$102+ Cheap flights from San Jose, CA (SJC) to Massachusetts
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
Oct 16 — Oct 231
Round-trip
1 adult, Economy
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Cheapest flights from San Jose to MassachusettsExplore the most affordable flight options available from San Jose to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
Explore the most affordable flight options available from San Jose to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/271:45 pm -
1 stop7h 10m
Mon 11/24:20 pm -
1 stop10h 35m
Deal found 9/14![Southwest logo]()
$254
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/237:40 pm -
2 stops9h 35m
Tue 10/276:45 am -
2 stops11h 25m
Deal found 9/14![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/137:00 am -
1 stop7h 50m
Sun 11/155:00 am -
1 stop10h 05m
Deal found 9/14![Southwest logo]()
$294
This Alaska Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/259:15 am -
1 stop17h 13m
Tue 10/279:03 am -
1 stop11h 58m
Deal found 9/16![Alaska Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 9/2511:41 am -
1 stop9h 10m
Tue 10/67:55 am -
1 stop12h 07m
Deal found 9/15![Delta logo]()
$296
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/66:00 am -
2 stops10h 33m
Wed 10/145:17 am -
1 stop8h 47m
Deal found 9/16![American Airlines logo]()
$298
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/81:05 pm -
1 stop7h 58m
Tue 12/151:30 pm -
1 stop11h 43m
Deal found 9/16![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1011:55 am -
2 stops8h 50m
Sun 11/155:00 am -
1 stop8h 25m
Deal found 9/16![Southwest logo]()
$302
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/77:16 pm -
2 stops10h 24m
Tue 10/205:17 am -
1 stop8h 47m
Deal found 9/16![American Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/204:31 pm -
1 stop9h 56m
Wed 10/2811:15 am -
1 stop8h 05m
Deal found 9/14![Delta logo]()
$305
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/77:16 pm -
2 stops10h 24m
Wed 10/145:17 am -
1 stop8h 47m
Deal found 9/16![American Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/119:38 am -
1 stop8h 48m
Mon 12/147:50 am -
1 stop12h 19m
Deal found 9/16![Delta logo]()
$308
Best flights from San Jose to MassachusettsDiscover carefully curated flight deals from San Jose to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
Discover carefully curated flight deals from San Jose to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:33 pm -
1 stop9h 02m
Tue 10/277:27 am -
1 stop8h 12m
Deal found 9/15![Delta logo]()
$296
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/1611:00 pm -
1 stop9h 10m
Wed 10/215:35 am -
1 stop11h 50m
Deal found 9/13![Southwest logo]()
$348
This Alaska Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/297:45 pm -
1 stop8h 54m
Sat 10/37:51 am -
1 stop10h 04m
Deal found 9/14![Alaska Airlines logo]()
$363
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/108:45 am -
2 stops11h 58m
Wed 11/117:32 am -
1 stop10h 36m
Deal found 9/14![United Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1810:45 pm -
1 stop7h 59m
Thu 10/226:05 am -
1 stop9h 42m
Deal found 9/16![Delta logo]()
$296
This KAYAK deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/1110:39 am -
2 stops27h 30m
Sun 11/151:30 pm -
2 stops27h 35m
Deal found 9/14![Multiple Airlines logo]()
$625
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/81:05 pm -
1 stop7h 58m
Tue 12/151:30 pm -
1 stop11h 43m
Deal found 9/16![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/1111:55 am -
2 stops8h 50m
Sun 11/1512:45 pm -
2 stops11h 25m
Deal found 9/16![Southwest logo]()
$365
This Alaska Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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.
Thu 10/159:15 am -
1 stop28h 52m
Thu 10/227:51 am -
1 stop10h 04m
Deal found 9/15![Alaska Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/510:50 pm -
1 stop9h 25m
Wed 10/2112:26 pm -
2 stops11h 59m
Deal found 9/16![Delta logo]()
$325
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/1611:00 pm -
1 stop11h 15m
Tue 10/206:45 am -
2 stops11h 25m
Deal found 9/12![Southwest logo]()
$368
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 1/269:00 am -
2 stops11h 52m
Sat 1/3010:20 am -
2 stops13h 51m
Deal found 9/14![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/134:31 pm -
1 stop9h 56m
Sat 10/177:55 am -
1 stop12h 07m
Deal found 9/12![Delta logo]()
$325
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/1512:50 pm -
2 stops9h 25m
Thu 10/225:00 am -
1 stop8h 10m
Deal found 9/15![Southwest logo]()
$370
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/88:45 am -
2 stops11h 59m
Tue 12/156:00 am -
3 stops17h 53m
Deal found 9/16![United Airlines logo]()
$425
This Delta deal was found by Cheapflights users on 9/11. 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.
