$118+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — BOS
Mar 3 — Mar 101
1 adult, Economy
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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 February 1, 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 February 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/21:22 pm
SAN
- BDL
1 stop7h 37m
Breeze Airways
Sun 9/67:00 am
BDL
- SAN
1 stop7h 44m
Breeze Airways
Deal found 2/1![Breeze Airways logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/21:22 pm
SAN
- BDL
1 stop7h 37m
Breeze Airways
Sat 9/57:35 am
BDL
- SAN
1 stop7h 58m
Breeze Airways
Deal found 2/1![Breeze Airways logo]()
$215
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Tue 3/1010:35 pm
SAN
- BOS
1 stop9h 53m
American Airlines
Thu 3/1212:59 pm
BOS
- SAN
1 stop9h 24m
American Airlines
Deal found 1/30![American Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/108:50 am
SAN
- BOS
Nonstop5h 34m
Hawaiian Airlines
Wed 3/185:40 pm
BOS
- SAN
Nonstop6h 41m
Hawaiian Airlines
Deal found 1/31![Hawaiian Airlines logo]()
$234
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:44 pm
SAN
- BOS
Nonstop5h 16m
JetBlue
Fri 2/277:00 am
BOS
- SAN
Nonstop6h 32m
JetBlue
Deal found 1/30![JetBlue logo]()
$236
This Delta deal was found by Cheapflights users on 1/30. 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.
Wed 3/1810:03 pm
SAN
- BOS
Nonstop5h 22m
Delta
Mon 3/305:30 pm
BOS
- SAN
Nonstop6h 37m
Delta
Deal found 1/30![Delta logo]()
$237
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:32 pm
SAN
- BOS
1 stop7h 27m
American Airlines
Sat 3/73:55 pm
BOS
- SAN
1 stop9h 39m
American Airlines
Deal found 1/31![American Airlines logo]()
$238
This Delta deal was found by Cheapflights users on 1/30. 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.
Wed 4/110:03 pm
SAN
- BOS
Nonstop5h 22m
Delta
Tue 4/75:30 pm
BOS
- SAN
Nonstop6h 37m
Delta
Deal found 1/30![Delta logo]()
$242
This Super.com deal was found by Cheapflights users on 1/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:44 pm
SAN
- BOS
Nonstop5h 16m
JetBlue
Mon 3/97:10 am
BOS
- SAN
Nonstop6h 34m
JetBlue
Deal found 1/30![JetBlue logo]()
$243
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:44 pm
SAN
- BOS
Nonstop5h 16m
JetBlue
Mon 3/24:00 pm
BOS
- SAN
Nonstop6h 28m
JetBlue
Deal found 1/30![JetBlue logo]()
$246
This Delta deal was found by Cheapflights users on 1/30. 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.
Thu 3/1910:03 pm
SAN
- BOS
Nonstop5h 22m
Delta
Sat 3/215:30 pm
BOS
- SAN
Nonstop6h 37m
Delta
Deal found 1/30![Delta logo]()
$247
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/58:44 pm
SAN
- BOS
Nonstop5h 16m
JetBlue
Sun 3/84:00 pm
BOS
- SAN
Nonstop6h 28m
JetBlue
Deal found 1/30![JetBlue logo]()
$248
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 February 1, 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 February 1, 2026.
This Alaska Airlines deal was found by Cheapflights users on 1/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:50 am
SAN
- BOS
Nonstop5h 34m
Alaska Airlines
Tue 3/37:00 am
BOS
- SAN
1 stop11h 46m
Alaska Airlines
Deal found 1/30![Alaska Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 1/30. 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.
Thu 3/1910:03 pm
SAN
- BOS
Nonstop5h 22m
Delta
Wed 4/15:30 pm
BOS
- SAN
Nonstop6h 37m
Delta
Deal found 1/30![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 1/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:05 am
SAN
- BOS
1 stop7h 45m
Southwest
Tue 3/33:20 pm
BOS
- SAN
2 stops10h 00m
Southwest
Deal found 1/30![Southwest logo]()
$262
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2512:49 pm
SAN
- BDL
1 stop8h 08m
JetBlue
Mon 3/26:00 am
BDL
- SAN
1 stop8h 39m
JetBlue
Deal found 2/1![JetBlue logo]()
$271
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:05 pm
SAN
- BOS
1 stop7h 54m
United Airlines
Tue 4/1411:15 am
BOS
- SAN
1 stop9h 01m
United Airlines
Deal found 1/30![United Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/189:41 pm
SAN
- ORH
1 stop12h 38m
American Airlines
Sat 3/211:44 pm
ORH
- SAN
1 stop11h 15m
American Airlines
Deal found 2/1![American Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/178:00 am
SAN
- BDL
1 stop9h 05m
Multiple Airlines
Fri 2/206:17 pm
BDL
- SAN
2 stops46h 40m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 1/30. 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.
