$144+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — BOS
Jun 10 — Jun 171
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 May 11, 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 May 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/9. 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
Tue 9/17:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 8/2112:33 pm
SAN
- BDL
1 stop7h 15m
Breeze Airways
Tue 8/257:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 8/2112:33 pm
SAN
- BDL
1 stop7h 15m
Breeze Airways
Sun 8/237:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 5/8![Breeze Airways logo]()
$230
This United Airlines deal was found by Cheapflights users on 5/11. 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 6/22:08 pm
SAN
- BOS
1 stop8h 06m
United Airlines
Tue 6/163:54 pm
BOS
- SAN
1 stop8h 30m
United Airlines
Deal found 5/11![United Airlines logo]()
$242
This United Airlines deal was found by Cheapflights users on 5/11. 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 6/210:40 pm
SAN
- BOS
1 stop7h 49m
United Airlines
Wed 6/173:54 pm
BOS
- SAN
1 stop8h 30m
United Airlines
Deal found 5/11![United Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 8/2112:33 pm
SAN
- BDL
1 stop7h 15m
Breeze Airways
Mon 8/247:15 am
BDL
- SAN
1 stop7h 33m
Breeze Airways
Deal found 5/8![Breeze Airways logo]()
$248
This United Airlines deal was found by Cheapflights users on 5/9. 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 5/2710:40 pm
SAN
- BOS
1 stop7h 59m
United Airlines
Wed 6/36:26 pm
BOS
- SAN
1 stop8h 28m
United Airlines
Deal found 5/9![United Airlines logo]()
$252
This American Airlines deal was found by Cheapflights users on 5/9. 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 6/19:25 pm
SAN
- BOS
1 stop8h 57m
American Airlines
Fri 6/512:39 pm
BOS
- SAN
1 stop10h 28m
American Airlines
Deal found 5/9![American Airlines logo]()
$256
This United Airlines deal was found by Cheapflights users on 5/9. 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 5/2312:57 pm
SAN
- BOS
1 stop8h 02m
United Airlines
Tue 5/265:05 pm
BOS
- SAN
1 stop8h 34m
United Airlines
Deal found 5/9![United Airlines logo]()
$257
This American Airlines deal was found by Cheapflights users on 5/10. 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 9/910:23 am
SAN
- BOS
1 stop9h 45m
American Airlines
Sat 9/125:57 am
BOS
- SAN
1 stop7h 59m
American Airlines
Deal found 5/10![American Airlines logo]()
$258
This Delta deal was found by Cheapflights users on 5/8. 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 6/39:49 pm
SAN
- BOS
Nonstop5h 41m
Delta
Wed 6/105:10 pm
BOS
- SAN
Nonstop6h 16m
Delta
Deal found 5/8![Delta logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 8/2112:33 pm
SAN
- BDL
1 stop7h 15m
Breeze Airways
Sat 8/227:35 am
BDL
- SAN
1 stop7h 58m
Breeze Airways
Deal found 5/7![Breeze Airways logo]()
$265
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 May 11, 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 May 11, 2026.
