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$125+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
Dec 25 — Jan 11
Thu 12/25
Thu 1/1
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 November 25, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$250
(Hawaiian Airlines)

One-way from

$125
(Alaska Airlines)

Popular in

September

Cheapest in

January

Average price

$372

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. 2% potential increase in price ($8 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 November 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 November 25, 2025.

This KAYAK deal was found by Cheapflights users on 11/24. 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 12/117:00 amSJC - BOS
1 stop7h 52mAlaska Airlines
Tue 1/66:30 amBOS - SJC
1 stop10h 46mAlaska Airlines
Deal found 11/24$291
This Alaska Airlines deal was found by Cheapflights users on 11/24. 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.
Mon 12/811:49 amSJC - BOS
1 stop24h 35mAlaska Airlines
Wed 1/75:20 pmBOS - SJC
1 stop19h 01mAlaska Airlines
Deal found 11/24$311
This Delta deal was found by Cheapflights users on 11/25. 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 12/210:25 pmSJC - BOS
1 stop8h 45mDelta
Wed 12/105:40 amBOS - SJC
1 stop9h 00mDelta
Deal found 11/25$315
This Southwest deal was found by Cheapflights users on 11/24. 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.
Mon 12/87:55 pmSJC - BOS
2 stops9h 20mSouthwest
Wed 1/76:50 amBOS - SJC
1 stop10h 55mSouthwest
Deal found 11/24$317
This Alaska Airlines deal was found by Cheapflights users on 11/24. 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.
Mon 12/87:50 pmSJC - BOS
1 stop8h 39mAlaska Airlines
Wed 12/107:00 amBOS - SJC
1 stop11h 54mAlaska Airlines
Deal found 11/24$373
This KAYAK deal was found by Cheapflights users on 11/24. 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.
Sat 12/137:00 amSJC - BOS
1 stop7h 52mAlaska Airlines
Mon 12/154:24 pmBOS - SJC
1 stop9h 18mAlaska Airlines
Deal found 11/24$375
This Southwest deal was found by Cheapflights users on 11/25. 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 12/49:30 amSJC - BOS
2 stops9h 45mSouthwest
Sun 12/76:10 amBOS - SJC
1 stop8h 35mSouthwest
Deal found 11/25$378
This KAYAK deal was found by Cheapflights users on 11/24. 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.
Fri 12/57:50 pmSJC - BOS
1 stop8h 39mAlaska Airlines
Mon 12/84:40 pmBOS - SJC
1 stop9h 19mAlaska Airlines
Deal found 11/24$393
This Delta deal was found by Cheapflights users on 11/25. 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 11/286:15 amSJC - BOS
1 stop7h 53mDelta
Wed 12/31:45 pmBOS - SJC
1 stop8h 33mDelta
Deal found 11/25$396
This Southwest deal was found by Cheapflights users on 11/25. 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 12/411:00 amSJC - BOS
2 stops8h 45mSouthwest
Mon 12/810:20 amBOS - SJC
2 stops11h 10mSouthwest
Deal found 11/25$403
This Southwest deal was found by Cheapflights users on 11/24. 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.
Tue 12/166:30 amSJC - BDL
1 stop7h 15mSouthwest
Sat 12/2012:15 pmBDL - SJC
2 stops11h 40mSouthwest
Deal found 11/24$433
This Delta deal was found by Cheapflights users on 11/24. 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 12/1112:55 pmSJC - BDL
1 stop7h 52mDelta
Tue 12/162:12 pmBDL - SJC
1 stop11h 43mDelta
Deal found 11/24$458

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 November 25, 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

Sat 1/10

12:35 pm-10:55 pm

1 stop7h 20m

Boston Logan Intl

Sat 1/17

6:05 am-6:15 pm

2 stops15h 10m

$262

San JoseHartford

SJC - BDL

SJCBDL

San Jose

Tue 2/24

10:30 pm-10:57 am

1 stop9h 27m

Hartford Bradley Intl

Wed 2/25

3:00 pm-8:53 pm

1 stop8h 53m

$327

San JoseAlbany

SJC - ALB

SJCALB

San Jose

Tue 1/20

10:45 pm-11:55 am

1 stop10h 10m

Albany Intl

Tue 1/27

6:00 am-12:56 pm

1 stop9h 56m

$327

San JoseAlbany

SJC - ALB

SJCALB

San Jose

Tue 3/3

6:30 am-11:02 pm

2 stops13h 32m

Albany Intl

Wed 3/4

12:51 pm-9:18 pm

1 stop11h 27m

$332

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Sun 2/15

6:03 pm-6:54 am

1 stop9h 51m

Boston Logan Intl

Fri 2/20

5:44 pm-9:47 am

1 stop19h 03m

$344

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Sat 2/14

12:50 pm-12:25 am

2 stops8h 35m

Boston Logan Intl

Thu 2/19

5:20 am-1:45 pm

2 stops11h 25m

$365

San JoseAlbany

SJC - ALB

SJCALB

San Jose

Thu 1/15

7:45 pm-8:00 am

2 stops9h 15m

Albany Intl

Mon 1/26

1:00 pm-9:55 pm

2 stops11h 55m

$366

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Thu 12/11

12:40 pm-11:34 pm

1 stop7h 54m

Boston Logan Intl

Mon 12/15

10:40 am-9:27 pm

2 stops13h 47m

$378

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Fri 12/12

8:40 am-6:40 pm

1 stop7h 00m

Boston Logan Intl

Sun 12/14

6:10 am-3:25 pm

2 stops12h 15m

$378

San JoseAlbany

SJC - ALB

SJCALB

San Jose

Sat 1/17

10:35 am-8:20 pm

1 stop6h 45m

Albany Intl

Sun 1/25

5:15 am-10:55 am

1 stop8h 40m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/23

Showing 1-10 of 54 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 $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 November 25, 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 November 25, 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
11,352 reviews

Overall

8.0

Entertainment

7.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
Alaska Airlines
8.0
Very good
11,352 reviews
Alaska Airlines
8.0
Very good
11,352 reviews

Overall

8.0

Entertainment

7.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
Southwest
8.0
Very good
4,254 reviews
Alaska Airlines
8.0
Very good
11,352 reviews

Overall

8.0

Entertainment

7.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
Delta
7.9
Good
7,999 reviews
Alaska Airlines
8.0
Very good
11,352 reviews

Overall

8.0

Entertainment

7.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
United Airlines
7.4
Good
9,046 reviews
Alaska Airlines
8.0
Very good
11,352 reviews

Overall

8.0

Entertainment

7.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.
American Airlines
7.2
Good
11,038 reviews
Alaska Airlines
8.0
Very good
11,352 reviews

Overall

8.0

Entertainment

7.0

Comfort

7.8

Crew

8.5

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Nov 2025

LAX - LIH

The staff were exceptional! They all were kind, accommodating, and professional.

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 $262. 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), Delta ($129), and United Airlines ($131).

  • 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 $250.

  • 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 $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 November 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$197Average$349FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$392FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$248Average$369FlexibilityNo cancel feeOn-time75%
DeltaCheapest$274Average$327FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$276Average$372FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$291Average$392FlexibilityNo cancel feeOn-time63%

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