$152+ Cheap flights from San Jose, CA (SJC) 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
Sep 20 — Sep 271
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 August 21, 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 August 21, 2026.
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/99:52 am -
1 stop10h 59m
Tue 9/156:20 am -
1 stop10h 54m
Deal found 8/17![Delta logo]()
$305
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/137:11 pm -
1 stop8h 19m
Fri 9/1810:55 am -
1 stop9h 29m
Deal found 8/17![Delta logo]()
$310
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 9/1012:02 pm -
1 stop9h 28m
Wed 9/166:02 am -
1 stop10h 36m
Deal found 8/19![American Airlines logo]()
$313
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Thu 8/272:10 pm -
1 stop8h 01m
Sun 8/307:45 am -
1 stop8h 23m
Deal found 8/18![United Airlines logo]()
$315
This Southwest deal was found by Cheapflights users on 8/16. 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 9/161:25 pm -
1 stop7h 45m
Tue 9/297:30 am -
2 stops16h 25m
Deal found 8/16![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 8/16. 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.
Sat 8/297:30 pm -
2 stops10h 10m
Tue 9/18:15 am -
2 stops10h 05m
Deal found 8/16![Southwest logo]()
$325
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/312:42 pm -
1 stop7h 42m
Sun 9/67:30 am -
1 stop9h 10m
Deal found 8/20![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 8/19. 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.
Sun 9/67:21 am -
1 stop9h 22m
Sat 9/126:20 am -
1 stop10h 54m
Deal found 8/19![Delta logo]()
$328
This Alaska Airlines deal was found by Cheapflights users on 8/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:12 pm -
1 stop8h 34m
Mon 11/167:03 am -
1 stop13h 13m
Deal found 8/19![Alaska Airlines logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/148:29 am -
1 stop18h 18m
Mon 9/217:59 pm -
1 stop20h 18m
Deal found 8/17![Alaska Airlines logo]()
$333
This Delta deal was found by Cheapflights users on 8/19. 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.
Mon 9/1412:51 pm -
1 stop8h 08m
Tue 9/227:00 am -
1 stop8h 27m
Deal found 8/19![Delta logo]()
$363
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Mon 9/146:37 pm -
2 stops12h 00m
Tue 9/224:50 pm -
1 stop9h 00m
Deal found 8/16![United Airlines logo]()
$368
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 August 21, 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 August 21, 2026.
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:05 am -
1 stop7h 41m
Fri 11/136:10 am -
1 stop11h 06m
Deal found 8/20![Delta logo]()
$305
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:51 pm -
1 stop8h 03m
Tue 9/153:13 pm -
1 stop10h 37m
Deal found 8/19![United Airlines logo]()
$305
This Southwest deal was found by Cheapflights users on 8/19. 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.
Thu 9/1012:30 pm -
1 stop9h 00m
Wed 9/162:45 pm -
2 stops10h 00m
Deal found 8/19![Southwest logo]()
$310
This American Airlines deal was found by Cheapflights users on 8/16. 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.
Mon 8/3112:03 pm -
2 stops22h 38m
Fri 9/45:25 pm -
2 stops20h 25m
Deal found 8/16![American Airlines logo]()
$605
This Delta deal was found by Cheapflights users on 8/19. 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 9/95:13 pm -
1 stop10h 17m
Fri 9/1111:58 am -
1 stop8h 48m
Deal found 8/19![Delta logo]()
$305
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 11/102:14 pm -
1 stop7h 32m
Wed 11/117:20 am -
2 stops10h 48m
Deal found 8/17![United Airlines logo]()
$310
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 11/107:20 pm -
2 stops10h 00m
Wed 11/111:20 pm -
2 stops11h 35m
Deal found 8/17![Southwest logo]()
$320
This Delta deal was found by Cheapflights users on 8/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:45 am -
1 stop10h 45m
Sun 11/85:50 am -
1 stop9h 49m
Deal found 8/18![Delta logo]()
$310
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Tue 11/108:45 am -
2 stops11h 44m
Fri 11/139:20 am -
1 stop8h 48m
Deal found 8/20![United Airlines logo]()
$310
This United deal was found by Cheapflights users on 8/18. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:37 pm -
2 stops17h 08m
Sat 10/32:10 pm -
2 stops11h 32m
Deal found 8/18![Multiple Airlines logo]()
$804
This Southwest deal was found by Cheapflights users on 8/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:35 pm -
2 stops9h 35m
Tue 10/1311:30 am -
2 stops11h 10m
Deal found 8/18![Southwest logo]()
$373
This United Airlines deal was found by Cheapflights users on 8/18. 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 9/912:51 pm -
1 stop7h 52m
Wed 9/166:00 am -
1 stop8h 46m
Deal found 8/18![United Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:46 pm -
1 stop8h 12m
Sat 9/192:05 pm -
1 stop10h 17m
Deal found 8/20![Delta logo]()
$363
This Southwest deal was found by Cheapflights users on 8/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/17:20 pm -
2 stops9h 45m
Thu 11/59:00 pm -
2 stops17h 15m
Deal found 8/18![Southwest logo]()
$381
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/236:37 pm -
2 stops12h 00m
Tue 9/296:05 am -
1 stop8h 56m
Deal found 8/17![United Airlines logo]()
$368
This Southwest deal was found by Cheapflights users on 8/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/99:45 am -
2 stops9h 20m
Fri 12/1112:55 pm -
2 stops11h 15m
Deal found 8/18![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 8/21. 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.
