$97 Find Cheap Flights from San Diego 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 Diego to Massachusetts departing on 6/4. 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.
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KAYAK searches hundreds of travel sites at once for deals on flights to Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Diego to Massachusetts.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Diego to Massachusetts.
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Best Massachusetts Flight Deals from San Diego

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

Boston
Boston2 stops$172
Albany
Albany1 stop$287
Boston
Boston2 stops$172
Albany
Albany1 stop$287

Cheap Flights from San Diego to Massachusetts

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Diego 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.

Recent round-trip flight deals from San Diego to Massachusetts

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from San Diego to Massachusetts.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
6:58 pm - 11:22 amSAN-BDL
13h 24m2 stops
Spirit Airlines Logo
12:27 pm - 7:13 amBDL-SAN
21h 46m2 stops
$156Spirit Airlines
Find Deal
Thu, May 29 - Mon, Jun 2
Breeze Airways Logo
12:48 pm - 11:15 pmSAN-BDL
7h 27m1 stop
Breeze Airways Logo
7:15 am - 11:56 amBDL-SAN
7h 41m1 stop
$168Breeze Airways
Find Deal
Wed, May 14 - Tue, May 20
Alaska Airlines Logo
10:45 pm - 7:40 amSAN-BOS
5h 55mnonstop
Alaska Airlines Logo
8:40 am - 12:01 pmBOS-SAN
6h 21mnonstop
$197Alaska Airlines
Find Deal
Wed, Jun 4 - Sat, Jun 7
Alaska Airlines Logo
6:15 am - 5:40 amSAN-BOS
20h 25m1 stop
Alaska Airlines Logo
4:49 pm - 8:12 pmBOS-SAN
6h 23mnonstop
$207Alaska Airlines
Find Deal
Tue, Jun 3 - Wed, Jun 11
JetBlue Logo
11:35 am - 8:26 pmSAN-BOS
5h 51mnonstop
JetBlue Logo
6:40 am - 9:50 amBOS-SAN
6h 10mnonstop
$238JetBlue
Find Deal
Wed, Jun 11 - Sun, Jun 15
American Airlines Logo
12:43 pm - 11:33 pmSAN-BOS
7h 50m1 stop
American Airlines Logo
5:38 pm - 11:59 pmBOS-SAN
9h 21m1 stop
$257American Airlines
Find Deal
Wed, May 21 - Tue, May 27
JetBlue Logo
8:25 pm - 5:07 amSAN-BOS
5h 42mnonstop
JetBlue Logo
9:00 am - 12:07 pmBOS-SAN
6h 07mnonstop
$262JetBlue
Find Deal
Sat, Jun 7 - Mon, Jul 21
American Airlines Logo
1:23 pm - 12:38 amSAN-ALB
8h 15m1 stop
American Airlines Logo
12:53 pm - 6:31 pmALB-SAN
8h 38m1 stop
$287American Airlines
Find Deal
Sat, Jun 14 - Wed, Jul 2
Delta Logo
11:18 am - 12:01 amSAN-ALB
9h 43m1 stop
Delta Logo
6:13 am - 12:25 pmALB-SAN
9h 12m1 stop
$297Delta
Find Deal
Tue, Jun 3 - Tue, Jun 10
Delta Logo
9:44 pm - 6:20 amSAN-BOS
5h 36mnonstop
Delta Logo
5:10 pm - 8:29 pmBOS-SAN
6h 19mnonstop
$299Delta
Find Deal
Wed, May 14 - Sat, May 24
Useful Info

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

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

What is the cheapest San Diego to Massachusetts flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from San Diego to Massachusetts.

The cheapest ticket to Massachusetts from San Diego found in the last 72 hours was to Boston, at $148 round-trip. The most popular route is from San Diego (SAN) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $148.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Diego 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 Diego to Massachusetts is January, when tickets cost $262 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $467 and $441 respectively.

What’s the cheapest day of the week to fly from San Diego to Massachusetts?

The average price of all round-trip flights from San Diego to Massachusetts clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Massachusetts on a Wednesday and more expensive on a Sunday. On your return trip to San Diego, you should consider flying back on a Tuesday, and avoid Sundays for better deals.

How far in advance should I book a flight from San Diego 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 Diego 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 Diego to Massachusetts, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.


Good to know

Low seasonFebruary
High seasonJune
Cheapest flight$97
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 12% 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 from San Diego 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 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 from San Diego 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 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 from San Diego to Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally in the afternoon, when round-trip flights cost $360 on average. Morning departures are around 37% more expensive than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the morning, which is peak travel time and where the average cost of a ticket is $540.

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 $157 one-way - $277 round-trip

Top 5 airlines serving from San Diego to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from San Diego 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 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
Alaska AirlinesOverall score based on 9968 reviews
8.2Boarding
7.1Entertainment
7.9Comfort
7.1Food
8.5Crew
Airline reviews

My youngest didn't have a assigned seat until we biard6the plane.

2.0 MediocreStephanie, Apr 2025SAN - SLC
Read more Alaska Airlines reviews

My youngest didn't have a assigned seat until we biard6the plane.

