What is the cheapest airline that flies from San Jose to Massachusetts?

Southwest, Alaska Airlines, and Delta are the most popular carriers operating from San Jose to Massachusetts

What airlines fly to Massachusetts?

JetBlue, United Airlines and Delta are the top three most popular airlines that fly to Massachusetts from San Jose, California according to our data. JetBlue is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 8 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

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?

The number of operators available for flights from San Jose Airport to Massachusetts is 6 as of September 2026.

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.

$102 Cheap Flights from San Jose, California to Massachusetts in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from San Jose, California to Massachusetts

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 7:33 pmSJC San Jose-BOS Boston Logan Intl

10h 33m1 stop Dallas/Fort Worth

3:31 pm - 10:48 pmBOS Boston Logan Intl-SJC San Jose

10h 17m1 stop Dallas/Fort Worth

$291American Airlines

Sat, Nov 7 - Tue, Nov 10

10:40 pm - 9:50 amSJC San Jose-BOS Boston Logan Intl

8h 10m1 stop Atlanta Hartsfield-Jackson

10:40 am - 5:09 pmBOS Boston Logan Intl-SJC San Jose

9h 29m1 stop Seattle/Tacoma Intl

$291Delta

Fri, Nov 13 - Mon, Nov 16

5:45 pm - 7:35 amSJC San Jose-BOS Boston Logan Intl

10h 50m1 stop Seattle/Tacoma Intl

4:20 pm - 10:08 pmBOS Boston Logan Intl-SJC San Jose

8h 48m1 stop Los Angeles Los Angeles

$291Delta

Mon, Oct 5 - Wed, Oct 14

7:40 pm - 8:15 amSJC San Jose-BOS Boston Logan Intl

9h 35m2 stops Denver Intl Baltimore/Washington

6:45 am - 3:10 pmBOS Boston Logan Intl-SJC San Jose

11h 25m2 stops Baltimore/Washington Nashville Intl

$292Southwest

Fri, Oct 23 - Tue, Oct 27

8:20 am - 9:30 pmSJC San Jose-BOS Boston Logan Intl

10h 10m2 stops Denver Intl Chicago Midway

5:00 am - 12:35 pmBOS Boston Logan Intl-SJC San Jose

10h 35m2 stops Denver Intl Las Vegas Harry Reid Intl

$292Southwest

Tue, Oct 27 - Thu, Nov 5

9:15 am - 5:28 amSJC San Jose-BOS Boston Logan Intl

17h 13m1 stop San Diego

9:03 am - 6:01 pmBOS Boston Logan Intl-SJC San Jose

11h 58m1 stop Seattle/Tacoma Intl

$295Alaska Airlines

Sun, Oct 25 - Tue, Oct 27

9:15 am - 5:28 amSJC San Jose-BOS Boston Logan Intl

17h 13m1 stop San Diego

7:51 am - 2:55 pmBOS Boston Logan Intl-SJC San Jose

10h 04m1 stop San Diego

$295Alaska Airlines

Sun, Oct 25 - Wed, Oct 28

6:00 am - 7:33 pmSJC San Jose-BOS Boston Logan Intl

10h 33m2 stops Phoenix Sky Harbor Intl Chicago O'Hare Intl

5:17 am - 11:04 amBOS Boston Logan Intl-SJC San Jose

8h 47m1 stop Dallas/Fort Worth

$298American Airlines

Tue, Oct 6 - Wed, Oct 14

6:30 am - 5:24 pmSJC San Jose-BOS Boston Logan Intl

7h 54m1 stop Chicago O'Hare Intl

6:00 am - 1:18 pmBOS Boston Logan Intl-SJC San Jose

10h 18m2 stops Chicago O'Hare Intl Denver Intl

$310United Airlines

Tue, Oct 27 - Sat, Oct 31

6:35 pm - 6:00 amSJC San Jose-BOS Boston Logan Intl

8h 25m1 stop Denver Intl

6:00 am - 3:08 pmBOS Boston Logan Intl-SJC San Jose

12h 08m2 stops Chicago O'Hare Intl Denver Intl

$310United Airlines

Wed, Oct 21 - Tue, Oct 27

Cheap last minute flights

Enter your travel dates to find the best prices.

