$108+ Cheap flights from San Diego (SAN) to Massachusetts
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — BOS
May 12 — May 191
1 adult, Economy
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Find cheap flights from San Diego to Massachusetts with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from San Diego to Massachusetts
Keep the following information in mind while searching for San Diego to Massachusetts flight deals. Data was last updated May 7, 2025.
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $192 (Mytrip) |
One-way from | $108 (American Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $339 |
Good round-trip deal | $283 or less |
Good one-way deal | $155 or less |
Find flight deals from San Diego to Massachusetts
Cheapest flights from San Diego to MassachusettsExplore the most affordable flight options available from San Diego to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 7, 2025.
Explore the most affordable flight options available from San Diego to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 7, 2025.
This Mytrip deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/276:15 amSAN - BOS
2 stops31h 09mSpirit Airlines
Thu 5/2910:30 amBOS - SAN
2 stops23h 43mSpirit Airlines
Deal found 5/7![Spirit Airlines logo]()
$192
This Orbitz deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2810:45 pmSAN - BOS
Nonstop5h 55mMultiple Airlines
Tue 6/310:04 amBOS - SAN
2 stops16h 52mMultiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$207
This CheapOair deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2211:27 amSAN - BDL
1 stop7h 11mBreeze Airways
Sun 8/316:10 amBDL - SAN
1 stop7h 41mBreeze Airways
Deal found 5/6![Breeze Airways logo]()
$209
This FlightHub deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/296:15 amSAN - BDL
2 stops26h 07mSpirit Airlines
Sun 6/112:27 pmBDL - SAN
2 stops21h 46mSpirit Airlines
Deal found 5/6![Spirit Airlines logo]()
$221
This American Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/910:33 amSAN - ALB
1 stop9h 12mAmerican Airlines
Sat 6/144:20 pmALB - SAN
1 stop7h 52mAmerican Airlines
Deal found 5/6![American Airlines logo]()
$227
This Southwest deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/227:30 pmSAN - BOS
2 stops9h 45mSouthwest
Wed 10/296:45 amBOS - SAN
1 stop9h 30mSouthwest
Deal found 5/6![Southwest logo]()
$232
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/49:44 pmSAN - BOS
Nonstop5h 36mDelta
Sat 6/75:10 pmBOS - SAN
Nonstop6h 19mDelta
Deal found 5/5![Delta logo]()
$237
This Orbitz deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2912:41 pmSAN - BDL
1 stop7h 11mMultiple Airlines
Sun 6/112:27 pmBDL - SAN
2 stops21h 46mMultiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$240
This Alaska Airlines deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/97:59 pmSAN - BOS
1 stop16h 01mAlaska Airlines
Tue 9/167:20 amBOS - SAN
1 stop12h 14mAlaska Airlines
Deal found 5/7![Alaska Airlines logo]()
$256
This United Airlines deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/68:40 pmSAN - ALB
2 stops10h 55mUnited Airlines
Tue 6/106:10 amALB - SAN
1 stop8h 13mUnited Airlines
Deal found 5/6![United Airlines logo]()
$256
This Hawaiian Airlines deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:25 pmSAN - BOS
1 stop10h 15mHawaiian Airlines
Tue 10/286:40 pmBOS - SAN
Nonstop6h 24mHawaiian Airlines
Deal found 5/7![Hawaiian Airlines logo]()
$267
This JetBlue deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/43:25 pmSAN - BOS
Nonstop5h 32mJetBlue
Sun 9/146:00 amBOS - SAN
Nonstop6h 17mJetBlue
Deal found 5/7![JetBlue logo]()
$277
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 7, 2025.
Use the filters below to find and compare flights from San Diego to Massachusetts that are best for you.
