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$108+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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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 December 18, 2025.

This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/261:45 pmSJC - BOS
1 stop7h 39mDelta
Tue 1/612:45 pmBOS - SJC
1 stop9h 27mDelta
Deal found 12/17$373
This Southwest deal was found by Cheapflights users on 12/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:35 amSJC - BOS
1 stop9h 35mSouthwest
Mon 1/510:40 amBOS - SJC
1 stop11h 35mSouthwest
Deal found 12/16$383
This Southwest deal was found by Cheapflights users on 12/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/261:15 pmSJC - BOS
1 stop8h 30mSouthwest
Tue 1/66:50 amBOS - SJC
2 stops10h 25mSouthwest
Deal found 12/17$398
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:40 pmSJC - BDL
2 stops13h 35mDelta
Fri 1/92:40 pmBDL - SJC
1 stop9h 40mDelta
Deal found 12/17$404
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:20 amSJC - BOS
1 stop10h 27mDelta
Thu 1/151:30 pmBOS - SJC
1 stop10h 50mDelta
Deal found 12/17$468
This Alaska Airlines deal was found by Cheapflights users on 12/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:00 amSJC - BOS
1 stop8h 23mAlaska Airlines
Mon 1/54:45 pmBOS - SJC
1 stop29h 01mAlaska Airlines
Deal found 12/16$483
This Southwest deal was found by Cheapflights users on 12/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:40 amSJC - BOS
1 stop8h 45mSouthwest
Mon 1/55:15 amBOS - SJC
2 stops11h 40mSouthwest
Deal found 12/16$491
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:20 amSJC - BOS
1 stop10h 20mDelta
Sun 12/216:46 pmBOS - SJC
1 stop8h 07mDelta
Deal found 12/16$496
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:45 pmSJC - BOS
1 stop7h 39mDelta
Thu 1/16:10 amBOS - SJC
1 stop9h 31mDelta
Deal found 12/16$508
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Thu 12/1810:30 pmSJC - BOS
1 stop9h 37mUnited Airlines
Mon 1/59:30 amBOS - SJC
2 stops14h 46mUnited Airlines
Deal found 12/15$521
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:00 amSJC - BDL
2 stops11h 58mUnited Airlines
Wed 12/317:40 pmBDL - SJC
2 stops28h 36mUnited Airlines
Deal found 12/16$725
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:00 amSJC - ALB
2 stops11h 41mUnited Airlines
Wed 12/315:45 amALB - SJC
2 stops18h 31mUnited Airlines
Deal found 12/16$809

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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$189
(SmartFares)

One-way from

$108
(Alaska Airlines)

Popular in

November

Cheapest in

January

Average price

$357

Good round-trip deal

$127 or less
Provider with most accurate pricing for San Jose-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Boston Logan Intl flights.
Search Deals
From San Jose to Massachusetts
Search Deals
One-way flight from San Jose to Massachusetts
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from San Jose to Massachusetts.
Search Deals

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 December 18, 2025.
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 1/13

12:10 pm-10:30 pm

1 stop7h 20m

Boston Logan Intl

Thu 1/15

5:20 am-10:55 am

1 stop8h 35m

$217

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 1/21

6:25 pm-6:50 am

1 stop9h 25m

Boston Logan Intl

Sat 1/31

7:15 am-1:34 pm

1 stop9h 19m

$217

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 1/21

7:00 am-5:39 pm

1 stop7h 39m

Boston Logan Intl

Tue 2/3

4:20 pm-10:35 pm

1 stop9h 15m

$233

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 1/21

7:00 am-5:39 pm

1 stop7h 39m

Boston Logan Intl

Wed 2/4

7:00 am-2:42 pm

1 stop10h 42m

$233

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Mon 1/5

5:55 pm-5:10 am

1 stop8h 15m

Boston Logan Intl

Thu 1/8

5:20 pm-9:21 am

1 stop19h 01m

$236

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Fri 1/23

11:00 am-11:54 pm

1 stop9h 54m

Boston Logan Intl

Wed 2/4

7:00 am-2:42 pm

1 stop10h 42m

$253

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 1/21

6:25 pm-6:50 am

1 stop9h 25m

Boston Logan Intl

Mon 2/2

12:45 pm-7:12 pm

1 stop9h 27m

$257

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Thu 1/8

6:30 am-4:50 pm

1 stop7h 20m

Boston Logan Intl

Sun 1/11

5:20 am-10:55 am

1 stop8h 35m

$257

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 1/21

6:25 pm-6:50 am

1 stop9h 25m

Boston Logan Intl

Fri 2/6

7:15 am-1:34 pm

1 stop9h 19m

$257

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Fri 1/23

2:06 pm-1:04 am

1 stop7h 58m

Boston Logan Intl

Mon 2/2

12:45 pm-7:12 pm

1 stop9h 27m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 48 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 $219). 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.

What is the cheapest time of day to fly from SJC to MA?

Find hourly flight availability from San Jose to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 22% on flights from San Jose, California to Massachusetts by exploring options for tickets at noon.

What is the cheapest day to fly from San Jose, California to Massachusetts?

Use this chart to determine the cheapest time to fly round-trip from San Jose to Massachusetts. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their San Jose, California to Massachusetts flight should consider departing on Tuesday evenings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 18, 2025.
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
11,477 reviews

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,477 reviews
Alaska Airlines
8.0
Very good
11,477 reviews

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Southwest
7.9
Good
4,250 reviews
Alaska Airlines
8.0
Very good
11,477 reviews

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,005 reviews
Alaska Airlines
8.0
Very good
11,477 reviews

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,091 reviews
Alaska Airlines
8.0
Very good
11,477 reviews

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
American Airlines
7.2
Good
11,054 reviews
Alaska Airlines
8.0
Very good
11,477 reviews

Entertainment

7.0

Food

7.1

Comfort

7.8

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

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 20m. Southwest provides one of the quickest options available for as low as $217. 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 - Hartford Bradley Intl or San Jose - Albany 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 $189.

  • 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 $219). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$197Average$347FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$390FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$248Average$376FlexibilityNo cancel feeOn-time75%
DeltaCheapest$256Average$330FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$276Average$371FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$282Average$394FlexibilityNo cancel feeOn-time63%

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