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San Jose

$126+ Cheap flights from Massachusetts to San Jose, CA (SJC)

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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJC
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap flight deals from Massachusetts to San Jose

Cheapest flights from Massachusetts to San Jose
Explore the most affordable flight options available from Massachusetts to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 28, 2026.

This Southwest deal was found by Cheapflights users on 1/25. 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.
Tue 2/246:50 am
BOS
-
SJC
1 stop10h 55m
Southwest
Tue 3/312:10 pm
SJC
-
BOS
1 stop7h 20m
Southwest
Deal found 1/25$251
This CheapOair deal was found by Cheapflights users on 1/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:24 pm
BOS
-
SJC
1 stop17h 58m
Alaska Airlines
Wed 3/256:15 am
SJC
-
BOS
1 stop14h 44m
Alaska Airlines
Deal found 1/26$254
This Delta deal was found by Cheapflights users on 1/26. 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.
Wed 4/111:15 am
BOS
-
SJC
1 stop9h 16m
Delta
Tue 4/74:50 pm
SJC
-
BOS
1 stop10h 20m
Delta
Deal found 1/26$257
This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2410:30 am
BOS
-
SJC
2 stops13h 35m
United Airlines
Tue 3/38:50 am
SJC
-
BOS
2 stops10h 01m
United Airlines
Deal found 1/25$262
This CheapOair deal was found by Cheapflights users on 1/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/274:36 pm
BOS
-
SJC
1 stop21h 18m
Alaska Airlines
Wed 3/410:16 am
SJC
-
BOS
1 stop10h 43m
Alaska Airlines
Deal found 1/26$274
This Delta deal was found by Cheapflights users on 1/26. 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 5/91:55 pm
BOS
-
SJC
1 stop11h 58m
Delta
Mon 9/77:00 pm
SJC
-
BOS
1 stop8h 09m
Delta
Deal found 1/26$277
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Thu 2/192:36 pm
BOS
-
SJC
1 stop9h 54m
American Airlines
Wed 2/256:00 am
SJC
-
BOS
2 stops9h 09m
American Airlines
Deal found 1/26$279
This United Airlines deal was found by Cheapflights users on 1/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/289:20 am
BOS
-
SJC
2 stops14h 47m
United Airlines
Sun 5/36:19 pm
SJC
-
BOS
1 stop8h 45m
United Airlines
Deal found 1/27$282
This Vliegwinkel deal was found by Cheapflights users on 1/26. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2211:31 am
BOS
-
SJC
2 stops24h 09m
Multiple Airlines
Tue 3/310:16 am
SJC
-
BOS
1 stop10h 43m
Multiple Airlines
Deal found 1/26$287
This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/110:17 am
BOS
-
SJC
2 stops13h 51m
United Airlines
Wed 4/88:45 am
SJC
-
BOS
1 stop8h 28m
United Airlines
Deal found 1/25$291
This Delta deal was found by Cheapflights users on 1/27. 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.
Tue 2/243:00 pm
BDL
-
SJC
1 stop8h 53m
Delta
Tue 3/310:35 pm
SJC
-
BDL
1 stop9h 17m
Delta
Deal found 1/27$359
This Southwest deal was found by Cheapflights users on 1/27. 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.
Tue 2/175:15 am
BDL
-
SJC
1 stop8h 40m
Southwest
Wed 2/187:00 pm
SJC
-
BDL
2 stops10h 00m
Southwest
Deal found 1/27$364

Find flight deals from Massachusetts to San Jose

Keep the following information in mind while searching for Massachusetts to San Jose flight deals. Data was last updated January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$251
(Southwest)

One-way from

$126
(CheapOair)

Popular in

December

Cheapest in

August

Average price

$337
Provider with most accurate pricing for Boston Logan Intl-San Jose flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-San Jose flights.
Search Deals
From Massachusetts to San Jose
Search Deals
One-way flight from Massachusetts to San Jose
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to San Jose 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 January 28, 2026.
Use the filters below to find and compare flights from Massachusetts to San Jose that are best for you.