This Delta deal was found by Cheapflights users on 5/6. 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 7/309:53 pm
SAN
- BOS
Nonstop5h 37m
Delta
Tue 8/115:10 pm
BOS
- SAN
Nonstop6h 15m
Delta
Deal found 5/6![Delta logo]()
$282
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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 7/148:52 pm
SAN
- BOS
Nonstop5h 48m
Alaska Airlines
Fri 7/174:33 pm
BOS
- SAN
Nonstop6h 20m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 5/9. 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 6/309:55 pm
SAN
- ORH
1 stop15h 58m
American Airlines
Wed 7/85:16 pm
ORH
- SAN
1 stop21h 04m
American Airlines
Deal found 5/9![American Airlines logo]()
$302
This Southwest deal was found by Cheapflights users on 5/6. 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 7/110:40 pm
SAN
- BOS
1 stop11h 00m
Southwest
Thu 7/25:20 pm
BOS
- SAN
1 stop9h 00m
Southwest
Deal found 5/6![Southwest logo]()
$322
This United Airlines deal was found by Cheapflights users on 5/7. 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 6/110:40 pm
SAN
- BOS
1 stop7h 49m
United Airlines
Mon 6/156:00 am
BOS
- SAN
1 stop8h 21m
United Airlines
Deal found 5/7![United Airlines logo]()
$366
This Breeze Airways deal was found by Cheapflights users on 5/9. 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 8/51:22 pm
SAN
- BDL
1 stop7h 37m
Breeze Airways
Sun 8/96:20 am
BDL
- SAN
1 stop8h 04m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 8/38:29 pm
SAN
- BDL
1 stop30h 51m
Multiple Airlines
Tue 8/186:05 pm
BDL
- SAN
1 stop29h 53m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 5/8. 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 5/309:50 pm
SAN
- BOS
Nonstop5h 41m
Delta
Sat 6/65:10 pm
BOS
- SAN
Nonstop6h 21m
Delta
Deal found 5/8![Delta logo]()
$293
This Priceline deal was found by Cheapflights users on 5/8. 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.
Sat 7/258:40 pm
SAN
- MVY
1 stop10h 28m
JetBlue
Fri 7/3110:58 am
MVY
- SAN
1 stop11h 30m
JetBlue
Deal found 5/8![JetBlue logo]()
$587
This American Airlines deal was found by Cheapflights users on 5/7. 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 7/79:55 pm
SAN
- ORH
1 stop15h 56m
American Airlines
Tue 7/145:16 pm
ORH
- SAN
2 stops19h 49m
American Airlines
Deal found 5/7![American Airlines logo]()
$302
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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 8/28:52 pm
SAN
- BOS
Nonstop5h 48m
Alaska Airlines
Wed 8/126:03 am
BOS
- SAN
1 stop10h 24m
Alaska Airlines
Deal found 5/6![Alaska Airlines logo]()
$322
This Southwest deal was found by Cheapflights users on 5/11. 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 6/52:35 pm
SAN
- BOS
Nonstop5h 30m
Southwest
Tue 6/96:40 pm
BOS
- SAN
1 stop7h 45m
Southwest
Deal found 5/11![Southwest logo]()
$332
This Delta deal was found by Cheapflights users on 5/8. 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 5/269:49 pm
SAN
- BOS
Nonstop5h 41m
Delta
Mon 6/15:15 pm
BOS
- SAN
Nonstop6h 21m
Delta
Deal found 5/8![Delta logo]()
$307
This American Airlines deal was found by Cheapflights users on 5/11. 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 6/236:45 pm
SAN
- ORH
2 stops19h 08m
American Airlines
Tue 6/305:18 pm
ORH
- SAN
2 stops18h 41m
American Airlines
Deal found 5/11![American Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 5/8. 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 5/289:49 pm
SAN
- BOS
Nonstop5h 41m
Delta
Tue 6/25:15 pm
BOS
- SAN
Nonstop6h 21m
Delta
Deal found 5/8![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 5/7. 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 6/26:35 am
SAN
- BOS
2 stops9h 00m
Southwest
Tue 6/96:40 pm
BOS
- SAN
1 stop7h 45m
Southwest
Deal found 5/7![Southwest logo]()
$342
This Breeze Airways deal was found by Cheapflights users on 5/9. 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.
Thu 6/412:24 pm
SAN
- BDL
1 stop7h 18m
Breeze Airways
Mon 6/87:15 am
BDL
- SAN
1 stop7h 33m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$393
This American Airlines deal was found by Cheapflights users on 5/8. 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 6/17:15 pm
SAN
- ORH
2 stops18h 38m
American Airlines
Mon 6/85:18 pm
ORH
- SAN
2 stops18h 41m
American Airlines
Deal found 5/8![American Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 5/11. 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 6/102:35 pm
SAN
- BOS
Nonstop5h 30m
Southwest
Wed 6/175:00 pm
BOS
- SAN
1 stop9h 25m
Southwest
Deal found 5/11![Southwest logo]()
$355
This Breeze Airways deal was found by Cheapflights users on 5/6. 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.