Wed 4/110:03 pm
SAN
- BOS
Nonstop5h 22m
Delta
Tue 4/75:30 pm
BOS
- SAN
Nonstop6h 37m
Delta
Deal found 1/30![Delta logo]()
$242
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:50 am
SAN
- BOS
Nonstop5h 34m
Alaska Airlines
Sat 3/75:44 pm
BOS
- SAN
Nonstop6h 45m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$247
This JetBlue deal was found by Cheapflights users on 1/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:59 pm
SAN
- BOS
Nonstop5h 22m
JetBlue
Fri 4/36:50 am
BOS
- SAN
Nonstop6h 18m
JetBlue
Deal found 1/29![JetBlue logo]()
$282
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/59:59 pm
SAN
- BOS
Nonstop5h 31m
Delta
Tue 5/125:15 pm
BOS
- SAN
Nonstop6h 21m
Delta
Deal found 1/31![Delta logo]()
$257
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/147:00 am
SAN
- BOS
1 stop7h 26m
United Airlines
Wed 2/189:47 am
BOS
- SAN
1 stop9h 51m
United Airlines
Deal found 1/30![United Airlines logo]()
$287
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/512:15 pm
SAN
- BOS
2 stops8h 50m
Southwest
Tue 5/122:25 pm
BOS
- SAN
2 stops10h 05m
Southwest
Deal found 1/31![Southwest logo]()
$287
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/169:41 pm
SAN
- ORH
1 stop12h 24m
American Airlines
Fri 2/201:30 pm
ORH
- SAN
1 stop25h 07m
American Airlines
Deal found 2/1![American Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 1/30. 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.
Sat 2/149:55 pm
SAN
- BOS
Nonstop5h 30m
Delta
Wed 2/185:05 pm
BOS
- SAN
Nonstop6h 40m
Delta
Deal found 1/30![Delta logo]()
$267
This JetBlue deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/612:49 pm
SAN
- BDL
1 stop8h 08m
JetBlue
Sun 3/86:00 am
BDL
- SAN
1 stop8h 39m
JetBlue
Deal found 2/1![JetBlue logo]()
$296
This JetBlue deal was found by Cheapflights users on 1/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/412:49 pm
SAN
- BDL
1 stop8h 08m
JetBlue
Tue 3/106:00 am
BDL
- SAN
1 stop8h 39m
JetBlue
Deal found 1/30![JetBlue logo]()
$297
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:15 am
SAN
- BDL
2 stops13h 05m
Multiple Airlines
Mon 3/26:00 am
BDL
- SAN
1 stop8h 39m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$394
This Priceline deal was found by Cheapflights users on 1/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2712:49 pm
SAN
- BDL
1 stop8h 08m
JetBlue
Sun 3/16:00 am
BDL
- SAN
1 stop8h 39m
JetBlue
Deal found 1/30![JetBlue logo]()
$337
This Delta deal was found by Cheapflights users on 1/30. 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.
Mon 6/299:40 pm
SAN
- ORH
2 stops13h 59m
Delta
Fri 7/103:18 pm
ORH
- SAN
2 stops11h 01m
Delta
Deal found 1/30![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/710:45 am
SAN
- ALB
2 stops9h 30m
Southwest
Mon 5/115:50 am
ALB
- SAN
2 stops10h 40m
Southwest
Deal found 1/31![Southwest logo]()
$421
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Thu 7/29:55 pm
SAN
- ORH
1 stop15h 57m
American Airlines
Sat 7/45:17 pm
ORH
- SAN
1 stop21h 03m
American Airlines
Deal found 1/30![American Airlines logo]()
$432
This CheapOair deal was found by Cheapflights users on 1/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:10 pm
SAN
- BDL
1 stop23h 47m
JetBlue
Fri 3/66:00 am
BDL
- SAN
1 stop16h 58m
JetBlue
Deal found 1/30![JetBlue logo]()
$339
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:20 am
SAN
- ALB
2 stops14h 10m
United Airlines
Wed 6/38:00 am
ALB
- SAN
1 stop9h 50m
United Airlines
Deal found 1/30![United Airlines logo]()
$473
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Sun 6/289:55 pm
SAN
- ORH
1 stop15h 57m
American Airlines
Sat 7/45:17 pm
ORH
- SAN
1 stop21h 03m
American Airlines
Deal found 1/30![American Airlines logo]()
$432
This Southwest deal was found by Cheapflights users on 1/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/239:30 am
SAN
- ALB
1 stop8h 00m
Southwest
Sat 5/309:30 am
ALB
- SAN
1 stop8h 15m
Southwest
Deal found 1/29![Southwest logo]()
$437
This Delta deal was found by Cheapflights users on 1/30. 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.
