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$139+ Cheap flights from Massachusetts to San Diego (SAN)

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.
BOS — SAN
Jun 8 — Jun 151
Mon 6/8
Mon 6/15
1 adult, Economy
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Cheap flight deals from Massachusetts to San Diego

Cheapest flights from Massachusetts to San Diego
Explore the most affordable flight options available from Massachusetts to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 9, 2026.

This American Airlines deal was found by Cheapflights users on 5/4. 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.
Sun 5/244:06 pm
BOS
-
SAN
1 stop9h 33m
American Airlines
Fri 5/299:25 pm
SAN
-
BOS
1 stop8h 57m
American Airlines
Deal found 5/4$247
This SmartFares 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:37 am
BOS
-
SAN
Nonstop6h 15m
JetBlue
Wed 6/101:41 pm
SAN
-
BOS
Nonstop5h 42m
JetBlue
Deal found 5/5$249
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:58 pm
BOS
-
SAN
1 stop8h 42m
United Airlines
Sat 5/3010:40 pm
SAN
-
BOS
1 stop7h 59m
United Airlines
Deal found 5/7$252
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:49 pm
BOS
-
SAN
1 stop8h 50m
American Airlines
Wed 5/279:25 pm
SAN
-
BOS
1 stop8h 57m
American Airlines
Deal found 5/5$257
This Delta deal was found by Cheapflights users on 5/8. 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 6/35:15 pm
BOS
-
SAN
Nonstop6h 21m
Delta
Wed 6/109:54 pm
SAN
-
BOS
Nonstop5h 36m
Delta
Deal found 5/8$262
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:05 am
BOS
-
SAN
Nonstop6h 27m
Alaska Airlines
Wed 6/38:54 pm
SAN
-
BOS
Nonstop5h 50m
Alaska Airlines
Deal found 5/5$264
This Delta deal was found by Cheapflights users on 5/8. 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.
Sat 6/65:10 pm
BOS
-
SAN
Nonstop6h 21m
Delta
Wed 6/109:54 pm
SAN
-
BOS
Nonstop5h 36m
Delta
Deal found 5/8$267
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/69:01 am
BOS
-
SAN
1 stop8h 19m
American Airlines
Sat 6/1310:45 pm
SAN
-
BOS
1 stop7h 45m
American Airlines
Deal found 5/7$268
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
BOS
-
SAN
1 stop8h 21m
United Airlines
Mon 6/110:40 pm
SAN
-
BOS
1 stop7h 49m
United Airlines
Deal found 5/5$271
This Cheapflightsfares deal was found by Cheapflights users on 5/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:37 am
BOS
-
SAN
Nonstop6h 15m
JetBlue
Mon 6/88:44 pm
SAN
-
BOS
Nonstop5h 37m
JetBlue
Deal found 5/4$272
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 6/311:40 am
BOS
-
SAN
1 stop13h 45m
Southwest
Sat 6/62:35 pm
SAN
-
BOS
Nonstop5h 30m
Southwest
Deal found 5/6$273
This Super.com deal was found by Cheapflights users on 5/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/274:15 pm
BOS
-
SAN
Nonstop6h 18m
JetBlue
Fri 5/291:41 pm
SAN
-
BOS
Nonstop5h 42m
JetBlue
Deal found 5/4$274

Find flight deals from Massachusetts to San Diego

Keep the following information in mind while searching for Massachusetts to San Diego flight deals. Data was last updated May 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$247
(American Airlines)

One-way from

$139
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$350

Good round-trip deal

$297 or less

Good one-way deal

$163 or less
Provider with most accurate pricing for Boston Logan Intl-San Diego flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-San Diego flights.
Search Deals
From Massachusetts to San Diego
Search Deals
One-way flight from Massachusetts to San Diego
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Massachusetts to San Diego.
Search Deals
Price to beat on a one-way flight from Massachusetts to San Diego.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to San Diego 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 9, 2026.
Use the filters below to find and compare flights from Massachusetts to San Diego that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonSan Diego

