Find flights
Deals
When to book
FAQs & Tips
Airlines

Find cheap flights from San Jose to Massachusetts from $63

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 Jose to Massachusetts departing on 5/28. 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
0 bags
Sat 6/1
Sat 6/8

Search hundreds of travel sites at once for deals on flights to Massachusetts

In the last 7 days travelers have searched 43,740,974 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Best Massachusetts Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Boston
Boston2 stops$170
West Tisbury
West Tisbury2 stops$673
Albany
Albany2 stops$433

Good to know

Low season

February

High season

June

Cheapest flight

$63
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 33% increase in price.
Flight from San Jose to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from San Jose 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 Jose to Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Massachusetts from San Jose 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 Jose 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 to Massachusetts with an airline and back to San Jose with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Jose 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 to Massachusetts from San Jose up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Massachusetts

  • Looking for a cheap flight? 25% of our users found tickets from San Jose to the following destinations at these prices or less: Boston $166 one-way - $296 round-trip
  • Morning departure is around 7% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from San Jose to Massachusetts

 
Need help choosing which airline to fly with from San Jose 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.
8.3
Japan AirlinesOverall score based on 1485 reviews
8.2Comfort
7.8Entertainment
8.4Boarding
8.7Crew
7.9Food
Airline reviews

Great service but food taste and options have gone down a few notches.

8.0 Excellentsupaky, Apr 2024KIX - LAX
Read more about Japan Airlines reviews

Great service but food taste and options have gone down a few notches.

This airlines is always my favorite. Very consistent customer service and food is good. My last flight with them, I had no idea we landed because it was just that smooth of a land.

At least it was not very cold inside the plane. I noticed there was now a bidet in the bathroom and that’s good! I didn’t like the window seat. Flight was smooth except for 1 turbulence. Plane was on time. Thanks. Food was not that great. Miso and green tea were good! As usual movies were old and there were no changes.

I like the braised beef., miso soup,, and green tea. Very little choices of hollywood movies. The PA announcement in English was not very clear and very soft. I could hardly hear.

More updated movies & Chinese movies. The food sometimes overcooked. Prefer to have more neat snacks in between than just choose from the menu. Please change the menu every now and then. This is my second time flying within one year and the menu didn’t change at all!

Food is lagging. Very poor choice. Like vending machine fast food.

Please change the menu more often. The beef is not tender, more choice in ice cream flavor. Dessert is not good too.

Again I paid for an upgrade on my credit card didn’t get it need a refund. . American I not good at gettin in contact for refunds.

I didn’t like the check in process I had to check in at the counter took too much time . Didn’t give the upgrade my seat .

l enjoyed the variety of good and drink choices. The flight attendants were very quick and efficient to our needs.

There was a loud squeaky sound the whole time we were flying.

I didn’t not like that I could not select my seat and ended up with the worse seat.

The landing was bad and the hostess came two times and i was sleeping but when she served the person that nexts to me I woke up and she didn’t even asked me if I need any drink or snacks two times!!!!

Plane was late because of a mechanical malfunction and the food listed as available was not. Flight attendants seem over worked and under paid. They just done seem happy. And that can be seen in their faces.

Terrible. Delta delays caused us to miss our flight and they did nothing to fix it.

Waited 3 hours on a plane to de-ice due to manpower issues. Waited another hour and a half once we landed because of a gate issue. Missed my connections. Created. A total of 13 hours of delay.

Great, on time departure, friendly and accommodating crew, great leg room, Smith flight

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

Like most domestic flights in the US, you are basically on your own with this airline when it comes to food, so be sure to purchase meals and drinks ahead of time or expect to arrive starving and dehydrated (like I was).

You need to be a hacker to get the (Free) WiFi

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

Terrible! The plane was old and you are required to connect your own device to their Wi-Fi rather than have entertainment options in the back of the seat in front of you. The Wi-Fi went out during the flight and there was only one plug for the devices every two seats. Three out of five surrounding my family did not work. The seats and spaces under them were so small I could not fit my backpack, which I’ve always brought on flights and fit before no problem. The crew were unpleasant and patronizing.

Due to one crew member not showing up to work, our flight was significantly delayed causing us to miss our connecting flight in Houston to Mississippi causing us to be delayed by more than 6 hours and missing our event all together. Very disappointing. All because ONE crew member called in sick. United did grant us a $15 meal voucher, which was a small but appreciated concession that I wasn’t able to use because I ordered my lunch and paid for it before applying the concession, and the staff said it was too late to use it. Ugh! We also had a TWO delay coming back from Mississippi, but that was on American Airlines and it was due to weather, so not their fault. Anyway, not at all impressed with United’s handling of our flight and the HUGE disappointment of missing our important family event for our 90 year old mother. All that money and all that stress and emotions for nothing. Having to wait the hour to bring an employee from LAX seemed like something that should not have happened. Why don’t you have a local back-up? Santa Ana is not a little airport in a rural area.

