$214 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 9/15. 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$359
Albany
Albany2 stops$394
Boston
Boston1 stop$359
Albany
Albany2 stops$394

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, Sep 16 - Mon, Sep 21
Copa Airlines Logo
5:55 pm - 11:02 pm
SJO
-
BOS
27h 07m
1 stop
Copa Airlines Logo
3:55 pm - 9:04 am
BOS
-
SJO
19h 09m
1 stop
$359Copa Airlines
Tue, Sep 8 - Mon, Sep 14
Avianca Logo
5:05 am - 2:50 pm
SJO
-
BOS
7h 45m
1 stop
Avianca Logo
4:50 pm - 8:45 am
BOS
-
SJO
17h 55m
1 stop
$360Avianca
Sat, Nov 7 - Tue, Nov 17
Breeze Airways Logo
9:55 am - 12:54 pm
SJO
-
BDL
25h 59m
1 stop
Breeze Airways Logo
8:10 am - 8:55 am
BDL
-
SJO
25h 45m
1 stop
$367Breeze Airways
Tue, Aug 4 - Wed, Aug 19
Copa Airlines Logo
8:45 am - 11:10 pm
SJO
-
BOS
12h 25m
1 stop
Copa Airlines Logo
8:45 am - 8:19 am
BOS
-
SJO
25h 34m
1 stop
$370Copa Airlines
Wed, Oct 7 - Tue, Nov 3
American Airlines Logo
2:45 pm - 12:34 am
SJO
-
BOS
7h 49m
1 stop
American Airlines Logo
6:44 am - 1:39 pm
BOS
-
SJO
7h 55m
1 stop
$371American Airlines
Thu, Oct 22 - Tue, Oct 27
Copa Airlines Logo
6:17 pm - 11:02 pm
SJO
-
BOS
26h 45m
1 stop
Copa Airlines Logo
8:47 am - 7:04 am
BOS
-
SJO
24h 17m
1 stop
$372Copa Airlines
Mon, Jul 13 - Thu, Aug 20
United Airlines Logo
7:15 am - 9:53 pm
SJO
-
BOS
12h 38m
1 stop
United Airlines Logo
7:30 am - 8:19 pm
BOS
-
SJO
14h 49m
1 stop
$373United Airlines
Sat, Oct 24 - Fri, Oct 30
United Airlines Logo
1:25 pm - 10:23 am
SJO
-
BOS
18h 58m
2 stops
United Airlines Logo
5:16 pm - 10:25 am
BOS
-
SJO
19h 09m
1 stop
$376United Airlines
Tue, Sep 15 - Sun, Sep 20
American Airlines Logo
2:57 pm - 12:59 am
SJO
-
BOS
8h 02m
1 stop
American Airlines Logo
6:00 am - 1:57 pm
BOS
-
SJO
9h 57m
1 stop
$377American Airlines
Thu, Jul 9 - Mon, Jul 20
JetBlue Logo
11:13 am - 10:59 pm
SJO
-
BDL
9h 46m
1 stop
JetBlue Logo
8:20 am - 10:39 pm
BDL
-
SJO
16h 19m
1 stop
$398JetBlue
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 September.

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 January, when tickets cost $103 (return) on average. On the other hand, the most expensive months are August and July, when the average cost of round-trip tickets is $206 and $201 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 seasonFebruary
Cheapest flight$214
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from San José to Boston

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.
7.6
Copa AirlinesOverall score based on 1566 reviews
7.8Boarding
6.9Food
8.1Crew
6.8Entertainment
7.4Comfort
Airline reviews

stood in line to check in luggage for nearly an hour. very poor service and not excusable

4.0 OkayAnonymous, Jun 2026
PTY - AUS
Read more Copa Airlines reviews

stood in line to check in luggage for nearly an hour. very poor service and not excusable

Same as the previous flight as far as comfort and food. Entertainment didn’t have a watchable screen so everything would need to be watched on your own device in which they didn’t have a charging port that accommodated my iPhone. Seats were very uncomfortable. Staff was very friendly.

Do not book it’s a scam! They stole $1200 from me

Flight got delayed; had to go through security three times.

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

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

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

Copa stranded us ans then tried to charge us thousands to leave Panama.

Friendly flight team and seamless travel from one stop to next.

Just a minor inconvinient with weather delay! but not Copa's fault

I missed my flight and had to buy new tickets Rome- Boston

My service dog and I were asked to deplane just before they closed the door - clearly very last minute they couldn’t find the documentation that I have filled out many many times before that is for flying service animals. I purposely purchase 3seats (a whole row) since he is large and not all passengers want to sit next to a dog on a cross country flight. The plane departed with my husband on it!!! They made me fill out a hard copy of the same form and had to reschedule me on a later flight where they could find 3 seats together!! I’ve done this so many times before - clearly the error was on their part in a technology glitch - but really people - do better!! Very traumatic - and my husband had to wait for us when he landed ….so bad. Poor pup was confused and tired.