There was no seating at the gate, no where to charge your devices, super crowded. Boarding in group F meant all luggage space was taken when it was time for me to board. The boarding crew was short with everyone and seemed irritated. The luggage space was insufficient, the seat was too small for me (6'4") and very uncomfortable trip. I was in a middle seat between a person snoring the whole trip and a person with very strong body odor. The flight crew was terse and unfriendly, seemed irritated and impatient. Yelled a lot at people with earbuds in, understandable. Finally, we arrived 10 minutes early, only to sit on the tarmac for 20 minutes and wait for a gate. Worst flight experience I've had in years.

The flight was delayed by 3 hours and 30 minutes without any explanation.

A little delay but nice flight, nice team. Thank you.

They lock the bathrooms too soon before landing! My bladder was bursting for over an hour. Then the plane had to sit on the taxiway for 1 hour. People started rushing to the bathroom. Creating a dangerous situation.

flight was late resulting in us missing our prepaid hotel shuttle

Only problem my credit card had over three pending credit card charges for luggages. I hope these charges do not post. I have already contacted my credit card companies.

Flight was late to board, then overweight. I booked a non stop flight for a reason, ended up having to re-fuel in Texas, arrived three hours late.

My seat was comfortable. There was no TV on the airplane.

Everything was good. Uneventful flight, which is the best kind.

Delta flight was on time, seats were comfortable, and crew was nice.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

It was terrible, if they ran flights on time it would make a big difference.

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

I actually received a notification from kayak on email but not one by text from Delta when my departure gait changed and I almost missed my flight

New boarding doesn't make sense. Filling front first is slow.

Delta flight was great from the check in all the way to arrival. However, I had a very bad experience. I requested a wheelchair and the wheelchair employee that went to pick me up from the plane in Boston to bring me to the baggage claims told me I have to pay him. I was under the impression that it was a free service and I usually give tips but the person forced me to pay and since I said no because I was upset with his demand when my daughter walked in to pick me up he demanded payment from my daughter who paid him thinking maybe now it is a charged service.

The gate was too far away for the connecting flight

Compared with other carriers business class for an overnight was not worth the extra expense.

Easy to board. Flight was super crowded though so I didn't sleep well on that cross country red-eye flight. The aisles seem ot have gotten narrower and the seat smaller whn luggage and people are getting bigger so it would be AWESOME to have more space and breathing room in general ;)

Pilot Erika DeLong made us feel safe and at ease in a frankly scary time to be flying. Her warm smile and greeting and excellent command of the aircraft in foggy bumpy weather helped us all to calm our nerves and get us home safely.

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

Wish movie and music choices changed more often. Mostly same from a month or two ago when I last flew.

I was forced to check my carry-on backpack despite there being space - but it came out on the baggage carousel so fast it didn't even delay my pickup. Otherwise a good flight. Boarding began early (which was disadvantageous for me) but fine.

It was good. Just that the seats could not be reclined. The people behind were not ready to let the chairs be reclined

Plane left & arrived early- 5 Crew great. Wi fi - paid for 2, only 1 worked - so so. Waste of $. Coolie was good

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Love the mosaic program, being able to move to an extra space seat for free is awesome

Smooth boarding and friendly crew. Unfortunately as soon as we boarded the unit that provides air circulation failed. The pilot informed us and requested maintenance technicians to check it out. The plane became uncomfortably warm without any fresh air coming in. Plus the repair delayed our departure. I am glad the maintenance crew were able to fix the problem. I also was without use of my tv monitor for the first 1/3rd of the trip.

I paid for the service of having the right to choose my seat and it was not like that, they put me where they wanted and I explained to one of the staff that they were before boarding and they were very rude. I am traveling with the family and they put us in separate seats.

Little snafu at boarding. Staff communicated with gate poorly. Flight attendant was rude making disembark early. This was an older mint class. Needs an overhaul for sure. Food was good. The male flight attendant was really nice.

Everything was great except for some reason crew and ground crew could not figure out how to deal with an electric wheelchair and it delayed us 20-30mins. Was pretty frustrating for passengers and the captain.

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

We kept being told that the flight was full and that all overhead compartments were full and therefore had to check in our hand luggage. We were some of the last people to board and noticed that there was still sufficient space in the overhead compartments. We were obliged to check in hand luggage when there was space and so had to wait at luggage retrieval which took a while to then noticed damage to our luggage - not a great experience!

This was an overnight flight. There was no meal service in first class, just a simple snack basket was offered along with beverages. There should have been some type of continental breakfast prior to arrival in PHL. As an Executive Platinum American Airlines Advantage member, I received no name recognition from the first class flight attendant. When disembarking at PHL, the flight attendants were more interested in their cell phones than saying "thank you" to the passengers as they disembarked.

The flight was quick and to the point. The crew just did their job w/o excessive talking and everything was just perfect.

Awkward carry on process. Forced to check all carry on. No overhead space of worthiness. Left delayed, but made up the time. Crew was amicable.

Amazingly comfy flight - I had upgraded for a reasonable price and it was worth it. The food also was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

I paid for what I got which was cheap, I brought my own entertainment. I knew what to expect, so I could be prepared. If you’re flying economy, check in early like me. I have no problems with my flight, was on time, staff were friendly, and overall good experience.

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

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