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$95+ Cheap flights from San Jose (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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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 septiembre 17, 2025.

Round-trip from

$269
(Southwest)

One-way from

$95
(Orbitz)

Popular in

June

Cheapest in

November

Average price

$350

Good round-trip deal

$127 or less
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. 4% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 17, 2025.

This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/47:40 pmSJC - BOS
2 stops9h 35mSouthwest
mar. 11/115:30 amBOS - SJC
1 stop9h 00mSouthwest
Deal found 9/15$269
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/247:55 pmSJC - BOS
2 stops9h 15mSouthwest
vie. 11/285:15 amBOS - SJC
1 stop8h 20mSouthwest
Deal found 9/15$272
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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.
jue. 10/166:25 amSJC - BOS
1 stop8h 18mAlaska Airlines
sáb. 10/188:01 amBOS - SJC
1 stop10h 04mAlaska Airlines
Deal found 9/16$273
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/136:30 amSJC - BOS
1 stop8h 10mSouthwest
sáb. 11/1512:35 pmBOS - SJC
1 stop8h 05mSouthwest
Deal found 9/15$274
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/3111:51 amSJC - BOS
1 stop9h 29mAlaska Airlines
jue. 11/67:00 amBOS - SJC
1 stop11h 54mAlaska Airlines
Deal found 9/17$276
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/185:55 pmSJC - BOS
1 stop9h 45mDelta
mié. 10/224:40 pmBOS - SJC
1 stop9h 19mDelta
Deal found 9/15$277
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/2811:51 amSJC - BOS
1 stop9h 29mAlaska Airlines
mar. 11/47:00 amBOS - SJC
1 stop9h 45mAlaska Airlines
Deal found 9/17$278
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/288:00 amSJC - BOS
1 stop10h 00mAmerican Airlines
sáb. 11/19:46 amBOS - SJC
2 stops11h 41mAmerican Airlines
Deal found 9/14$279
This Delta deal was found by Cheapflights users on 9/17. 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.
lun. 11/2411:35 amSJC - BOS
1 stop9h 16mDelta
mar. 12/211:25 amBOS - SJC
1 stop10h 32mDelta
Deal found 9/17$287
This Alaska Airlines deal was found by Cheapflights users on 9/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/3111:51 amSJC - BOS
1 stop9h 29mAlaska Airlines
lun. 11/34:24 pmBOS - SJC
1 stop20h 24mAlaska Airlines
Deal found 9/17$289
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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.
mié. 12/33:49 pmSJC - BOS
1 stop12h 51mAlaska Airlines
lun. 12/86:52 pmBOS - SJC
2 stops19h 05mAlaska Airlines
Deal found 9/16$292
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/146:00 amSJC - BOS
1 stop11h 03mAmerican Airlines
mar. 11/45:30 amBOS - SJC
1 stop10h 48mAmerican Airlines
Deal found 9/14$294

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 septiembre 17, 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

jue. 10/16

6:25 am-5:43 pm

1 stop8h 18m

Boston Logan Intl

sáb. 10/18

8:01 am-3:05 pm

1 stop10h 04m

$273

San JoseBoston

SJC - BOS

SJCBOS

San Jose

vie. 10/31

11:51 am-12:20 am

1 stop9h 29m

Boston Logan Intl

jue. 11/6

7:00 am-3:54 pm

1 stop11h 54m

$276

San JoseBoston

SJC - BOS

SJCBOS

San Jose

sáb. 10/18

6:20 am-7:30 pm

1 stop10h 10m

Boston Logan Intl

sáb. 10/25

6:15 am-12:22 pm

1 stop9h 07m

$277

San JoseBoston

SJC - BOS

SJCBOS

San Jose

jue. 11/13

7:05 pm-8:05 am

2 stops10h 00m

Boston Logan Intl

sáb. 11/15

12:35 pm-5:40 pm

1 stop8h 05m

$279

San JoseBoston

SJC - BOS

SJCBOS

San Jose

vie. 10/24

12:40 pm-1:13 am

1 stop9h 33m

Boston Logan Intl

mié. 10/29

5:45 am-12:24 pm

1 stop9h 39m

$287

San JoseBoston

SJC - BOS

SJCBOS

San Jose

mié. 10/15

11:35 am-11:59 pm

1 stop9h 24m

Boston Logan Intl

mar. 10/21

10:50 am-6:19 pm

1 stop10h 29m

$287

San JoseBoston

SJC - BOS

SJCBOS

San Jose

sáb. 10/18

6:20 am-7:30 pm

1 stop10h 10m

Boston Logan Intl

vie. 10/24

5:45 am-12:24 pm

1 stop9h 39m

$287

San JoseBoston

SJC - BOS

SJCBOS

San Jose

vie. 10/31

4:37 pm-6:35 am

1 stop10h 58m

Boston Logan Intl

sáb. 11/1

11:10 am-4:04 pm

1 stop7h 54m

$287

San JoseBoston

SJC - BOS

SJCBOS

San Jose

mié. 11/19

6:10 am-7:43 pm

1 stop10h 33m

Boston Logan Intl

dom. 11/23

10:55 am-7:19 pm

1 stop11h 24m

$287

San JoseBoston

SJC - BOS

SJCBOS

San Jose

vie. 10/31

11:51 am-12:20 am

1 stop9h 29m

Boston Logan Intl

lun. 11/3

4:24 pm-9:48 am

1 stop20h 24m

$289

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 60 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 to Massachusetts?

Currently, January is the cheapest month in which you can book a flight from San Jose to Massachusetts (average of $218). Flying from San Jose to Massachusetts in July is currently the most expensive (average of $311). 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 septiembre 17, 2025.

When flying from San Jose to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from San Jose to Massachusetts?

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 septiembre 17, 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
10,000 reviews

Comfort

7.8

Entertainment

7.1

Food

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Entertainment

7.1

Food

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

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
4,242 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Entertainment

7.1

Food

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

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
8.0
Very good
7,961 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Entertainment

7.1

Food

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

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
8,926 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Entertainment

7.1

Food

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Entertainment

7.1

Food

7.1

Boarding

8.1

Crew

8.5

Overall

8.0

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 to Massachusetts?

    Airlines like Alaska Airlines, Delta, and Southwest fly from San Jose to Massachusetts in about 8h 18m. The time it takes to get you to your destination can typically vary by up to 1h 52m. The distance between San Jose and Massachusetts is about 2680 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $124. Users have also found prices from $125 and $125 on Hawaiian Airlines and Alaska Airlines, respectively.

  • What are the most popular routes from San Jose 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 to Massachusetts.

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

    On average you can expect to pay $127 for a flight from San Jose to Massachusetts. The cheapest flight overall is $127 while the most popular route, (San Jose - Boston Logan Intl) is currently priced at $248.

  • 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 to Massachusetts?

    Currently, January is the cheapest month in which you can book a flight from San Jose to Massachusetts (average of $218). Flying from San Jose to Massachusetts in July is currently the most expensive (average of $311). 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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Alternative routes for San Jose to Massachusetts

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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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$176Average$246FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$196Average$350FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$393FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$252Average$377FlexibilityNo cancel feeOn-time75%
DeltaCheapest$256Average$323FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$264Average$365FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$272Average$394FlexibilityNo cancel feeOn-time63%

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