11/14

2:33 pm-6:49 pm

1 stop4h 16m

Boston Logan Intl

Tue 11/18

8:00 am-2:08 pm

1 stop6h 08m

$367

WatertownBoston

ART - BOS

ARTBOS

Watertown

Fri 3/27

6:22 am-12:30 pm

1 stop6h 08m

Boston Logan Intl

Tue 3/31

5:55 pm-10:20 pm

1 stop4h 25m

$447

WatertownBoston

ART - BOS

ARTBOS

Watertown

Tue 11/11

6:00 am-12:22 pm

1 stop6h 22m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Compare providers for flights from Watertown to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Watertown to Boston in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Watertown, New York-Boston flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Watertown, New York-Boston flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Watertown, New York-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Watertown, New York-Boston flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Watertown, New York-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Watertown to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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 Boston

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

Currently, January is the cheapest month in which you can book a flight from Watertown, New York to Boston (average of $63). Flying from Watertown, New York to Boston 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 Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    There are many flights that can get you from Watertown, New York to Boston in 4h 35m. Fly via American Airlines to get the fastest option. The distance between Watertown, New York and Boston is about 276 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Watertown to Boston 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 Boston?

    Currently, January is the cheapest month in which you can book a flight from Watertown, New York to Boston (average of $63). Flying from Watertown, New York to Boston 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

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