The flight to Houston the agents were not very helpful

Super friendly with lots of drink options an entertainment. Friendly crew.

I like flying first class, and United has a nice one

It was good, although we could not get our preferred seats, we did enjoy the whole experience from Costa Rica. I still don't understand why our luggage is not the first to come out at the band.

Movie selection is good. Crew did not understand mileage program and were no help. Sick later. Food?

I love United was disappointed we had a two hour delay, however the Pilot did say safety first.

Since when do I have to pay for my checked bag? I have a United Explorer mileage plus silver card and I was charged for my checked bags. This also is an international flight. So I would like an explanation to be clear before I choose an airline please?

Boarding was terrible. My wife uses a wheel chair and she was in an incredibly hot closed metal cargo box for close to 20 minutes before getting on board

Very hard to beat a British Airways international flight…the crews are always so amazing! One flight attendant that really stood out was Emma…she was very personable and accommodating with any request we had!!

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

When I'm on a 5hr 22 minute flight I expect food to be purchased. Especially when American makes a very tight connection time where u have to run to make the long flight. Chips and nuts are unacceptable and being told you should be in first class to get a meal is also unacceptable. I didn't change the flight times American Airlines did.

Flight attendants on American Airlines are rude very harsh with their time of voice. Nearly identical experience as spirit airlines. However, from Spirit Airlines, you expect this level of mediocre service. You do not expect this from the big three..

The plane had maintenance issues and didn't leave after 72 hours

The staff were very nice! However when our first flight got delayed an hour, the second connection flight was not delayed and the layover was only 40 minutes. When we rushed and made it to our gate for the connection flight, the gate said it had moved to another section of the airport. We barley made it to the connection flight, and overall we were very stressed. We asked about taking a later time for the second connection flight, but the other option was much later and we would have to wait at the airport for 9+ hours. I just wish American Airlines could have moved the second connection flight to a later time too for its customers, and thank you for taking the time to read my review.

Flight was canceled and then rescheduled on another flight. Paid for first class but moved to the back of the plane. Then put up in the worst/dirtiest hotel I’ve ever stayed in. American Airlines should be ashamed of putting their passengers/customers in a place that filthy.

The flight was on time, boarding process good. Good value flight.

Flight was delayed by one hour, then another 1/2 hour then cancelled and changed till the next day. We were not allowed to get our luggage & put up in a dirty hotel. I had cockroaches in the bathroom. When I finally arrived home…i noticed the airline had damaged the zipper on my suitcase. An awful awful trip thanks to American Airlines.

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

For whatever reason, I could not check in online. Kept getting the "It's not you it's us" message. Even when we tried the kiosk at the airport - same results. The check-in person had a very difficult time getting our boarding passes together despite the fact that we could show confirmation on the jetblue website. After a very long time we finally got boarding passes. The only other issue is, my vegetarian meal featured chicken.

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

The comfortability was very good. Except, when entering the craft the the first steward never greeted us upon entering the airplane. He spoke too fast where his words were all jumbled and difficult to understand.

Boarding was done extremely poorly, with huge crowds gate loiterers blocking people from boarding, multiple lines of people trying to merge into one line. One of the male flight attendants who was doing drink service was not happy about having to let a passenger back to their seat and was unnecessarily sassy about it. I thought he was pretty entitled and not a great ambassador for JetBlue

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

The employees at the gate were not communicating, they preferred to give the upgrade to pilots and not to the elite passengers Every flight I more disappointing, clients shooed be priority instead of other employees even if they are pilots, there was plenty room for pilots in economy

Horrible experience with Avianca, they delayed their flight and when we arrived to NYC, AVIANCA took 1 hr y 30 mins to park the airplane and all passenger get off the plane, it made me lost all my trains to get back home and I came back to my place at 3 am instead of 12 am. On the top of that their plane seat are so uncomfortable and is not enough space and killed my legs and knees, Avianca used to be good when it was a Colombian company, now after Brasilian company bought them, their service quality is bad and their flights are delayed and oversold.

I handed in my suitcase in perfect condition at SAL Airport. And in MIA Airport I received it with one corner broken and the wheels bent.

I like the crew members they're very friendly. Clean plane. The flight was on time. I dont like the comfort my car seat its better that the plane seats. They charge for everything. This airline was very good. Now it's a low cost airline

6 hour flight and have to pay for everything 100 dollars to add a carry-on bag is insane

The check in is the only positive thing in Avianca. The seat is the most uncomfortable I have traveled, the distance is minimal.

Not what it used to be. The sale of food makes them look greedy!

Avianca is not what it used to be. So disappointing

The incoming plane was late and no information was shared. They even announced we would board in 10 muntes 40 minutes prior to the plane arriving, and the website said until takeoff that we had taken off an hour earlier

Seat space was terrible no food on a six hour flight

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

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