$120+ Cheap flights from San Diego (SAN) to Massachusetts
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — BOS
Jul 27 — Aug 31
Round-trip
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 June 27, 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 June 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/23. 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.
Fri 8/2812:33 pm
SAN
- BDL
1 stop7h 15m
Breeze Airways
Sun 8/307:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 6/23![Breeze Airways logo]()
$216
This Breeze Airways deal was found by Cheapflights users on 6/24. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:33 pm
SAN
- BDL
1 stop7h 15m
Breeze Airways
Tue 9/17:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$219
This Breeze Airways deal was found by Cheapflights users on 6/25. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:22 pm
SAN
- BDL
1 stop7h 37m
Breeze Airways
Sun 8/307:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$236
This Breeze Airways deal was found by Cheapflights users on 6/27. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:24 pm
SAN
- BDL
1 stop7h 18m
Breeze Airways
Sun 8/237:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 6/27![Breeze Airways logo]()
$240
This Cheapflightsfares deal was found by Cheapflights users on 6/22. 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.
Sun 8/238:40 pm
SAN
- BOS
Nonstop5h 39m
JetBlue
Sat 9/512:42 pm
BOS
- SAN
1 stop9h 21m
JetBlue
Deal found 6/22![JetBlue logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:24 pm
SAN
- BDL
1 stop7h 18m
Breeze Airways
Thu 8/277:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 6/24![Breeze Airways logo]()
$270
This Southwest deal was found by Cheapflights users on 6/23. 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 8/93:55 pm
SAN
- BOS
Nonstop5h 30m
Southwest
Tue 8/185:35 am
BOS
- SAN
1 stop7h 35m
Southwest
Deal found 6/23![Southwest logo]()
$272
This Delta deal was found by Cheapflights users on 6/22. 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 10/2610:00 pm
SAN
- BOS
Nonstop5h 38m
Delta
Mon 11/25:15 pm
BOS
- SAN
Nonstop6h 33m
Delta
Deal found 6/22![Delta logo]()
$273
This Cheapflightsfares deal was found by Cheapflights users on 6/22. 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 7/138:40 pm
SAN
- BOS
Nonstop5h 39m
JetBlue
Thu 7/166:05 am
BOS
- SAN
Nonstop6h 04m
JetBlue
Deal found 6/22![JetBlue logo]()
$274
This Expedia deal was found by Cheapflights users on 6/24. 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.
Fri 7/108:52 pm
SAN
- BOS
Nonstop5h 48m
Multiple Airlines
Tue 8/186:05 am
BOS
- SAN
Nonstop6h 05m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$275
This JetBlue deal was found by Cheapflights users on 6/22. 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.
Tue 7/218:40 pm
SAN
- BOS
Nonstop5h 39m
JetBlue
Thu 7/236:05 am
BOS
- SAN
Nonstop6h 04m
JetBlue
Deal found 6/22![JetBlue logo]()
$277
This Southwest deal was found by Cheapflights users on 6/23. 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 8/227:25 pm
SAN
- BOS
1 stop13h 50m
Southwest
Tue 8/259:05 am
BOS
- SAN
Nonstop5h 55m
Southwest
Deal found 6/23![Southwest logo]()
$278
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 June 27, 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 June 27, 2026.
This Breeze Airways deal was found by Cheapflights users on 6/25. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:22 pm
SAN
- BDL
1 stop7h 37m
Breeze Airways
Sun 8/307:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$236
This Southwest deal was found by Cheapflights users on 6/23. 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 9/1511:45 am
SAN
- BOS
1 stop9h 20m
Southwest
Tue 9/222:45 pm
BOS
- SAN
2 stops10h 15m
Southwest
Deal found 6/23![Southwest logo]()
$282
This Delta deal was found by Cheapflights users on 6/27. 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 8/2210:02 pm
SAN
- BOS
Nonstop5h 38m
Delta
Wed 9/95:10 pm
BOS
- SAN
Nonstop6h 05m
Delta
Deal found 6/27![Delta logo]()
$287
This JetBlue deal was found by Cheapflights users on 6/26. 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 7/208:40 pm
SAN
- BOS
Nonstop5h 39m
JetBlue
Wed 7/296:05 am
BOS
- SAN
Nonstop6h 04m
JetBlue
Deal found 6/26![JetBlue logo]()
$342
This American Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/259:55 pm
SAN
- ORH
1 stop15h 56m
American Airlines
Sat 8/15:16 pm
ORH
- SAN
1 stop21h 04m
American Airlines
Deal found 6/27![American Airlines logo]()
$401
This United Airlines deal was found by Cheapflights users on 6/26. 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.
