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

United Airlines, Southwest, 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 47% 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 August 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.

$140 Cheap Flights from San Jose, California to Massachusetts in 2026

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.

2:10 pm - 1:15 amSJC San Jose-BOS Boston Logan Intl

8h 05m1 stop Chicago O'Hare Intl

6:00 am - 11:45 amBOS Boston Logan Intl-SJC San Jose

8h 45m1 stop Chicago O'Hare Intl

$285United Airlines

Sat, Sep 5 - Sat, Sep 12

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

9h 10m1 stop Los Angeles Los Angeles

3:10 pm - 9:22 pmBOS Boston Logan Intl-SJC San Jose

9h 12m1 stop Atlanta Hartsfield-Jackson

$285Delta

Wed, Sep 9 - Thu, Sep 10

11:00 pm - 12:15 pmSJC San Jose-BOS Boston Logan Intl

10h 15m1 stop Chicago Midway

5:50 am - 1:00 pmBOS Boston Logan Intl-SJC San Jose

10h 10m1 stop Baltimore/Washington

$285Southwest

Sat, Sep 5 - Fri, Sep 11

12:00 pm - 11:50 pmSJC San Jose-BOS Boston Logan Intl

8h 50m1 stop San Diego

11:15 am - 6:55 pmBOS Boston Logan Intl-SJC San Jose

10h 40m1 stop San Diego

$285Southwest

Sun, Sep 6 - Fri, Sep 11

2:10 pm - 1:15 amSJC San Jose-BOS Boston Logan Intl

8h 05m1 stop Chicago O'Hare Intl

10:38 am - 8:54 pmBOS Boston Logan Intl-SJC San Jose

13h 16m2 stops Chicago O'Hare Intl Denver Intl

$290United Airlines

Sat, Sep 5 - Sat, Sep 12

12:46 pm - 12:38 amSJC San Jose-BOS Boston Logan Intl

8h 52m1 stop Atlanta Hartsfield-Jackson

11:30 am - 5:24 pmBOS Boston Logan Intl-SJC San Jose

8h 54m1 stop Los Angeles Los Angeles

$294Delta

Sat, Sep 5 - Sat, Sep 12

7:16 pm - 5:58 amSJC San Jose-BOS Boston Logan Intl

7h 42m1 stop Phoenix Sky Harbor Intl

4:57 pm - 10:43 pmBOS Boston Logan Intl-SJC San Jose

8h 46m1 stop Phoenix Sky Harbor Intl

$295American Airlines

Fri, Oct 23 - Fri, Oct 30

12:03 pm - 11:59 pmSJC San Jose-BOS Boston Logan Intl

8h 56m1 stop Dallas/Fort Worth

5:51 am - 1:40 pmBOS Boston Logan Intl-SJC San Jose

10h 49m1 stop Dallas/Fort Worth

$303American Airlines

Thu, Aug 27 - Mon, Aug 31

6:31 pm - 5:47 amSJC San Jose-BOS Boston Logan Intl

8h 16m1 stop San Diego

7:02 am - 2:14 pmBOS Boston Logan Intl-SJC San Jose

10h 12m1 stop San Diego

$315Alaska Airlines

Sat, Nov 7 - Tue, Nov 17

5:06 pm - 5:49 amSJC San Jose-BOS Boston Logan Intl

9h 43m1 stop San Diego

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

8h 30m1 stop San Diego

$315Alaska Airlines

Mon, Aug 31 - Wed, Sep 9

Cheap last minute flights

Enter your travel dates to find the best prices.

