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$76+ 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$163
(Southwest)

One-way from

$76
(Southwest)

Popular in

June

Cheapest in

November

Average price

$319

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. 5% potential increase in price ($18 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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/10. 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.
Wed 12/38:40 amSJC - BOS
1 stop11h 05mSouthwest
Wed 12/105:30 amBOS - SJC
1 stop9h 00mSouthwest
Deal found 9/10$163
This Southwest deal was found by Cheapflights users on 9/10. 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 10/258:50 amSJC - BOS
1 stop9h 00mSouthwest
Sat 11/16:30 amBOS - SJC
1 stop12h 45mSouthwest
Deal found 9/10$192
This Southwest deal was found by Cheapflights users on 9/11. 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.
Wed 11/127:15 pmSJC - BOS
2 stops9h 50mSouthwest
Sat 11/1512:35 pmBOS - SJC
1 stop8h 05mSouthwest
Deal found 9/11$194
This Southwest deal was found by Cheapflights users on 9/10. 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 10/248:55 pmSJC - BOS
1 stop10h 05mSouthwest
Tue 10/289:10 amBOS - SJC
1 stop11h 55mSouthwest
Deal found 9/10$211
This Southwest deal was found by Cheapflights users on 9/11. 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 11/137:05 pmSJC - BOS
2 stops10h 00mSouthwest
Sat 11/1512:35 pmBOS - SJC
1 stop8h 05mSouthwest
Deal found 9/11$225
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Tue 10/288:00 amSJC - BOS
1 stop10h 00mAmerican Airlines
Sat 11/15:30 amBOS - SJC
1 stop9h 50mAmerican Airlines
Deal found 9/10$243
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/258:00 amSJC - BOS
1 stop10h 00mAmerican Airlines
Sat 11/15:30 amBOS - SJC
1 stop9h 50mAmerican Airlines
Deal found 9/10$244
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/912:30 pmSJC - BDL
1 stop8h 00mUnited Airlines
Tue 10/143:45 pmBDL - SJC
1 stop8h 21mUnited Airlines
Deal found 9/10$260
This Delta deal was found by Cheapflights users on 9/10. 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 11/16:35 amSJC - BDL
1 stop9h 00mDelta
Wed 11/56:10 amBDL - SJC
1 stop9h 14mDelta
Deal found 9/10$277
This Delta deal was found by Cheapflights users on 9/10. 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 10/2110:25 pmSJC - ALB
1 stop9h 42mDelta
Tue 10/286:03 amALB - SJC
1 stop8h 14mDelta
Deal found 9/10$277
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 11/18:45 amSJC - BDL
2 stops9h 53mUnited Airlines
Wed 11/56:00 amBDL - SJC
2 stops10h 42mUnited Airlines
Deal found 9/10$306
This Delta deal was found by Cheapflights users on 9/9. 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 11/137:15 amSJC - BDL
2 stops13h 23mDelta
Mon 11/172:20 pmBDL - SJC
1 stop11h 36mDelta
Deal found 9/9$323

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 September 11, 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

Wed 11/12

6:30 am-4:45 pm

1 stop7h 15m

Boston Logan Intl

Sat 11/15

12:35 pm-5:40 pm

1 stop8h 05m

$219

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Thu 11/13

7:05 pm-8:05 am

2 stops10h 00m

Boston Logan Intl

Sat 11/15

12:35 pm-5:40 pm

1 stop8h 05m

$225

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Sat 10/25

6:40 pm-8:10 am

2 stops10h 30m

Boston Logan Intl

Sat 11/1

6:30 am-4:15 pm

1 stop12h 45m

$240

San JoseHartford

SJC - BDL

SJCBDL

San Jose

Thu 10/9

12:30 pm-11:30 pm

1 stop8h 00m

Hartford Bradley Intl

Tue 10/14

3:45 pm-9:06 pm

1 stop8h 21m

$260

San JoseHartford

SJC - BDL

SJCBDL

San Jose

Thu 11/13

12:39 pm-11:46 pm

1 stop8h 07m

Hartford Bradley Intl

Mon 11/17

4:56 pm-10:56 pm

1 stop9h 00m

$277

San JoseHartford

SJC - BDL

SJCBDL

San Jose

Sat 11/1

6:35 am-6:35 pm

1 stop9h 00m

Hartford Bradley Intl

Wed 11/5

6:10 am-12:24 pm

1 stop9h 14m

$277

San JoseAlbany

SJC - ALB

SJCALB

San Jose

Tue 10/21

10:25 pm-11:07 am

1 stop9h 42m

Albany Intl

Tue 10/28

6:03 am-11:17 am

1 stop8h 14m

$277

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 12/3

10:25 pm-9:41 am

1 stop8h 16m

Boston Logan Intl

Mon 12/8

1:45 pm-7:18 pm

1 stop8h 33m

$277

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Fri 10/24

4:37 pm-6:35 am

1 stop10h 58m

Boston Logan Intl

Thu 10/30

11:10 am-6:55 pm

1 stop10h 45m

$277

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Mon 10/20

11:13 am-11:44 pm

1 stop9h 31m

Boston Logan Intl

Thu 10/23

6:15 am-12:50 pm

1 stop9h 35m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 57 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 September 11, 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.

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 September 11, 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

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

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

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

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
4,248 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

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
7,960 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

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
8,937 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

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

Crew

8.5

Overall

8.0

Entertainment

7.0

Comfort

7.8

Food

7.1

Boarding

8.1

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 Southwest, United Airlines, and Delta fly from San Jose to Massachusetts in about 7h 15m. The time it takes to get you to your destination can typically vary by up to 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 Southwest. According to our data, you can fly for as low as $76. Users have also found prices from $121 and $121 on Hawaiian Airlines and Alaska Airlines, respectively.

  • What are the most popular routes from San Jose 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 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 $163.

  • 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$176Average$246FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$196Average$361FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$392FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$252Average$375FlexibilityNo cancel feeOn-time75%
DeltaCheapest$256Average$323FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$264Average$365FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$274Average$392FlexibilityNo cancel feeOn-time63%

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