$134+ Cheap flights from Massachusetts to San Diego (SAN)
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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SAN
Nov 18 — Nov 251
Round-trip
1 adult, Economy
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Find cheap flights from Massachusetts to San Diego with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Massachusetts to San Diego
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Cheapest flights from Massachusetts to San DiegoExplore the most affordable flight options available from Massachusetts to San Diego. 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 Massachusetts to San Diego. 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 10/19. 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.
Mon 11/161:20 pm -
1 stop10h 40m
Wed 11/186:30 am -
2 stops12h 15m
Deal found 10/19![Southwest logo]()
$250
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.
Mon 11/161:20 pm -
1 stop10h 40m
Mon 11/2310:35 pm -
1 stop9h 00m
Deal found 10/18![Southwest logo]()
$251
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 12/32:35 pm -
1 stop9h 35m
Mon 12/77:45 pm -
2 stops9h 35m
Deal found 10/19![Southwest logo]()
$252
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.
Mon 11/234:10 pm -
Nonstop6h 26m
Sat 12/510:35 am -
1 stop10h 57m
Deal found 10/14![JetBlue logo]()
$257
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.
Mon 12/78:25 am -
Nonstop6h 20m
Fri 12/119:25 am -
Nonstop5h 25m
Deal found 10/18![Southwest logo]()
$259
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 11/63:50 pm -
Nonstop6h 24m
Mon 11/99:40 pm -
1 stop10h 01m
Deal found 10/14![JetBlue logo]()
$261
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.
Fri 12/118:15 am -
Nonstop6h 25m
Wed 12/1611:25 am -
Nonstop5h 25m
Deal found 10/19![Southwest logo]()
$262
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:00 pm -
1 stop10h 22m
Tue 11/179:40 pm -
1 stop10h 01m
Deal found 10/15![JetBlue logo]()
$263
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.
Sat 12/58:00 am -
Nonstop6h 25m
Sun 12/139:25 am -
Nonstop5h 25m
Deal found 10/18![Southwest logo]()
$264
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 11/121:00 pm -
1 stop10h 22m
Mon 11/169:40 pm -
1 stop10h 01m
Deal found 10/14![JetBlue logo]()
$266
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.
Sun 11/227:40 am -
Nonstop6h 35m
Wed 12/28:33 am -
Nonstop5h 36m
Deal found 10/14![Alaska Airlines logo]()
$267
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:00 pm -
1 stop10h 22m
Mon 11/238:55 pm -
Nonstop5h 30m
Deal found 10/16![JetBlue logo]()
$268
Best flights from Massachusetts to San DiegoDiscover carefully curated flight deals from Massachusetts to San Diego 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 Massachusetts to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
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.
Fri 12/49:10 am -
1 stop8h 20m
Tue 12/811:25 am -
Nonstop5h 25m
Deal found 10/19![Southwest logo]()
$257
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:10 am -
Nonstop6h 30m
Tue 12/110:35 am -
1 stop10h 42m
Deal found 10/16![JetBlue logo]()
$297
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/166:13 pm -
Nonstop6h 42m
Sat 12/268:46 pm -
Nonstop5h 42m
Deal found 10/16![Alaska Airlines logo]()
$337
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.
Fri 12/118:15 am -
Nonstop6h 25m
Wed 12/166:35 am -
1 stop9h 10m
Deal found 10/19![Southwest logo]()
$272
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 12/187:00 am -
Nonstop6h 34m
Fri 12/2511:44 am -
Nonstop5h 32m
Deal found 10/14![JetBlue logo]()
$317
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.
Wed 11/115:10 am -
1 stop8h 25m
Tue 11/1711:25 am -
Nonstop5h 25m
Deal found 10/15![Southwest logo]()
$307
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:50 am -
Nonstop6h 34m
Tue 12/89:40 pm -
1 stop10h 06m
Deal found 10/17![JetBlue logo]()
$327
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.
Sun 1/175:40 am -
2 stops10h 15m
Fri 1/226:45 am -
1 stop8h 40m
Deal found 10/14![Southwest logo]()
$316
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:00 pm -
Nonstop6h 34m
Tue 12/89:40 pm -
1 stop10h 06m
Deal found 10/18![JetBlue logo]()
$327
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.