Mon 6/112:33 pm
SAN
- BDL
1 stop7h 15m
Breeze Airways
Mon 6/87:15 am
BDL
- SAN
1 stop7h 33m
Breeze Airways
Deal found 5/6![Breeze Airways logo]()
$414
This United Airlines deal was found by Cheapflights users on 5/10. 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 6/96:55 pm
SAN
- BDL
2 stops11h 50m
United Airlines
Tue 6/164:55 pm
BDL
- SAN
1 stop8h 44m
United Airlines
Deal found 5/10![United Airlines logo]()
$486
This Southwest deal was found by Cheapflights users on 5/11. 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 7/306:20 am
SAN
- BOS
2 stops14h 05m
Southwest
Fri 8/79:40 am
BOS
- SAN
1 stop10h 30m
Southwest
Deal found 5/11![Southwest logo]()
$373
This Delta deal was found by Cheapflights users on 5/10. 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 6/911:53 am
SAN
- BDL
1 stop8h 50m
Delta
Thu 6/114:59 pm
BDL
- SAN
1 stop8h 11m
Delta
Deal found 5/10![Delta logo]()
$388
This American Airlines deal was found by Cheapflights users on 5/6. 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 7/289:25 pm
SAN
- ALB
1 stop10h 28m
American Airlines
Tue 8/411:44 am
ALB
- SAN
1 stop10h 06m
American Airlines
Deal found 5/6![American Airlines logo]()
$410
This United Airlines deal was found by Cheapflights users on 5/7. 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 8/510:25 pm
SAN
- ALB
1 stop9h 13m
United Airlines
Tue 8/1110:00 am
ALB
- SAN
2 stops12h 55m
United Airlines
Deal found 5/7![United Airlines logo]()
$512
This Alaska Airlines deal was found by Cheapflights users on 5/10. 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 8/57:00 am
SAN
- ALB
1 stop9h 40m
Alaska Airlines
Tue 8/1110:30 am
ALB
- SAN
2 stops26h 35m
Alaska Airlines
Deal found 5/10![Alaska Airlines logo]()
$512
This Delta deal was found by Cheapflights users on 5/10. 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 8/512:32 pm
SAN
- ALB
1 stop8h 25m
Delta
Tue 8/116:00 am
ALB
- SAN
1 stop7h 20m
Delta
Deal found 5/10![Delta logo]()
$413
This Breeze Airways deal was found by Cheapflights users on 5/10. 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 7/1712:33 pm
SAN
- BDL
1 stop7h 15m
Breeze Airways
Sun 7/196:20 am
BDL
- SAN
1 stop8h 04m
Breeze Airways
Deal found 5/10![Breeze Airways logo]()
$524
This Southwest deal was found by Cheapflights users on 5/7. 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 6/307:15 pm
SAN
- ALB
2 stops9h 50m
Southwest
Tue 7/79:15 am
ALB
- SAN
2 stops13h 20m
Southwest
Deal found 5/7![Southwest logo]()
$447
This KAYAK deal was found by Cheapflights users on 5/8. 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.
Sat 7/258:40 pm
SAN
- MVY
1 stop10h 28m
JetBlue
Sat 8/110:58 am
MVY
- SAN
1 stop11h 30m
JetBlue
Deal found 5/8![JetBlue logo]()
$696
Last-minute flights from San Diego to MassachusettsDiscover last-minute flight deals from San Diego to Massachusetts. Data last updated May 11, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Massachusetts. Data last updated May 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/6. 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 5/166:30 am
SAN
- BOS
1 stop7h 10m
American Airlines
Wed 5/272:26 pm
BOS
- SAN
1 stop10h 22m
American Airlines
Deal found 5/6![American Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 5/2812:24 pm
SAN
- BDL
1 stop7h 18m
Breeze Airways
Sun 5/317:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 5/7![Breeze Airways logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 5/2812:24 pm
SAN
- BDL
1 stop7h 18m
Breeze Airways
Tue 6/97:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 5/286:25 am
SAN
- BDL
2 stops13h 17m
Multiple Airlines
Sun 5/317:00 am
BDL
- SAN
1 stop7h 39m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:22 pm
SAN
- BDL
1 stop7h 37m
Breeze Airways
Tue 6/97:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 5/9. 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.