Wed 7/110:30 pm
SAN
- ORH
2 stops13h 09m
Delta
Fri 7/103:18 pm
ORH
- SAN
2 stops11h 01m
Delta
Deal found 1/30![Delta logo]()
$375
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/610:40 pm
SAN
- ALB
1 stop10h 00m
Southwest
Sun 4/125:50 pm
ALB
- SAN
1 stop7h 45m
Southwest
Deal found 1/31![Southwest logo]()
$437
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:50 pm
SAN
- ALB
1 stop7h 48m
Delta
Wed 8/56:00 am
ALB
- SAN
1 stop8h 35m
Delta
Deal found 2/1![Delta logo]()
$377
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/279:56 pm
SAN
- ALB
1 stop10h 09m
American Airlines
Sun 4/55:28 pm
ALB
- SAN
1 stop8h 31m
American Airlines
Deal found 2/1![American Airlines logo]()
$457
Last-minute flights from San Diego to MassachusettsDiscover last-minute flight deals from San Diego to Massachusetts. Data last updated February 1, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Massachusetts. Data last updated February 1, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 1/30. 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.
Sat 2/149:55 pm
SAN
- BOS
Nonstop5h 30m
Delta
Wed 2/185:05 pm
BOS
- SAN
Nonstop6h 40m
Delta
Deal found 1/30![Delta logo]()
$267
This CheapOair deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:15 am
SAN
- BOS
1 stop14h 44m
Alaska Airlines
Sun 2/225:44 pm
BOS
- SAN
Nonstop6h 45m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$257
This Super.com deal was found by Cheapflights users on 1/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/248:44 pm
SAN
- BOS
Nonstop5h 16m
JetBlue
Fri 2/274:00 pm
BOS
- SAN
Nonstop6h 28m
JetBlue
Deal found 1/30![JetBlue logo]()
$233
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:44 pm
SAN
- BOS
Nonstop5h 16m
JetBlue
Fri 2/277:00 am
BOS
- SAN
Nonstop6h 32m
JetBlue
Deal found 1/30![JetBlue logo]()
$236
This Alaska Airlines deal was found by Cheapflights users on 1/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:50 am
SAN
- BOS
Nonstop5h 34m
Alaska Airlines
Tue 3/37:00 am
BOS
- SAN
1 stop11h 46m
Alaska Airlines
Deal found 1/30![Alaska Airlines logo]()
$237
This Expedia deal was found by Cheapflights users on 1/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:15 am
SAN
- BOS
1 stop14h 44m
Multiple Airlines
Sun 3/14:00 pm
BOS
- SAN
Nonstop6h 28m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$253
This Southwest deal was found by Cheapflights users on 1/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:05 am
SAN
- BOS
1 stop7h 45m
Southwest
Tue 3/33:20 pm
BOS
- SAN
2 stops10h 00m
Southwest
Deal found 1/30![Southwest logo]()
$262
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2512:49 pm
SAN
- BDL
1 stop8h 08m
JetBlue
Mon 3/26:00 am
BDL
- SAN
1 stop8h 39m
JetBlue
Deal found 2/1![JetBlue logo]()
$271
This Priceline deal was found by Cheapflights users on 1/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/268:44 pm
SAN
- BOS
Nonstop5h 16m
JetBlue
Sun 3/17:10 am
BOS
- SAN
Nonstop6h 34m
JetBlue
Deal found 1/30![JetBlue logo]()
$247
This Super.com deal was found by Cheapflights users on 1/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/273:35 pm
SAN
- BOS
Nonstop5h 13m
JetBlue
Fri 3/67:10 am
BOS
- SAN
Nonstop6h 34m
JetBlue
Deal found 1/30![JetBlue logo]()
$243
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:44 pm
SAN
- BOS
Nonstop5h 16m
JetBlue
Mon 3/24:00 pm
BOS
- SAN
Nonstop6h 28m
JetBlue
Deal found 1/30![JetBlue logo]()
$246
This Super.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:44 pm
SAN
- BOS
Nonstop5h 16m
JetBlue
Sun 3/87:10 am
BOS
- SAN
Nonstop6h 34m
JetBlue
Deal found 1/31![JetBlue logo]()
$263
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 February 1, 2026.