Mon 12/710:30 pm
SAN
- ALB
1 stop8h 57m
United Airlines
Wed 12/911:24 am
ALB
- SAN
1 stop10h 13m
United Airlines
Deal found 6/26![United Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 6/23. 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 8/2910:40 pm
SAN
- BOS
1 stop7h 35m
Southwest
Tue 9/12:45 pm
BOS
- SAN
2 stops10h 15m
Southwest
Deal found 6/23![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 6/25. 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 8/310:02 pm
SAN
- BOS
Nonstop5h 38m
Delta
Wed 8/125:20 pm
BOS
- SAN
Nonstop6h 15m
Delta
Deal found 6/25![Delta logo]()
$292
This Southwest deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:40 pm
SAN
- BOS
1 stop7h 50m
Southwest
Tue 8/2510:05 am
BOS
- SAN
2 stops11h 15m
Southwest
Deal found 6/25![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 6/27. 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 10/110:04 pm
SAN
- BOS
Nonstop5h 36m
Delta
Mon 10/55:10 pm
BOS
- SAN
Nonstop6h 05m
Delta
Deal found 6/27![Delta logo]()
$295
This Southwest deal was found by Cheapflights users on 6/23. 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 9/289:00 pm
SAN
- BOS
2 stops9h 55m
Southwest
Sat 10/39:00 am
BOS
- SAN
2 stops11h 10m
Southwest
Deal found 6/23![Southwest logo]()
$295
This KAYAK deal was found by Cheapflights users on 6/24. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:30 pm
SAN
- EWB
2 stops15h 15m
Multiple Airlines
Wed 10/147:00 am
EWB
- SAN
2 stops15h 25m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$720
This Delta deal was found by Cheapflights users on 6/24. 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 10/610:30 pm
SAN
- ORH
2 stops13h 07m
Delta
Tue 10/133:18 pm
ORH
- SAN
2 stops11h 37m
Delta
Deal found 6/24![Delta logo]()
$307
This Breeze Airways deal was found by Cheapflights users on 6/23. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:22 pm
SAN
- BDL
1 stop7h 37m
Breeze Airways
Sun 7/126:20 am
BDL
- SAN
1 stop8h 04m
Breeze Airways
Deal found 6/23![Breeze Airways logo]()
$412
This Southwest deal was found by Cheapflights users on 6/24. 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 10/1910:30 pm
SAN
- BOS
Nonstop5h 20m
Southwest
Fri 10/308:40 am
BOS
- SAN
2 stops9h 40m
Southwest
Deal found 6/24![Southwest logo]()
$313
This Delta deal was found by Cheapflights users on 6/23. 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 8/1410:02 pm
SAN
- BOS
Nonstop5h 38m
Delta
Mon 8/175:20 pm
BOS
- SAN
Nonstop6h 15m
Delta
Deal found 6/23![Delta logo]()
$332
This Priceline deal was found by Cheapflights users on 6/25. 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 7/98:40 pm
SAN
- MVY
1 stop10h 28m
JetBlue
Sat 7/1110:58 am
MVY
- SAN
1 stop11h 29m
JetBlue
Deal found 6/25![JetBlue logo]()
$442
This United Airlines deal was found by Cheapflights users on 6/26. 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.
