$145 Find Cheap Flights from San José to Massachusetts

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San José to Massachusetts departing on 3/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from San José to Massachusetts.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San José to Massachusetts.
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Cheap Flights from San José to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$221
Albany
Albany2 stops$333
Boston
Boston1 stop$221
Albany
Albany2 stops$333

Book Cheap San José to Massachusetts Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San José to Massachusetts that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San José to Massachusetts

vie., mar. 6 - mié., mar. 11
Spirit Airlines Logo
1:31 pm - 11:44 pm
SJO
-
BOS
9h 13m
1 stop
Spirit Airlines Logo
5:27 am - 11:22 am
BOS
-
SJO
7h 55m
1 stop
$221Spirit Airlines
jue., feb. 26 - mié., mar. 4
Spirit Airlines Logo
1:31 pm - 11:44 pm
SJO
-
BOS
9h 13m
1 stop
Spirit Airlines Logo
5:27 am - 12:22 pm
BOS
-
SJO
7h 55m
1 stop
$239Spirit Airlines
jue., feb. 26 - lun., mar. 9
United Airlines Logo
2:20 pm - 2:10 pm
SJO
-
BDL
22h 50m
2 stops
United Airlines Logo
6:00 am - 11:56 am
BDL
-
SJO
31h 56m
1 stop
$241United Airlines
mié., mar. 11 - mar., abr. 7
United Airlines Logo
1:05 pm - 10:49 am
SJO
-
BOS
19h 44m
1 stop
United Airlines Logo
4:53 pm - 12:21 pm
BOS
-
SJO
21h 28m
1 stop
$241United Airlines
mié., mar. 11 - mié., mar. 18
Spirit Airlines Logo
12:31 pm - 11:44 pm
SJO
-
BOS
9h 13m
1 stop
Spirit Airlines Logo
5:45 am - 11:14 am
BOS
-
SJO
7h 29m
1 stop
$251Spirit Airlines
jue., may. 7 - dom., may. 10
JetBlue Logo
12:40 pm - 12:09 am
SJO
-
BOS
9h 29m
1 stop
JetBlue Logo
6:35 am - 11:55 am
BOS
-
SJO
7h 20m
1 stop
$255JetBlue
mié., mar. 11 - mié., mar. 18
American Airlines Logo
6:00 am - 12:05 am
SJO
-
BOS
16h 05m
1 stop
American Airlines Logo
6:45 am - 9:43 pm
BOS
-
SJO
16h 58m
1 stop
$259American Airlines
mié., mar. 4 - mié., may. 13
American Airlines Logo
7:00 am - 7:04 pm
SJO
-
BOS
11h 04m
2 stops
American Airlines Logo
5:40 am - 11:25 am
BOS
-
SJO
7h 45m
1 stop
$261American Airlines
mié., feb. 25 - mar., mar. 10
JetBlue Logo
2:05 pm - 11:46 pm
SJO
-
BDL
8h 41m
1 stop
JetBlue Logo
6:00 am - 12:53 pm
BDL
-
SJO
8h 53m
1 stop
$264JetBlue
jue., may. 14 - lun., may. 18
Southwest Logo
9:00 am - 10:35 pm
SJO
-
BDL
11h 35m
1 stop
Southwest Logo
5:20 am - 12:10 pm
BDL
-
SJO
8h 50m
1 stop
$331Southwest
Booking Insights

KAYAK's insights & trends for San José to Massachusetts flights

Get data-powered insights and trends into flights from San José to Massachusetts to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from San José to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San José to Massachusetts, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from San José to Massachusetts is November, when tickets cost $331 (return) on average. On the other hand, the most expensive months are July and June, when the average cost of round-trip tickets is $469 and $468 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from San José to Massachusetts, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from San José to Massachusetts, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 1 week before departure.

Good to know

Low seasonNovember
Cheapest flight$145
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from San José to Hartford

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from San José to Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San José to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San José to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San José to Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San José to Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from San José to Massachusetts with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San José to Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from San José to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from San José to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from San José to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San José to Massachusetts? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.5
Copa AirlinesOverall score based on 1557 reviews
7.8Boarding
8.1Crew
6.8Entertainment
7.4Comfort
6.8Food
Airline reviews

A lot things happened in this trip.The fly should be less stress.

6.0 GoodIrma, Jan 2026
PTY - MIA
Read more Copa Airlines reviews

A lot things happened in this trip.The fly should be less stress.

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

Some of the Air hostesses are not that friendly. Need improvement

They were super friendly bumped me up to exit row free of charge, All flight legs were on time

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

We had a great flight just wished they had a tv so we can see a movie that would of made my trip excellent.

horrible service, food was an embarrassment, no charging for cellphones, stay away

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

Great experience with a crew always thinking in the passenger

I selected first class expecting excetional service. It was mediocre at best. The food service was cold, meal choices was poor and on one leg they did provide dessert. I did enjoy the lay day seat but the movies were old and nothing current. Boarding the plane is always hot. So boarding is quite warm until your in the air. I took a small personal air fan. Update the meals and movies.

Crew was great. 2 1/2 hour delay was due to staff needing "rest" was avoidable and self inflicted as United not willing to hire enough crew to keep flight on time.. Ridiculous. The crew and the passengers both suffered due to this.

Horrible Flight significantly delayed. Not due to united issue. But trying to rebook connection flight and get information about overnight accommodation was difficult. Agent did not seem to care or have any interest to help.

Everything was on time Will use united again for sure

Plane outlets in my row not working to charge phone. Staff response was, well it should be. Plug into seed for volume not working well. Had to find the sweet spot for plug in or it would shut off and on.