Tue 12/18:25 am -
Nonstop6h 20m
Tue 12/88:05 pm -
2 stops9h 15m
Deal found 10/18![Southwest logo]()
$325
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/187:00 am -
Nonstop6h 31m
Mon 12/1412:35 pm -
1 stop8h 13m
Deal found 10/18![JetBlue logo]()
$337
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:26 am -
1 stop11h 48m
Tue 11/38:26 pm -
1 stop9h 49m
Deal found 10/15![Multiple Airlines logo]()
$954
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/24:23 pm -
1 stop8h 17m
Fri 11/65:20 pm -
2 stops12h 55m
Deal found 10/18![Multiple Airlines logo]()
$1,126
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:26 am -
1 stop14h 14m
Fri 11/69:07 pm -
2 stops19h 28m
Deal found 10/18![Multiple Airlines logo]()
$1,136
Last-minute flights from Massachusetts to San DiegoDiscover last-minute flight deals from Massachusetts to San Diego. Data last updated October 19, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to San Diego. Data last updated October 19, 2026 and is based on user searches.
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:26 am -
1 stop11h 48m
Tue 11/38:26 pm -
1 stop9h 49m
Deal found 10/15![Multiple Airlines logo]()
$954
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 11/63:50 pm -
Nonstop6h 24m
Mon 11/99:40 pm -
1 stop10h 01m
Deal found 10/14![JetBlue logo]()
$261
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:00 pm -
1 stop10h 22m
Tue 11/179:40 pm -
1 stop10h 01m
Deal found 10/15![JetBlue logo]()
$263
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/111:00 pm -
1 stop10h 22m
Mon 11/238:55 pm -
Nonstop5h 30m
Deal found 10/16![JetBlue logo]()
$268
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 11/121:00 pm -
1 stop10h 22m
Mon 11/169:40 pm -
1 stop10h 01m
Deal found 10/14![JetBlue logo]()
$266
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.
Thu 11/1210:10 am -
2 stops9h 45m
Fri 11/139:25 am -
Nonstop5h 25m
Deal found 10/14![Southwest logo]()
$272
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.
Mon 11/161:20 pm -
1 stop10h 40m
Wed 11/186:30 am -
2 stops12h 15m
Deal found 10/19![Southwest logo]()
$250
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.
Mon 11/161:20 pm -
1 stop10h 40m
Mon 11/2310:35 pm -
1 stop9h 00m
Deal found 10/18![Southwest logo]()
$251
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.
Wed 11/188:25 am -
Nonstop6h 20m
Sun 11/2210:35 pm -
1 stop8h 10m
Deal found 10/18![Southwest logo]()
$274
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.
Sun 11/227:40 am -
Nonstop6h 35m
Wed 12/28:33 am -
Nonstop5h 36m
Deal found 10/14![Alaska Airlines logo]()
$267
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.
Mon 11/234:10 pm -
Nonstop6h 26m
Sat 12/510:35 am -
1 stop10h 57m
Deal found 10/14![JetBlue logo]()
$257
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.
Mon 11/235:00 am -
1 stop9h 00m
Tue 12/111:25 am -
Nonstop5h 25m
Deal found 10/14![Southwest logo]()
$277
One-way flights from Massachusetts to San DiegoSearch for one-way flight options from Massachusetts to San Diego. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
Search for one-way flight options from Massachusetts to San Diego. Find affordable one-way fares based on user searches. Data last updated 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.
Mon 11/163:30 pm -
2 stops10h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Southwest logo]()
$134
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:10 am -
Nonstop6h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![JetBlue logo]()
$137
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.
Wed 11/43:26 pm -
1 stop8h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![American Airlines logo]()
$139
This Jetabroad 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:30 am -
Nonstop6h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![JetBlue logo]()
$140
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:00 pm -
1 stop10h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![JetBlue logo]()
$142
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 11/115:10 am -
2 stops9h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Southwest logo]()
$144
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:00 pm -
1 stop10h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![JetBlue logo]()
$146
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:13 pm -
Nonstop6h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Alaska Airlines logo]()
$148
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:10 pm -
Nonstop6h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Delta logo]()
$149
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.