Tue 12/810:30 pm
SAN
- BDL
1 stop8h 55m
United Airlines
Wed 12/92:48 pm
BDL
- SAN
1 stop8h 45m
United Airlines
Deal found 6/26![United Airlines logo]()
$461
This American Airlines deal was found by Cheapflights users on 6/27. 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 9/176:20 am
SAN
- ORH
1 stop7h 29m
American Airlines
Sat 9/265:16 pm
ORH
- SAN
2 stops18h 40m
American Airlines
Deal found 6/27![American Airlines logo]()
$464
This Southwest deal was found by Cheapflights users on 6/25. 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 10/210:40 pm
SAN
- BOS
1 stop10h 00m
Southwest
Mon 10/59:45 pm
BOS
- SAN
1 stop13h 45m
Southwest
Deal found 6/25![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 6/24. 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 11/2410:35 pm
SAN
- BOS
1 stop9h 05m
Southwest
Tue 12/18:20 am
BOS
- SAN
Nonstop6h 25m
Southwest
Deal found 6/24![Southwest logo]()
$355
This Delta deal was found by Cheapflights users on 6/22. 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 9/179:45 pm
SAN
- ALB
1 stop10h 31m
Delta
Sun 9/206:15 am
ALB
- SAN
1 stop8h 10m
Delta
Deal found 6/22![Delta logo]()
$419
This American Airlines deal was found by Cheapflights users on 6/24. 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 7/96:15 am
SAN
- ORH
1 stop7h 36m
American Airlines
Sat 7/115:16 pm
ORH
- SAN
1 stop21h 04m
American Airlines
Deal found 6/24![American Airlines logo]()
$562
This JetBlue deal was found by Cheapflights users on 6/26. 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 8/128:40 pm
SAN
- MVY
1 stop10h 28m
JetBlue
Sun 8/1610:58 am
MVY
- SAN
1 stop11h 31m
JetBlue
Deal found 6/26![JetBlue logo]()
$577
This Southwest deal was found by Cheapflights users on 6/24. 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 9/910:40 pm
SAN
- ALB
1 stop7h 50m
Southwest
Mon 9/145:05 pm
ALB
- SAN
1 stop9h 20m
Southwest
Deal found 6/24![Southwest logo]()
$368
This American Airlines deal was found by Cheapflights users on 6/27. 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 9/177:15 pm
SAN
- ORH
2 stops18h 34m
American Airlines
Wed 9/235:16 pm
ORH
- SAN
2 stops18h 40m
American Airlines
Deal found 6/27![American Airlines logo]()
$565
This Delta deal was found by Cheapflights users on 6/26. 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 11/1810:55 am
SAN
- BDL
1 stop8h 07m
Delta
Sun 11/225:05 pm
BDL
- SAN
1 stop8h 58m
Delta
Deal found 6/26![Delta logo]()
$446
This Southwest deal was found by Cheapflights users on 6/22. 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 8/268:35 am
SAN
- BDL
2 stops9h 35m
Southwest
Thu 9/36:20 pm
BDL
- SAN
1 stop7h 35m
Southwest
Deal found 6/22![Southwest logo]()
$387
This Delta deal was found by Cheapflights users on 6/23. 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 9/96:20 am
SAN
- BDL
1 stop8h 38m
Delta
Sun 9/1312:35 pm
BDL
- SAN
1 stop9h 01m
Delta
Deal found 6/23![Delta logo]()
$446
This Southwest deal was found by Cheapflights users on 6/24. 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 8/69:00 pm
SAN
- BDL
2 stops9h 40m
Southwest
Tue 8/115:55 pm
BDL
- SAN
1 stop7h 40m
Southwest
Deal found 6/24![Southwest logo]()
$387
Last-minute flights from San Diego to MassachusettsDiscover last-minute flight deals from San Diego to Massachusetts. Data last updated June 27, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Massachusetts. Data last updated June 27, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 6/22. 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 7/68:40 pm
SAN
- BOS
Nonstop5h 39m
Multiple Airlines
Thu 7/98:28 am
BOS
- SAN
Nonstop6h 15m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 6/23. 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 7/77:15 pm
SAN
- BOS
1 stop7h 30m
American Airlines
Tue 7/144:06 pm
BOS
- SAN
1 stop9h 31m
American Airlines
Deal found 6/23![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 6/23. 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 7/76:15 am
SAN
- BOS
1 stop7h 32m
American Airlines
Mon 7/135:52 pm
BOS
- SAN
1 stop9h 07m
American Airlines
Deal found 6/23![American Airlines logo]()
$307
This Delta deal was found by Cheapflights users on 6/23. 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 7/710:00 pm
SAN
- BOS
Nonstop5h 38m
Delta
Fri 7/175:10 pm
BOS
- SAN
Nonstop6h 15m
Delta
Deal found 6/23![Delta logo]()
$310
This Alaska Airlines deal was found by Cheapflights users on 6/24. 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.
Tue 7/77:00 am
SAN
- BOS
Nonstop5h 51m
Alaska Airlines
Tue 7/146:03 am
BOS
- SAN
1 stop10h 24m
Alaska Airlines
Deal found 6/24![Alaska Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 6/23. 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 7/710:00 pm
SAN
- BOS
Nonstop5h 38m
Delta
Tue 7/145:10 pm
BOS
- SAN
Nonstop6h 15m
Delta
Deal found 6/23![Delta logo]()
$347
This Expedia deal was found by Cheapflights users on 6/23. 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.
