$129+ Cheap flights from San Diego (SAN) to Massachusetts
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — BOS
Nov 18 — Nov 251
Round-trip
1 adult, Economy
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Find cheap flights from San Diego to Massachusetts with Cheapflights
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Cheapest flights from San Diego to MassachusettsExplore 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 October 19, 2026.
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 October 19, 2026.
This Southwest deal was found by Cheapflights users on 10/18. 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.
Thu 11/2611:05 am -
Nonstop5h 20m
Sat 12/58:00 am -
Nonstop6h 25m
Deal found 10/18![Southwest logo]()
$215
This Southwest deal was found by Cheapflights users on 10/19. 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.
Thu 12/311:25 am -
Nonstop5h 25m
Thu 12/108:25 am -
Nonstop6h 20m
Deal found 10/19![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 10/19. 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 11/1011:25 am -
Nonstop5h 25m
Thu 11/128:15 am -
Nonstop6h 25m
Deal found 10/19![Southwest logo]()
$236
This Cheapflightsfares deal was found by Cheapflights users on 10/14. 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.
Mon 11/92:07 pm -
Nonstop5h 52m
Tue 11/177:00 am -
Nonstop6h 31m
Deal found 10/14![JetBlue logo]()
$248
This JetBlue deal was found by Cheapflights users on 10/14. 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.
Thu 11/59:40 pm -
1 stop8h 40m
Sat 11/73:50 pm -
Nonstop6h 24m
Deal found 10/14![JetBlue logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:07 pm -
1 stop11h 58m
Thu 11/197:00 am -
1 stop17h 40m
Deal found 10/16![Multiple Airlines logo]()
$867
This Priceline deal was found by Cheapflights users on 10/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:07 pm -
1 stop8h 58m
Wed 11/181:30 pm -
1 stop8h 39m
Deal found 10/16![Multiple Airlines logo]()
$874
This Priceline deal was found by Cheapflights users on 10/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:07 pm -
1 stop8h 58m
Thu 11/191:30 pm -
1 stop9h 06m
Deal found 10/16![Multiple Airlines logo]()
$894
Best flights from San Diego to MassachusettsDiscover carefully curated flight deals from San Diego to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
Discover carefully curated flight deals from San Diego to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
This JetBlue deal was found by Cheapflights users on 10/14. 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.
Thu 11/59:40 pm -
1 stop10h 01m
Sat 11/71:00 pm -
1 stop10h 22m
Deal found 10/14![JetBlue logo]()
$257
This Alaska Airlines deal was found by Cheapflights users on 10/15. 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.
Wed 11/188:03 am -
Nonstop5h 38m
Sun 11/227:40 am -
Nonstop6h 35m
Deal found 10/15![Alaska Airlines logo]()
$287
This Southwest deal was found by Cheapflights users on 10/18. 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.
Thu 11/1210:15 am -
1 stop9h 20m
Tue 11/1712:50 pm -
2 stops10h 50m
Deal found 10/18![Southwest logo]()
$370
This Delta deal was found by Cheapflights users on 10/14. 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 12/2510:03 pm -
Nonstop5h 27m
Fri 1/15:30 am -
1 stop8h 15m
Deal found 10/14![Delta logo]()
$407
This JetBlue deal was found by Cheapflights users on 10/14. 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 11/611:48 am -
1 stop9h 00m
Sun 11/86:20 am -
Nonstop6h 27m
Deal found 10/14![JetBlue logo]()
$291
This Alaska Airlines deal was found by Cheapflights users on 10/18. 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 12/198:46 pm -
Nonstop5h 42m
Sat 1/96:28 pm -
1 stop17h 48m
Deal found 10/18![Alaska Airlines logo]()
$372
This Southwest deal was found by Cheapflights users on 10/17. 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.
Mon 12/77:45 pm -
2 stops9h 35m
Thu 12/109:10 am -
2 stops10h 10m
Deal found 10/17![Southwest logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:07 pm -
1 stop11h 58m
Thu 11/197:00 am -
1 stop17h 40m
Deal found 10/16![Multiple Airlines logo]()
$867
This Delta deal was found by Cheapflights users on 10/15. 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.
Mon 11/3010:17 pm -
Nonstop5h 23m
Thu 12/35:10 pm -
Nonstop6h 33m
Deal found 10/15![Delta logo]()
$447
This Southwest deal was found by Cheapflights users on 10/14. 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.