2:10 pm - 1:11 amSJC San Jose-BOS Boston Logan Intl

8h 01m1 stop Chicago O'Hare Intl

6:01 am - 11:45 amBOS Boston Logan Intl-SJC San Jose

8h 44m1 stop Chicago O'Hare Intl

$315United Airlines

Fri, Aug 14 - Sat, Aug 22

7:00 am - 7:25 pmSJC San Jose-BOS Boston Logan Intl

9h 25m1 stop Los Angeles Los Angeles

11:15 am - 4:06 pmBOS Boston Logan Intl-SJC San Jose

7h 51m1 stop Salt Lake City

$315Delta

Thu, Aug 13 - Fri, Aug 14

12:30 pm - 12:25 amSJC San Jose-BOS Boston Logan Intl

8h 55m1 stop San Diego

3:55 pm - 11:20 pmBOS Boston Logan Intl-SJC San Jose

10h 25m1 stop Chicago Midway

$315Southwest

Fri, Aug 14 - Thu, Aug 20

7:21 am - 7:43 pmSJC San Jose-BOS Boston Logan Intl

9h 22m1 stop Seattle/Tacoma Intl

10:50 am - 5:12 pmBOS Boston Logan Intl-SJC San Jose

9h 22m1 stop Los Angeles Los Angeles

$315Delta

Thu, Aug 13 - Fri, Aug 21

12:30 pm - 12:25 amSJC San Jose-BOS Boston Logan Intl

8h 55m1 stop San Diego

8:15 am - 3:20 pmBOS Boston Logan Intl-SJC San Jose

10h 05m2 stops Baltimore/Washington Denver Intl

$320Southwest

Fri, Aug 14 - Wed, Aug 19

2:10 pm - 1:11 amSJC San Jose-BOS Boston Logan Intl

8h 01m1 stop Chicago O'Hare Intl

8:05 am - 5:31 pmBOS Boston Logan Intl-SJC San Jose

12h 26m2 stops Chicago O'Hare Intl Denver Intl

$337United Airlines

Fri, Aug 14 - Fri, Aug 21

6:00 am - 7:26 pmSJC San Jose-BOS Boston Logan Intl

10h 26m2 stops Dallas/Fort Worth New York LaGuardia

6:45 am - 1:40 pmBOS Boston Logan Intl-SJC San Jose

9h 55m1 stop Dallas/Fort Worth

$353American Airlines

Wed, Aug 12 - Wed, Aug 19

5:02 pm - 5:40 amSJC San Jose-BOS Boston Logan Intl

9h 38m1 stop San Diego

6:03 am - 1:35 pmBOS Boston Logan Intl-SJC San Jose

10h 32m1 stop Portland

$375Alaska Airlines

Wed, Aug 12 - Sat, Aug 15

6:00 am - 7:26 pmSJC San Jose-BOS Boston Logan Intl

10h 26m2 stops Dallas/Fort Worth New York LaGuardia

11:35 am - 6:33 pmBOS Boston Logan Intl-SJC San Jose

9h 58m2 stops Charlotte Douglas Phoenix Sky Harbor Intl

$377American Airlines

Wed, Aug 12 - Wed, Aug 19

5:02 pm - 5:40 amSJC San Jose-BOS Boston Logan Intl

9h 38m1 stop San Diego

9:33 am - 4:24 pmBOS Boston Logan Intl-SJC San Jose

9h 51m1 stop Portland

$414Alaska Airlines

Tue, Aug 11 - Wed, Aug 19

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American Airlines flights from San Jose, California to Massachusetts

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

American Airlines

Aug 19

SJC12:49 pmSan Jose

7h 35m

1 stop

BOS11:24 pmBoston Logan Intl

Aug 23

BOS6:30 amBoston Logan Intl

8h 27m

1 stop

SJC11:57 amSan Jose

$325

American Airlines

Aug 19

SJC6:00 amSan Jose

12h 00m

2 stops

BOS9:00 pmBoston Logan Intl

Aug 23

BOS6:30 amBoston Logan Intl

8h 27m

1 stop

SJC11:57 amSan Jose

$340

American Airlines

Sep 9

SJC6:00 amSan Jose

13h 56m

2 stops

BDL10:56 pmHartford Bradley Intl

Sep 15

BDL9:03 amHartford Bradley Intl

12h 26m

2 stops

SJC6:29 pmSan Jose

$344

Southwest flights from San Jose, California to Massachusetts

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

Southwest

Sep 1

SJC11:00 pmSan Jose

7h 55m

1 stop

BOS9:55 amBoston Logan Intl

Sep 10

BOS11:15 amBoston Logan Intl

9h 35m

1 stop

SJC5:50 pmSan Jose

$203

Southwest

Sep 1

SJC8:45 amSan Jose

9h 40m

2 stops

BOS9:25 pmBoston Logan Intl

Sep 10

BOS11:15 amBoston Logan Intl

9h 35m

1 stop

SJC5:50 pmSan Jose

$209

Southwest

Sep 5

SJC11:00 pmSan Jose

10h 15m

1 stop

BOS12:15 pmBoston Logan Intl

Sep 11

BOS5:50 amBoston Logan Intl

10h 10m

1 stop

SJC1:00 pmSan Jose

$285

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 9/5

2:10 pm-1:15 am

1 stop8h 05m

Boston Logan Intl

Sat 9/12

6:00 am-11:45 am

1 stop8h 45m

$285

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Wed 9/9

11:41 am-11:51 pm

1 stop9h 10m

Boston Logan Intl

Thu 9/10

3:10 pm-9:22 pm

1 stop9h 12m

$285

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Sat 9/5

11:00 pm-12:15 pm

1 stop10h 15m

Boston Logan Intl

Fri 9/11

5:50 am-1:00 pm

1 stop10h 10m

$285

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Sun 9/6

12:00 pm-11:50 pm

1 stop8h 50m

Boston Logan Intl

Fri 9/11

11:15 am-6:55 pm

1 stop10h 40m

$285

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Sat 9/5

2:10 pm-1:15 am

1 stop8h 05m

Boston Logan Intl

Sat 9/12

10:38 am-8:54 pm

2 stops13h 16m

$290

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Sat 9/5

12:46 pm-12:38 am

1 stop8h 52m

Boston Logan Intl

Sat 9/12

11:30 am-5:24 pm

1 stop8h 54m

$294

Quickest round-trip

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Fri 10/23

7:16 pm-5:58 am

1 stop7h 42m

Boston Logan Intl

Fri 10/30

4:57 pm-10:43 pm

1 stop8h 46m

$295

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Thu 8/27

12:03 pm-11:59 pm

1 stop8h 56m

Boston Logan Intl

Mon 8/31

5:51 am-1:40 pm

1 stop10h 49m

$303

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Sat 11/7

6:31 pm-5:47 am

1 stop8h 16m

Boston Logan Intl

Tue 11/17

7:02 am-2:14 pm

1 stop10h 12m

$315

San JoseBoston

SJC San Jose - BOS Boston Logan Intl

SJCBOS

San Jose

Mon 8/31

5:06 pm-5:49 am

1 stop9h 43m

Boston Logan Intl

Wed 9/9

8:00 am-1:30 pm

1 stop8h 30m

$315

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, October 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 $342. If you aren’t able to travel to Massachusetts during the month of October, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $362.

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 $398 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 65% 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

Fastest flight time	7h 01m
Direct flights	None

The fastest flight from San Jose, California to Massachusetts takes 7h 01m

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 August 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 3,030 reviews	Search JetBlue flights
Delta	PriceFrom $161	Free Cancellation	Rating 7.8 8,497 reviews	Search Delta flights
American Airlines	PriceFrom $250	Free Cancellation	Rating 7.1 11,899 reviews	Search American Airlines flights
United Airlines	PriceFrom $270	Free Cancellation	Rating 7.4 10,098 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $273	Free Cancellation	Rating 7.9 12,792 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $289	Free Cancellation	Rating 8.0 4,215 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.