$99+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — BOS
Apr 23 — Apr 301
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from San Diego to Massachusetts with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from San Diego to Massachusetts
Cheapest
Best
Last-minute
One-way
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 March 24, 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 March 24, 2026.
This Breeze Airways deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways 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
Mon 8/317:15 am
BDL
- SAN
1 stop7h 33m
Breeze Airways
Deal found 3/19![Breeze Airways logo]()
$225
This Delta deal was found by Cheapflights users on 3/23. 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 4/289:59 pm
SAN
- BOS
Nonstop5h 31m
Delta
Wed 5/65:44 pm
BOS
- SAN
Nonstop6h 29m
Delta
Deal found 3/23![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 3/23. 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 4/212:10 pm
SAN
- BOS
1 stop8h 05m
Delta
Tue 4/285:44 pm
BOS
- SAN
Nonstop6h 29m
Delta
Deal found 3/23![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 3/22. 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.
Tue 5/59:40 pm
SAN
- BOS
1 stop7h 35m
Southwest
Tue 5/122:25 pm
BOS
- SAN
1 stop8h 10m
Southwest
Deal found 3/22![Southwest logo]()
$258
This CheapOair deal was found by Cheapflights users on 3/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:15 am
SAN
- BOS
1 stop13h 44m
Alaska Airlines
Wed 6/38:05 am
BOS
- SAN
Nonstop6h 27m
Alaska Airlines
Deal found 3/23![Alaska Airlines logo]()
$262
This Delta deal was found by Cheapflights users on 3/23. 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.
Mon 4/209:59 pm
SAN
- BOS
Nonstop5h 31m
Delta
Tue 4/285:44 pm
BOS
- SAN
Nonstop6h 29m
Delta
Deal found 3/23![Delta logo]()
$263
This Orbitz deal was found by Cheapflights users on 3/23. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:41 pm
SAN
- BOS
Nonstop5h 42m
Multiple Airlines
Mon 6/88:05 am
BOS
- SAN
Nonstop6h 27m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$268
This Cheapflightsfares deal was found by Cheapflights users on 3/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/298:30 pm
SAN
- BOS
Nonstop5h 37m
JetBlue
Wed 5/66:00 am
BOS
- SAN
Nonstop6h 15m
JetBlue
Deal found 3/23![JetBlue logo]()
$270
This JetBlue deal was found by Cheapflights users on 3/24. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/138:30 pm
SAN
- BOS
Nonstop5h 39m
JetBlue
Sun 5/246:37 am
BOS
- SAN
Nonstop6h 15m
JetBlue
Deal found 3/24![JetBlue logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:24 pm
SAN
- BDL
1 stop7h 18m
Breeze Airways
Sat 5/97:35 am
BDL
- SAN
1 stop7h 58m
Breeze Airways
Deal found 3/18![Breeze Airways logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Wed 4/298:00 am
SAN
- BDL
2 stops27h 49m
Multiple Airlines
Tue 5/58:15 am
BDL
- SAN
1 stop10h 16m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/812:33 pm
SAN
- BDL
1 stop7h 15m
Breeze Airways
Mon 5/117:15 am
BDL
- SAN
1 stop7h 33m
Breeze Airways
Deal found 3/22![Breeze Airways logo]()
$291
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 March 24, 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 March 24, 2026.
This Delta deal was found by Cheapflights users on 3/23. 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 5/135:01 pm
SAN
- BOS
1 stop10h 19m
Delta
Tue 5/195:35 am
BOS
- SAN
1 stop8h 41m
Delta
Deal found 3/23![Delta logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:56 pm
SAN
- BDL
2 stops16h 53m
Multiple Airlines
Sun 5/107:00 am
BDL
- SAN
1 stop7h 39m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$315
This Breeze Airways deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1112:33 pm
SAN
- BDL
1 stop7h 15m
Breeze Airways
Sun 5/176:20 am
BDL
- SAN
1 stop8h 04m
Breeze Airways
Deal found 3/18![Breeze Airways logo]()
$317
This United Airlines deal was found by Cheapflights users on 3/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:05 pm
SAN
- BOS
1 stop8h 12m
United Airlines
Tue 7/215:45 am
BOS
- SAN
1 stop8h 04m
United Airlines
Deal found 3/22![United Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 7/297:00 am
SAN
- BOS
1 stop7h 45m
Southwest
Thu 8/2011:15 am
BOS
- SAN
Nonstop5h 55m
Southwest
Deal found 3/21![Southwest logo]()
$335
This American Airlines deal was found by Cheapflights users on 3/23. 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.
