$150 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 3/9. 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$251
Albany
Albany2 stops$343
Boston
Boston1 stop$251
Albany
Albany2 stops$343

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

Wed, Mar 11 - Wed, 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
Wed, Mar 11 - Wed, Mar 18
United Airlines Logo
1:05 pm - 10:49 am
SJO
-
BOS
19h 44m
1 stop
United Airlines Logo
5:45 am - 5:16 pm
BOS
-
SJO
13h 31m
2 stops
$252United Airlines
Thu, May 7 - Mon, May 11
JetBlue Logo
12:40 pm - 12:09 am
SJO
-
BOS
9h 29m
1 stop
JetBlue Logo
6:00 am - 11:24 am
BOS
-
SJO
7h 24m
1 stop
$258JetBlue
Fri, May 15 - Sun, May 24
United Airlines Logo
1:25 pm - 11:45 pm
SJO
-
BDL
32h 20m
2 stops
United Airlines Logo
8:20 am - 10:11 am
BDL
-
SJO
27h 51m
1 stop
$263United Airlines
Wed, Mar 11 - Wed, Mar 18
Multiple Airlines Logo
1:05 pm - 10:49 am
SJO
-
BOS
19h 44m
1 stop
Multiple Airlines Logo
4:59 pm - 9:32 pm
BOS
-
SJO
30h 33m
1 stop
$270Multiple Airlines
Wed, Apr 29 - Mon, May 4
JetBlue Logo
12:40 pm - 12:09 am
SJO
-
BOS
9h 29m
1 stop
JetBlue Logo
6:00 am - 11:24 am
BOS
-
SJO
7h 24m
1 stop
$271JetBlue
Tue, May 12 - Tue, May 19
American Airlines Logo
2:22 pm - 10:02 am
SJO
-
BOS
17h 40m
1 stop
American Airlines Logo
5:00 am - 1:08 pm
BOS
-
SJO
10h 08m
1 stop
$272American Airlines
Tue, May 12 - Wed, May 20
Multiple Airlines Logo
7:48 pm - 10:45 am
SJO
-
BOS
12h 57m
1 stop
Multiple Airlines Logo
4:50 pm - 11:40 pm
BOS
-
SJO
8h 50m
1 stop
$277Multiple Airlines
Wed, Apr 29 - Thu, May 7
Avianca Logo
7:55 am - 9:46 pm
SJO
-
BOS
11h 51m
1 stop
Avianca Logo
8:10 pm - 12:21 pm
BOS
-
SJO
18h 11m
2 stops
$279Avianca
Thu, May 14 - Mon, May 18
American Airlines Logo
2:22 pm - 1:57 pm
SJO
-
BDL
21h 35m
1 stop
American Airlines Logo
6:00 am - 11:25 am
BDL
-
SJO
7h 25m
1 stop
$415American Airlines
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.

How much is a round-trip flight from San José to Massachusetts?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from San José to Massachusetts departing in March.

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 June and July, when the average cost of round-trip tickets is $470 and $469 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 12 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$150
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from San José to Albany

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 1556 reviews
7.8Boarding
7.4Comfort
8.1Crew
6.8Entertainment
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.

I always enjoy flying Copa. There are very few airlines where I can enjoy a comfortable sleep in-flight. The snacks weren't the best, but they sufficed. The in-flight entertainment was fantastic, and I crossed another movie off my watch list.

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

Simply as follows:- First, there was no vegetarian option for the meal Second, only 2 washrooms for the entire economy class.

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

Great experience with a crew always thinking in the passenger

Did upgrade, travel in business it was great (more room I could sleep)

Had to go through security at the gate again. Had to take off shoes and go through the whole thing again even though we have global entry. They asked us to check in items bought at duty free during our layover and since we checked our luggage at the original departure airport, they forced us to check in a small backpack. None of this ever happened with other airlines. In addition, no vegetarian food option and no snacks during a 7 hr flight. Luggage limits are unusually small. This is unacceptable. Will NEVER fly Copa again and will tell friends and family to avoid this airline.