Wed 9/3012:51 pm -
1 stop9h 26m
Tue 10/65:30 am -
1 stop9h 14m
Deal found 9/11![Delta logo]()
$330
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/36:25 am -
2 stops10h 20m
Wed 10/71:05 pm -
2 stops11h 25m
Deal found 9/13![Southwest logo]()
$429
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 12/257:15 am -
1 stop9h 05m
Wed 1/69:15 am -
2 stops15h 44m
Deal found 9/15![Delta logo]()
$355
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/26:35 pm -
2 stops12h 02m
Wed 10/76:05 am -
1 stop8h 56m
Deal found 9/14![United Airlines logo]()
$497
This KAYAK deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/104:47 pm -
2 stops21h 22m
Sun 11/151:30 pm -
2 stops27h 35m
Deal found 9/14![Multiple Airlines logo]()
$625
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/111:32 am -
1 stop9h 57m
Tue 10/67:55 am -
1 stop12h 07m
Deal found 9/12![Delta logo]()
$382
This KAYAK deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/114:47 pm -
2 stops21h 22m
Sat 11/147:30 am -
2 stops11h 21m
Deal found 9/14![Multiple Airlines logo]()
$638
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/226:55 pm -
2 stops10h 15m
Sun 10/255:40 am -
1 stop8h 45m
Deal found 9/12![Southwest logo]()
$492
This KAYAK deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/104:47 pm -
2 stops21h 22m
Sat 11/147:30 am -
2 stops11h 21m
Deal found 9/14![Multiple Airlines logo]()
$638
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/136:30 am -
1 stop8h 12m
Sat 10/176:00 am -
1 stop9h 01m
Deal found 9/15![United Airlines logo]()
$588
This KAYAK deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1010:39 am -
2 stops27h 30m
Thu 11/197:30 am -
2 stops33h 20m
Deal found 9/14![Multiple Airlines logo]()
$670
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/17:10 pm -
2 stops10h 00m
Mon 10/54:25 pm -
2 stops10h 30m
Deal found 9/13![Southwest logo]()
$578
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/157:40 pm -
2 stops9h 35m
Mon 10/192:50 pm -
2 stops10h 45m
Deal found 9/14![Southwest logo]()
$658
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/1510:45 pm -
1 stop9h 30m
Mon 10/1912:26 pm -
2 stops11h 59m
Deal found 9/16![Delta logo]()
$614
Last-minute flights from San Jose to MassachusettsDiscover last-minute flight deals from San Jose to Massachusetts. Data last updated September 16, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Massachusetts. Data last updated September 16, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 9/2511:41 am -
1 stop9h 10m
Tue 10/67:55 am -
1 stop12h 07m
Deal found 9/15![Delta logo]()
$296
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/512:51 pm -
1 stop8h 06m
Wed 10/216:10 am -
1 stop8h 34m
Deal found 9/16![Delta logo]()
$320
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/66:00 am -
2 stops10h 33m
Wed 10/145:17 am -
1 stop8h 47m
Deal found 9/16![American Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/77:16 pm -
2 stops10h 24m
Tue 10/205:17 am -
1 stop8h 47m
Deal found 9/16![American Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/77:16 pm -
2 stops10h 24m
Wed 10/145:17 am -
1 stop8h 47m
Deal found 9/16![American Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/74:31 pm -
1 stop9h 56m
Wed 10/146:15 am -
1 stop10h 58m
Deal found 9/16![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/147:20 am -
2 stops11h 00m
Wed 10/216:45 am -
1 stop10h 40m
Deal found 9/12![Southwest logo]()
$310
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/146:30 am -
1 stop8h 07m
Sat 10/176:00 am -
1 stop9h 01m
Deal found 9/15![United Airlines logo]()
$312
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:20 am -
1 stop9h 34m
Sat 10/2411:30 am -
1 stop8h 45m
Deal found 9/14![Delta logo]()
$305
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/237:40 pm -
2 stops9h 35m
Tue 10/276:45 am -
2 stops11h 25m
Deal found 9/14![Southwest logo]()
$292
This Alaska Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/259:15 am -
1 stop17h 13m
Tue 10/279:03 am -
1 stop11h 58m
Deal found 9/16![Alaska Airlines logo]()
$295
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/271:45 pm -
1 stop7h 10m
Mon 11/24:20 pm -
1 stop10h 35m
Deal found 9/14![Southwest logo]()
$254
One-way flights from San Jose to MassachusettsSearch for one-way flight options from San Jose to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
Search for one-way flight options from San Jose to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/246:00 am -
1 stop7h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$102
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/611:55 am -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$108
This Alaska Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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.
