$129+ 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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — BOS
Oct 1 — Oct 81
Round-trip
1 adult, Economy
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Find cheap flights from San Diego to Massachusetts with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 September 1, 2026.
Explore the most affordable flight options available from San Diego to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 1, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:46 pm -
Nonstop6h 12m
Tue 10/277:00 am -
Nonstop6h 31m
Deal found 8/31![JetBlue logo]()
$248
This Trip.com deal was found by Cheapflights users on 8/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:34 pm -
Nonstop5h 47m
Wed 10/286:14 pm -
Nonstop6h 21m
Deal found 8/27![Alaska Airlines logo]()
$252
This Super.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:44 pm -
Nonstop5h 49m
Tue 10/137:00 am -
Nonstop6h 09m
Deal found 8/28![JetBlue logo]()
$255
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/2610:04 pm -
Nonstop5h 36m
Sat 10/35:15 pm -
Nonstop6h 05m
Deal found 8/28![Delta logo]()
$257
This Cheapflightsfares deal was found by Cheapflights users on 8/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:20 pm -
Nonstop6h 06m
Fri 10/237:00 am -
Nonstop6h 09m
Deal found 8/27![JetBlue logo]()
$261
This Alaska Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:34 pm -
Nonstop5h 47m
Sat 10/247:51 am -
Nonstop6h 18m
Deal found 8/30![Alaska Airlines logo]()
$265
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/193:55 pm -
Nonstop5h 35m
Wed 9/2310:50 am -
1 stop8h 25m
Deal found 8/28![Southwest logo]()
$267
This Cheapflightsfares deal was found by Cheapflights users on 8/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:20 pm -
Nonstop6h 06m
Sun 10/257:00 am -
Nonstop6h 31m
Deal found 8/27![JetBlue logo]()
$268
This JetBlue deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/411:41 am -
Nonstop5h 38m
Mon 12/74:45 pm -
Nonstop6h 31m
Deal found 8/28![JetBlue logo]()
$270
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:25 am -
Nonstop5h 25m
Mon 11/163:30 pm -
2 stops10h 35m
Deal found 8/27![Southwest logo]()
$272
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/283:55 pm -
Nonstop5h 35m
Mon 10/59:45 pm -
1 stop14h 10m
Deal found 8/28![Southwest logo]()
$273
This Cheapflightsfares deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/188:20 pm -
Nonstop5h 55m
Fri 9/253:41 pm -
Nonstop6h 05m
Deal found 8/28![JetBlue logo]()
$274
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 September 1, 2026.
Discover carefully curated flight deals from San Diego to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/2610:04 pm -
Nonstop5h 36m
Sat 10/35:15 pm -
Nonstop6h 05m
Deal found 8/28![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:45 pm -
2 stops9h 30m
Tue 10/275:55 pm -
1 stop8h 25m
Deal found 8/31![Southwest logo]()
$282
This KAYAK deal was found by Cheapflights users on 8/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:15 am -
1 stop7h 53m
Fri 12/1112:55 pm -
1 stop9h 09m
Deal found 8/27![American Airlines logo]()
$390
This United Airlines deal was found by Cheapflights users on 8/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/181:10 pm -
1 stop7h 49m
Sun 11/227:35 am -
1 stop10h 20m
Deal found 8/27![United Airlines logo]()
$446
This Breeze Airways deal was found by Cheapflights users on 8/27. 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.
Thu 9/312:24 pm -
1 stop7h 18m
Tue 9/87:00 am -
1 stop7h 39m
Deal found 8/27![Breeze Airways logo]()
$505
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/2312:45 pm -
2 stops9h 30m
Tue 10/273:50 pm -
1 stop8h 35m
Deal found 8/28![Southwest logo]()
$295
This United deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2610:30 pm -
2 stops14h 35m
Tue 9/2911:02 am -
2 stops13h 22m
Deal found 8/29![Multiple Airlines logo]()
$666
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:10 am -
2 stops9h 10m
Sat 10/39:40 am -
1 stop10h 45m
Deal found 8/27![Southwest logo]()
$330
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/151:50 pm -
1 stop6h 50m
Wed 12/238:05 pm -
1 stop8h 20m
Deal found 8/31![Southwest logo]()
$361
This Delta deal was found by Cheapflights users on 8/27. 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.
