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Find cheap flights from San Diego to Massachusetts from $60

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 Diego to Massachusetts departing on 8/28. 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
jue. 6/27
jue. 7/4

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Best Massachusetts Flight Deals

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

Boston
Boston1 stop$126
West Tisbury
West Tisbury2 stops$483
Albany
Albany1 stop$390

Good to know

Low season

February

High season

June

Cheapest flight

$60
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 24% increase in price.
Flight from San Diego to Boston

FAQs - booking Massachusetts flights

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

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

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

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Diego 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 Diego 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 Diego to the following destinations at these prices or less: Boston $198 one-way - $326 round-trip
  • Morning departure is around 9% more expensive 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 Diego to Massachusetts

 
Need help choosing which airline to fly with from San Diego 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.
8.0
DeltaOverall score based on 10502 reviews
8.6Crew
8.2Boarding
7.4Food
7.9Comfort
8.0Entertainment
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

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

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Delayed by almost an hour - I also noticed that all JetBlue flights departing from PBI were delayed yet the weather was perfect.

I loved the wifi, much better than Delta. Seats were old. and bathrooms dingy.

There was no wheelchair or wheelchair escort at the gate..unacceptable

Delayed 4 hours because of maintenance issue they knew about all day. Get another plane. Time is precious!

I liked that boarding and take off were timely despite a 15 minute delay due to weather. The pilot communicated with us the entire flight keeping us informed re: turbulance and slight delays on the runway after we landed.

On time take off…US cabins look tired and need of refresh!

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

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

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.

Flight was delayed for almost 3 hours. Communication of gate change was poor. Email and screen said one gate and it was a different gate from that. Gate changed first to 64 B and then to 64 C. Originally it was 68B. 64C was not communicated properly!

Plenty of room in the exit row. Sat on the plane an hour before taking off.☹️ Landed late and had to wait for gate availability.

Flight was on time early arrival better entertainment good staff.everything was excellent

Rude Customer Service at checkin, 90 minute limit in flight check in is too strict. I was in line for 30 minutes because of slow/insufficient workers. Somewhere I got to the the counter of course the employee warned me about the 90 minutes. People were cutting the lines. No one did anything.

They canceled the flight on us very close to the flight date .

My experience was pretty frustrating because the first leg of my flight on United (though booked through Air Canada) was delayed causing me to miss my connecting flight on Air Canada. This could have been an easy solve as there was a direct flight later that morning via Air Canada that they easily could have put me on which would have only gotten me to my destination 2 1/2 hours later but because United and Air Canada don’t seem to have good communication they gave me the run around both telling me to talk with the other which I did three times to no avail. I ended up taking the delayed flight and getting on a new connecting flight which ended up getting me to my destination 6 hours later and I missed the event I was planning to go to this evening.

Everything went smoothly and as expected. We were on time and one flight arrived early.

This is not a Business Class equipped airplane and even the crew apologize before take over BUT BUT Air Canada charged full business class fare

Very good other than we have to wait for one crew and we’re delayed and the pilot and his co- pilot has to make a difference to be right on time arrival. Disappointed about no food service also.

Due to a strike taking place with the airline, it negatively impacted my flight in multiple ways. My flight was delayed over 2 hours and the food served was mediocre at best.