Sat 11/146:40 am -
1 stop7h 30m
Fri 11/277:05 am -
2 stops9h 50m
Deal found 10/14![Southwest logo]()
$442
This Southwest deal was found by Cheapflights users on 10/14. 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 10/289:50 pm -
1 stop7h 20m
Mon 11/212:45 pm -
2 stops10h 05m
Deal found 10/14![Southwest logo]()
$442
This Southwest deal was found by Cheapflights users on 10/15. 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.
Fri 12/185:20 pm -
1 stop13h 20m
Sat 1/28:15 am -
Nonstop6h 25m
Deal found 10/15![Southwest logo]()
$443
This Priceline deal was found by Cheapflights users on 10/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:07 pm -
1 stop8h 58m
Wed 11/181:30 pm -
1 stop8h 39m
Deal found 10/16![Multiple Airlines logo]()
$874
This United deal was found by Cheapflights users on 10/16. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:41 pm -
2 stops16h 54m
Thu 11/197:00 am -
2 stops13h 15m
Deal found 10/16![Multiple Airlines logo]()
$885
This United deal was found by Cheapflights users on 10/18. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:30 pm -
2 stops14h 05m
Fri 11/204:30 pm -
2 stops19h 40m
Deal found 10/18![Multiple Airlines logo]()
$1,080
Last-minute flights from San Diego to MassachusettsDiscover last-minute flight deals from San Diego to Massachusetts. Data last updated October 19, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Massachusetts. Data last updated October 19, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 10/14. 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.
Wed 10/288:26 pm -
Nonstop5h 34m
Sat 10/313:50 pm -
Nonstop6h 24m
Deal found 10/14![JetBlue logo]()
$388
This Cheapflightsfares deal was found by Cheapflights users on 10/14. 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.
Wed 10/288:26 pm -
Nonstop5h 34m
Mon 11/27:00 am -
Nonstop6h 31m
Deal found 10/14![JetBlue logo]()
$394
This Southwest deal was found by Cheapflights users on 10/14. 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 10/289:20 am -
Nonstop5h 30m
Sat 10/317:40 am -
2 stops9h 50m
Deal found 10/14![Southwest logo]()
$412
This Cheapflightsfares deal was found by Cheapflights users on 10/14. 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 10/292:07 pm -
Nonstop5h 53m
Wed 11/49:30 am -
Nonstop6h 26m
Deal found 10/14![JetBlue logo]()
$335
This Alaska Airlines deal was found by Cheapflights users on 10/14. 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 10/298:05 pm -
1 stop16h 38m
Wed 11/47:03 am -
Nonstop6h 31m
Deal found 10/14![Alaska Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Thu 10/2910:27 pm -
1 stop7h 56m
Wed 11/41:30 pm -
1 stop8h 45m
Deal found 10/14![American Airlines logo]()
$367
This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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 10/292:07 pm -
Nonstop5h 53m
Sat 10/313:50 pm -
Nonstop6h 24m
Deal found 10/15![JetBlue logo]()
$396
This Cheapflightsfares deal was found by Cheapflights users on 10/14. 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 10/292:07 pm -
Nonstop5h 53m
Sun 11/16:00 am -
Nonstop6h 27m
Deal found 10/14![JetBlue logo]()
$413
This Priceline deal was found by Cheapflights users on 10/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:07 pm -
1 stop8h 58m
Wed 11/181:30 pm -
1 stop8h 39m
Deal found 10/16![Multiple Airlines logo]()
$874
This Priceline deal was found by Cheapflights users on 10/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:07 pm -
1 stop8h 58m
Thu 11/191:30 pm -
1 stop9h 06m
Deal found 10/16![Multiple Airlines logo]()
$894
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:07 pm -
1 stop11h 58m
Thu 11/197:00 am -
1 stop17h 40m
Deal found 10/16![Multiple Airlines logo]()
$867
One-way flights from San Diego to MassachusettsSearch for one-way flight options from San Diego to Massachusetts. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
Search for one-way flight options from San Diego to Massachusetts. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
This Delta deal was found by Cheapflights users on 10/14. 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 11/1110:17 pm -
Nonstop5h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Delta logo]()
$129
This Super.com deal was found by Cheapflights users on 10/14. 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.
Sat 11/149:40 pm -
1 stop10h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![JetBlue logo]()
$130
This Southwest deal was found by Cheapflights users on 10/19. 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.