Wed 11/187:20 am -
2 stops13h 21m
Mon 11/235:21 am -
1 stop8h 08m
Deal found 8/27![Delta logo]()
$441
This United Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:05 pm -
1 stop8h 21m
Sat 10/319:38 am -
2 stops13h 59m
Deal found 8/31![United Airlines logo]()
$462
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/189:45 am -
1 stop8h 00m
Wed 12/24:55 pm -
1 stop7h 55m
Deal found 8/31![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 -
Nonstop5h 36m
Thu 10/155:10 pm -
Nonstop6h 18m
Deal found 8/28![Delta logo]()
$477
This United Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:20 am -
2 stops14h 10m
Wed 11/116:00 am -
2 stops11h 55m
Deal found 8/31![United Airlines logo]()
$483
This American Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:20 am -
1 stop7h 29m
Fri 9/185:16 pm -
1 stop20h 51m
Deal found 8/30![American Airlines logo]()
$535
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/1510:40 pm -
1 stop7h 15m
Tue 10/2010:35 am -
Nonstop6h 15m
Deal found 8/28![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1911:54 am -
1 stop8h 42m
Fri 10/167:29 pm -
1 stop7h 19m
Deal found 8/31![Delta logo]()
$504
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/510:40 pm -
1 stop7h 55m
Sat 10/105:15 am -
2 stops10h 50m
Deal found 8/31![Southwest logo]()
$392
This United Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 11/612:05 pm -
1 stop8h 21m
Sun 11/85:02 pm -
1 stop8h 38m
Deal found 8/28![United Airlines logo]()
$524
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:05 pm -
1 stop12h 05m
Tue 10/134:15 pm -
1 stop8h 10m
Deal found 8/27![Southwest logo]()
$405
This United Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1312:37 pm -
1 stop7h 53m
Thu 9/179:55 am -
2 stops10h 31m
Deal found 8/29![United Airlines logo]()
$592
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:40 am -
2 stops9h 55m
Wed 9/302:45 pm -
2 stops10h 20m
Deal found 8/31![Southwest logo]()
$424
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/211:22 pm -
1 stop7h 05m
Sun 11/296:00 am -
1 stop7h 29m
Deal found 8/31![Delta logo]()
$713
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/1510:40 pm -
1 stop7h 15m
Sun 10/1810:50 pm -
1 stop12h 00m
Deal found 8/28![Southwest logo]()
$451
This United Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:40 am -
1 stop7h 50m
Sat 9/1910:00 am -
1 stop7h 57m
Deal found 8/31![United Airlines logo]()
$697
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:00 pm -
2 stops10h 30m
Tue 9/2912:40 pm -
2 stops9h 15m
Deal found 8/27![Southwest logo]()
$456
This United Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:43 am -
2 stops13h 15m
Sun 9/206:00 am -
2 stops14h 28m
Deal found 8/30![United Airlines logo]()
$708
This Southwest deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/48:20 am -
2 stops10h 00m
Tue 11/108:40 am -
2 stops10h 25m
Deal found 8/30![Southwest logo]()
$459
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1910:40 pm -
1 stop9h 20m
Tue 12/2911:45 am -
2 stops14h 15m
Deal found 8/27![Southwest logo]()
$476
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/187:05 am -
2 stops9h 35m
Mon 11/235:55 am -
2 stops11h 00m
Deal found 8/29![Southwest logo]()
$488
Last-minute flights from San Diego to MassachusettsDiscover last-minute flight deals from San Diego to Massachusetts. Data last updated September 1, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Massachusetts. Data last updated September 1, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/188:20 pm -
Nonstop5h 55m
Tue 9/229:30 am -
Nonstop6h 04m
Deal found 8/28![JetBlue logo]()
$261
This Cheapflightsfares deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/188:20 pm -
Nonstop5h 55m
Fri 9/253:41 pm -
Nonstop6h 05m
Deal found 8/28![JetBlue logo]()
$274
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/193:55 pm -
Nonstop5h 35m
Wed 9/2310:50 am -
1 stop8h 25m
Deal found 8/28![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/193:55 pm -
Nonstop5h 35m
Sat 9/268:40 am -
2 stops11h 30m
Deal found 8/28![Southwest logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:45 pm -
2 stops25h 57m
Tue 9/297:05 am -
1 stop8h 32m
Deal found 8/27![Multiple Airlines logo]()
$321
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/2610:04 pm -
Nonstop5h 36m
Sat 10/35:15 pm -
Nonstop6h 05m
Deal found 8/28![Delta logo]()
$257
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2610:46 pm -
1 stop7h 53m
Sat 10/37:00 am -
1 stop8h 15m
Deal found 8/31![American Airlines logo]()
$276
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:07 pm -
1 stop7h 47m
Wed 9/307:25 am -
1 stop8h 52m
Deal found 9/1![United Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/263:55 pm -
Nonstop5h 35m
Wed 9/305:35 am -
1 stop7h 35m
Deal found 8/28![Southwest logo]()
$280
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/283:55 pm -
Nonstop5h 35m
Mon 10/59:45 pm -
1 stop14h 10m
Deal found 8/28![Southwest logo]()
$273
This Cheapflightsfares deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:48 pm -
Nonstop6h 12m
Sat 10/35:16 pm -
Nonstop6h 11m
Deal found 8/28![JetBlue logo]()
$248
This Expedia deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:48 pm -
Nonstop6h 12m
Tue 10/66:14 pm -
Nonstop6h 21m
Deal found 8/30![Multiple Airlines logo]()
$270
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 September 1, 2026.
Search for one-way flight options from San Diego to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 1, 2026.
This Delta deal was found by Cheapflights users on 8/27. 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.