Thu 5/77:20 pm
SAN
- ORH
2 stops15h 54m
American Airlines
Thu 5/142:39 pm
ORH
- SAN
1 stop23h 38m
American Airlines
Deal found 3/23![American Airlines logo]()
$339
This JetBlue deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 5/19:15 pm
SAN
- BOS
1 stop10h 14m
JetBlue
Thu 5/76:00 am
BOS
- SAN
Nonstop6h 15m
JetBlue
Deal found 3/21![JetBlue logo]()
$372
This Delta deal was found by Cheapflights users on 3/23. 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 5/1312:41 pm
SAN
- ALB
1 stop8h 17m
Delta
Mon 5/186:06 pm
ALB
- SAN
1 stop8h 21m
Delta
Deal found 3/23![Delta logo]()
$303
This Southwest deal was found by Cheapflights users on 3/22. 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.
Fri 5/812:40 pm
SAN
- BOS
1 stop9h 10m
Southwest
Mon 5/113:45 pm
BOS
- SAN
2 stops9h 45m
Southwest
Deal found 3/22![Southwest logo]()
$338
This Breeze Airways deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:24 pm
SAN
- BDL
1 stop7h 18m
Breeze Airways
Sun 5/176:20 am
BDL
- SAN
1 stop8h 04m
Breeze Airways
Deal found 3/19![Breeze Airways logo]()
$338
This American Airlines deal was found by Cheapflights users on 3/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:15 pm
SAN
- ORH
2 stops18h 38m
American Airlines
Sun 5/245:18 pm
ORH
- SAN
2 stops21h 33m
American Airlines
Deal found 3/22![American Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 7/209:53 pm
SAN
- BOS
Nonstop5h 37m
Delta
Tue 7/285:10 pm
BOS
- SAN
Nonstop6h 15m
Delta
Deal found 3/21![Delta logo]()
$313
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:46 am
SAN
- ALB
1 stop7h 26m
United Airlines
Wed 5/66:00 am
ALB
- SAN
1 stop8h 16m
United Airlines
Deal found 3/23![United Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/64:32 pm
SAN
- ORH
2 stops18h 42m
American Airlines
Tue 5/122:39 pm
ORH
- SAN
2 stops20h 36m
American Airlines
Deal found 3/19![American Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:25 pm
SAN
- BOS
1 stop7h 40m
Southwest
Mon 6/12:30 pm
BOS
- SAN
1 stop10h 30m
Southwest
Deal found 3/19![Southwest logo]()
$344
This Breeze Airways deal was found by Cheapflights users on 3/22. 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 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 3/22![Breeze Airways logo]()
$372
This Delta deal was found by Cheapflights users on 3/24. 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.
Mon 8/1710:40 pm
SAN
- MVY
2 stops12h 39m
Delta
Fri 8/213:10 pm
MVY
- SAN
1 stop11h 33m
Delta
Deal found 3/24![Delta logo]()
$342
This Southwest deal was found by Cheapflights users on 3/22. 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.
Tue 7/72:35 pm
SAN
- BOS
Nonstop5h 25m
Southwest
Tue 7/214:45 pm
BOS
- SAN
1 stop9h 10m
Southwest
Deal found 3/22![Southwest logo]()
$355
This JetBlue deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 7/148:40 pm
SAN
- MVY
1 stop10h 28m
JetBlue
Thu 7/1611:00 am
MVY
- SAN
1 stop11h 28m
JetBlue
Deal found 3/20![JetBlue logo]()
$484
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 6/1112:55 pm
SAN
- BOS
2 stops9h 05m
Southwest
Sat 6/134:25 pm
BOS
- SAN
Nonstop6h 10m
Southwest
Deal found 3/21![Southwest logo]()
$373
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/159:45 pm
SAN
- BDL
1 stop8h 52m
United Airlines
Tue 4/2110:33 am
BDL
- SAN
2 stops13h 06m
United Airlines
Deal found 3/18![United Airlines logo]()
$456
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/69:45 pm
SAN
- ORH
2 stops14h 48m
Delta
Mon 5/114:15 pm
ORH
- SAN
2 stops10h 26m
Delta
Deal found 3/19![Delta logo]()
$385
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 5/219:55 pm
SAN
- ORH
1 stop15h 58m
American Airlines
Sun 5/245:18 pm
ORH
- SAN
2 stops29h 01m
American Airlines
Deal found 3/20![American Airlines logo]()
$448
This Southwest deal was found by Cheapflights users on 3/23. 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 5/107:35 pm
SAN
- BOS
2 stops9h 30m
Southwest
Mon 5/113:45 pm
BOS
- SAN
2 stops9h 45m
Southwest
Deal found 3/23![Southwest logo]()
$375
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:30 pm
SAN
- ORH
2 stops15h 13m
Delta
Wed 5/134:15 pm
ORH
- SAN
2 stops10h 26m
Delta
Deal found 3/19![Delta logo]()
$385
This United Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 5/410:40 pm
SAN
- BDL
1 stop8h 15m
United Airlines
Wed 5/66:05 am
BDL
- SAN
2 stops12h 34m
United Airlines
Deal found 3/20![United Airlines logo]()
$489
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 5/236:15 am
SAN
- ORH
1 stop7h 38m
American Airlines
Sun 5/245:18 pm
ORH
- SAN
2 stops25h 25m
American Airlines
Deal found 3/20![American Airlines logo]()
$448
This Priceline deal was found by Cheapflights users on 3/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/178:40 pm
SAN
- MVY
1 stop10h 28m
JetBlue
Fri 8/2111:00 am
MVY
- SAN
1 stop11h 28m
JetBlue
Deal found 3/24![JetBlue logo]()
$549
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:30 pm
SAN
- BOS
1 stop8h 40m
Southwest
Thu 6/112:20 pm
BOS
- SAN
2 stops9h 40m
Southwest
Deal found 3/19![Southwest logo]()
$383
This Delta deal was found by Cheapflights users on 3/22. 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.