11:41 am - 11:51 pmSJC San Jose-BOS Boston Logan Intl

9h 10m1 stop Los Angeles Los Angeles

7:55 am - 5:02 pmBOS Boston Logan Intl-SJC San Jose

12h 07m1 stop Seattle/Tacoma Intl

$296Delta

Fri, Sep 25 - Tue, Oct 6

12:51 pm - 1:17 amSJC San Jose-BOS Boston Logan Intl

9h 26m1 stop Atlanta Hartsfield-Jackson

7:55 am - 5:02 pmBOS Boston Logan Intl-SJC San Jose

12h 07m1 stop Seattle/Tacoma Intl

$296Delta

Tue, Sep 22 - Wed, Oct 14

1:00 pm - 12:30 amSJC San Jose-BOS Boston Logan Intl

8h 30m1 stop San Diego

3:20 pm - 11:05 pmBOS Boston Logan Intl-SJC San Jose

10h 45m1 stop Chicago Midway

$335Southwest

Wed, Sep 23 - Wed, Sep 30

8:40 am - 10:15 pmSJC San Jose-BOS Boston Logan Intl

10h 35m1 stop Nashville Intl

2:10 pm - 8:35 pmBOS Boston Logan Intl-SJC San Jose

9h 25m1 stop Nashville Intl

$335Southwest

Tue, Sep 22 - Tue, Sep 29

2:10 pm - 1:10 amSJC San Jose-BOS Boston Logan Intl

8h 00m1 stop Chicago O'Hare Intl

3:13 pm - 10:42 pmBOS Boston Logan Intl-SJC San Jose

10h 29m1 stop Chicago O'Hare Intl

$335United Airlines

Wed, Sep 23 - Wed, Sep 30

2:10 pm - 1:10 amSJC San Jose-BOS Boston Logan Intl

8h 00m1 stop Chicago O'Hare Intl

12:36 pm - 10:42 pmBOS Boston Logan Intl-SJC San Jose

13h 06m2 stops Newark Chicago O'Hare Intl

$340United Airlines

Wed, Sep 23 - Sat, Sep 26

2:25 pm - 5:47 amSJC San Jose-BOS Boston Logan Intl

12h 22m1 stop San Diego

8:00 am - 1:30 pmBOS Boston Logan Intl-SJC San Jose

8h 30m1 stop San Diego

$341Alaska Airlines

Mon, Sep 21 - Wed, Sep 23

12:02 pm - 11:34 pmSJC San Jose-BOS Boston Logan Intl

8h 32m1 stop Dallas/Fort Worth

6:00 am - 1:38 pmBOS Boston Logan Intl-SJC San Jose

10h 38m2 stops New York John F Kennedy Intl Dallas/Fort Worth

$350American Airlines

Tue, Sep 22 - Sat, Sep 26

12:02 pm - 11:34 pmSJC San Jose-BOS Boston Logan Intl

8h 32m1 stop Dallas/Fort Worth

6:00 am - 1:38 pmBOS Boston Logan Intl-SJC San Jose

10h 38m2 stops New York John F Kennedy Intl Dallas/Fort Worth

$380American Airlines

Tue, Sep 22 - Sat, Sep 26

5:06 pm - 5:47 amSJC San Jose-BOS Boston Logan Intl

9h 41m1 stop San Diego

8:00 am - 1:45 pmBOS Boston Logan Intl-SJC San Jose

8h 45m1 stop San Diego

$401Alaska Airlines

Fri, Sep 25 - Sat, Sep 26

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Delta flights from San Jose, California to Massachusetts

Our best Delta deals on San Jose, California to Massachusetts flight tickets

Delta

Oct 6

SJC6:30 amSan Jose

8h 32m

1 stop

BOS6:02 pmBoston Logan Intl

Oct 20

BOS5:30 amBoston Logan Intl

9h 14m

1 stop

SJC11:44 amSan Jose

$291

Delta

Oct 25

SJC5:42 pmSan Jose

10h 53m

1 stop

BOS7:35 amBoston Logan Intl

Oct 28

BOS11:15 amBoston Logan Intl

8h 05m

1 stop

SJC4:20 pmSan Jose

$296

Delta

Oct 12

SJC11:41 amSan Jose

9h 13m

1 stop

BOS11:54 pmBoston Logan Intl

Oct 14

BOS4:20 pmBoston Logan Intl

8h 48m

1 stop

SJC10:08 pmSan Jose

$298

Southwest flights from San Jose, California to Massachusetts

Our best Southwest deals on San Jose, California to Massachusetts flight tickets

Southwest

Oct 30

SJC9:40 pmSan Jose

8h 00m

1 stop

BOS8:40 amBoston Logan Intl

Nov 1

BOS5:00 amBoston Logan Intl

8h 25m

1 stop

SJC10:25 amSan Jose

$294

Southwest

Oct 24

SJC6:00 amSan Jose

12h 40m

1 stop

BOS9:40 pmBoston Logan Intl

Nov 1

BOS5:00 amBoston Logan Intl

10h 05m

1 stop

SJC12:05 pmSan Jose

$297

Southwest

Oct 30

SJC12:50 pmSan Jose

9h 25m

2 stops

BOS1:15 amBoston Logan Intl

Nov 1

BOS5:00 amBoston Logan Intl

10h 05m

1 stop

SJC12:05 pmSan Jose

$299

momondo Fare Finder

Use the filters below to find and compare flights from San Jose, California to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Sat 11/7