Search for one-way flight options from San Diego to Massachusetts. Find affordable one-way fares based on user searches. Data last updated February 1, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/248:44 pm
SAN
- BOS
Nonstop5h 16m
JetBlue
Deal found 2/1![JetBlue logo]()
$118
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1110:03 pm
SAN
- BOS
Nonstop5h 22m
Delta
Deal found 2/1![Delta logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:11 am
SAN
- BOS
2 stops15h 02m
Frontier
Deal found 1/31![Frontier logo]()
$121
This Trip.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1510:00 am
SAN
- BOS
1 stop9h 21m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$122
This Trip.com deal was found by Cheapflights users on 1/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/238:20 pm
SAN
- BOS
1 stop29h 40m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$123
This Southwest deal was found by Cheapflights users on 1/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/249:40 pm
SAN
- BOS
1 stop10h 10m
Southwest
Deal found 1/30![Southwest logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1810:48 am
SAN
- BOS
1 stop10h 11m
Hawaiian Airlines
Deal found 2/1![Hawaiian Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:45 am
SAN
- BOS
2 stops28h 30m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$127
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/158:30 pm
SAN
- BOS
Nonstop5h 37m
JetBlue
Deal found 2/1![JetBlue logo]()
$128
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/29:59 pm
SAN
- BOS
Nonstop5h 31m
Delta
Deal found 1/29![Delta logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/248:00 am
SAN
- BOS
3 stops29h 45m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2910:00 am
SAN
- BOS
2 stops27h 58m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$131
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 February 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $233 (American Airlines) |
One-way from | $118 (Cheapflightsfares) |
Popular in | December |
Cheapest in | January |
Average price | $342 |
Good round-trip deal | $252 or less |
Good one-way deal | $159 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 2,558,603 searches. Data last updated February 1, 2026.
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 2/25
8:50 am-5:24 pm
Nonstop5h 34m
Boston Logan Intl
Tue 3/3
7:00 am-3:46 pm
1 stop11h 46m
$237
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Thu 3/19
10:03 pm-6:25 am
Nonstop5h 22m
Boston Logan Intl
Wed 4/1
5:30 pm-9:07 pm
Nonstop6h 37m
$237
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Wed 4/1
10:03 pm-6:25 am
Nonstop5h 22m
Boston Logan Intl
Tue 4/7
5:30 pm-9:07 pm
Nonstop6h 37m
$242
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Wed 3/4
8:50 am-5:24 pm
Nonstop5h 34m
Boston Logan Intl
Sat 3/7
5:44 pm-9:29 pm
Nonstop6h 45m
$247
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Tue 5/5
9:59 pm-6:30 am
Nonstop5h 31m
Boston Logan Intl
Tue 5/12
5:15 pm-8:36 pm
Nonstop6h 21m
$257
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Wed 2/25
10:05 am-8:50 pm
1 stop7h 45m
Boston Logan Intl
Tue 3/3
3:20 pm-10:20 pm
2 stops10h 00m
$262
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Sat 2/14
9:55 pm-6:25 am
Nonstop5h 30m
Boston Logan Intl
Wed 2/18
5:05 pm-8:45 pm
Nonstop6h 40m
$267
San DiegoHartford
SAN - BDL
SANBDL
San Diego
Wed 2/25
12:49 pm-11:57 pm
1 stop8h 08m
Hartford Bradley Intl
Mon 3/2
6:00 am-11:39 am
1 stop8h 39m
$271
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Mon 3/30
8:59 pm-5:21 am
Nonstop5h 22m
Boston Logan Intl
Fri 4/3
6:50 am-10:08 am
Nonstop6h 18m
$282
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Thu 4/9
2:05 pm-12:59 am
1 stop7h 54m
Boston Logan Intl
Tue 4/14
11:15 am-5:16 pm
1 stop9h 01m
$286
Showing 1-10 of 60 results
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-BDL
SAN-ORH
SAN-ALB
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-BDL
SAN-ORH
SAN-ALB
What is the cheapest month to book a flight from San Diego to Massachusetts?
Currently, April is the cheapest month in which you can book a flight from San Diego to Massachusetts (average of $118). Flying from San Diego to Massachusetts in January 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 February 1, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 29% on flights from San Diego to Massachusetts by exploring options for tickets in the evening.
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 January 31, 2026.
Travelers seeking maximum savings on their San Diego to Massachusetts flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from San Diego to Massachusetts
Explore weekly flight availability from San Diego to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 1, 2026.
The most flights from SAN to USMA are scheduled on a Tuesday (12 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 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 February 1, 2026.
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.
Food
7.1
Overall
8.0
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Overall
8.0
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Overall
8.0
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Overall
8.0
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Overall
8.0
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Overall
8.0
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for San Diego to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
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 February 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$249 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$126 | Average$322 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$126 | Average$321 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$143 | Average$336 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$203 | Average$378 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$228 | Average$408 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$237 | Average$430 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$243 | Average$366 | FlexibilityNo cancel fee | On-time71% |