Fly from

Massachusetts

Fly to

San Jose

Route

Depart

Return

Price

BostonSan Jose

BOS - SJC

BOSSJC

Boston Logan Intl

Tue 2/24

6:50 am-2:45 pm

1 stop10h 55m

San Jose

Tue 3/3

12:10 pm-10:30 pm

1 stop7h 20m

$251

BostonSan Jose

BOS - SJC

BOSSJC

Boston Logan Intl

Wed 4/1

10:17 am-9:08 pm

2 stops13h 51m

San Jose

Wed 4/8

8:45 am-8:13 pm

1 stop8h 28m

$291

BostonSan Jose

BOS - SJC

BOSSJC

Boston Logan Intl

Thu 3/26

7:10 am-2:57 pm

1 stop10h 47m

San Jose

Mon 3/30

11:40 am-11:59 pm

1 stop9h 19m

$297

BostonSan Jose

BOS - SJC

BOSSJC

Boston Logan Intl

Mon 2/23

4:45 pm-10:30 pm

1 stop8h 45m

San Jose

Thu 2/26

1:20 pm-12:10 am

1 stop7h 50m

$297

BostonSan Jose

BOS - SJC

BOSSJC

Boston Logan Intl

Fri 3/27

11:15 am-5:31 pm

1 stop9h 16m

San Jose

Mon 3/30

10:50 pm-10:04 am

1 stop8h 14m

$297

BostonSan Jose

BOS - SJC

BOSSJC

Boston Logan Intl

Thu 6/25

5:40 am-12:09 pm

1 stop9h 29m

San Jose

Mon 6/29

5:00 pm-6:09 am

1 stop10h 09m

$297

BostonSan Jose

BOS - SJC

BOSSJC

Boston Logan Intl

Fri 3/13

7:10 am-2:56 pm

1 stop10h 46m

San Jose

Tue 3/17

11:40 am-11:59 pm

1 stop9h 19m

$297

BostonSan Jose

BOS - SJC

BOSSJC

Boston Logan Intl

Tue 2/10

2:40 pm-10:10 pm

2 stops10h 30m

San Jose

Tue 3/3

6:30 am-4:50 pm

1 stop7h 20m

$302

BostonSan Jose

BOS - SJC

BOSSJC

Boston Logan Intl

Wed 2/11

6:50 am-2:45 pm

1 stop10h 55m

San Jose

Wed 2/18

12:10 pm-10:30 pm

1 stop7h 20m

$307

BostonSan Jose

BOS - SJC

BOSSJC

Boston Logan Intl

Wed 4/1

1:20 pm-11:10 pm

2 stops12h 50m

San Jose

Tue 4/7

6:15 am-5:45 pm

1 stop8h 30m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 55 results
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Best time to book a flight from Massachusetts to San Jose

Have a flexible travel schedule? Discover the best time to fly to San Jose from Massachusetts 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 Massachusetts to San Jose

What is the cheapest month to book a flight from Massachusetts to San Jose, California?

Currently, March is the cheapest month in which you can book a flight from Massachusetts to San Jose, California (average of $101). Flying from Massachusetts to San Jose, California in July is currently the most expensive (average of $188). 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.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to San Jose. 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 into for flights to San Jose from Massachusetts?

    San Jose (SJC), located 2.9 mi from the city center, is the airport you fly into when you book flights from Massachusetts to San Jose.

  • How long is the flight from Massachusetts to San Jose, California?

    For as low as $297, Southwest can have you in San Jose, California from Massachusetts in 10h 47m. Airlines will cover a distance of 2680 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $98. Users have also found prices from $108 and $108 on Hawaiian Airlines and United Airlines, respectively.

  • What are the most popular routes from Massachusetts to San Jose, California?

    Most travelers choose Boston Logan Intl - San Jose, Hartford Bradley Intl - San Jose or Albany Intl - San Jose when deciding on the best route from Massachusetts to San Jose, California.

  • Can I find deals for flights from Massachusetts to San Jose that include hotel bookings?

    Yes. In addition to deals on Massachusetts to San Jose flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to San Jose?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to San Jose.

  • Can I find deals for business class flights from Massachusetts to San Jose?

    Yes. Cheapflights offers flight deals from Massachusetts to San Jose 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 Massachusetts to San Jose, California?

    Currently, March is the cheapest month in which you can book a flight from Massachusetts to San Jose, California (average of $101). Flying from Massachusetts to San Jose, California in July is currently the most expensive (average of $188). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 6 airlines flying from Massachusetts to San Jose

Discover the top 6 airlines that operate flights from Massachusetts to San Jose. 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$177Average$336FlexibilityNo cancel feeOn-time75%
DeltaCheapest$195Average$348FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$326FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$224Average$371FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$227Average$317FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$242Average$417FlexibilityNo cancel feeOn-time63%

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