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$124+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
nov. 28 — dic. 51
vie. 11/28
vie. 12/5
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 octubre 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$251
(Southwest)

One-way from

$124
(Cheapflightsfares)

Popular in

September

Cheapest in

November

Average price

$342

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. 3% potential increase in price ($12 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 October 2025
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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 octubre 29, 2025.

This Southwest deal was found by Cheapflights users on 10/27. 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.
mié. 12/1012:25 pmSJC - BOS
1 stop7h 20mSouthwest
sáb. 12/138:50 amBOS - SJC
1 stop11h 00mSouthwest
Deal found 10/27$251
This KAYAK deal was found by Cheapflights users on 10/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/911:16 amSJC - BOS
1 stop9h 43mAlaska Airlines
jue. 12/114:24 pmBOS - SJC
1 stop9h 18mAlaska Airlines
Deal found 10/27$253
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/911:16 amSJC - BOS
1 stop9h 43mAlaska Airlines
mié. 12/107:00 amBOS - SJC
1 stop11h 54mAlaska Airlines
Deal found 10/28$254
This American Airlines deal was found by Cheapflights users on 10/27. 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.
mié. 12/106:00 amSJC - BOS
1 stop8h 10mAmerican Airlines
sáb. 12/1310:59 amBOS - SJC
2 stops10h 33mAmerican Airlines
Deal found 10/27$256
This Delta deal was found by Cheapflights users on 10/27. 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.
jue. 11/276:15 amSJC - BOS
1 stop10h 28mDelta
mié. 12/37:15 amBOS - SJC
1 stop11h 39mDelta
Deal found 10/27$273
This American Airlines deal was found by Cheapflights users on 10/27. 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.
sáb. 12/66:00 amSJC - BOS
1 stop8h 10mAmerican Airlines
sáb. 12/136:10 amBOS - SJC
1 stop9h 21mAmerican Airlines
Deal found 10/27$274
This Southwest deal was found by Cheapflights users on 10/27. 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.
mié. 12/1010:05 amSJC - BOS
1 stop9h 10mSouthwest
lun. 12/158:30 amBOS - SJC
2 stops15h 15mSouthwest
Deal found 10/27$285
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/147:47 pmSJC - BOS
1 stop8h 42mAlaska Airlines
mar. 11/187:00 amBOS - SJC
1 stop11h 54mAlaska Airlines
Deal found 10/28$291
This Delta deal was found by Cheapflights users on 10/27. 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.
jue. 11/276:15 amSJC - BOS
1 stop10h 28mDelta
vie. 12/56:10 amBOS - SJC
1 stop9h 21mDelta
Deal found 10/27$293
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/167:00 amSJC - BOS
1 stop7h 52mAlaska Airlines
vie. 1/164:20 pmBOS - SJC
1 stop9h 15mAlaska Airlines
Deal found 10/27$294
This Southwest deal was found by Cheapflights users on 10/27. 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.
sáb. 12/66:45 amSJC - BOS
2 stops9h 50mSouthwest
sáb. 12/138:50 amBOS - SJC
1 stop11h 00mSouthwest
Deal found 10/27$296
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/1112:55 pmSJC - BDL
1 stop7h 52mDelta
lun. 12/154:56 pmBDL - SJC
1 stop8h 59mDelta
Deal found 10/28$351

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 octubre 29, 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

mar. 3/10

5:00 pm-7:16 am

1 stop11h 16m

Boston Logan Intl

mié. 3/11

10:00 am-4:44 pm

1 stop9h 44m

$291

San JoseBoston

SJC - BOS

SJCBOS

San Jose

sáb. 12/6

6:45 am-7:35 pm

2 stops9h 50m

Boston Logan Intl

sáb. 12/13

8:50 am-4:50 pm

1 stop11h 00m

$296

San JoseBoston

SJC - BOS

SJCBOS

San Jose

jue. 11/27

6:45 am-6:00 pm

1 stop8h 15m

Boston Logan Intl

jue. 12/4

6:45 am-2:45 pm

1 stop11h 00m

$297

San JoseBoston

SJC - BOS

SJCBOS

San Jose

mar. 11/11

11:51 am-12:20 am

1 stop9h 29m

Boston Logan Intl

mar. 11/18

7:00 am-1:45 pm

1 stop9h 45m

$301

San JoseBoston

SJC - BOS

SJCBOS

San Jose

sáb. 11/15

5:45 am-4:11 pm

1 stop7h 26m

Boston Logan Intl

mié. 11/19

2:59 pm-8:35 pm

1 stop8h 36m

$305

San JoseBoston

SJC - BOS

SJCBOS

San Jose

mar. 1/13

9:53 am-11:59 pm

2 stops11h 06m

Boston Logan Intl

mié. 1/14

4:20 pm-10:35 pm

1 stop9h 15m

$317

San JoseBoston

SJC - BOS

SJCBOS

San Jose

dom. 11/9

10:25 pm-10:38 am

1 stop9h 13m

Boston Logan Intl

lun. 11/17

8:35 pm-1:19 pm

1 stop19h 44m

$322

San JoseBoston

SJC - BOS

SJCBOS

San Jose

mié. 11/12

6:15 am-5:09 pm

1 stop7h 54m

Boston Logan Intl

jue. 11/20

2:59 pm-8:35 pm

1 stop8h 36m

$325

San JoseBoston

SJC - BOS

SJCBOS

San Jose

mar. 11/11

10:25 pm-9:36 am

1 stop8h 11m

Boston Logan Intl

jue. 11/20

2:59 pm-8:35 pm

1 stop8h 36m

$325

San JoseBoston

SJC - BOS

SJCBOS

San Jose

lun. 11/24

6:15 am-7:43 pm

1 stop10h 28m

Boston Logan Intl

vie. 12/5

5:40 am-11:40 am

1 stop9h 00m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 55 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, March is the cheapest month in which you can book a flight from San Jose, California to Massachusetts (average of $127). Flying from San Jose, California to Massachusetts in June is currently the most expensive (average of $218). 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 octubre 29, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 30% 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 octubre 29, 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
11,210 reviews

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
11,210 reviews
Alaska Airlines
8.0
Very good
11,210 reviews

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,241 reviews
Alaska Airlines
8.0
Very good
11,210 reviews

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
7.9
Good
7,992 reviews
Alaska Airlines
8.0
Very good
11,210 reviews

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,999 reviews
Alaska Airlines
8.0
Very good
11,210 reviews

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
11,032 reviews
Alaska Airlines
8.0
Very good
11,210 reviews

Crew

8.5

Overall

8.0

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

7.0

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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 29m. Hawaiian Airlines provides one of the quickest options available for as low as $301. 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 Alaska Airlines ($125), Southwest ($126), and United Airlines ($126).

  • 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 $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, March is the cheapest month in which you can book a flight from San Jose, California to Massachusetts (average of $127). Flying from San Jose, California to Massachusetts in June is currently the most expensive (average of $218). 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 7 airlines flying from San Jose to Massachusetts

Discover the top 7 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 octubre 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$176Average$246FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$197Average$350FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$393FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$248Average$378FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$264Average$370FlexibilityNo cancel feeOn-time69%
DeltaCheapest$276Average$323FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$282Average$390FlexibilityNo cancel feeOn-time63%

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