Mon 11/26:12 pm -
1 stop8h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Alaska Airlines logo]()
$114
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/142:08 pm -
1 stop7h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$119
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/266:40 am -
1 stop7h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$125
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/232:08 pm -
1 stop7h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$127
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/11:05 pm -
1 stop9h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$129
This Southwest deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 12/109:00 am -
2 stops9h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Southwest logo]()
$130
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/286:20 am -
1 stop9h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$153
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/67:10 pm -
2 stops10h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$154
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/147:31 am -
2 stops12h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$155
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2610:45 pm -
1 stop8h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$171
Find flight deals from San Jose to Massachusetts
Keep the following information in mind while searching for San Jose to Massachusetts flight deals. Data was last updated September 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $254 (Southwest) |
One-way from | $102 (Southwest) |
Popular in | April |
Cheapest in | August |
Average price | $348 |
Good one-way deal | $289 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from San Jose 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 16, 2026.
Use the filters below to find and compare flights from San Jose to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Sat 11/7
4:47 pm-5:40 am
1 stop9h 53m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$114
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Wed 10/14
12:57 pm-1:20 am
1 stop9h 23m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$153
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Wed 10/28
1:45 pm-11:55 pm
1 stop7h 10m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$153
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Mon 1/4
7:00 am-7:21 pm
1 stop9h 21m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$153
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Wed 11/4
8:45 am-12:46 am
2 stops13h 01m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$168
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Mon 10/19
7:40 pm-8:50 am
2 stops10h 10m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$168
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Fri 9/25
11:41 am-11:51 pm
1 stop9h 10m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$168
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Fri 10/2
5:13 pm-6:30 am
1 stop10h 17m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$168
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Mon 9/28
11:41 am-11:51 pm
1 stop9h 10m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$168
San JoseHartford
SJC San Jose - BDL Hartford Bradley Intl
SJCBDL
San Jose
Mon 2/1
6:25 am-4:25 pm
1 stop7h 00m
Hartford Bradley Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$171
Showing 1-10 of 59 resultsSorted by cheapest first
Best time to book a flight from San Jose to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from San Jose with our price prediction graph.
SJC-BOS
SJC-BDL
SJC-ALB
SJC-PVC
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 Jose to Massachusetts
SJC-USMA
SJC-BOS
SJC-BDL
SJC-ALB
SJC-PVC
What is the cheapest month to book a flight from San Jose, California to Massachusetts?
Currently, August is the cheapest month in which you can book a flight from San Jose, California to Massachusetts (average of $338). Flying from San Jose, California to Massachusetts in April is currently the most expensive (average of $522). 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.
How much does it cost to fly round-trip from San Jose, California to Massachusetts?
Airfare is below average for this route at the moment.
San Jose, California to Massachusetts flights typically cost between $302 and $390 in October.The cheapest round-trip price found within the last 5 days was $254 on Southwest (Oct 27-Nov 2).
How far ahead should I book a flight from San Jose, California to Massachusetts?
The price you pay for your flight from San Jose, California to Massachusetts may vary depending on when you book. For the best chance of a lower fare, look to book 28 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 16, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from San Jose to Massachusetts by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
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San Jose and Massachusetts flights
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Popular flight searches
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Top 6 airlines flying from San Jose to Massachusetts
Discover the top 6 airlines that operate flights from San Jose 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 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$367 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$157 | Average$345 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$250 | Average$406 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$250 | Average$470 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$273 | Average$436 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$289 | Average$421 | FlexibilityNo cancel fee | On-time63% |