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$120+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — BOS
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This Delta deal was found by Cheapflights users on 12/17. 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 12/3110:15 pmSAN - BOS
Nonstop5h 30mDelta
Tue 1/65:10 pmBOS - SAN
Nonstop6h 40mDelta
Deal found 12/17$307
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/246:15 amSAN - BOS
1 stop10h 55mAmerican Airlines
Wed 1/79:45 amBOS - SAN
1 stop9h 12mAmerican Airlines
Deal found 12/17$319
This Southwest deal was found by Cheapflights users on 12/17. 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 12/3110:40 amSAN - BOS
1 stop8h 00mSouthwest
Tue 1/62:40 pmBOS - SAN
1 stop10h 40mSouthwest
Deal found 12/17$352
This Expedia deal was found by Cheapflights users on 12/17. 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.
Wed 12/318:44 pmSAN - BOS
Nonstop5h 25mMultiple Airlines
Mon 1/54:45 pmBOS - SAN
Nonstop6h 33mMultiple Airlines
Deal found 12/17$367
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Thu 12/2510:56 amSAN - BOS
1 stop10h 49mUnited Airlines
Wed 1/711:42 amBOS - SAN
1 stop9h 54mUnited Airlines
Deal found 12/17$385
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/3112:56 pmSAN - BOS
1 stop7h 58mUnited Airlines
Mon 1/56:01 amBOS - SAN
1 stop8h 29mUnited Airlines
Deal found 12/17$387
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/2410:30 pmSAN - BOS
1 stop11h 23mUnited Airlines
Wed 1/76:00 amBOS - SAN
2 stops9h 59mUnited Airlines
Deal found 12/17$390
This Delta deal was found by Cheapflights users on 12/17. 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 12/3110:15 pmSAN - BOS
Nonstop5h 30mDelta
Mon 1/55:10 pmBOS - SAN
Nonstop6h 40mDelta
Deal found 12/17$392
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/2412:58 pmSAN - ORH
2 stops21h 13mAmerican Airlines
Thu 1/11:47 pmORH - SAN
2 stops22h 01mAmerican Airlines
Deal found 12/16$407
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/2412:56 pmSAN - BDL
1 stop8h 02mUnited Airlines
Wed 12/317:10 amBDL - SAN
1 stop10h 51mUnited Airlines
Deal found 12/16$468
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/2412:58 pmSAN - ORH
2 stops21h 13mAmerican Airlines
Wed 12/3112:19 pmORH - SAN
2 stops30h 29mAmerican Airlines
Deal found 12/16$507
This Delta deal was found by Cheapflights users on 12/16. 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 12/248:00 amSAN - BDL
1 stop8h 54mDelta
Wed 12/316:09 amBDL - SAN
1 stop9h 56mDelta
Deal found 12/16$519

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 December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$217
(Alaska Airlines)

One-way from

$120
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$467

Good round-trip deal

$287 or less

Good one-way deal

$192 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 ($15 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 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 December 18, 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

Wed 1/28

9:30 pm-5:55 am

Nonstop5h 25m

Boston Logan Intl

Mon 2/2

4:44 pm-8:20 pm

Nonstop6h 36m

$227

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Mon 2/9

9:30 pm-5:54 am

Nonstop5h 24m

Boston Logan Intl

Wed 2/18

4:00 pm-7:28 pm

Nonstop6h 28m

$237

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Wed 1/14

7:35 pm-6:14 am

1 stop7h 39m

Boston Logan Intl

Tue 1/20

5:10 pm-8:50 pm

Nonstop6h 40m

$243

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Thu 1/22

8:37 pm-7:21 am

1 stop7h 44m

Boston Logan Intl

Tue 1/27

6:00 am-12:59 pm

2 stops9h 59m

$257

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Wed 1/28

9:07 pm-3:20 pm

1 stop15h 13m

Boston Logan Intl

Mon 2/2

4:20 pm-8:00 pm

Nonstop6h 40m

$257

San DiegoHartford

SAN - BDL

SANBDL

San Diego

Tue 1/6

1:03 pm-8:05 pm

1 stop28h 02m

Hartford Bradley Intl

Sat 1/10

12:38 pm-10:52 am

2 stops25h 14m

$257

San DiegoHartford

SAN - BDL

SANBDL

San Diego

Thu 1/29

9:45 pm-10:04 pm

2 stops21h 19m

Hartford Bradley Intl

Sat 1/31

6:20 pm-10:25 am

1 stop19h 05m

$262

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Thu 1/8

10:04 pm-6:30 am

Nonstop5h 26m

Boston Logan Intl

Sat 1/17

4:25 pm-9:49 pm

1 stop8h 24m

$263

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Sat 1/24

9:00 am-8:05 pm

1 stop8h 05m

Boston Logan Intl

Sat 1/31

9:30 am-3:36 pm

1 stop9h 06m

$267

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Thu 1/8

1:05 pm-11:49 pm

1 stop7h 44m

Boston Logan Intl

Sat 1/17

7:55 am-2:52 pm

1 stop9h 57m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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 $100). 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 December 18, 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 in the afternoon.

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.

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 December 18, 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
11,479 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

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
11,479 reviews
Alaska Airlines
8.0
Very good
11,479 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

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
8,009 reviews
Alaska Airlines
8.0
Very good
11,479 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

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
2,820 reviews
Alaska Airlines
8.0
Very good
11,479 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

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
11,054 reviews
Alaska Airlines
8.0
Very good
11,479 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

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
2,896 reviews
Alaska Airlines
8.0
Very good
11,479 reviews

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

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 17 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 25m. Fly via JetBlue, Delta, or United 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 cheapest airlines to fly from San Diego to Massachusetts one-way?

    One-way options have recently been found by users for as low as $108 on Spirit Airlines. Other airlines that offer cheap prices include Southwest from $118 and United Airlines from $118 one-way.

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

    While some choose either San Diego - Albany Intl or San Diego - Hartford Bradley 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 (100%), JetBlue (81%) or Aer Lingus (79%) 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 $715 for a flight from San Diego to Massachusetts. The cheapest flight overall is $123 while the most popular route, (San Diego - Boston Logan Intl) is currently priced at $207.

  • 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 $100). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$130Average$256FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$138Average$348FlexibilityNo cancel feeOn-time85%
DeltaCheapest$144Average$340FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$179Average$350FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$228Average$420FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$231Average$364FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$236Average$399FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$243Average$435FlexibilityNo cancel feeOn-time75%

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