Tue 7/2110:17 pm
SAN
- ALB
1 stop7h 39m
Delta
Wed 8/56:00 am
ALB
- SAN
1 stop10h 08m
Delta
Deal found 3/22![Delta logo]()
$397
Last-minute flights from San Diego to MassachusettsDiscover last-minute flight deals from San Diego to Massachusetts. Data last updated March 24, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Massachusetts. Data last updated March 24, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 3/23. 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.
Thu 4/910:03 pm
SAN
- BOS
Nonstop5h 22m
Delta
Tue 4/149:25 am
BOS
- SAN
1 stop7h 55m
Delta
Deal found 3/23![Delta logo]()
$302
This American Airlines deal was found by Cheapflights users on 3/23. 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 4/148:15 am
SAN
- BOS
1 stop9h 46m
American Airlines
Wed 4/153:18 pm
BOS
- SAN
1 stop9h 42m
American Airlines
Deal found 3/23![American Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/152:12 pm
SAN
- BDL
2 stops21h 37m
Multiple Airlines
Wed 5/66:34 pm
BDL
- SAN
1 stop21h 09m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 3/23. 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.
Mon 4/209:59 pm
SAN
- BOS
Nonstop5h 31m
Delta
Tue 4/285:44 pm
BOS
- SAN
Nonstop6h 29m
Delta
Deal found 3/23![Delta logo]()
$263
This American Airlines deal was found by Cheapflights users on 3/23. 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.
Mon 4/209:45 pm
SAN
- BOS
1 stop10h 07m
American Airlines
Tue 4/285:09 pm
BOS
- SAN
1 stop8h 40m
American Airlines
Deal found 3/23![American Airlines logo]()
$280
This Delta deal was found by Cheapflights users on 3/23. 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.
Mon 4/209:59 pm
SAN
- BOS
Nonstop5h 31m
Delta
Thu 4/235:44 pm
BOS
- SAN
Nonstop6h 29m
Delta
Deal found 3/23![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 3/23. 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 4/212:10 pm
SAN
- BOS
1 stop8h 05m
Delta
Tue 4/285:44 pm
BOS
- SAN
Nonstop6h 29m
Delta
Deal found 3/23![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 3/23. 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 4/218:30 am
SAN
- BOS
1 stop9h 50m
Southwest
Tue 4/282:25 pm
BOS
- SAN
1 stop8h 10m
Southwest
Deal found 3/23![Southwest logo]()
$298
This Delta deal was found by Cheapflights users on 3/23. 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 4/289:59 pm
SAN
- BOS
Nonstop5h 31m
Delta
Wed 5/65:44 pm
BOS
- SAN
Nonstop6h 29m
Delta
Deal found 3/23![Delta logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 3/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/298:30 pm
SAN
- BOS
Nonstop5h 37m
JetBlue
Wed 5/66:00 am
BOS
- SAN
Nonstop6h 15m
JetBlue
Deal found 3/23![JetBlue logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Wed 4/298:00 am
SAN
- BDL
2 stops27h 49m
Multiple Airlines
Tue 5/58:15 am
BDL
- SAN
1 stop10h 16m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$285
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/299:45 pm
SAN
- BDL
1 stop8h 52m
United Airlines
Tue 5/512:40 pm
BDL
- SAN
1 stop9h 01m
United Airlines
Deal found 3/23![United Airlines logo]()
$341
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 March 24, 2026.
Search for one-way flight options from San Diego to Massachusetts. Find affordable one-way fares based on user searches. Data last updated March 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 8/2412:33 pm
SAN
- BDL
1 stop7h 15m
Breeze Airways
Deal found 3/20![Breeze Airways logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 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
Deal found 3/22![Breeze Airways logo]()
$106
This Booking.com deal was found by Cheapflights users on 3/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1212:24 pm
SAN
- BDL
1 stop7h 18m
Breeze Airways
Deal found 3/22![Breeze Airways logo]()
$121
This Southwest deal was found by Cheapflights users on 3/22. 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.