Book cheap flights from San Diego to Massachusetts

Recent round-trip flight deals

8/22jue.
1 stopSpirit Airlines
9h 45mSAN-BOS
8/27mar.
1 stopSpirit Airlines
13h 25mBOS-SAN
$126
8/21mié.
1 stopSpirit Airlines
8h 55mSAN-BOS
8/27mar.
1 stopSpirit Airlines
13h 25mBOS-SAN
$132
6/26mié.
2 stopsAmerican Airlines
23h 49mSAN-ORH
7/3mié.
2 stopsAmerican Airlines
28h 31mORH-SAN
$287
6/25mar.
1 stopAmerican Airlines
10h 37mSAN-ALB
7/5vie.
1 stopAmerican Airlines
8h 02mALB-SAN
$390
8/3sáb.
1 stopDelta
8h 01mSAN-ALB
8/10sáb.
1 stopDelta
9h 20mALB-SAN
$436
10/23mié.
1 stopDelta
7h 45mSAN-ALB
10/27dom.
1 stopDelta
7h 30mALB-SAN
$477
6/25mar.
2 stopsUnited Airlines
12h 30mSAN-ALB
7/5vie.
1 stopUnited Airlines
7h 47mALB-SAN
$498
10/16mié.
1 stopUnited Airlines
8h 44mSAN-ALB
10/23mié.
2 stopsUnited Airlines
11h 20mALB-SAN
$503
6/26mié.
1 stopJetBlue
10h 19mSAN-HYA
7/3mié.
1 stopJetBlue
10h 53mHYA-SAN
$941
7/31mié.
1 stopJetBlue
10h 52mSAN-MVY
8/7mié.
1 stopJetBlue
11h 23mMVY-SAN
$1,127

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Recent one-way flight deals

8/28mié.
1 stopSpirit Airlines
8h 55mSAN-BOS
$60
8/26lun.
2 stopsSpirit Airlines
35h 53mSAN-BOS
$79
6/25mar.
2 stopsAmerican Airlines
11h 57mSAN-MVY
$128
7/14dom.
nonstopJetBlue
5h 32mSAN-BOS
$164
7/21dom.
1 stopAmerican Airlines
8h 35mSAN-BOS
$173
6/12mié.
nonstopJetBlue
5h 30mSAN-BOS
$187
6/13jue.
nonstopDelta
5h 44mSAN-BOS
$215
7/2mar.
nonstopDelta
5h 46mSAN-BOS
$219
9/2lun.
2 stopsUnited Airlines
12h 44mSAN-BOS
$228
7/5vie.
2 stopsUnited Airlines
11h 46mSAN-BOS
$229

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Last minute flights from San Diego to Massachusetts

Last minute flight, train and bus deals

5/31vie.
multi-stop
13h 53mSAN-BOS
6/4mar.
multi-stop
9h 04mBOS-SAN
$314
5/29mié.
multi-stopSpirit Airlines
18h 34mSAN-BOS
6/4mar.
multi-stopSpirit Airlines
9h 04mBOS-SAN
$315
6/2dom.
nonstopJetBlue
5h 34mSAN-BOS
6/12mié.
nonstopJetBlue
6h 12mBOS-SAN
$499
6/2dom.
multi-stopAmerican Airlines
10h 07mSAN-BOS
6/12mié.
multi-stopAmerican Airlines
9h 39mBOS-SAN
$516
6/2dom.
multi-stopAmerican Airlines
7h 57mSAN-BOS
6/12mié.
multi-stopAmerican Airlines
8h 16mBOS-SAN
$517
5/30jue.
nonstopJetBlue
5h 34mSAN-BOS
6/4mar.
multi-stopJetBlue
12h 07mBOS-SAN
$528
5/30jue.
nonstopDelta
5h 41mSAN-BOS
6/7vie.
nonstopDelta
6h 11mBOS-SAN
$534
5/31vie.
multi-stopDelta
7h 46mSAN-BOS
6/7vie.
nonstopDelta
6h 11mBOS-SAN
$544
6/2dom.
multi-stopUnited Airlines
10h 34mSAN-BOS
6/12mié.
multi-stopUnited Airlines
12h 52mBOS-SAN
$655
6/2dom.
multi-stopUnited Airlines
10h 34mSAN-BOS
6/12mié.
multi-stopUnited Airlines
12h 52mBOS-SAN
$656

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San Diego - Massachusetts Flights

Departure:

San Diego (SAN)United States

Return flight deals:

Massachusetts - San Diego

Cabin classes:

$968
$1,302
$582
$163