Mon 9/2110:04 pm -
Nonstop5h 36m
Deal found 8/27![Delta logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:33 pm -
2 stops24h 00m
Deal found 8/31![Multiple Airlines logo]()
$129
This Jetabroad deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:30 pm -
1 stop7h 22m
Deal found 8/28![JetBlue logo]()
$132
This Jetabroad deal was found by Cheapflights users on 8/27. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2810:23 am -
1 stop10h 38m
Deal found 8/27![JetBlue logo]()
$133
This United Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/222:15 pm -
1 stop7h 55m
Deal found 8/28![United Airlines logo]()
$134
This FlightHub deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/298:27 pm -
Nonstop5h 55m
Deal found 8/28![JetBlue logo]()
$135
This United Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/1010:20 pm -
1 stop7h 27m
Deal found 8/28![United Airlines logo]()
$139
This Cheapflightsfares deal was found by Cheapflights users on 8/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:55 pm -
Nonstop5h 30m
Deal found 8/27![JetBlue logo]()
$140
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/2510:04 pm -
Nonstop5h 36m
Deal found 8/28![Delta logo]()
$142
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/206:30 am -
2 stops11h 45m
Deal found 8/28![Southwest logo]()
$144
This Jetabroad deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:40 pm -
1 stop10h 01m
Deal found 8/28![JetBlue logo]()
$145
This Super.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/118:25 pm -
Nonstop6h 06m
Deal found 8/29![JetBlue logo]()
$146
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 September 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $248 (Cheapflightsfares) |
One-way from | $129 (Delta) |
Popular in | December |
Cheapest in | January |
Average price | $330 |
Good round-trip deal | $275 or less |
Good one-way deal | $183 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 7,457,451 searches. Data last updated September 1, 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 San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Sat 9/26
10:04 pm-6:40 am
Nonstop5h 36m
Boston Logan Intl
Sat 10/3
5:15 pm-8:20 pm
Nonstop6h 05m
$257
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Thu 10/22
12:45 pm-1:15 am
2 stops9h 30m
Boston Logan Intl
Tue 10/27
5:55 pm-11:20 pm
1 stop8h 25m
$282
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Fri 10/23
12:45 pm-1:15 am
2 stops9h 30m
Boston Logan Intl
Tue 10/27
3:50 pm-9:25 pm
1 stop8h 35m
$295
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Sat 9/26
11:10 am-11:20 pm
2 stops9h 10m
Boston Logan Intl
Sat 10/3
9:40 am-5:25 pm
1 stop10h 45m
$330
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Tue 12/15
1:50 pm-11:40 pm
1 stop6h 50m
Boston Logan Intl
Wed 12/23
8:05 pm-1:25 am
1 stop8h 20m
$361
San DiegoAlbany
SAN San Diego - ALB Albany Intl
SANALB
San Diego
Wed 11/18
9:45 am-8:45 pm
1 stop8h 00m
Albany Intl
Wed 12/2
4:55 pm-9:50 pm
1 stop7h 55m
$363
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Thu 10/15
10:40 pm-8:55 am
1 stop7h 15m
Boston Logan Intl
Tue 10/20
10:35 am-1:50 pm
Nonstop6h 15m
$367
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Wed 12/9
6:15 am-5:08 pm
1 stop7h 53m
Boston Logan Intl
Fri 12/11
12:55 pm-7:04 pm
1 stop9h 09m
$390
San DiegoBoston
SAN San Diego - BOS Boston Logan Intl
SANBOS
San Diego
Mon 10/5
10:40 pm-9:35 am
1 stop7h 55m
Boston Logan Intl
Sat 10/10
5:15 am-1:05 pm
2 stops10h 50m
$392
San DiegoHartford
SAN San Diego - BDL Hartford Bradley Intl
SANBDL
San Diego
Thu 10/8
5:05 pm-8:10 am
1 stop12h 05m
Hartford Bradley Intl
Tue 10/13
4:15 pm-9:25 pm
1 stop8h 10m
$405
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-ALB
SAN-BDL
SAN-ORH
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-BOS
SAN-ALB
SAN-BDL
SAN-ORH
What is the cheapest month to book a flight from San Diego to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from San Diego to Massachusetts (average of $304). Flying from San Diego to Massachusetts in December is currently the most expensive (average of $446). 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 September 1, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 25% on flights from San Diego to Massachusetts by exploring options for tickets in the evening.
How much does it cost to fly round-trip from San Diego to Massachusetts?
Airfare is below average for this route at the moment.
San Diego to Massachusetts flights typically cost between $259 and $436 in October.The cheapest round-trip price found within the last 5 days was $248 on JetBlue (Oct 22-Oct 27).
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 August 29, 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 September 1, 2026.
Peruse reviews from past customers who have flown with Southwest,Alaska Airlines, 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
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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
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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 September 1, 2026.
Popular flight searches
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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 7,457,451 searches. Data last updated September 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$133 | Average$335 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$148 | Average$374 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$153 | Average$354 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$198 | Average$402 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$223 | Average$422 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$247 | Average$406 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$256 | Average$463 | FlexibilityNo cancel fee | On-time71% |