BOS - SAN

BOSSAN

Boston Logan Intl

Fri 7/3

4:45 pm-11:25 pm

1 stop9h 40m

San Diego

Tue 7/7

2:35 pm-11:05 pm

Nonstop5h 30m

$282

BostonSan Diego

BOS - SAN

BOSSAN

Boston Logan Intl

Thu 6/4

5:15 pm-8:36 pm

Nonstop6h 21m

San Diego

Wed 6/10

9:54 pm-6:30 am

Nonstop5h 36m

$282

WorcesterSan Diego

ORH - SAN

ORHSAN

Worcester

Wed 6/17

5:18 pm-8:57 am

2 stops18h 39m

San Diego

Wed 6/24

9:55 pm-4:53 pm

1 stop15h 58m

$312

BostonSan Diego

BOS - SAN

BOSSAN

Boston Logan Intl

Fri 7/3

6:00 am-11:21 am

1 stop8h 21m

San Diego

Sat 7/18

10:30 pm-9:51 am

1 stop8h 21m

$327

BostonSan Diego

BOS - SAN

BOSSAN

Boston Logan Intl

Fri 5/29

5:15 am-11:20 am

1 stop9h 05m

San Diego

Fri 6/5

2:35 pm-11:05 pm

Nonstop5h 30m

$327

BostonSan Diego

BOS - SAN

BOSSAN

Boston Logan Intl

Tue 7/14

6:05 am-9:10 am

Nonstop6h 05m

San Diego

Mon 7/20

8:30 pm-7:09 am

1 stop7h 39m

$340
Quickest round-trip

BostonSan Diego

BOS - SAN

BOSSAN

Boston Logan Intl

Wed 7/22

4:25 pm-7:35 pm

Nonstop6h 10m

San Diego

Wed 7/29

2:35 pm-11:05 pm

Nonstop5h 30m

$340

BostonSan Diego

BOS - SAN

BOSSAN

Boston Logan Intl

Sun 6/28

6:05 am-9:10 am

Nonstop6h 05m

San Diego

Fri 7/3

8:40 pm-5:20 am

Nonstop5h 40m

$342

WorcesterSan Diego

ORH - SAN

ORHSAN

Worcester

Thu 6/18

5:18 pm-8:22 am

2 stops18h 04m

San Diego

Sun 6/21

7:15 pm-4:53 pm

2 stops18h 38m

$343

HartfordSan Diego

BDL - SAN

BDLSAN

Hartford Bradley Intl

Tue 5/26

7:00 am-11:39 am

1 stop7h 39m

San Diego

Sat 5/30

1:22 pm-11:59 pm

1 stop7h 37m

$350

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Massachusetts to San Diego

Have a flexible travel schedule? Discover the best time to fly to San Diego from Massachusetts 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 Massachusetts to San Diego

How far ahead should I book a flight from Massachusetts to San Diego?

The price you pay for your flight from Massachusetts to San Diego may vary depending on when you book. For the best chance of a lower fare, look to book 36 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Massachusetts to San Diego?

Currently, February is the cheapest month in which you can book a flight from Massachusetts to San Diego (average of $449). Flying from Massachusetts to San Diego in January is currently the most expensive (average of $947). 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 MA to SAN?

Find hourly flight availability from Massachusetts to San Diego. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 9, 2026.

When flying from Massachusetts to San Diego, 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 Massachusetts to San Diego

Explore weekly flight availability from Massachusetts to San Diego. 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 9, 2026.

The most flights from USMA to SAN are scheduled on a Thursday (11 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

How much does it cost to fly round-trip from Massachusetts to San Diego?

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to San Diego from Massachusetts?

    Located just 2.6 mi from the city center, San Diego (SAN) is the airport most travelers will use when flying to San Diego from Massachusetts.

  • How popular is this Massachusetts to San Diego flight route?

    The Massachusetts to San Diego flight path was viewed by 14 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Massachusetts to San Diego?

    A quick flight from Massachusetts to San Diego can take about 6h 21m. Southwest provides one of the quickest options available for as low as $282. Airlines will cover a distance of 2581 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Massachusetts to San Diego one-way?

    One-way options have recently been found by users for as low as $118 on Alaska Airlines. Other airlines that offer cheap prices include Hawaiian Airlines from $118 and JetBlue from $118 one-way.

  • What are the most popular routes from Massachusetts to San Diego?

    While some choose either Hartford Bradley Intl - San Diego or Albany Intl - San Diego, Boston Logan Intl - San Diego is the most popular route from Massachusetts to San Diego.

  • What are the most reliable airlines from Massachusetts to San Diego?

    The top 3 most reliable airlines when flying from Massachusetts to San Diego are TAP AIR PORTUGAL (97%), Icelandair (90%) and Etihad Airways (87%).

  • What are the cheapest flights from Massachusetts to San Diego?

    Looking for the cheapest flight from Massachusetts to San Diego? While on average our users pay $970, our data indicates the cheapest price to be $138. The most popular route (Boston Logan Intl - San Diego), is priced around $237.

  • Can I find deals for flights from Massachusetts to San Diego that include hotel bookings?

    Yes. In addition to deals on Massachusetts to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to San Diego?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to San Diego.

  • Can I find deals for business class flights from Massachusetts to San Diego?

    Yes. Cheapflights offers flight deals from Massachusetts to San Diego by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Massachusetts to San Diego?

    Currently, February is the cheapest month in which you can book a flight from Massachusetts to San Diego (average of $449). Flying from Massachusetts to San Diego in January is currently the most expensive (average of $947). 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.

See more FAQs

Traveling to a place near San Diego?

Book flights to San Diego if you plan to visit one of these locations
El Cajon
Chula Vista
National City
Coronado
La Mesa
Poway
Julian
Lemon Grove

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Alternative routes for Massachusetts to San Diego

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Top 8 airlines flying from Massachusetts to San Diego

Discover the top 8 airlines that operate flights from Massachusetts to San Diego. 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 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$118Average$317FlexibilityNo cancel feeOn-time85%
DeltaCheapest$129Average$346FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$140Average$297FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$166Average$357FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$223Average$411FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$236Average$411FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$244Average$445FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$281Average$406FlexibilityNo cancel feeOn-time63%

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