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$117+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — BOS
ene. 11 — ene. 181
dom. 1/11
dom. 1/18
1 adult, Economy
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Cheap flight deals from San Diego to Massachusetts

Cheapest flights from San Diego to Massachusetts
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 diciembre 12, 2025.

This Delta deal was found by Cheapflights users on 12/10. 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.
dom. 12/2810:15 pmSAN - BOS
Nonstop5h 30mDelta
sáb. 1/105:10 pmBOS - SAN
Nonstop6h 40mDelta
Deal found 12/10$312
This United Airlines deal was found by Cheapflights users on 12/10. 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.
dom. 12/289:45 pmSAN - BOS
1 stop8h 34mUnited Airlines
sáb. 1/109:30 amBOS - SAN
1 stop9h 10mUnited Airlines
Deal found 12/10$332
This Southwest deal was found by Cheapflights users on 12/10. 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.
dom. 12/287:00 pmSAN - BOS
1 stop10h 45mSouthwest
mar. 1/62:40 pmBOS - SAN
1 stop10h 40mSouthwest
Deal found 12/10$337
This Alaska Airlines deal was found by Cheapflights users on 12/11. 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.
jue. 12/259:35 amSAN - BOS
Nonstop5h 48mAlaska Airlines
lun. 1/56:30 amBOS - SAN
Nonstop6h 30mAlaska Airlines
Deal found 12/11$342
This Delta deal was found by Cheapflights users on 12/11. 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.
dom. 12/2810:15 pmSAN - BOS
Nonstop5h 30mDelta
mié. 1/75:10 pmBOS - SAN
Nonstop6h 40mDelta
Deal found 12/11$347
This Southwest deal was found by Cheapflights users on 12/11. 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.
lun. 12/297:40 amSAN - BOS
1 stop7h 45mSouthwest
dom. 1/115:20 amBOS - SAN
2 stops10h 30mSouthwest
Deal found 12/11$355
This JetBlue deal was found by Cheapflights users on 12/11. 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.
lun. 12/298:44 pmSAN - BOS
Nonstop5h 25mJetBlue
lun. 1/52:55 pmBOS - SAN
1 stop8h 30mJetBlue
Deal found 12/11$357
This Southwest deal was found by Cheapflights users on 12/11. 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.
lun. 12/296:35 amSAN - BOS
1 stop8h 50mSouthwest
lun. 1/55:35 amBOS - SAN
1 stop9h 45mSouthwest
Deal found 12/11$362
This Alaska Airlines deal was found by Cheapflights users on 12/10. 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.
mié. 12/179:15 amSAN - BOS
Nonstop5h 37mAlaska Airlines
mar. 1/134:20 pmBOS - SAN
Nonstop6h 40mAlaska Airlines
Deal found 12/10$367
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/309:14 pmSAN - BDL
1 stop19h 43mMultiple Airlines
mar. 1/68:10 amBDL - SAN
1 stop30h 58mMultiple Airlines
Deal found 12/11$427
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/309:14 pmSAN - BDL
1 stop19h 43mMultiple Airlines
lun. 1/54:30 pmBDL - SAN
2 stops32h 28mMultiple Airlines
Deal found 12/11$433
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/314:47 pmSAN - BDL
2 stops15h 23mMultiple Airlines
mar. 1/68:10 amBDL - SAN
1 stop30h 58mMultiple Airlines
Deal found 12/11$441

Find 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 diciembre 12, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$210
(eDestinos)

One-way from

$117
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$467

Good round-trip deal

$277 or less

Good one-way deal

$187 or less
Provider with most accurate pricing for San Diego-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Boston Logan Intl flights.
Search Deals
From San Diego to Massachusetts
Search Deals
One-way flight from San Diego to Massachusetts
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from San Diego to Massachusetts.
Search Deals
Price to beat on a one-way flight from San Diego to Massachusetts.
Search Deals