Tue 7/77:00 am
SAN
- BOS
Nonstop5h 51m
Multiple Airlines
Fri 7/106:05 am
BOS
- SAN
Nonstop6h 04m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$352
This Southwest deal was found by Cheapflights users on 6/23. 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 7/72:45 pm
SAN
- BOS
Nonstop5h 35m
Southwest
Mon 7/134:45 pm
BOS
- SAN
1 stop9h 45m
Southwest
Deal found 6/23![Southwest logo]()
$357
This Alaska Airlines deal was found by Cheapflights users on 6/23. 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.
Tue 7/78:52 pm
SAN
- BOS
Nonstop5h 48m
Alaska Airlines
Wed 7/154:33 pm
BOS
- SAN
Nonstop6h 20m
Alaska Airlines
Deal found 6/23![Alaska Airlines logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 6/23. 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.
Tue 7/78:52 pm
SAN
- BOS
Nonstop5h 48m
Alaska Airlines
Fri 7/108:28 am
BOS
- SAN
Nonstop6h 15m
Alaska Airlines
Deal found 6/23![Alaska Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 6/22. 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 7/2212:59 pm
SAN
- BDL
1 stop7h 55m
Delta
Wed 7/295:30 am
BDL
- SAN
1 stop7h 57m
Delta
Deal found 6/22![Delta logo]()
$351
This Delta deal was found by Cheapflights users on 6/26. 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 7/2812:59 pm
SAN
- ALB
1 stop8h 00m
Delta
Tue 8/116:00 am
ALB
- SAN
1 stop7h 20m
Delta
Deal found 6/26![Delta logo]()
$311
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 June 27, 2026.
Search for one-way flight options from San Diego to Massachusetts. Find affordable one-way fares based on user searches. Data last updated June 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/25. 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.
Thu 8/2712:24 pm
SAN
- BDL
1 stop7h 18m
Breeze Airways
Deal found 6/25![Breeze Airways logo]()
$120
This Breeze Airways deal was found by Cheapflights users on 6/23. 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 Breeze Airways 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
Deal found 6/23![Breeze Airways logo]()
$144
This Breeze Airways deal was found by Cheapflights users on 6/26. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:22 pm
SAN
- BDL
1 stop7h 37m
Breeze Airways
Deal found 6/26![Breeze Airways logo]()
$145
This Alaska Airlines deal was found by Cheapflights users on 6/27. 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 8/238:59 pm
SAN
- BOS
Nonstop5h 50m
Alaska Airlines
Deal found 6/27![Alaska Airlines logo]()
$146
This Super.com deal was found by Cheapflights users on 6/24. 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.
Thu 7/161:06 pm
SAN
- BOS
Nonstop5h 45m
JetBlue
Deal found 6/24![JetBlue logo]()
$147
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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.
Sun 8/238:40 pm
SAN
- BOS
Nonstop5h 39m
JetBlue
Deal found 6/24![JetBlue logo]()
$148
This Southwest deal was found by Cheapflights users on 6/23. 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 8/109:00 pm
SAN
- BOS
2 stops9h 55m
Southwest
Deal found 6/23![Southwest logo]()
$149
This Delta deal was found by Cheapflights users on 6/23. 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.