Good flight. However, when booked flight with United, assumed the layover included by United in San Francisco of 1 hr and 40 minutes was sufficient . Not so and would recommend at least 2 hours or more. Needed to go through US immigration (very long lineups), then pick up bags, take all the way to another terminal, running because we did not have sufficient time. We made the flight because they held the door for us but luggage didn’t follow.

Very old flight - time to retire it for newer airplanes

2+ hours delayed Outlet in row 12 did not work Tv monitors did not work Lights kept off the entire flight for at 5pm-7pm flight

No real complaints. The in flight food was much better than I expected. The in flight entertainment was excellent.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Do not like the size of the overhead bin. I think staff should monitor the size of suitcases that are being carried on by passengers to ensure they meet the size requirement.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

Both of my flights arrived early and check in process was smooth

No Snacks or Entertainment. The flight was short, snacks should still be given.

We lost a day of our vacation because AA did not get the plane to the gate on time. Even though the gate attendant was very clear that it was not weather related, AA would do nothing because there was some snow that day. They basically said the gate attendant was wrong even though she was on the front line of the situation and they were not.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

The flight was fine. It's the satellite terminal that supports American eagle flights is what sucks. There is only one food option and everything there is way overpriced. I mean I know it's airport pricing, but it's even crazier than that. I bought a sandwich in a plastic container for $18.

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA flights.

The smell from the bathroom kept wafting through the cabin. It made people sick.

The flight was really crowded. Flight attendants were just ok.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Didn't get a seat assignment until the last minute even though i picked a seat.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Very smooth flight, good legroom with the "even more room" seats. Entertainment choice was excellent, wifi on board, plane was modern. Pilot got a round of applause for a smooth landing in very blustery conditions. Love flying with them. Check in was OK too. We were too early so we had to wait until groundstaff showed up 3hrs before the flight.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

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

I paid for the seats in row 3 to embark and disembark quicker but the passengers in the 2 rows in front of me take all the overhead bin space so I am forced to put my luggage 5 rows back. I even opened one up right above my seat which had room but as I was going to fit my carry on a flight atendant said it "was reserved", Just giving my money to a regular airline next time.

Terrible Flight was cancelled last minute with no other flights available

I was not informed via text about flight delay and gate change. There should have been a notice by the original gate letting us know that there was a change. A half hour before original flight time we realized there was no one there and were told that the gate was changed so we ran across the airport (I was traveling with my aunt who is in her upper 60s) to try to make the flight and then saw that the flight was actually delayed an hour . If you can do something for us to makeup for this we would appreciate it. Thank you

Terrible. Spirit cancelled the flight with 3 hours notice and were absolutely no help getting another flight. Had to make my own reservation on another airline and arrived in Dallas 12 hours later.

The flight itself was great except for an air traffic controller delay. We left 30 min late but they made up most of the time in flight. The booking was frustrating, as we chose a certain flight and it was changed four times. We got to Orlando several hours later than the original flight we chose.

Terrible. Poor communication from staff about why we were trapped on the plane for over two hours before even departing. Terrible customer service from flight attendants. Incredibly uncomfortable seats

Crew was very nice. Take off and landing were great. Economy seats are not comfortable. Extra cost for snacks.

Less than acceptable. Family members had flights cancelled with no reason. Multiple hour delay, gate changes, poor communication, less than satisfactory. I will never fly with spirit again, which is a shame because it’s a budget friendly option but quite frankly with all of the hassle and hoops that come with flying spirit. Completely unacceptable.

Everything was terrible. Flight was delayed several hours, crew was abrasive. Stuck on runway for over a hour. There was an argument between passengers that nearly turned into a fight while waiting to exit plane, crew did nothing. Took nearly 3 hours to retrieve luggage at baggage claim. Lost an entire day of vacation. Will never fly spirit again under any circumstance

The flight from Boston to San Juan was boring since you guys don’t offer wings if during the flight. The returning flight was better offering WiFi to passengers. The food was horrible not enough on stock.serve paying customers better.

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

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