Massachusetts

$88+ 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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — BOS
Aug 4 — Aug 111
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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 July 30, 2025.

Round-trip from

$147
(Kiwi.com)

One-way from

$88
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$397

Good round-trip deal

$274 or less

Good one-way deal

$167 or less
From San Diego to Massachusetts
One-way flight from San Diego to Massachusetts
Highest demand for flights based on searches. 1% potential increase in price ($5 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in July 2025
Price to beat on a round-trip flight from San Diego to Massachusetts.
Price to beat on a one-way flight from San Diego to Massachusetts.

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 July 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/29. 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.
Tue 8/2612:41 pmSAN - BDL
1 stop7h 11mBreeze Airways
Sun 8/316:10 amBDL - SAN
1 stop7h 41mBreeze Airways
Deal found 7/29$147
This CheapOair deal was found by Cheapflights users on 7/28. 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.
Thu 9/256:15 amSAN - BDL
2 stops12h 01mSpirit Airlines
Tue 9/306:10 amBDL - SAN
2 stops15h 32mSpirit Airlines
Deal found 7/28$169
This CheapOair deal was found by Cheapflights users on 7/28. 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.
Wed 10/87:47 pmSAN - BOS
2 stops15h 49mSpirit Airlines
Mon 10/136:15 amBOS - SAN
1 stop8h 18mSpirit Airlines
Deal found 7/28$204
This lastminute.com deal was found by Cheapflights users on 7/30. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/138:55 pmSAN - BOS
Nonstop5h 45mJetBlue
Sat 9/203:45 pmBOS - SAN
Nonstop6h 13mJetBlue
Deal found 7/30$229
This Cheapflightsfares deal was found by Cheapflights users on 7/28. 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.
Sat 9/68:50 amSAN - BOS
Nonstop6h 05mHawaiian Airlines
Wed 9/177:45 amBOS - SAN
Nonstop6h 05mHawaiian Airlines
Deal found 7/28$232
This Delta deal was found by Cheapflights users on 7/30. 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.
Tue 9/910:05 pmSAN - BOS
Nonstop5h 45mDelta
Tue 9/165:35 pmBOS - SAN
Nonstop6h 09mDelta
Deal found 7/30$237
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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.
Sat 9/67:59 pmSAN - BOS
1 stop16h 01mAlaska Airlines
Wed 9/177:45 amBOS - SAN
Nonstop6h 05mAlaska Airlines
Deal found 7/28$247
This JetBlue deal was found by Cheapflights users on 7/28. 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.
Fri 10/310:11 amSAN - BDL
1 stop9h 18mJetBlue
Fri 10/317:00 amBDL - SAN
1 stop10h 11mJetBlue
Deal found 7/28$247
This United Airlines deal was found by Cheapflights users on 7/28. 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 9/312:35 pmSAN - BOS
1 stop8h 22mUnited Airlines
Wed 9/105:05 pmBOS - SAN
1 stop8h 09mUnited Airlines
Deal found 7/28$252
This American Airlines deal was found by Cheapflights users on 7/30. 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 10/410:32 pmSAN - BDL
1 stop7h 39mAmerican Airlines
Wed 10/84:00 pmBDL - SAN
1 stop8h 21mAmerican Airlines
Deal found 7/30$275
This Southwest deal was found by Cheapflights users on 7/28. 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.
Tue 8/266:25 amSAN - BOS
1 stop9h 45mSouthwest
Wed 9/245:40 amBOS - SAN
2 stops11h 20mSouthwest
Deal found 7/28$282
This American Airlines deal was found by Cheapflights users on 7/29. 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 8/1910:54 pmSAN - MVY
1 stop10h 08mAmerican Airlines
Thu 8/2812:32 pmMVY - SAN
1 stop9h 00mAmerican Airlines
Deal found 7/29$286

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 July 30, 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 DiegoHartford

SAN - BDL

SANBDL

San Diego

Tue 8/26

12:41 pm-10:52 pm

1 stop7h 11m

Hartford Bradley Intl

Sun 8/31

6:10 am-10:51 am

1 stop7h 41m

$147

San DiegoHartford

SAN - BDL

SANBDL

San Diego

Thu 9/25

6:15 am-9:16 pm

2 stops12h 01m

Hartford Bradley Intl

Tue 9/30

6:10 am-6:42 pm

2 stops15h 32m

$169

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Wed 10/8

7:47 pm-2:36 pm

2 stops15h 49m

Boston Logan Intl

Mon 10/13

6:15 am-11:33 am

1 stop8h 18m

$204

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Sat 9/13

8:55 pm-5:40 am

Nonstop5h 45m

Boston Logan Intl

Sat 9/20

3:45 pm-6:58 pm

Nonstop6h 13m

$229

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Sat 9/6

8:50 am-5:55 pm

Nonstop6h 05m

Boston Logan Intl

Wed 9/17

7:45 am-10:50 am

Nonstop6h 05m

$232

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Tue 9/9

10:05 pm-6:50 am

Nonstop5h 45m

Boston Logan Intl

Tue 9/16

5:35 pm-8:44 pm

Nonstop6h 09m

$237

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Sat 9/6

7:59 pm-3:00 pm

1 stop16h 01m

Boston Logan Intl

Wed 9/17

7:45 am-10:50 am

Nonstop6h 05m

$247

San DiegoHartford

SAN - BDL

SANBDL

San Diego

Fri 10/3

10:11 am-10:29 pm

1 stop9h 18m

Hartford Bradley Intl

Fri 10/31

7:00 am-2:11 pm

1 stop10h 11m

$247

San DiegoBoston

SAN - BOS

SANBOS

San Diego

Wed 9/3

12:35 pm-11:57 pm

1 stop8h 22m

Boston Logan Intl

Wed 9/10

5:05 pm-10:14 pm

1 stop8h 09m

$252

San DiegoHartford

SAN - BDL

SANBDL

San Diego

Sat 10/4

10:32 pm-9:11 am

1 stop7h 39m

Hartford Bradley Intl

Wed 10/8

4:00 pm-9:21 pm

1 stop8h 21m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 51 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, 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 $311). 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 July 30, 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 July 30, 2025.

The most flights from SAN to USMA are scheduled on a Monday (21 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 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 July 30, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta 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.

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
8.0
Very good

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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?

  • 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 $88 on Spirit Airlines. Other airlines that offer cheap prices include Breeze Airways from $108 and JetBlue from $134 one-way.

  • What are the most popular routes 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 Japan Airlines (95%), EL AL (85%) or Aer Lingus (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 $1,063 for a flight from San Diego to Massachusetts. The cheapest flight overall is $128 while the most popular route, (San Diego - Boston Logan Intl) is currently priced at $214.

  • 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, 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 $311). 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

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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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$84Average$168FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$89Average$256FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$143Average$349FlexibilityNo cancel feeOn-time85%
DeltaCheapest$160Average$355FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$173Average$369FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$238Average$436FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$243Average$365FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$258Average$460FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$277Average$449FlexibilityNo cancel feeOn-time63%

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