Massachusetts

$119+ Cheap flights from San Jose, CA (SJC) to Massachusetts

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
Mar 10 — Mar 171
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Cheap flight deals from San Jose to Massachusetts

Cheapest flights from San Jose to Massachusetts
Explore the most affordable flight options available from San Jose to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 8, 2026.

This CheapOair deal was found by Cheapflights users on 2/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:40 am
SJC
-
BOS
1 stop28h 56m
Alaska Airlines
Tue 3/105:44 pm
BOS
-
SJC
1 stop19h 05m
Alaska Airlines
Deal found 2/5$244
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:16 am
SJC
-
BOS
1 stop10h 43m
Alaska Airlines
Wed 3/47:00 am
BOS
-
SJC
1 stop9h 42m
Alaska Airlines
Deal found 2/7$251
This Delta deal was found by Cheapflights users on 2/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:20 am
SJC
-
BOS
1 stop9h 55m
Delta
Tue 3/31:37 pm
BOS
-
SJC
1 stop10h 41m
Delta
Deal found 2/7$257
This Southwest deal was found by Cheapflights users on 2/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/2910:55 pm
SJC
-
BOS
1 stop9h 15m
Southwest
Wed 4/17:15 am
BOS
-
SJC
1 stop8h 55m
Southwest
Deal found 2/5$267
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:59 pm
SJC
-
BOS
1 stop10h 55m
Alaska Airlines
Tue 3/39:02 am
BOS
-
SJC
1 stop11h 07m
Alaska Airlines
Deal found 2/7$268
This Southwest deal was found by Cheapflights users on 2/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/510:00 am
SJC
-
BOS
1 stop9h 55m
Southwest
Mon 2/95:20 am
BOS
-
SJC
1 stop8h 35m
Southwest
Deal found 2/5$273
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:59 pm
SJC
-
BOS
1 stop10h 55m
Alaska Airlines
Wed 3/47:00 am
BOS
-
SJC
1 stop9h 42m
Alaska Airlines
Deal found 2/7$274
This Delta deal was found by Cheapflights users on 2/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:20 am
SJC
-
BOS
1 stop9h 55m
Delta
Thu 3/512:45 pm
BOS
-
SJC
1 stop10h 34m
Delta
Deal found 2/7$277
This CheapOair deal was found by Cheapflights users on 2/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/89:05 am
SJC
-
BOS
1 stop11h 49m
Alaska Airlines
Mon 2/97:00 am
BOS
-
SJC
1 stop10h 42m
Alaska Airlines
Deal found 2/4$295
This United Airlines deal was found by Cheapflights users on 2/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/510:30 pm
SJC
-
BOS
1 stop7h 44m
United Airlines
Mon 2/910:30 am
BOS
-
SJC
2 stops13h 26m
United Airlines
Deal found 2/5$296
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2210:56 pm
SJC
-
BOS
1 stop7h 04m
Delta
Tue 6/305:40 am
BOS
-
SJC
1 stop9h 29m
Delta
Deal found 2/6$297
This Southwest deal was found by Cheapflights users on 2/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:35 am
SJC
-
BDL
1 stop7h 05m
Southwest
Thu 3/55:45 am
BDL
-
SJC
1 stop9h 55m
Southwest
Deal found 2/7$376

Find flight deals from San Jose to Massachusetts

Keep the following information in mind while searching for San Jose to Massachusetts flight deals. Data was last updated February 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$244
(CheapOair)

One-way from

$119
(Southwest)

Popular in

November

Cheapest in

February

Average price

$322

Good one-way deal

$523 or less
Provider with most accurate pricing for San Jose-Boston Logan Intl flight deals.
Provider most trusted by Cheapflights users for San Jose-Boston Logan Intl flights.
From San Jose to Massachusetts
One-way flight from San Jose to Massachusetts
Highest demand for flights based on searches. 1% potential increase in price ($4 potential increase over avg. RT price).
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Average for round-trip flights in February 2026
Price to beat on a one-way flight from San Jose to Massachusetts.

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 February 8, 2026.
Use the filters below to find and compare flights from San Jose to Massachusetts that are best for you.