Sat 1/98:55 am -
2 stops10h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Southwest logo]()
$132
This Jetabroad deal was found by Cheapflights users on 10/15. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/169:39 pm -
Nonstop5h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![JetBlue logo]()
$135
This Cheapflightsfares deal was found by Cheapflights users on 10/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/232:06 pm -
Nonstop5h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![JetBlue logo]()
$137
This Southwest deal was found by Cheapflights users on 10/14. 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.
Sat 11/2110:30 pm -
Nonstop5h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Southwest logo]()
$139
This Mytrip deal was found by Cheapflights users on 10/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/178:03 am -
Nonstop5h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Alaska Airlines logo]()
$142
This Southwest deal was found by Cheapflights users on 10/18. 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.
Thu 12/108:05 pm -
2 stops9h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Southwest logo]()
$143
This Southwest deal was found by Cheapflights users on 10/14. 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.
Fri 11/68:30 pm -
2 stops8h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Southwest logo]()
$144
This Jetabroad deal was found by Cheapflights users on 10/16. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/611:48 am -
1 stop9h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![JetBlue logo]()
$145
This Super.com deal was found by Cheapflights users on 10/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1311:48 am -
1 stop9h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![JetBlue logo]()
$146
This United deal was found by Cheapflights users on 10/18. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:20 pm -
2 stops14h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Multiple Airlines logo]()
$481
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 October 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $213 (Southwest) |
One-way from | $129 (Delta) |
Popular in | December |
Cheapest in | January |
Average price | $371 |
Good round-trip deal | $294 or less |
Good one-way deal | $179 or less |
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 7,457,451 searches. Data last updated October 19, 2026.
Use the filters below to find and compare flights from San Diego to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Fri 2/19
10:30 pm-6:45 am
Nonstop5h 15m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$129
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Sun 12/20
7:40 pm-8:05 am
2 stops9h 25m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$154
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Wed 12/16
7:05 am-5:10 pm
1 stop7h 05m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$159
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Sun 12/6
9:25 am-5:50 pm
Nonstop5h 25m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$163
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Sun 2/28
10:00 pm-6:38 am
Nonstop5h 38m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$173
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Fri 11/13
7:50 pm-8:10 am
2 stops9h 20m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$202
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Wed 10/28
6:30 am-9:20 pm
2 stops11h 50m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$214
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Thu 12/17
12:10 pm-11:25 pm
2 stops8h 15m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$244
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Thu 2/25
1:05 pm-1:00 am
2 stops8h 55m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$253
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Thu 11/5
9:40 pm-10:41 am
1 stop10h 01m
Boston Logan Intl
Sat 11/7
1:00 pm-8:22 pm
1 stop10h 22m
$257
Showing 1-10 of 27 resultsSorted by cheapest first
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.
SAN-BOS
SAN-MVY
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
SAN-USMA
SAN-BOS
SAN-MVY
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 $296). Flying from San Diego to Massachusetts in December is currently the most expensive (average of $442). 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 October 19, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 26% on flights from San Diego to Massachusetts by exploring options for tickets in the evening.
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 October 19, 2026.
The most flights from SAN to USMA are scheduled on a Sunday (15 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (8 on average).
How much does it cost to fly round-trip from San Diego to Massachusetts?
Airfare is below average for this route at the moment.
San Diego to Massachusetts flights typically cost between $275 and $518 in December.The cheapest round-trip price found within the last 5 days was $213 on Southwest (Dec 5-Dec 12).
How far ahead should I book a flight from San Diego to Massachusetts?
Booking 89 days in advance of your planned departure date is, on average, the best time to get cheap flights from San Diego to Massachusetts. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 October 17, 2026.
Travelers seeking maximum savings on their San Diego to Massachusetts flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday 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 October 19, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Southwest, andDelta 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.
Entertainment
7.0
Comfort
7.8
Food
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Entertainment
7.0
Comfort
7.8
Food
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Entertainment
7.0
Comfort
7.8
Food
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Entertainment
7.0
Comfort
7.8
Food
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Entertainment
7.0
Comfort
7.8
Food
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Entertainment
7.0
Comfort
7.8
Food
7.0
Crew
8.5
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
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.
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Top 6 airlines flying from San Diego to Massachusetts
Discover the top 6 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 7,457,451 searches. Data last updated October 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$134 | Average$333 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$160 | Average$367 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$198 | Average$424 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$216 | Average$418 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$247 | Average$401 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$256 | Average$465 | FlexibilityNo cancel fee | On-time71% |