Fine not above and beyond as I had a connection that was delayed due to maintenance

The power at the seat didn't work and the seat itself was difficult to adjust - this was a business class seat. Flight attendant gave me miles to compensate. The attendant was very professional and on top of his game the entire flight.

Airport experience at Newark was not great. Only one gate open at immigration for US passports when multiple international flights arriving at the same time. Then having to take a train and a bus to different terminal only to have to clear security again, after I had already gone through at my initial departure location. Older plane, no entertainment screens available, and for economy plus, seat was very uncomfortable. Crew was friendly and this leg of my flight was on-time, even though I arrived later than initially scheduled due to 1st flight being over 2 hours delayed and missing my original connection.

I upgraded my seat and was promised it would be next to the emergency door for extra leg room and they said it was premium plus but it was at the back of the plane...same thing happened from Newark to Dubai

Everything except the food and entertainment. It was a great experience though

Bad food, bad service, cold cabin with no additional blankets when asked for (they told me they don’t provide additional blankets). I’m a frequent traveler and this is one of the worst companies I traveled with (by the way I thought that I booked my ticket with Lufthansa but I didn’t see that the flights were handled by United).

The flight was on time/early, attentive crew, and everything overall went smoothly. Disappointed that WIFI was not working for the flight.

One day, I do so hope for a gluten free snack! Seems like with the rest of the world FINALLY figuring out what gluten free is, American Airlines would too. Fingers crossed!!

The flight was significantly delayed for 6.5 hours because of snow. There was no communication once the plane returned to the gate regarding when the flight would resume. Other flights were departing while our flight was being unloaded for reasons unknown. Our flight also seemed out of the queue regarding further deicing, refueling, and waiting to Taxi to the runway.

Flight was on time and the meal and service were good.

Food was bad, sandwiche with cold cut meat was not labeled and and none of the flight attendants could tell what kind of meat it was (beef, pork or turkey). People have dietary and religious restrictions and "I dont know" is simply unacceptable. One flight attendant was extremely rude and unprofessional. Filed an formal complaint withAA regarding his behavior

Flight was delayed for 2 hours, then last minute the change to on time. The satélite location is far and a nightmare to get to.

This was a horrible experience. I’ve experienced several delays at this point and still not home. I was supposed to be home by 8:30 last night and here I sit at 7 am on a plane STILL unable to go home because of American Airlines.

Generally good. Flight left on time and the seats are comfortable. Plenty of space in front if you in you choose a comfort plus seat, completely worth spending the extra money given the amount of hours the flight lasts. The food tastes good but I would say it’s a the amount is too little. The crew was friendly and efficient. There was a some turbulence at different points into the flight. American Airlines has good deals to NZ if you book with plenty of time before you plan on going.

the plane was so hot!! the air-conditioning was barely blowing. The flight was delayed, and we had to sit on the hot plane before take off for an extended amount of time, waiting on international passengers. Would not have been so bad if it was not so hot. They said it would get better after take off, but it did not.

They are always late and seats was also not having working charger

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

They initially informed us that the flight was delayed, but only after waiting an hour for updates. In any event, the flight was canceled, but the way it was handled was really poor and egregious. I feel they handled the situation of informing travelers very irresponsibly. I sat in a wheelchair at the airport for over four hours before finally being told that the flight was canceled.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

More comfortable seats, free snacks and soft drinks, some sort of entertainment or WiFi.

Delay at the gate without any communication such as announcement, sign, monitor, email or text. Found out later we were boarded with the knowledge of a significant delay, awaiting communication from Europe. Pilot was the only source of information regarding the delay after a long gate delay and sitting for more than 30 minutes after boarding. More than 2 hour delay, landing at 2 AM. Offered to deplane and reboard, but probably should have just waited rather than repeat the process. Not the first time experiencing the lack of communication with Spirit airlines. This morning was not as bad as showing up to a terminal without an agent (or aircraft) without any sort of communication. Much later an email was sent that stated our flight was rescheduled for a week later. Situations do arise, but simple communication can alleviate a lot of the frustration. Hard to believe a corporation doesn't understand that. But, you get what you pay for...

This was a horrible experience for both KAYAK and Spirit. My flight was canceled with no alternative flight option. I paid $600 for a last minute flight and didn't receive an email from KAYAK regarding the cancelled flight until hours after it was canceled. Never again for either.

No complaints with pricing so don’t expect a lot of extras.

Flight out was great but this flight was canceled and nothing was available for 2 days after this so I had to purchase an expensive ticket from another airline so I could go home. The flight cancellation was said to be a crew issue, it wasn’t weather or maintenance.

Flight got cancelled 1.5 hours prior to gate open and logistics of travel got delayed.

They cancelled the flight due to crew unavailability. The next day they cancelled the flight again.

Forgot my anxiety pills, crew didn’t knew what to do then few minutes after they gave me a bottle of water and told me to walk thru the hall. They should be trained for this kinds of situations cause it really would help someone. Tips: bottle of water (airports should allow passengers at least having them thru) for this kinds of situations. Alcohol wipes just in case they don’t have. Tap water on skin (preferably little cold or a normal temperature) this will help.

They cancelled my flight last minute, forcing me to rebook with another airline.

the fligh was delay form 9am to 10, delayed again from 10 to 11, than delay and gate change to 12 and delay another gate change to 3;25 pm

Everything you need to know for your flight from San José to Massachusetts

Information on your arrival and departure airports