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Awful. I got stuck next to a person carrying a dog and behind someone with a dog. People need to board these dogs downstairs. The cabin is crowded enough with your pets

Packed in like sardines, very uncomfortable. Sitting the aisle my shoulder was rammed into numerous times by rushing flight attendants. Also flight was very cold.

the head jack on my seat didn't work and the power outlet didn't work for my seat

Left 2 hours later for delayed I had to take care a kid with special need since people don’t want to move to accommodate the rest of the family. . It wasn’t bad but that made me upset that people can be that selfish.

The experience was great and much better than the flight going out. of course I was in first class but the service was excellent

Comfort of seats, ease of boarding. Food selection could be better

Food options were limited which is absolutely embarrassing for a Flight of this size The staff did not come around as much and I am not accustomed to such poor service from American Airlines Drinks I believe were limited to soda and water

Crew were attentive and friendly. Flight was smooth and early! I enjoyed the less crowded plane. Thank you!

Delayed abs delayed Gate crew giving poor info - we are definitely leaving at —- Ultimately to cancel flight after 4+ hours of delays Just cancel it earlier

We are gluten free, there were not any available complimentary gluten free options.

No meal on a cross country flight? SFO-MiA is pretty much the definition of a coast to coast flight. No meal provided. Sky high wi-fi rates too. Stop nickel and diming your customers.

The staff was unprofessional and didn’t communicate very well. The boarding process was very disheveled, potentially due to a power outage the previous day but there was no contingency plan to properly get passengers boarded the following day. Once boarded the aircraft stayed on the tarmac for over 45 minutes due to high winds. The communication was sporadic but an announcement was finally made an additional 30 minutes later that the flight was cancelled but we couldn’t get off the plane. Prior to deplaning one of the gate agents came on the plane and made an announcement for everyone to pickup their checked bags and take a card to rebook a new reservation because they didn’t have adequate staff. Flights were missed, passengers went to different airports and there was little to no assistance from AA.

Apart from the delay due to unforeseen circumstances. The leg from sjc to dfw was fine. It was the leg from dfw to orf that we encountered issues mainly due to the flight attendant crew not being friendly. We had two small children and we needed some assistance to warm up milk so the baby would sleep. The crew just didn’t get it and made things very difficult. One made a remark that the baby’s dirty diaper smell was a “gift” to the plane in a rude way. Normally I’d brush that off as a funny comment if the rest of the trip the attendants were helpful or understanding of the difficulty we faced. But that wasn’t the case. We were met with rudeness on the second leg. Whereas on the first leg the crew were so nice and helpful.

Flight From PHX to CVG was on time, very professional staff

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

Delayed..4 times...completely disorganized boarding. After 5 hours they scrambled to move ppl off plane bc they overbooked. Then they didn't have a cabin crew. WiFi on plane didn't work. Zero amenities. Once we boarded we sat on tarmac for an hour. Explore all alternate options including purchasing a pair of hiking boots and walking to your destination instead of flying spirit.

The seat was very uncomfortable from Boston to Nashville. Otherwise the flight was excellent.

Kayak does not know that spirit airlines charged me $70 to fly. But the bag check-in was $89 each way. This is false advertising to lure people. Spirit airlines sends bunch of emails after flight purchases to buy wifi, better seats, priority boarding, secure reserved seats. This is false advertising. Up front pricing. I would of flown jet blue or Alaska airlines.

One hour late taking off. Concerning, very hard landing. Uncomfortable seats with no recline. Extremely slow baggage claim. Very professional, knowledgeable flight attendants. Brand new, very clean plane.

Can’t say there was anything I particularly liked. Seats were very tight, leather wrapped plastic. I followed up a much longer and cheaper trip from Honolulu on southwest, everything was phenomenal, this flight was the exact opposite. Blows my mind they charge for water of all things. One of the attendants seemed very rude, I watched a taller gentleman a couple rows forward with his knees pressed into the back of the seat ahead, while the woman in that seat leaned forward the entire flight, I’m sure because she could feel his knees. I’ll be avoiding spirit like the plague from here forward.

Didn’t make the connecting flight due to a delay on our first flight.

I had a phobia for Spirit and now is 100% confirmed. Flight delayed, missed connecting flight and staying overnight . Now not even able to get my boarding pass until I’ll get into the airport. It’s really really bad at this point

I felt scam to have to pay $50 additional for my carry on luggage which was free for my other airline.

