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$371+ 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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
ART — BOS
Sep 1 — Sep 81
Tue 9/1
Tue 9/8
1 adult, Economy
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Cheap 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 August 2, 2026.

This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 11/276:00 am
ART
-
BOS
1 stop4h 20m
American Airlines
Wed 12/29:20 am
BOS
-
ART
1 stop4h 45m
American Airlines
Deal found 7/30$371
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 11/275:46 pm
ART
-
BOS
1 stop3h 49m
American Airlines
Thu 12/310:14 am
BOS
-
ART
1 stop3h 51m
American Airlines
Deal found 7/30$396
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 8/286:00 am
ART
-
BOS
1 stop6h 14m
American Airlines
Fri 9/49:32 am
BOS
-
ART
1 stop6h 03m
American Airlines
Deal found 7/30$498
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 8/134:00 pm
ART
-
BOS
1 stop4h 20m
American Airlines
Mon 8/1711:04 am
BOS
-
ART
1 stop4h 31m
American Airlines
Deal found 7/29$513
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 11/276:00 am
ART
-
BOS
1 stop4h 20m
American Airlines
Mon 11/3012:56 pm
BOS
-
ART
1 stop4h 29m
American Airlines
Deal found 7/30$522
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 11/276:00 am
ART
-
BOS
1 stop4h 20m
American Airlines
Fri 11/275:32 pm
BOS
-
ART
1 stop5h 24m
American Airlines
Deal found 7/30$523
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 11/286:00 am
ART
-
BOS
1 stop4h 20m
American Airlines
Wed 12/28:00 am
BOS
-
ART
1 stop6h 05m
American Airlines
Deal found 7/30$593
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 11/275:46 pm
ART
-
BOS
1 stop5h 27m
American Airlines
Sat 11/2811:08 am
BOS
-
ART
1 stop6h 17m
American Airlines
Deal found 7/30$596
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 11/286:00 am
ART
-
BOS
1 stop6h 20m
American Airlines
Thu 12/310:14 am
BOS
-
ART
1 stop3h 51m
American Airlines
Deal found 7/30$618

Find 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 August 2, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$371
(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 Boston Logan Intl
Search Deals

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 August 2, 2026.
Use the filters below to find and compare flights from Watertown to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WatertownBoston

ART - BOS

ARTBOS

Watertown

Fri 8/28

6:00 am-12:14 pm

1 stop6h 14m

Boston Logan Intl

Fri 9/4

9:32 am-3:35 pm

1 stop6h 03m

$498
Quickest round-trip

WatertownBoston

ART - BOS

ARTBOS

Watertown

Thu 8/13

4:00 pm-8:20 pm

1 stop4h 20m

Boston Logan Intl

Mon 8/17

11:04 am-3:35 pm

1 stop4h 31m

$513

WatertownBoston

ART - BOS

ARTBOS

Watertown

Fri 11/27

5:46 pm-9:35 pm

1 stop3h 49m

Boston Logan Intl

Mon 11/30

10:19 am-5:25 pm

2 stops7h 06m

$664

WatertownBoston

ART - BOS

ARTBOS

Watertown

Sat 11/28

6:00 am-3:44 pm

2 stops9h 44m

Boston Logan Intl

Tue 12/1

5:32 pm-10:56 pm

1 stop5h 24m

$667

WatertownBoston

ART - BOS

ARTBOS

Watertown

Sat 11/28

6:00 am-3:44 pm

2 stops9h 44m

Boston Logan Intl

Thu 12/3

10:14 am-2:05 pm

1 stop3h 51m

$667

WatertownBoston

ART - BOS

ARTBOS

Watertown

Mon 8/17

4:00 pm-7:51 am

2 stops15h 51m

Boston Logan Intl

Tue 8/18

9:32 am-2:45 pm

1 stop5h 13m

$888

WatertownBoston

ART - BOS

ARTBOS

Watertown

Sat 11/28

6:00 am-10:20 am

1 stop4h 20m

Boston Logan Intl

Sat 11/28

3:00 pm-5:25 pm

1 stop26h 25m

$1,040

WatertownBoston

ART - BOS

ARTBOS

Watertown

Sun 11/29

5:46 pm-11:13 pm

1 stop5h 27m

Boston Logan Intl

Wed 12/2

9:20 am-2:05 pm

1 stop4h 45m

$1,051
Cheapest one-way
Quickest one-way

WatertownBoston

ART - BOS

ARTBOS

Watertown

Fri 11/27

5:46 pm-9:35 pm

1 stop3h 49m

$431

WatertownBoston

ART - BOS

ARTBOS

Watertown

Thu 12/3

6:00 am-10:34 am

1 stop4h 34m

$438

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 13 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Watertown, New York-Boston flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Watertown, New York-Boston flight deals on Cheapflights vs. Expedia <90% 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 Expedia the most. Expedia 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.

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 6h 14m. 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.

See more FAQs

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Waltham
Cambridge
Concord
Randolph
Brockton
Seekonk
Hampton Beach
Cranston
Warwick
Peabody
Dedham
Auburn
York Beach
Chelsea
Londonderry
Swansea
Fitchburg
North Falmouth
Braintree
Revere

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