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 diciembre 12, 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

mar. 2/10

10:04 pm-6:30 am

Nonstop5h 26m

Boston Logan Intl

mié. 2/18

5:03 pm-8:43 pm

Nonstop6h 40m

$237

San DiegoBoston

SAN - BOS

SANBOS

San Diego

mar. 2/3

9:00 am-8:05 pm

1 stop8h 05m

Boston Logan Intl

mar. 2/10

3:25 pm-9:56 pm

1 stop9h 31m

$237

San DiegoBoston

SAN - BOS

SANBOS

San Diego

mié. 1/28

10:04 pm-6:30 am

Nonstop5h 26m

Boston Logan Intl

lun. 2/2

5:10 pm-8:50 pm

Nonstop6h 40m

$237

San DiegoBoston

SAN - BOS

SANBOS

San Diego

jue. 1/22

9:07 pm-3:20 pm

1 stop15h 13m

Boston Logan Intl

mié. 1/28

4:20 pm-8:00 pm

Nonstop6h 40m

$247

San DiegoBoston

SAN - BOS

SANBOS

San Diego

mar. 1/27

9:40 am-10:30 pm

2 stops9h 50m

Boston Logan Intl

mar. 2/3

6:50 am-4:45 pm

2 stops12h 55m

$247

San DiegoBoston

SAN - BOS

SANBOS

San Diego

mar. 2/3

7:03 pm-4:20 pm

1 stop18h 17m

Boston Logan Intl

mar. 2/10

4:20 pm-8:00 pm

Nonstop6h 40m

$247

San DiegoBoston

SAN - BOS

SANBOS

San Diego

mar. 2/3

10:30 am-10:30 pm

2 stops9h 00m

Boston Logan Intl

mar. 2/10

6:50 am-4:45 pm

2 stops12h 55m

$247

San DiegoBoston

SAN - BOS

SANBOS

San Diego

mar. 1/13

10:04 pm-6:30 am

Nonstop5h 26m

Boston Logan Intl

mié. 1/21

5:50 am-10:48 am

1 stop7h 58m

$248

San DiegoBoston

SAN - BOS

SANBOS

San Diego

mié. 1/14

10:00 pm-9:09 am

1 stop8h 09m

Boston Logan Intl

mar. 1/20

5:10 pm-8:50 pm

Nonstop6h 40m

$248

San DiegoBoston

SAN - BOS

SANBOS

San Diego

mar. 1/6

10:04 pm-6:30 am

Nonstop5h 26m

Boston Logan Intl

sáb. 1/10

5:10 pm-8:50 pm

Nonstop6h 40m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 60 results
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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, March is the cheapest month in which you can book a flight from San Diego to Massachusetts (average of $99). Flying from San Diego to Massachusetts in June is currently the most expensive (average of $188). 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 diciembre 12, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 25% on flights from San Diego to Massachusetts by exploring options for tickets at noon.

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

Use this chart to determine the cheapest time to fly round-trip from San Diego to Massachusetts. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their San Diego to Massachusetts flight should consider departing on Friday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 diciembre 12, 2025.

The most flights from SAN to USMA are scheduled on a Thursday (12 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

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 diciembre 12, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and Hawaiian Airlines from San Diego to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,432 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,432 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,007 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Hawaiian Airlines
7.8
Good
2,817 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
American Airlines
7.2
Good
11,050 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
JetBlue
7.2
Good
2,899 reviews
Alaska Airlines
8.0
Very good
11,432 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Food

7.1

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

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.

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

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

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

    Flights from San Diego to Massachusetts have been viewed 16 times in the past calendar month.

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

    There are many flights that can get you from San Diego to Massachusetts in 5h 26m. Fly via Delta, United Airlines, or Alaska Airlines to get the fastest option. The distance from San Diego to Massachusetts is about 2581 mi. This flight may include one or multiple stops.

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

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

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

    No one likes to see their flight delayed. When booking a flight from San Diego to Massachusetts consider choosing KLM (100%), Air France (100%) or EL AL (100%) as they are the most reliable in getting you off to your destination on time.

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

    On average you can expect to pay $618 for a flight from San Diego to Massachusetts. The cheapest flight overall is $113 while the most popular route, (San Diego - Boston Logan Intl) is currently priced at $209.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Diego to Massachusetts 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 San Diego to Massachusetts?

    Currently, March is the cheapest month in which you can book a flight from San Diego to Massachusetts (average of $99). Flying from San Diego to Massachusetts in June is currently the most expensive (average of $188). 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.

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Alternative routes for San Diego to Massachusetts

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Top 8 airlines flying from San Diego to Massachusetts

Discover the top 8 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 diciembre 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$130Average$256FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$138Average$347FlexibilityNo cancel feeOn-time85%
DeltaCheapest$141Average$340FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$178Average$349FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$228Average$416FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$396FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$236Average$366FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$241Average$437FlexibilityNo cancel feeOn-time75%

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