Enjoyed the experience, on time flights, friendly staff the WiFi was intros d kept cutting out.

Book cheap flights from San Jose to Massachusetts

Recent round-trip flight deals

5/28Tue
2 stopsSpirit Airlines
19h 33mSJC-BOS
6/4Tue
3 stopsSpirit Airlines
34h 51mBOS-SJC
$170
5/28Tue
3 stopsSpirit Airlines
23h 52mSJC-BOS
6/4Tue
3 stopsSpirit Airlines
30h 06mBOS-SJC
$190
5/22Wed
1 stopSpirit Airlines
16h 53mSJC-BOS
5/29Wed
2 stopsSpirit Airlines
26h 42mBOS-SJC
$193
8/10Sat
nonstopJetBlue
5h 43mSJC-BOS
8/28Wed
nonstopJetBlue
6h 28mBOS-SJC
$199
9/13Fri
1 stopDelta
7h 56mSJC-BOS
9/17Tue
1 stopDelta
9h 21mBOS-SJC
$266
5/14Tue
1 stopDelta
10h 35mSJC-BOS
5/31Fri
1 stopDelta
8h 14mBOS-SJC
$292
5/28Tue
nonstopJetBlue
5h 45mSJC-BOS
6/4Tue
nonstopJetBlue
6h 40mBOS-SJC
$312
5/12Sun
1 stopAmerican Airlines
8h 44mSJC-BOS
5/15Wed
1 stopAmerican Airlines
9h 10mBOS-SJC
$322
5/12Sun
2 stopsAmerican Airlines
11h 04mSJC-BOS
5/15Wed
1 stopAmerican Airlines
9h 10mBOS-SJC
$327
6/17Mon
1 stopUnited Airlines
8h 20mSJC-BOS
8/30Fri
1 stopUnited Airlines
8h 58mBOS-SJC
$329

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/28Tue
3 stopsSpirit Airlines
23h 52mSJC-BOS
$63
5/28Tue
2 stopsSpirit Airlines
19h 33mSJC-BOS
$77
8/7Wed
nonstopJetBlue
5h 43mSJC-BOS
$100
8/7Wed
2 stopsAmerican Airlines
10h 05mSJC-BOS
$109
7/29Mon
nonstopJetBlue
5h 43mSJC-BOS
$118
5/25Sat
1 stopDelta
10h 35mSJC-BOS
$133
5/14Tue
1 stopDelta
10h 35mSJC-BOS
$159
5/9Thu
2 stopsUnited Airlines
11h 02mSJC-BOS
$169
5/9Thu
2 stopsUnited Airlines
11h 02mSJC-BOS
$199
5/7Tue
2 stopsAmerican Airlines
10h 47mSJC-BOS
$207

Search by stops

Search by airline

Search by price

Last minute flights from San Jose to Massachusetts

Last minute flight, train and bus deals

5/7Tue
multi-stopSpirit Airlines
12h 38mSJC-BOS
5/8Wed
multi-stopSpirit Airlines
26h 14mBOS-SJC
$211
5/7Tue
multi-stopSpirit Airlines
12h 38mSJC-BOS
5/8Wed
multi-stopSpirit Airlines
16h 47mBOS-SJC
$242
5/7Tue
multi-stopAmerican Airlines
8h 14mSJC-BOS
5/8Wed
multi-stopAmerican Airlines
8h 55mBOS-SJC
$328
5/4Sat
multi-stopDelta
8h 39mSJC-BOS
5/11Sat
multi-stopDelta
9h 30mBOS-SJC
$366
5/4Sat
multi-stopAmerican Airlines
7h 56mSJC-BOS
5/11Sat
multi-stopAmerican Airlines
12h 04mBOS-SJC
$371
5/6Mon
multi-stopUnited Airlines
11h 02mSJC-BOS
5/10Fri
multi-stopUnited Airlines
9h 19mBOS-SJC
$381
5/4Sat
multi-stopDelta
7h 14mSJC-BOS
5/7Tue
multi-stopDelta
9h 00mBOS-SJC
$404
5/3Fri
nonstopJetBlue
5h 47mSJC-BOS
5/9Thu
nonstopJetBlue
6h 41mBOS-SJC
$430
5/4Sat
multi-stopUnited Airlines
8h 15mSJC-BOS
5/11Sat
multi-stopUnited Airlines
15h 59mBOS-SJC
$471
5/6Mon
nonstopJetBlue
5h 45mSJC-BOS
5/10Fri
nonstopJetBlue
6h 41mBOS-SJC
$473

Search by stops

Search by airline

Search by price

San Jose - Massachusetts Flights

Departure:

San Jose (SJC)United States

Return flight deals:

Massachusetts - San Jose

Cabin classes:

$118