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Cheap flights from San Jose to Massachusetts from $104

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Jose to Massachusetts departing on 9/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from San Jose to Massachusetts

Cheap round-trip flights

American Airlines Logo
6:00 am - 5:26 pmSJC-BOS
8h 26m1 stop
American Airlines Logo
1:13 pm - 6:35 pmBOS-SJC
8h 22m1 stop
$247American Airlines
Find Deal
Sun, Aug 31 - Fri, Sep 5
American Airlines Logo
6:00 am - 8:04 pmSJC-BOS
11h 04m1 stop
American Airlines Logo
6:00 am - 12:39 pmBOS-SJC
9h 39m1 stop
$249American Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20
Alaska Airlines Logo
6:25 am - 5:43 pmSJC-BOS
8h 18m1 stop
Alaska Airlines Logo
4:24 pm - 10:37 pmBOS-SJC
9h 13m1 stop
$263Alaska Airlines
Find Deal
Sun, Oct 19 - Wed, Oct 29
Southwest Logo
8:55 pm - 8:10 amSJC-BOS
8h 15m1 stop
Southwest Logo
5:15 am - 10:30 amBOS-SJC
8h 15m1 stop
$264Southwest
Find Deal
Tue, Aug 19 - Thu, Sep 11
Southwest Logo
8:55 pm - 8:10 amSJC-BOS
8h 15m1 stop
Southwest Logo
7:30 am - 3:50 pmBOS-SJC
11h 20m1 stop
$269Southwest
Find Deal
Sat, Aug 23 - Fri, Aug 29
United Airlines Logo
6:30 am - 5:02 pmSJC-BOS
7h 32m1 stop
United Airlines Logo
12:35 pm - 6:14 pmBOS-SJC
8h 39m1 stop
$270United Airlines
Find Deal
Wed, Oct 15 - Tue, Oct 21
United Airlines Logo
8:45 am - 12:50 amSJC-BOS
13h 05m2 stops
United Airlines Logo
12:35 pm - 6:14 pmBOS-SJC
8h 39m1 stop
$275United Airlines
Find Deal
Wed, Oct 15 - Tue, Oct 21
Delta Logo
11:15 am - 11:53 pmSJC-BOS
9h 38m1 stop
Delta Logo
6:15 am - 12:50 pmBOS-SJC
9h 35m1 stop
$277Delta
Find Deal
Sat, Sep 13 - Wed, Sep 17
Alaska Airlines Logo
9:00 am - 12:27 amSJC-BOS
12h 27m1 stop
Alaska Airlines Logo
6:55 pm - 11:16 amBOS-SJC
19h 21m1 stop
$284Alaska Airlines
Find Deal
Tue, Sep 16 - Fri, Sep 19
Delta Logo
6:00 pm - 6:35 amSJC-BOS
9h 35m1 stop
Delta Logo
6:15 am - 12:22 pmBOS-SJC
9h 07m1 stop
$307Delta
Find Deal
Mon, Oct 20 - Fri, Oct 31

Hawaiian Airlines flights from San Jose to Massachusetts

Our best Hawaiian Airlines deals on San Jose to Massachusetts flight tickets
Hawaiian Airlines
Sep 16
SJC12:52 pmSan Jose
8h 35m
1 stop
BOS12:27 amBoston Logan Intl
Sep 30
BOS7:20 amBoston Logan Intl
10h 01m
1 stop
SJC2:21 pmSan Jose
$250
Find similar
Hawaiian Airlines
Oct 19
SJC6:25 amSan Jose
8h 18m
1 stop
BOS5:43 pmBoston Logan Intl
Oct 30
BOS4:24 pmBoston Logan Intl
9h 13m
1 stop
SJC10:37 pmSan Jose
$276
Find similar
Hawaiian Airlines
Oct 5
SJC6:42 amSan Jose
8h 01m
1 stop
BOS5:43 pmBoston Logan Intl
Oct 15
BOS7:20 amBoston Logan Intl
10h 30m
1 stop
SJC2:50 pmSan Jose
$297
Find similar

American Airlines flights from San Jose to Massachusetts

Our best American Airlines deals on San Jose to Massachusetts flight tickets
American Airlines
Aug 31
SJC6:00 amSan Jose
8h 26m
1 stop
BOS5:26 pmBoston Logan Intl
Sep 5
BOS1:13 pmBoston Logan Intl
8h 22m
1 stop
SJC6:35 pmSan Jose
$247
Find similar
American Airlines
Sep 13
SJC6:00 amSan Jose
11h 04m
1 stop
BOS8:04 pmBoston Logan Intl
Sep 20
BOS6:00 amBoston Logan Intl
9h 39m
1 stop
SJC12:39 pmSan Jose
$249
Find similar
American Airlines
Sep 10
SJC12:45 pmSan Jose
8h 09m
1 stop
BOS11:54 pmBoston Logan Intl
Sep 16
BOS6:00 amBoston Logan Intl
9h 39m
1 stop
SJC12:39 pmSan Jose
$251
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from San Jose to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Sun 8/31