Sun 7/199:30 pm
SAN
- MVY
2 stops10h 31m
Delta
Deal found 6/23![Delta logo]()
$149
This Southwest deal was found by Cheapflights users on 6/23. 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 9/210:40 pm
SAN
- BOS
2 stops13h 15m
Southwest
Deal found 6/23![Southwest logo]()
$150
This CheapOair deal was found by Cheapflights users on 6/25. 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 8/138:52 pm
SAN
- BOS
Nonstop5h 48m
Alaska Airlines
Deal found 6/25![Alaska Airlines logo]()
$151
This Southwest deal was found by Cheapflights users on 6/22. 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 9/149:00 pm
SAN
- BOS
2 stops9h 55m
Southwest
Deal found 6/22![Southwest logo]()
$152
This Cheapflightsfares deal was found by Cheapflights users on 6/24. 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 9/258:20 pm
SAN
- BOS
Nonstop5h 44m
JetBlue
Deal found 6/24![JetBlue logo]()
$154
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 June 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $216 (Kiwi.com) |
One-way from | $120 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $378 |
Good round-trip deal | $305 or less |
Good one-way deal | $168 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 June 27, 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
San DiegoHartford
SAN - BDL
SANBDL
San Diego
Wed 8/26
1:22 pm-11:59 pm
1 stop7h 37m
Hartford Bradley Intl
Sun 8/30
7:00 am-11:39 am
1 stop7h 39m
$236
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Tue 9/15
11:45 am-12:05 am
1 stop9h 20m
Boston Logan Intl
Tue 9/22
2:45 pm-10:00 pm
2 stops10h 15m
$282
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Sat 8/22
10:02 pm-6:40 am
Nonstop5h 38m
Boston Logan Intl
Wed 9/9
5:10 pm-8:15 pm
Nonstop6h 05m
$287
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Sat 8/29
10:40 pm-9:15 am
1 stop7h 35m
Boston Logan Intl
Tue 9/1
2:45 pm-10:00 pm
2 stops10h 15m
$287
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Tue 8/11
10:40 pm-9:30 am
1 stop7h 50m
Boston Logan Intl
Tue 8/25
10:05 am-6:20 pm
2 stops11h 15m
$287
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Mon 8/3
10:02 pm-6:40 am
Nonstop5h 38m
Boston Logan Intl
Wed 8/12
5:20 pm-8:35 pm
Nonstop6h 15m
$292
Quickest round-trip
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Thu 10/1
10:04 pm-6:40 am
Nonstop5h 36m
Boston Logan Intl
Mon 10/5
5:10 pm-8:15 pm
Nonstop6h 05m
$295
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Mon 9/28
9:00 pm-9:55 am
2 stops9h 55m
Boston Logan Intl
Sat 10/3
9:00 am-5:10 pm
2 stops11h 10m
$295
San DiegoWorcester
SAN - ORH
SANORH
San Diego
Tue 10/6
10:30 pm-2:37 pm
2 stops13h 07m
Worcester
Tue 10/13
3:18 pm-11:55 pm
2 stops11h 37m
$307
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Mon 10/19
10:30 pm-6:50 am
Nonstop5h 20m
Boston Logan Intl
Fri 10/30
8:40 am-3:20 pm
2 stops9h 40m
$313
Showing 1-10 of 60 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-BDL
SAN-BOS
SAN-MVY
SAN-ALB
SAN-HYA
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-BDL
SAN-BOS
SAN-MVY
SAN-ALB
What is the cheapest month to book a flight from San Diego to Massachusetts?
Currently, December is the cheapest month in which you can book a flight from San Diego to Massachusetts (average of $110). Flying from San Diego to Massachusetts in November is currently the most expensive (average of $1,733). 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 June 27, 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 June 27, 2026.
The most flights from SAN to USMA are scheduled on a Wednesday (17 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).
How much does it cost to fly round-trip from San Diego to Massachusetts?
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 June 20, 2026.
Travelers seeking maximum savings on their San Diego to Massachusetts flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday afternoons 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 June 27, 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.
Boarding
8.1
Entertainment
7.0
Crew
8.5
Overall
7.9
Comfort
7.8
Food
7.0
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Boarding
8.1
Entertainment
7.0
Crew
8.5
Overall
7.9
Comfort
7.8
Food
7.0
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Boarding
8.1
Entertainment
7.0
Crew
8.5
Overall
7.9
Comfort
7.8
Food
7.0
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Boarding
8.1
Entertainment
7.0
Crew
8.5
Overall
7.9
Comfort
7.8
Food
7.0
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Boarding
8.1
Entertainment
7.0
Crew
8.5
Overall
7.9
Comfort
7.8
Food
7.0
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Boarding
8.1
Entertainment
7.0
Crew
8.5
Overall
7.9
Comfort
7.8
Food
7.0
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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Alternative routes for San Diego to Massachusetts
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Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San Diego to Massachusetts by cabin class
Find flights from San Diego to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Diego and Massachusetts flights
Browse other San Diego and Massachusetts flight options. Last updated on June 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San Diego to Massachusetts flights
Consider these flights traveling from San Diego to Massachusetts.
Top 7 airlines flying from San Diego to Massachusetts
Discover the top 7 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 June 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$287 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$125 | Average$323 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$148 | Average$346 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$203 | Average$411 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$220 | Average$422 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$246 | Average$453 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$247 | Average$401 | FlexibilityNo cancel fee | On-time63% |