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$119+ 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — BOS
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find 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 November 3, 2025.

This Delta deal was found by Cheapflights users on 11/1. 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 12/610:20 pmSAN - BOS
Nonstop5h 30mDelta
Thu 12/115:25 pmBOS - SAN
Nonstop6h 34mDelta
Deal found 11/1$212
This eDestinos deal was found by Cheapflights users on 11/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/64:47 pmSAN - BOS
2 stops13h 40mFrontier
Thu 12/1111:28 amBOS - SAN
2 stops28h 10mFrontier
Deal found 11/1$213
This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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.
Fri 12/59:15 amSAN - BOS
Nonstop5h 37mAlaska Airlines
Sun 12/144:24 pmBOS - SAN
Nonstop6h 46mAlaska Airlines
Deal found 11/2$215
This Delta deal was found by Cheapflights users on 11/1. 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.
Fri 11/1410:28 pmSAN - BOS
Nonstop5h 27mDelta
Mon 11/175:25 pmBOS - SAN
Nonstop6h 31mDelta
Deal found 11/1$217
This Alaska Airlines deal was found by Cheapflights users on 11/1. 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.
Thu 12/117:59 pmSAN - BOS
1 stop16h 38mAlaska Airlines
Sat 12/134:24 pmBOS - SAN
Nonstop6h 46mAlaska Airlines
Deal found 11/1$222
This Alaska Airlines deal was found by Cheapflights users on 11/1. 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.
Fri 11/144:30 pmSAN - BOS
1 stop20h 11mAlaska Airlines
Mon 11/174:24 pmBOS - SAN
Nonstop6h 39mAlaska Airlines
Deal found 11/1$227
This eDestinos deal was found by Cheapflights users on 11/2. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:15 amSAN - BOS
Nonstop5h 37mMultiple Airlines
Thu 12/1111:28 amBOS - SAN
2 stops31h 24mMultiple Airlines
Deal found 11/2$230
This Delta deal was found by Cheapflights users on 11/2. 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 12/2410:15 pmSAN - BOS
Nonstop5h 30mDelta
Tue 1/65:10 pmBOS - SAN
Nonstop6h 42mDelta
Deal found 11/2$231
This Expedia deal was found by Cheapflights users on 11/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:20 pmSAN - BOS
Nonstop5h 29mJetBlue
Sun 12/76:52 amBOS - SAN
Nonstop6h 36mJetBlue
Deal found 11/2$232
This Cheapflightsfares deal was found by Cheapflights users on 10/31. 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.
Tue 12/238:27 pmSAN - BOS
Nonstop5h 43mAlaska Airlines
Mon 1/194:20 pmBOS - SAN
Nonstop6h 40mAlaska Airlines
Deal found 10/31$235
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 12/49:15 amSAN - BOS
Nonstop5h 37mAlaska Airlines
Sat 12/64:24 pmBOS - SAN
Nonstop6h 46mAlaska Airlines
Deal found 11/2$237
This Kiwi.com deal was found by Cheapflights users on 11/1. 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.
Wed 11/268:29 amSAN - BDL
1 stop18h 41mMultiple Airlines
Fri 12/511:59 amBDL - SAN
2 stops30h 53mMultiple Airlines
Deal found 11/1$279

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 November 3, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$212
(Delta)

One-way from

$119
(United Airlines)

Popular in

December

Cheapest in

January

Average price

$382

Good round-trip deal

$244 or less

Good one-way deal

$169 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. 0% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 3, 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

Thu 12/11

10:20 pm-6:50 am

Nonstop5h 30m

Boston Logan Intl

Sat 12/13

5:25 pm-8:59 pm

Nonstop6h 34m

$212

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Fri 12/5

9:15 am-5:52 pm

Nonstop5h 37m

Boston Logan Intl

Sun 12/14

4:24 pm-8:10 pm

Nonstop6h 46m

$215

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Thu 12/11

7:59 pm-3:37 pm

1 stop16h 38m

Boston Logan Intl

Sat 12/13

4:24 pm-8:10 pm

Nonstop6h 46m

$222

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Tue 1/13

9:10 am-5:44 pm

Nonstop5h 34m

Boston Logan Intl

Mon 1/19

4:20 pm-8:00 pm

Nonstop6h 40m

$242

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Thu 12/4

7:59 pm-3:37 pm

1 stop16h 38m

Boston Logan Intl

Tue 12/9

4:24 pm-8:10 pm

Nonstop6h 46m

$247

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Fri 12/5

12:50 pm-11:41 pm

1 stop7h 51m

Boston Logan Intl

Sun 12/14

6:00 am-11:30 am

1 stop8h 30m

$262

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Sun 12/7

9:45 pm-8:15 am

1 stop7h 30m

Boston Logan Intl

Sun 12/14

5:15 am-11:30 am

2 stops9h 15m

$272

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Fri 12/5

10:30 am-10:45 pm

2 stops9h 15m

Boston Logan Intl

Sun 12/14

5:15 am-11:30 am

2 stops9h 15m

$277

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Fri 12/12

9:15 am-5:52 pm

Nonstop5h 37m

Boston Logan Intl

Sat 1/17

7:00 am-3:29 pm

1 stop11h 29m

$277

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Mon 12/22

8:44 pm-5:09 am

Nonstop5h 25m

Boston Logan Intl

Thu 1/1

6:50 am-10:19 am

Nonstop6h 29m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

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 $98). 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 November 3, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 27% 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 Tuesday afternoons when fares are most often at their lowest. Sunday afternoons 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 November 3, 2025.

The most flights from SAN to USMA are scheduled on a Sunday (16 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (4 on average).

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

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 November 3, 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
11,232 reviews

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
11,232 reviews
Alaska Airlines
8.0
Very good
11,232 reviews

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
7.9
Good
7,996 reviews
Alaska Airlines
8.0
Very good
11,232 reviews

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Hawaiian Airlines
7.8
Good
2,799 reviews
Alaska Airlines
8.0
Very good
11,232 reviews

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
11,032 reviews
Alaska Airlines
8.0
Very good
11,232 reviews

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
JetBlue
7.2
Good
2,907 reviews
Alaska Airlines
8.0
Very good
11,232 reviews

Entertainment

7.0

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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 30m. Fly via Delta, Alaska Airlines, or JetBlue 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 cheapest airlines to fly from San Diego to Massachusetts one-way?

    One-way options have recently been found by users for as low as $119 on United Airlines. Other airlines that offer cheap prices include Southwest from $119 and Alaska Airlines from $123 one-way.

  • 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 EL AL (87%), KLM (83%) or Japan Airlines (83%) 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 $719 for a flight from San Diego to Massachusetts. The cheapest flight overall is $121 while the most popular route, (San Diego - Boston Logan Intl) is currently priced at $212.

  • 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 $98). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$118Average$256FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$138Average$347FlexibilityNo cancel feeOn-time85%
DeltaCheapest$146Average$349FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$180Average$349FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$216Average$366FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$228Average$451FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$236Average$397FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$241Average$437FlexibilityNo cancel feeOn-time75%

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