6:00 am-7:33 pm

1 stop10h 33m

Boston Logan Intl

Tue 11/10

3:31 pm-10:48 pm

1 stop10h 17m

$291

Quickest round-trip

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Fri 11/13

10:40 pm-9:50 am

1 stop8h 10m

Boston Logan Intl

Mon 11/16

10:40 am-5:09 pm

1 stop9h 29m

$291

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Mon 10/5

5:45 pm-7:35 am

1 stop10h 50m

Boston Logan Intl

Wed 10/14

4:20 pm-10:08 pm

1 stop8h 48m

$291

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Fri 10/23

7:40 pm-8:15 am

2 stops9h 35m

Boston Logan Intl

Tue 10/27

6:45 am-3:10 pm

2 stops11h 25m

$292

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Tue 10/27

8:20 am-9:30 pm

2 stops10h 10m

Boston Logan Intl

Thu 11/5

5:00 am-12:35 pm

2 stops10h 35m

$292

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Sun 10/25

9:15 am-5:28 am

1 stop17h 13m

Boston Logan Intl

Tue 10/27

9:03 am-6:01 pm

1 stop11h 58m

$295

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Sun 10/25

9:15 am-5:28 am

1 stop17h 13m

Boston Logan Intl

Wed 10/28

7:51 am-2:55 pm

1 stop10h 04m

$295

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Tue 10/6

6:00 am-7:33 pm

2 stops10h 33m

Boston Logan Intl

Wed 10/14

5:17 am-11:04 am

1 stop8h 47m

$298

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Tue 10/27

6:30 am-5:24 pm

1 stop7h 54m

Boston Logan Intl

Sat 10/31

6:00 am-1:18 pm

2 stops10h 18m

$310

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Wed 10/21

6:35 pm-6:00 am

1 stop8h 25m

Boston Logan Intl

Tue 10/27

6:00 am-3:08 pm

2 stops12h 08m

$310

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from San Jose, California 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

Prices

Airlines

What is the cheapest month to fly to Massachusetts?

In general, August is the cheapest month to fly from San Jose, California to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $338. If you aren’t able to travel to Massachusetts during the month of August, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $352.

How far in advance should I book a flight from San Jose, California to Massachusetts?

You are more likely to see cheaper flights to Massachusetts from San Jose, California when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $402 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, California for as low as $268 on momondo.

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

You could potentially save up to 62% on your flight if you consider stops on a San Jose, California to Massachusetts flight.

Cheap San Jose, California to Massachusetts flight deals and tips

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

Best Price Found	$102
Fastest flight time	6h 50m
Direct flights	None

The best one-way flight to Massachusetts from San Jose, California in the past 72 hours is $102. The best round-trip flight deal from San Jose, California to Massachusetts found on momondo in the last 72 hours is $291.

The fastest flight from San Jose, California to Massachusetts takes 6h 50m

There are no direct flights from San Jose, California to Massachusetts. There are no popular flight routes from San Jose, California to Massachusetts.

Search flight deals

Frequently asked questions about flying from San Jose, California to Massachusetts

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?
The number of operators available for flights from San Jose Airport to Massachusetts is 6 as of September 2026.
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.

Best airlines flying from San Jose, California to Massachusetts

Compare and see reviews for airlines that fly from San Jose, California to Massachusetts with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $118	Free Cancellation	Rating 7.1 3,033 reviews	Search JetBlue flights
Delta	PriceFrom $157	Free Cancellation	Rating 7.8 8,589 reviews	Search Delta flights
United Airlines	PriceFrom $250	Free Cancellation	Rating 7.4 10,229 reviews	Search United Airlines flights
American Airlines	PriceFrom $250	Free Cancellation	Rating 7.0 12,087 reviews	Search American Airlines flights
Alaska Airlines	PriceFrom $273	Free Cancellation	Rating 7.9 12,949 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $289	Free Cancellation	Rating 8.0 4,190 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.