Sun 5/316:25 am
SAN
- BDL
2 stops38h 08m
Multiple Airlines
Tue 6/96:05 pm
BDL
- SAN
1 stop17h 43m
Multiple Airlines
Deal found 5/9![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 6/16:25 am
SAN
- BDL
2 stops31h 45m
Multiple Airlines
Tue 6/97:00 am
BDL
- SAN
1 stop7h 39m
Multiple Airlines
Deal found 5/9![Multiple Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 6/112:33 pm
SAN
- BDL
1 stop7h 15m
Breeze Airways
Tue 6/97:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$332
This American Airlines deal was found by Cheapflights users on 5/8. 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 6/17:15 pm
SAN
- ORH
2 stops18h 38m
American Airlines
Mon 6/85:18 pm
ORH
- SAN
1 stop20h 55m
American Airlines
Deal found 5/8![American Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 6/212:24 pm
SAN
- BDL
1 stop7h 18m
Breeze Airways
Tue 6/97:00 am
BDL
- SAN
1 stop7h 39m
Breeze Airways
Deal found 5/10![Breeze Airways logo]()
$317
This American Airlines deal was found by Cheapflights users on 5/11. 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 6/236:15 am
SAN
- ORH
1 stop7h 38m
American Airlines
Tue 6/305:18 pm
ORH
- SAN
2 stops18h 41m
American Airlines
Deal found 5/11![American Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 5/9. 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 6/309:55 pm
SAN
- ORH
1 stop15h 58m
American Airlines
Wed 7/85:16 pm
ORH
- SAN
1 stop21h 04m
American Airlines
Deal found 5/9![American Airlines logo]()
$302
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 May 11, 2026.
Search for one-way flight options from San Diego to Massachusetts. Find affordable one-way fares based on user searches. Data last updated May 11, 2026.
This American Airlines deal was found by Cheapflights users on 5/11. 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 6/31:19 pm
SAN
- BOS
1 stop7h 40m
American Airlines
Deal found 5/11![American Airlines logo]()
$144
This Mytrip deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:24 pm
SAN
- BDL
1 stop7h 18m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$146
This Super.com deal was found by Cheapflights users on 5/10. 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 6/128:40 pm
SAN
- BOS
Nonstop5h 40m
JetBlue
Deal found 5/10![JetBlue logo]()
$147
This Flysmarter deal was found by Cheapflights users on 5/11. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/58:44 pm
SAN
- BOS
Nonstop5h 37m
JetBlue
Deal found 5/11![JetBlue logo]()
$148
This Delta deal was found by Cheapflights users on 5/11. 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 6/19:49 pm
SAN
- BOS
Nonstop5h 41m
Delta
Deal found 5/11![Delta logo]()
$149
This American Airlines deal was found by Cheapflights users on 5/8. 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 6/306:15 am
SAN
- ORH
1 stop7h 38m
American Airlines
Deal found 5/8![American Airlines logo]()
$149
This Southwest deal was found by Cheapflights users on 5/7. 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 6/510:40 pm
SAN
- BOS
1 stop7h 00m
Southwest
Deal found 5/7![Southwest logo]()
$154
This Delta deal was found by Cheapflights users on 5/9. 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 6/209:54 pm
SAN
- BOS
Nonstop5h 36m
Delta
Deal found 5/9![Delta logo]()
$157
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Fri 6/56:55 pm
SAN
- BOS
1 stop8h 03m
United Airlines
Deal found 5/8![United Airlines logo]()
$158
This JetBlue deal was found by Cheapflights users on 5/8. 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 5/278:44 pm
SAN
- BOS
Nonstop5h 39m
JetBlue
Deal found 5/8![JetBlue logo]()
$159
This Delta deal was found by Cheapflights users on 5/10. 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 8/2510:30 pm
SAN
- ORH
2 stops15h 30m
Delta
Deal found 5/10![Delta logo]()
$159
This Southwest deal was found by Cheapflights users on 5/10. 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 7/68:05 pm
SAN
- BOS
2 stops8h 55m
Southwest
Deal found 5/10![Southwest logo]()
$164
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 May 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $216 (Kiwi.com) |
One-way from | $144 (American Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $369 |
Good round-trip deal | $297 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 May 11, 2026.