Tue 5/129:40 pm
SAN
- ALB
1 stop7h 15m
Southwest
Deal found 3/22![Southwest logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/134:17 pm
SAN
- BDL
1 stop10h 58m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1912:54 pm
SAN
- BOS
1 stop19h 12m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:15 am
SAN
- BOS
2 stops37h 10m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$143
This Delta deal was found by Cheapflights users on 3/23. 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.
Mon 4/139:59 pm
SAN
- BOS
Nonstop5h 31m
Delta
Deal found 3/23![Delta logo]()
$145
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:53 pm
SAN
- BOS
1 stop8h 06m
United Airlines
Deal found 3/23![United Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Sat 5/27:15 am
SAN
- BOS
2 stops21h 43m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$149
This Flysmarter deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 6/58:45 pm
SAN
- BOS
Nonstop5h 37m
JetBlue
Deal found 3/20![JetBlue logo]()
$151
This Cheapflightsfares deal was found by Cheapflights users on 3/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/158:40 pm
SAN
- BOS
Nonstop5h 39m
JetBlue
Deal found 3/23![JetBlue logo]()
$152
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 March 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $237 (Delta) |
One-way from | $99 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $377 |
Good round-trip deal | $312 or less |
Good one-way deal | $233 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 March 24, 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 DiegoBoston
SAN - BOS
SANBOS
San Diego
Wed 5/13
5:01 pm-6:20 am
1 stop10h 19m
Boston Logan Intl
Tue 5/19
5:35 am-11:16 am
1 stop8h 41m
$257
San DiegoAlbany
SAN - ALB
SANALB
San Diego
Wed 5/13
12:41 pm-11:58 pm
1 stop8h 17m
Albany Intl
Mon 5/18
6:06 pm-11:27 pm
1 stop8h 21m
$303
Quickest round-trip
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Mon 7/20
9:53 pm-6:30 am
Nonstop5h 37m
Boston Logan Intl
Tue 7/28
5:10 pm-8:25 pm
Nonstop6h 15m
$313
San DiegoHartford
SAN - BDL
SANBDL
San Diego
Sun 5/3
6:56 pm-2:49 pm
2 stops16h 53m
Hartford Bradley Intl
Sun 5/10
7:00 am-11:39 am
1 stop7h 39m
$315
San DiegoHartford
SAN - BDL
SANBDL
San Diego
Mon 5/11
12:33 pm-10:48 pm
1 stop7h 15m
Hartford Bradley Intl
Sun 5/17
6:20 am-11:24 am
1 stop8h 04m
$317
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Tue 7/7
9:05 pm-8:17 am
1 stop8h 12m
Boston Logan Intl
Tue 7/21
5:45 am-10:49 am
1 stop8h 04m
$333
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Wed 7/29
7:00 am-5:45 pm
1 stop7h 45m
Boston Logan Intl
Thu 8/20
11:15 am-2:10 pm
Nonstop5h 55m
$335
San DiegoBoston
SAN - BOS
SANBOS
San Diego
Fri 5/8
12:40 pm-12:50 am
1 stop9h 10m
Boston Logan Intl
Mon 5/11
3:45 pm-10:30 pm
2 stops9h 45m
$338
San DiegoHartford
SAN - BDL
SANBDL
San Diego
Thu 5/7
12:24 pm-10:42 pm
1 stop7h 18m
Hartford Bradley Intl
Sun 5/17
6:20 am-11:24 am
1 stop8h 04m
$338
San DiegoWorcester
SAN - ORH
SANORH
San Diego
Thu 5/7
7:20 pm-2:14 pm
2 stops15h 54m
Worcester
Thu 5/14
2:39 pm-11:17 am
1 stop23h 38m
$339
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-BDL
SAN-ORH
SAN-ALB
SAN-MVY
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from San Diego to Massachusetts
SAN-USMA
SAN-BOS
SAN-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 $132). Flying from San Diego to Massachusetts in January is currently the most expensive (average of $217). 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 March 24, 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 March 23, 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. Monday 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 March 24, 2026.
The most flights from SAN to USMA are scheduled on a Monday (16 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 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 March 24, 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.
Boarding
8.1
Entertainment
7.0
Food
7.0
Comfort
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Food
7.0
Comfort
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Food
7.0
Comfort
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Food
7.0
Comfort
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Food
7.0
Comfort
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Boarding
8.1
Entertainment
7.0
Food
7.0
Comfort
7.8
Crew
8.5
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.
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
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for San Diego to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
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 March 24, 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 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 March 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$256 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$128 | Average$318 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$129 | Average$328 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$144 | Average$338 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$213 | Average$428 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$229 | Average$423 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$236 | Average$415 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$243 | Average$365 | FlexibilityNo cancel fee | On-time71% |