$84 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 6/30. 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

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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Flights Deals

Best Massachusetts Flight Deals from San Diego

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Bostonnonstop$194
Albany
Albany1 stop$287
Boston
Bostonnonstop$194
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San Diego to Massachusetts

Fri, Aug 22 - Sun, Aug 31
Breeze Airways Logo
11:27 am - 9:38 pmSAN-BDL
7h 11m1 stop
Breeze Airways Logo
6:10 am - 10:51 amBDL-SAN
7h 41m1 stop
$179Breeze Airways
Find Deal
Fri, Aug 22 - Sun, Aug 31
Breeze Airways Logo
11:27 am - 9:38 pmSAN-BDL
7h 11m1 stop
Breeze Airways Logo
6:10 am - 10:51 amBDL-SAN
7h 41m1 stop
$184Breeze Airways
Find Deal
Tue, Jul 15 - Tue, Jul 22
Delta Logo
10:06 pm - 6:50 amSAN-BOS
5h 44mnonstop
Delta Logo
5:35 pm - 8:52 pmBOS-SAN
6h 17mnonstop
$197Delta
Find Deal
Tue, Jul 8 - Tue, Jul 15
Alaska Airlines Logo
10:45 pm - 7:30 amSAN-BOS
5h 45mnonstop
Alaska Airlines Logo
8:19 pm - 7:42 amBOS-SAN
14h 23m1 stop
$207Alaska Airlines
Find Deal
Tue, Aug 12 - Tue, Aug 19
American Airlines Logo
10:54 pm - 12:20 pmSAN-BOS
10h 26m1 stop
American Airlines Logo
11:52 am - 5:35 pmBOS-SAN
8h 43m1 stop
$217American Airlines
Find Deal
Sat, Aug 2 - Wed, Aug 13
American Airlines Logo
7:30 pm - 5:41 amSAN-BOS
7h 11m1 stop
American Airlines Logo
5:29 am - 10:21 amBOS-SAN
7h 52m1 stop
$218American Airlines
Find Deal
Wed, Sep 10 - Sat, Sep 13
Alaska Airlines Logo
7:15 am - 12:23 amSAN-BOS
14h 08m1 stop
Alaska Airlines Logo
7:45 am - 10:50 amBOS-SAN
6h 05mnonstop
$227Alaska Airlines
Find Deal
Wed, Oct 15 - Mon, Oct 20
JetBlue Logo
8:15 pm - 5:00 amSAN-BOS
5h 45mnonstop
JetBlue Logo
6:00 am - 9:12 amBOS-SAN
6h 12mnonstop
$237JetBlue
Find Deal
Tue, Jul 8 - Mon, Jul 14
JetBlue Logo
9:00 pm - 5:47 amSAN-BOS
5h 47mnonstop
JetBlue Logo
7:00 am - 10:04 amBOS-SAN
6h 04mnonstop
$252JetBlue
Find Deal
Tue, Jul 8 - Tue, Jul 15
Delta Logo
10:06 pm - 6:50 amSAN-BOS
5h 44mnonstop
Delta Logo
5:35 pm - 8:52 pmBOS-SAN
6h 17mnonstop
$257Delta
Find Deal
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 $168 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 $168.

Can I save money by flying with a layover from San Diego to Massachusetts?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $430 on average.

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 $473 and $425 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 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.


Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$84
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from San Diego to Hartford

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 evening, when round-trip flights cost $327 on average. Morning departures are around 57% 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 $513.

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 $163 one-way - $307 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 10000 reviews
8.5Crew
7.1Food
7.8Comfort
7.1Entertainment
8.1Boarding
Airline reviews

The plane was delayed a bit. It wasn't a huge problem though, as we were heading back home.

8.0 ExcellentCarlos, Jun 2025SAN - AUS
Read more Alaska Airlines reviews

The plane was delayed a bit. It wasn't a huge problem though, as we were heading back home.

Flight was great. Boarding was crazy because another flight was boarding late next to ours so everyone was standing and in the way.

very good but no blankets for overnight flight or tv screens…

We were in 1st Class. Excellent service. Easy boarding. No too difficult to speak with someone on the phone. Breakfast was not eatable for me. No screen to watch movies. I don't have or want a tablet. This is first class there should be screens. Even if I had a tablet there was no place to put it. There is a place to put a tablet in economy. Seats were a bit lumpy.

A cheerful and effective crew. Tasty pre-order food options.

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.

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

737-800 in first class was pretty dumpy. Seat had an uncomfortable angle, storage under the seat was blocked so even my very modest backpack didn't fit, power outlet was flaky. Weird tiny seat pockets that couldn't hold a gallon ziploc bag, emesis bag missing, etc. etc. No in-flight service due to turbulence. Crew was excellent, boarding was smooth despite a full flight.

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.

Flight was canceled with no voucher of any kind and next available flight was two days later.

It was very pleasant. The staff and crew are very polite.

On time. Alaska upgraded seat comfort with memory foam seat covers with head rests

I appreciate that the flight was delayed so that we didn’t miss the connection. The flight was crowded and the seats uncomfortable for a long flight.

There were several delays and we were stressed about making our connection. The announcements for boarding were hard to hear or understand. The seating was uncomfortable for a 6 hour flight.

When I was not allowed by Alaska airlines to board due to time and difficulty pre-check the night before and kiosk did not work when I arrived at the airport and then finally told Alaska airlines is where I had to go. Not Hawaiian airlines that they had moved. That's when I was treated with the utmost disrespect by Alaska airlines agent that I was not allowed to board. And that might ticket to return was canceled and I hadn't even left yet when they gave me the option for the next flight to raise my flight price to $300 one way. I bought a $96 round trip ticket and they're trying to gouge me for $600 in addition and canceling my return flight.

Despite two calls as well as a chat on the website, Alaska would not add my TSA number to my reservation. The flight was switched from Hawaiian to Alaska which caused them to mess this up in the first place

The departure gate was changed from C1 to B18 but it was never announced at the C1 gate nor did I receive any email or text message or phone call about the gate change. I was in a window seat. In the other two seats next to me were Mr. Rotund and Ms. Rotunda, a youngish couple. Just the two of them should have booked three seats. I was smashed up against the wall and window for five hours. Overall, I'd say my flight sucked. Wouldn't you?

I couldn't get checked in 24 hours before either leg of my flight. I tried both my Alaska and Hawaiian codes on both apps.

We moved from the international terminal to a new location. I think there are still some bugs to work out . We didn’t receive check in notification and had to scramble to find it but i think it will work out

Communication since no reason or explanation was given for 3 hrs delay

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

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.

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.

Flight was full, and would have preferred an aisle seat, but due to getting a late ticket ,the seat I had was adequate. The flight crew were very help full and hard working. Food and drink were excellent for the 11hr flight. Overall I was pleased with flight, and would recommend British Airways again.

Eventless. It was a good flight and good crew. Can’t complaint.

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?

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

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