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$126+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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Cheap 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 January 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$251
(Alaska Airlines)

One-way from

$126
(United Airlines)

Popular in

November

Cheapest in

February

Average price

$390

Good round-trip deal

$127 or less
Provider with most accurate pricing for San Jose-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for San Jose-Boston Logan Intl flights.
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From San Jose to Massachusetts
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One-way flight from San Jose to Massachusetts
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Highest demand for flights based on searches. 1% potential increase in price ($6 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from San Jose to Massachusetts.
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Find 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 January 15, 2026.

This Alaska Airlines deal was found by Cheapflights users on 1/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/37:00 am
SJC
-
BOS
1 stop7h 39m
Alaska Airlines
Wed 2/47:00 am
BOS
-
SJC
1 stop10h 42m
Alaska Airlines
Deal found 1/12$251
This United Airlines deal was found by Cheapflights users on 1/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/48:40 am
SJC
-
BOS
1 stop8h 25m
United Airlines
Sat 2/79:30 am
BOS
-
SJC
2 stops14h 26m
United Airlines
Deal found 1/12$256
This Delta deal was found by Cheapflights users on 1/14. 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.
Wed 2/181:57 pm
SJC
-
BOS
1 stop8h 12m
Delta
Tue 2/241:37 pm
BOS
-
SJC
1 stop10h 41m
Delta
Deal found 1/14$257
This American Airlines deal was found by Cheapflights users on 1/12. 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.
Wed 2/116:00 am
SJC
-
BOS
1 stop8h 00m
American Airlines
Wed 2/185:30 am
BOS
-
SJC
1 stop10h 47m
American Airlines
Deal found 1/12$260
This Alaska Airlines deal was found by Cheapflights users on 1/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/211:00 am
SJC
-
BOS
1 stop9h 54m
Alaska Airlines
Tue 2/104:20 pm
BOS
-
SJC
1 stop9h 15m
Alaska Airlines
Deal found 1/12$274
This Delta deal was found by Cheapflights users on 1/14. 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.
Tue 4/286:10 am
SJC
-
BOS
1 stop7h 53m
Delta
Thu 5/283:30 pm
BOS
-
SJC
1 stop9h 39m
Delta
Deal found 1/14$277
This American Airlines deal was found by Cheapflights users on 1/15. 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.
Sun 2/157:15 pm
SJC
-
BOS
1 stop7h 20m
American Airlines
Tue 2/242:36 pm
BOS
-
SJC
1 stop9h 54m
American Airlines
Deal found 1/15$278
This United Airlines deal was found by Cheapflights users on 1/15. 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.
Tue 5/196:35 pm
SJC
-
BOS
2 stops12h 21m
United Airlines
Wed 5/274:25 pm
BOS
-
SJC
1 stop9h 11m
United Airlines
Deal found 1/15$282
This United Airlines deal was found by Cheapflights users on 1/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/118:40 am
SJC
-
BOS
2 stops12h 09m
United Airlines
Wed 2/186:00 am
BOS
-
SJC
2 stops10h 41m
United Airlines
Deal found 1/12$284
This Delta deal was found by Cheapflights users on 1/13. 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.
Tue 2/1710:35 pm
SJC
-
BDL
1 stop9h 14m
Delta
Tue 2/246:00 am
BDL
-
SJC
1 stop9h 39m
Delta
Deal found 1/13$359
This Delta deal was found by Cheapflights users on 1/13. 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.
Tue 2/1710:35 pm
SJC
-
ALB
1 stop10h 20m
Delta
Tue 2/2412:51 pm
ALB
-
SJC
1 stop11h 27m
Delta
Deal found 1/13$359
This Delta deal was found by Cheapflights users on 1/13. 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 2/1410:35 pm
SJC
-
BDL
1 stop9h 14m
Delta
Wed 2/252:49 pm
BDL
-
SJC
1 stop9h 29m
Delta
Deal found 1/13$363

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 January 15, 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 2/3

7:00 am-5:39 pm

1 stop7h 39m

Boston Logan Intl

Wed 2/4

7:00 am-2:42 pm

1 stop10h 42m

$251

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 2/11

11:00 am-11:54 pm

1 stop9h 54m

Boston Logan Intl

Wed 2/18

6:24 pm-9:22 am

1 stop17h 58m

$251

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 2/4

8:40 am-8:05 pm

1 stop8h 25m

Boston Logan Intl

Sat 2/7

9:30 am-8:56 pm

2 stops14h 26m

$256

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 2/18

1:57 pm-1:09 am

1 stop8h 12m

Boston Logan Intl

Tue 2/24

3:15 pm-8:53 pm

1 stop8h 38m

$257

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Mon 2/2

11:00 am-11:54 pm

1 stop9h 54m

Boston Logan Intl

Wed 2/4

7:00 am-2:42 pm

1 stop10h 42m

$274

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Tue 5/19

5:00 pm-6:09 am

1 stop10h 09m

Boston Logan Intl

Sun 5/24

6:00 am-12:26 pm

1 stop9h 26m

$277

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Tue 2/17

6:30 pm-5:40 am

1 stop8h 10m

Boston Logan Intl

Thu 2/26

7:15 am-1:37 pm

1 stop9h 22m

$277

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Thu 2/5

11:00 am-11:54 pm

1 stop9h 54m

Boston Logan Intl

Tue 2/10

4:20 pm-10:35 pm

1 stop9h 15m

$277

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Tue 4/28

1:30 pm-11:57 pm

1 stop7h 27m

Boston Logan Intl

Sun 5/24

6:00 am-12:26 pm

1 stop9h 26m

$277

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 2/25

10:16 am-11:59 pm

1 stop10h 43m

Boston Logan Intl

Mon 3/2

7:00 am-1:42 pm

1 stop9h 42m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/12

Showing 1-10 of 58 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 $209). 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 January 15, 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.
Alaska Airlines
8.0
Very good
11,721 reviews

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.8

Entertainment

7.0

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
Alaska Airlines
8.0
Very good
11,721 reviews
Alaska Airlines
8.0
Very good
11,721 reviews

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.8

Entertainment

7.0

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
Southwest
8.0
Very good
4,258 reviews
Alaska Airlines
8.0
Very good
11,721 reviews

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.8

Entertainment

7.0

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
Delta
7.9
Good
8,051 reviews
Alaska Airlines
8.0
Very good
11,721 reviews

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.8

Entertainment

7.0

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
United Airlines
7.4
Good
9,164 reviews
Alaska Airlines
8.0
Very good
11,721 reviews

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.8

Entertainment

7.0

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
American Airlines
7.2
Good
11,136 reviews
Alaska Airlines
8.0
Very good
11,721 reviews

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.8

Entertainment

7.0

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 7h 39m. Alaska Airlines provides one of the quickest options available for as low as $251. 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?

    While some choose either San Jose - Albany Intl or San Jose - Hartford Bradley Intl, San Jose - Boston Logan Intl is the most popular route from San Jose, California to Massachusetts.

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

    On average you can expect to pay $127 for a flight from San Jose, California to Massachusetts. The cheapest flight overall is $127 while the most popular route, (San Jose - Boston Logan Intl) is currently priced at $257.

  • 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 $209). 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.

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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 January 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$118Average$337FlexibilityNo cancel feeOn-time62%
DeltaCheapest$161Average$333FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$241Average$386FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$248Average$395FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$276Average$372FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$282Average$393FlexibilityNo cancel feeOn-time63%

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