Fly from

San Jose

Fly to

Massachusetts

Route

Depart

Return

Price

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Tue 3/3

10:16 am-11:59 pm

1 stop10h 43m

Boston Logan Intl

Wed 3/4

7:00 am-1:42 pm

1 stop9h 42m

$251

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Sun 3/29

10:55 pm-11:10 am

1 stop9h 15m

Boston Logan Intl

Wed 4/1

1:20 pm-11:10 pm

2 stops12h 50m

$272

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Mon 3/2

4:59 pm-6:54 am

1 stop10h 55m

Boston Logan Intl

Wed 3/4

7:00 am-1:42 pm

1 stop9h 42m

$274

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 2/25

6:20 am-7:15 pm

1 stop9h 55m

Boston Logan Intl

Sun 3/1

7:15 am-1:37 pm

1 stop9h 22m

$277

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Thu 4/30

10:55 pm-10:55 am

1 stop9h 00m

Boston Logan Intl

Mon 5/4

5:05 pm-10:25 pm

1 stop8h 20m

$297

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Sun 5/24

5:55 pm-6:21 am

1 stop9h 26m

Boston Logan Intl

Tue 6/2

7:45 am-5:01 pm

1 stop12h 16m

$297

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Mon 8/3

1:15 pm-11:52 pm

1 stop7h 37m

Boston Logan Intl

Wed 8/12

7:10 am-12:09 pm

1 stop7h 59m

$297

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 5/27

5:06 pm-5:49 am

1 stop9h 43m

Boston Logan Intl

Mon 6/1

5:59 pm-11:37 pm

1 stop8h 38m

$297

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Sat 5/23

11:41 am-11:56 pm

1 stop9h 15m

Boston Logan Intl

Thu 6/4

3:55 pm-10:34 pm

1 stop9h 39m

$297

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Mon 8/3

7:00 pm-6:09 am

1 stop8h 09m

Boston Logan Intl

Tue 8/11

3:10 pm-10:41 pm

1 stop10h 31m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

Showing 1-10 of 52 results
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Best time to book a flight from San Jose to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from San Jose 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 San Jose to Massachusetts

What is the cheapest month to book a flight from San Jose, California to Massachusetts?

Currently, December is the cheapest month in which you can book a flight from San Jose, California to Massachusetts (average of $118). Flying from San Jose, California to Massachusetts in June is currently the most expensive (average of $197). 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.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated February 8, 2026.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta from San Jose to Massachusetts by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.0

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Entertainment

7.0

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Entertainment

7.0

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Entertainment

7.0

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Entertainment

7.0

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Entertainment

7.0

Comfort

7.8

Food

7.1

Crew

8.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Related info for your journey

Find useful and relevant information for your journey from San Jose 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 San Jose to Massachusetts?

    If you book a flight to Massachusetts from San Jose, you will be flying from San Jose, which is the city’s only airport. San Jose (SJC) is located 2.9 mi from the center of San Jose.

  • How long is the flight from San Jose, California to Massachusetts?

    A quick flight from San Jose, California to Massachusetts can take about 9h 15m. Alaska Airlines provides one of the quickest options available for as low as $272. San Jose, California and Massachusetts are separated by a distance of 2680 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from San Jose, California to Massachusetts one-way?

    The cheapest airlines for a one-way flight from San Jose, California to Massachusetts are American Airlines ($108), JetBlue ($108), and Alaska Airlines ($112).

  • What are the most popular routes from San Jose, California to Massachusetts?

  • What are the cheapest flights from San Jose, California to Massachusetts?

    On average you can expect to pay $607 for a flight from San Jose, California to Massachusetts. The cheapest flight overall is $443 while the most popular route, (San Jose - Boston Logan Intl) is currently priced at $251.

  • Can I find deals for flights from San Jose to Massachusetts that include hotel bookings?

    Yes. In addition to deals on San Jose to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Massachusetts?

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

  • Can I find deals for business class flights from San Jose to Massachusetts?

    Yes. Cheapflights offers flight deals from San Jose 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 San Jose, California to Massachusetts?

    Currently, December is the cheapest month in which you can book a flight from San Jose, California to Massachusetts (average of $118). Flying from San Jose, California to Massachusetts in June is currently the most expensive (average of $197). 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

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Alternative routes for San Jose to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from San Jose to Massachusetts

Discover the top 6 airlines that operate flights from San Jose to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$118Average$357FlexibilityNo cancel feeOn-time62%
DeltaCheapest$161Average$334FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$241Average$391FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$248Average$415FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$270Average$363FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$291Average$392FlexibilityNo cancel feeOn-time63%

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