Fly from
San Diego
Fly to
Massachusetts
Route
Depart
Return
Price
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Tue 5/27
6:15 am-4:24 pm
2 stops31h 09m
Boston Logan Intl
Thu 5/29
10:30 am-7:13 am
2 stops23h 43m
$192
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Wed 5/28
10:45 pm-7:40 am
Nonstop5h 55m
Boston Logan Intl
Tue 6/3
10:04 am-11:56 pm
2 stops16h 52m
$207
San DiegoHartford
SAN - BDL
SANBDL
San Diego
Fri 8/22
11:27 am-9:38 pm
1 stop7h 11m
Hartford Bradley Intl
Sun 8/31
6:10 am-10:51 am
1 stop7h 41m
$209
San DiegoHartford
SAN - BDL
SANBDL
San Diego
Thu 5/29
6:15 am-11:22 am
2 stops26h 07m
Hartford Bradley Intl
Sun 6/1
12:27 pm-7:13 am
2 stops21h 46m
$221
San DiegoAlbany
SAN - ALB
SANALB
San Diego
Mon 6/9
10:33 am-10:45 pm
1 stop9h 12m
Albany Intl
Sat 6/14
4:20 pm-9:12 pm
1 stop7h 52m
$227
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Wed 10/22
7:30 pm-8:15 am
2 stops9h 45m
Boston Logan Intl
Wed 10/29
6:45 am-1:15 pm
1 stop9h 30m
$232
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Wed 6/4
9:44 pm-6:20 am
Nonstop5h 36m
Boston Logan Intl
Sat 6/7
5:10 pm-8:29 pm
Nonstop6h 19m
$237
San DiegoHartford
SAN - BDL
SANBDL
San Diego
Thu 5/29
12:41 pm-10:52 pm
1 stop7h 11m
Hartford Bradley Intl
Sun 6/1
12:27 pm-7:13 am
2 stops21h 46m
$240
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Tue 9/9
7:59 pm-3:00 pm
1 stop16h 01m
Boston Logan Intl
Tue 9/16
7:20 am-4:34 pm
1 stop12h 14m
$256
San DiegoAlbany
SAN - ALB
SANALB
San Diego
Fri 6/6
8:40 pm-10:35 am
2 stops10h 55m
Albany Intl
Tue 6/10
6:10 am-11:23 am
1 stop8h 13m
$256
Showing 1-10 of 57 results
Best time to book a flight from San Diego to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from San Diego with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from San Diego to Massachusetts
What is the cheapest month to book a flight from San Diego to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from San Diego to Massachusetts (average of $218). Flying from San Diego to Massachusetts in July is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from SAN to MA?
Find hourly flight availability from San Diego to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 7, 2025.
When flying from San Diego to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from San Diego to Massachusetts
Explore weekly flight availability from San Diego to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 7, 2025.
The most flights from SAN to USMA are scheduled on a Wednesday (15 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).
Rainfall in Massachusetts by month
Plan your trip to Massachusetts by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.
Temperature in Massachusetts by month
Plan your trip to Massachusetts by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).
Reviews of airlines servicing Massachusetts
Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated May 7, 2025.
Read reviews from past customers who have flown Breeze Airways, Alaska Airlines and Southwest from San Diego to Massachusetts. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.1
Crew
8.8
Boarding
8.3
Comfort
8.2
Entertainment
6.6
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Overall
8.1
Crew
8.8
Boarding
8.3
Comfort
8.2
Entertainment
6.6
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Overall
8.1
Crew
8.8
Boarding
8.3
Comfort
8.2
Entertainment
6.6
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Overall
8.1
Crew
8.8
Boarding
8.3
Comfort
8.2
Entertainment
6.6
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Overall
8.1
Crew
8.8
Boarding
8.3
Comfort
8.2
Entertainment
6.6
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Overall
8.1
Crew
8.8
Boarding
8.3
Comfort
8.2
Entertainment
6.6
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Related info for your journey
Find useful and relevant information for your journey from San Diego to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for San Diego to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Top 9 airlines flying from San Diego to Massachusetts
Discover the top 9 airlines that operate flights from San Diego to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 7, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$168 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$246 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$148 | Average$352 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$165 | Average$387 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$184 | Average$404 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$249 | Average$478 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$251 | Average$465 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$262 | Average$455 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$356 | Average$466 | FlexibilityNo cancel fee | On-time63% |