Use the filters below to find and compare flights from San Diego to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Thu 7/30
9:53 pm-6:30 am
Nonstop5h 37m
Boston Logan Intl
Tue 8/11
5:10 pm-8:25 pm
Nonstop6h 15m
$282
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Sat 5/30
9:50 pm-6:31 am
Nonstop5h 41m
Boston Logan Intl
Sat 6/6
5:10 pm-8:31 pm
Nonstop6h 21m
$293
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Tue 7/14
8:52 pm-5:40 am
Nonstop5h 48m
Boston Logan Intl
Fri 7/17
4:33 pm-7:53 pm
Nonstop6h 20m
$297
San DiegoWorcester
SAN - ORH
SANORH
San Diego
Tue 6/30
9:55 pm-4:53 pm
1 stop15h 58m
Worcester
Wed 7/8
5:16 pm-11:20 am
1 stop21h 04m
$302
San DiegoWorcester
SAN - ORH
SANORH
San Diego
Tue 7/7
9:55 pm-4:51 pm
1 stop15h 56m
Worcester
Tue 7/14
5:16 pm-10:05 am
2 stops19h 49m
$302
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Tue 5/26
9:49 pm-6:30 am
Nonstop5h 41m
Boston Logan Intl
Mon 6/1
5:15 pm-8:36 pm
Nonstop6h 21m
$307
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Thu 5/28
9:49 pm-6:30 am
Nonstop5h 41m
Boston Logan Intl
Tue 6/2
5:15 pm-8:36 pm
Nonstop6h 21m
$307
San DiegoWorcester
SAN - ORH
SANORH
San Diego
Tue 6/23
6:45 pm-4:53 pm
2 stops19h 08m
Worcester
Tue 6/30
5:18 pm-8:59 am
2 stops18h 41m
$317
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Wed 7/1
10:40 pm-12:40 pm
1 stop11h 00m
Boston Logan Intl
Thu 7/2
5:20 pm-11:20 pm
1 stop9h 00m
$322
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Sun 8/2
8:52 pm-5:40 am
Nonstop5h 48m
Boston Logan Intl
Wed 8/12
6:03 am-1:27 pm
1 stop10h 24m
$322
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-BOS
SAN-ORH
SAN-BDL
SAN-MVY
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-ORH
SAN-BDL
SAN-MVY
How far ahead should I book a flight from San Diego to Massachusetts?
Booking 66 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 month to book a flight from San Diego to Massachusetts?
Currently, May is the cheapest month in which you can book a flight from San Diego to Massachusetts (average of $98). Flying from San Diego to Massachusetts in November is currently the most expensive (average of $1,618). 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 May 11, 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.
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 May 9, 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.
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 May 11, 2026.
The most flights from SAN to USMA are scheduled on a Friday (11 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (5 on average).
How much does it cost to fly round-trip from San Diego to Massachusetts?
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 May 11, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Delta, andHawaiian 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.
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
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.
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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 May 11, 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 May 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$126 | Average$307 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$127 | Average$324 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$148 | Average$342 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$203 | Average$410 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$226 | Average$424 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$236 | Average$409 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$243 | Average$374 | FlexibilityNo cancel fee | On-time71% |