6:00 am-5:26 pm

1 stop8h 26m

Boston Logan Intl

Fri 9/5

1:13 pm-6:35 pm

1 stop8h 22m

$247

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Sat 9/13

6:00 am-8:04 pm

1 stop11h 04m

Boston Logan Intl

Sat 9/20

6:00 am-12:39 pm

1 stop9h 39m

$249

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Sun 10/19

6:25 am-5:43 pm

1 stop8h 18m

Boston Logan Intl

Wed 10/29

4:24 pm-10:37 pm

1 stop9h 13m

$263

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Tue 8/19

8:55 pm-8:10 am

1 stop8h 15m

Boston Logan Intl

Thu 9/11

5:15 am-10:30 am

1 stop8h 15m

$264

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Sat 8/23

8:55 pm-8:10 am

1 stop8h 15m

Boston Logan Intl

Fri 8/29

7:30 am-3:50 pm

1 stop11h 20m

$269

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 10/15

6:30 am-5:02 pm

1 stop7h 32m

Boston Logan Intl

Tue 10/21

12:35 pm-6:14 pm

1 stop8h 39m

$270

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Wed 10/15

8:45 am-12:50 am

2 stops13h 05m

Boston Logan Intl

Tue 10/21

12:35 pm-6:14 pm

1 stop8h 39m

$275

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Sat 9/13

11:15 am-11:53 pm

1 stop9h 38m

Boston Logan Intl

Wed 9/17

6:15 am-12:50 pm

1 stop9h 35m

$277

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Tue 9/16

9:00 am-12:27 am

1 stop12h 27m

Boston Logan Intl

Fri 9/19

6:55 pm-11:16 am

1 stop19h 21m

$284

San JoseBoston

SJC - BOS

SJCBOS

San Jose

Mon 10/20

6:00 pm-6:35 am

1 stop9h 35m

Boston Logan Intl

Fri 10/31

6:15 am-12:22 pm

1 stop9h 07m

$307

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Massachusetts from

How to get the cheapest flight ticket from San Jose to Massachusetts

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Massachusetts?

In general, November is the cheapest month to fly from San Jose to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $302. If you aren’t able to travel to Massachusetts during the month of November, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $318.

What is the cheapest day to depart on your flight to Massachusetts?

According to our data, Wednesday is the cheapest day to fly to Massachusetts from San Jose. The lowest ticket price found for a Wednesday departure recently was $380. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from San Jose because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $548.

What is the cheapest time of day to depart on your flight to Massachusetts?

Our data shows that the cheapest San Jose to Massachusetts flights are usually those with departure times in the afternoon. Our users have found flights to Massachusetts in the afternoon for as low as $361. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $425 on average. Flights to Massachusetts from San Jose in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest San Jose to Massachusetts flight route?

Fly from San Jose to Boston Logan Intl for the best San Jose - Massachusetts flight prices

How far in advance should I book a flight to Massachusetts?

You are more likely to see cheaper flights to Massachusetts from San Jose when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $350 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from San Jose for as low as $276 on momondo.

What cabin class options are available on San Jose to Massachusetts flights?

There are 1 cabin classes available to choose from on San Jose to Massachusetts flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on San Jose to Massachusetts flights?

You could potentially save up to 59% on your flight if you consider stops on a San Jose to Massachusetts flight.

Cheap San Jose to Massachusetts flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Jose to Massachusetts

Best Price Found

$104

Fastest flight time

6h 50m

Direct flights

None

Airports in Massachusetts

4 airports
The best one-way flight to Massachusetts from San Jose in the past 72 hours is $104. The best round-trip flight deal from San Jose to Massachusetts found on momondo in the last 72 hours is $247.
The fastest flight from San Jose to Massachusetts takes 6h 50m
There are no direct flights from San Jose to Massachusetts. Popular non-direct routes for this connection are San Jose Airport - Hartford Bradley Intl Airport, San Jose Airport - Nantucket Memorial Airport and San Jose Airport - Boston Logan Intl Airport.
There are 4 airports near Massachusetts: Boston Logan Intl (BOS), Albany Intl (ALB), Nantucket Memorial (ACK), Hartford Bradley Intl (BDL)
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  • When did momondo last update prices for flights from San Jose Airport to Massachusetts?

    Prices for flights from San Jose Airport to Massachusetts are updated daily.

  • How many operators does momondo search for flights from San Jose Airport to Massachusetts?

  • How old do you have to be to fly from San Jose Airport to Massachusetts?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Jose Airport to Massachusetts.

  • What documentation or ID do you need to fly to Massachusetts?

    The travel and health documents required for your trip to Massachusetts can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Massachusetts. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from San Jose to Massachusetts?

Best airlines flying from San Jose to Massachusetts

Compare and see reviews for airlines that fly from San Jose to Massachusetts with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $176Free CancellationRating
6.3
8,048 reviews
Search Spirit Airlines flights
JetBluePriceFrom $197Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
American AirlinesPriceFrom $234Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $252Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
DeltaPriceFrom $260Free CancellationRating
8.0
7,981 reviews
Search Delta flights
United AirlinesPriceFrom $264Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
SouthwestPriceFrom $267Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from San Jose to Massachusetts?

It is quick and easy to find San Jose to Massachusetts flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Massachusetts that suits you.

Can I find flights from San Jose to Massachusetts with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for San Jose to Massachusetts flights to just show those with flexible booking policies.

How can momondo help me find flights from San Jose to Massachusetts?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San Jose to Massachusetts.

I’m not ready to book a flight from San Jose to Massachusetts right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Massachusetts from San Jose. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Massachusetts trip

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