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$91+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
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 October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$273
(Delta)

One-way from

$91
(Southwest)

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 ($13 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 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 October 23, 2025.

This Delta deal was found by Cheapflights users on 10/23. 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 11/276:15 amSJC - BOS
1 stop10h 28mDelta
Wed 12/33:39 pmBOS - SJC
1 stop10h 16mDelta
Deal found 10/23$273
This KAYAK deal was found by Cheapflights users on 10/21. 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.
Thu 12/47:00 amSJC - BOS
1 stop7h 52mAlaska Airlines
Mon 12/84:40 pmBOS - SJC
1 stop9h 19mAlaska Airlines
Deal found 10/21$276
This Delta deal was found by Cheapflights users on 10/21. 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.
Mon 11/104:45 pmSJC - BOS
1 stop10h 40mDelta
Wed 11/126:15 amBOS - SJC
1 stop11h 42mDelta
Deal found 10/21$277
This United Airlines deal was found by Cheapflights users on 10/21. 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 11/116:30 amSJC - BOS
1 stop9h 50mUnited Airlines
Sat 11/155:30 amBOS - SJC
2 stops11h 12mUnited Airlines
Deal found 10/21$284
This Cheapflightsfares deal was found by Cheapflights users on 10/23. 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.
Thu 11/1311:51 amSJC - BOS
1 stop9h 29mAlaska Airlines
Tue 11/187:00 amBOS - SJC
1 stop9h 45mAlaska Airlines
Deal found 10/23$291
This Alaska Airlines deal was found by Cheapflights users on 10/21. 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.
Wed 11/1211:51 amSJC - BOS
1 stop9h 29mAlaska Airlines
Wed 11/197:00 amBOS - SJC
1 stop11h 54mAlaska Airlines
Deal found 10/21$296
This Southwest deal was found by Cheapflights users on 10/22. 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 11/131:50 pmSJC - BOS
1 stop7h 15mSouthwest
Mon 11/175:30 amBOS - SJC
1 stop9h 00mSouthwest
Deal found 10/22$297
This KAYAK deal was found by Cheapflights users on 10/23. 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.
Thu 12/411:16 amSJC - BOS
1 stop9h 43mAlaska Airlines
Wed 12/107:00 amBOS - SJC
1 stop11h 54mAlaska Airlines
Deal found 10/23$298
This KAYAK deal was found by Cheapflights users on 10/23. 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.
Thu 10/307:00 amSJC - BOS
1 stop7h 55mAlaska Airlines
Fri 10/317:00 amBOS - SJC
1 stop9h 45mAlaska Airlines
Deal found 10/23$301
This Southwest deal was found by Cheapflights users on 10/21. 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 11/512:25 pmSJC - BOS
1 stop7h 20mSouthwest
Wed 11/125:00 pmBOS - SJC
1 stop8h 25mSouthwest
Deal found 10/21$302
This Southwest deal was found by Cheapflights users on 10/23. 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 11/286:30 amSJC - ALB
1 stop6h 45mSouthwest
Sat 12/65:50 amALB - SJC
1 stop14h 50mSouthwest
Deal found 10/23$344
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Fri 11/286:30 amSJC - ALB
1 stop7h 57mUnited Airlines
Sat 12/66:00 amALB - SJC
2 stops14h 52mUnited Airlines
Deal found 10/23$364

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 October 23, 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

Thu 2/12

6:30 am-5:30 pm

1 stop8h 00m

Boston Logan Intl

Tue 2/17

12:50 pm-9:40 pm

1 stop11h 50m

$277

San JoseHartford

SJC - BDL

SJCBDL

San Jose

Tue 1/27

7:15 am-11:38 pm

2 stops13h 23m

Hartford Bradley Intl

Tue 2/3

3:00 pm-9:06 pm

1 stop9h 06m

$285

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Tue 3/10

5:00 pm-7:16 am

1 stop11h 16m

Boston Logan Intl

Wed 3/11

10:00 am-4:44 pm

1 stop9h 44m

$291

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 11/12

11:51 am-12:20 am

1 stop9h 29m

Boston Logan Intl

Wed 11/19

7:00 am-3:54 pm

1 stop11h 54m

$296

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Thu 11/13

7:04 pm-6:25 am

1 stop8h 21m

Boston Logan Intl

Sun 11/16

5:50 am-12:08 pm

1 stop9h 18m

$297

San JoseHartford

SJC - BDL

SJCBDL

San Jose

Mon 1/26

10:30 pm-10:48 am

1 stop9h 18m

Hartford Bradley Intl

Tue 2/3

3:00 pm-9:06 pm

1 stop9h 06m

$301

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Mon 11/10

8:45 am-9:50 pm

1 stop10h 05m

Boston Logan Intl

Wed 11/12

1:00 pm-8:53 pm

2 stops10h 53m

$302

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 11/5

12:25 pm-10:45 pm

1 stop7h 20m

Boston Logan Intl

Wed 11/12

5:00 pm-10:25 pm

1 stop8h 25m

$302

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Fri 11/7

12:40 pm-1:13 am

1 stop9h 33m

Boston Logan Intl

Wed 11/12

6:52 pm-11:52 pm

1 stop8h 00m

$305

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Sat 11/8

6:20 am-7:30 pm

1 stop10h 10m

Boston Logan Intl

Tue 11/11

6:52 pm-11:52 pm

1 stop8h 00m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/23

Showing 1-10 of 46 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 October 23, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 26% 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 October 23, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines 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.
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
7.9
Good
7,982 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,995 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
JetBlue
7.2
Good
2,908 reviews
Southwest
8.0
Very good
4,236 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 8h. Southwest provides one of the quickest options available for as low as $277. 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 Southwest ($126), Delta ($129), and American Airlines ($219).

  • 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 $171.

  • 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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Alternative routes for San Jose to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$176Average$246FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$197Average$349FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$392FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$248Average$378FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$264Average$364FlexibilityNo cancel feeOn-time69%
DeltaCheapest$276Average$324FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$282Average$390FlexibilityNo cancel feeOn-time63%

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