Sun 11/229:00 pm -
1 stop15h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Southwest logo]()
$154
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/171:00 pm -
1 stop10h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![JetBlue logo]()
$156
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:05 am -
3 stops32h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Multiple Airlines logo]()
$527
Find flight deals from Massachusetts to San Diego
Keep the following information in mind while searching for Massachusetts to San Diego flight deals. Data was last updated October 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $250 (Southwest) |
One-way from | $134 (Southwest) |
Popular in | December |
Cheapest in | January |
Average price | $415 |
Good round-trip deal | $286 or less |
Good one-way deal | $193 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to San Diego 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 Massachusetts to San Diego that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonSan Diego
BOS Boston Logan Intl - SAN San Diego
BOSSAN
Boston Logan Intl
Mon 11/16
3:30 pm-11:10 pm
2 stops10h 40m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$134
BostonSan Diego
BOS Boston Logan Intl - SAN San Diego
BOSSAN
Boston Logan Intl
Wed 11/11
5:10 am-11:50 am
2 stops9h 40m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$144
BostonSan Diego
BOS Boston Logan Intl - SAN San Diego
BOSSAN
Boston Logan Intl
Thu 1/7
5:15 pm-8:48 pm
Nonstop6h 33m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$149
BostonSan Diego
BOS Boston Logan Intl - SAN San Diego
BOSSAN
Boston Logan Intl
Tue 1/12
5:15 pm-8:48 pm
Nonstop6h 33m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$149
BostonSan Diego
BOS Boston Logan Intl - SAN San Diego
BOSSAN
Boston Logan Intl
Sat 11/14
5:25 am-2:10 pm
2 stops11h 45m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$174
BostonSan Diego
BOS Boston Logan Intl - SAN San Diego
BOSSAN
Boston Logan Intl
Sun 12/13
5:10 pm-8:43 pm
Nonstop6h 33m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$179
Quickest round-trip
BostonSan Diego
BOS Boston Logan Intl - SAN San Diego
BOSSAN
Boston Logan Intl
Sat 11/21
8:15 am-11:40 am
Nonstop6h 25m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$179
BostonSan Diego
BOS Boston Logan Intl - SAN San Diego
BOSSAN
Boston Logan Intl
Sun 11/22
8:15 am-11:40 am
Nonstop6h 25m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$179
BostonSan Diego
BOS Boston Logan Intl - SAN San Diego
BOSSAN
Boston Logan Intl
Thu 12/17
12:45 pm-8:35 pm
1 stop10h 50m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$183
BostonSan Diego
BOS Boston Logan Intl - SAN San Diego
BOSSAN
Boston Logan Intl
Mon 1/4
5:47 pm-9:25 pm
Nonstop6h 38m
San Diego
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$184
Showing 1-10 of 29 resultsSorted by cheapest first
Best time to book a flight from Massachusetts to San Diego
Have a flexible travel schedule? Discover the best time to fly to San Diego from Massachusetts with our price prediction graph.
BOS-SAN
HYA-SAN
ACK-SAN
MVY-SAN
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 Massachusetts to San Diego
USMA-SAN
BOS-SAN
HYA-SAN
ACK-SAN
MVY-SAN
What is the cheapest month to book a flight from Massachusetts to San Diego?
Currently, January is the cheapest month in which you can book a flight from Massachusetts to San Diego (average of $312). Flying from Massachusetts to San Diego in December is currently the most expensive (average of $472). 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 MA to SAN?
Find hourly flight availability from Massachusetts to San Diego. 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.
When flying from Massachusetts to San Diego, 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 Massachusetts to San Diego
Explore weekly flight availability from Massachusetts to San Diego. 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 USMA to SAN are scheduled on a Friday (14 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 on average).
How much does it cost to fly round-trip from Massachusetts to San Diego?
Airfare is below average for this route at the moment.
Massachusetts to San Diego flights typically cost between $308 and $517 in January.The cheapest round-trip price found within the last 5 days was $250 on Southwest (Jan 5-Jan 11).
How far ahead should I book a flight from Massachusetts to San Diego?
The price you pay for your flight from Massachusetts to San Diego may vary depending on when you book. For the best chance of a lower fare, look to book 60 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San Diego?
Book flights to San Diego if you plan to visit one of these locationsEl Cajon
National City
Chula Vista
San Ysidro
Poway
Coronado
La Mesa
Julian
Santee
Lemon Grove
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Alternative routes for Massachusetts to San Diego
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Complete your trip
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Search flights from Massachusetts to San Diego by cabin class
Find flights from Massachusetts to San Diego, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Massachusetts and San Diego flights
Browse other Massachusetts and San Diego flight options. Last updated on October 19, 2026.
Popular flight searches
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Other flights to San Diego
Explore flights to San Diego departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 19, 2026.
Massachusetts to San Diego flights
Consider these flights traveling from Massachusetts to San Diego.
Top 6 airlines flying from Massachusetts to San Diego
Discover the top 6 airlines that operate flights from Massachusetts to San Diego. 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$137 | Average$371 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$189 | Average$363 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$197 | Average$404 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$236 | Average$399 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$242 | Average$456 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$245 | Average$395 | FlexibilityNo cancel fee | On-time63% |