Tue 9/298:15 pm -
2 stops10h 15m
Sun 10/45:35 am -
1 stop8h 50m
Deal found 8/21![Southwest logo]()
$392
This Delta deal was found by Cheapflights users on 8/16. 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 9/1810:50 pm -
1 stop9h 39m
Tue 9/227:00 am -
1 stop8h 27m
Deal found 8/16![Delta logo]()
$471
This Southwest deal was found by Cheapflights users on 8/19. 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.
Tue 10/67:35 pm -
2 stops9h 40m
Sun 10/115:40 am -
1 stop8h 45m
Deal found 8/19![Southwest logo]()
$420
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Tue 11/101:00 pm -
1 stop7h 30m
Wed 11/117:32 am -
1 stop8h 46m
Deal found 8/18![United Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 8/16. 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 9/112:40 pm -
1 stop8h 17m
Sat 9/52:32 pm -
1 stop10h 09m
Deal found 8/16![Delta logo]()
$475
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/1110:30 pm -
1 stop9h 00m
Sat 9/1211:45 am -
2 stops10h 25m
Deal found 8/17![Southwest logo]()
$423
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/266:30 am -
2 stops14h 27m
Sat 1/305:04 pm -
1 stop8h 32m
Deal found 8/19![United Airlines logo]()
$478
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Fri 9/412:42 pm -
2 stops20h 30m
Tue 9/85:59 pm -
2 stops19h 54m
Deal found 8/20![American Airlines logo]()
$792
This United Airlines deal was found by Cheapflights users on 8/20. 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 9/146:37 pm -
2 stops12h 50m
Thu 9/246:10 am -
1 stop8h 51m
Deal found 8/20![United Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 8/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1310:50 pm -
1 stop9h 24m
Sun 9/206:15 am -
1 stop8h 26m
Deal found 8/18![Delta logo]()
$557
This United Airlines deal was found by Cheapflights users on 8/16. 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 9/18:45 am -
2 stops12h 13m
Sat 9/510:00 am -
2 stops14h 11m
Deal found 8/16![United Airlines logo]()
$485
This United Airlines deal was found by Cheapflights users on 8/16. 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 9/186:37 pm -
2 stops12h 05m
Tue 9/226:00 am -
1 stop8h 45m
Deal found 8/16![United Airlines logo]()
$492
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Wed 10/146:30 am -
1 stop8h 23m
Tue 10/276:00 am -
1 stop9h 02m
Deal found 8/20![United Airlines logo]()
$521
This Gotogate deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:06 pm -
2 stops14h 39m
Wed 10/79:52 am -
2 stops13h 08m
Deal found 8/17![Multiple Airlines logo]()
$1,279
Last-minute flights from San Jose to MassachusettsDiscover last-minute flight deals from San Jose to Massachusetts. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Massachusetts. Data last updated August 21, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:35 pm -
1 stop9h 50m
Sun 8/306:25 am -
1 stop10h 49m
Deal found 8/18![Delta logo]()
$315
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 8/272:10 pm -
1 stop8h 01m
Mon 8/319:33 am -
2 stops10h 58m
Deal found 8/17![United Airlines logo]()
$320
This Southwest deal was found by Cheapflights users on 8/16. 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.
Sat 8/297:30 pm -
2 stops10h 10m
Tue 9/18:15 am -
2 stops10h 05m
Deal found 8/16![Southwest logo]()
$325
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/312:42 pm -
1 stop7h 42m
Sun 9/67:30 am -
1 stop9h 10m
Deal found 8/20![American Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 8/19. 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.
Sun 9/67:21 am -
1 stop9h 22m
Sat 9/126:20 am -
1 stop10h 54m
Deal found 8/19![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/99:52 am -
1 stop10h 59m
Sat 9/197:55 am -
1 stop12h 09m
Deal found 8/17![Delta logo]()
$305
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 9/1012:02 pm -
1 stop9h 28m
Wed 9/166:02 am -
1 stop10h 36m
Deal found 8/19![American Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/135:13 pm -
1 stop10h 17m
Wed 9/234:00 pm -
1 stop9h 45m
Deal found 8/17![Delta logo]()
$310
This Alaska Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/148:29 am -
1 stop18h 18m
Mon 9/217:59 pm -
1 stop20h 18m
Deal found 8/17![Alaska Airlines logo]()
$333
This Delta deal was found by Cheapflights users on 8/19. 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.
Mon 9/1412:51 pm -
1 stop8h 08m
Tue 9/227:00 am -
1 stop8h 27m
Deal found 8/19![Delta logo]()
$363
This Southwest deal was found by Cheapflights users on 8/16. 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 9/161:25 pm -
1 stop7h 45m
Tue 9/297:30 am -
2 stops16h 25m
Deal found 8/16![Southwest logo]()
$316
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/226:00 am -
1 stop8h 30m
Sat 9/266:00 am -
2 stops10h 38m
Deal found 8/17![American Airlines logo]()
$335
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 August 21, 2026.
Search for one-way flight options from San Jose to Massachusetts. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.
This Trip.com deal was found by Cheapflights users on 8/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/253:51 pm -
1 stop10h 37m
Deal found 8/16![Alaska Airlines logo]()
$152
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/911:41 am -
1 stop9h 10m
Deal found 8/17![Delta logo]()
$153
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/512:42 pm -
1 stop7h 42m
Deal found 8/20![American Airlines logo]()
$154
This Delta deal was found by Cheapflights users on 8/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:10 am -
1 stop7h 55m
Deal found 8/18![Delta logo]()
$158
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Sat 8/298:45 am -
2 stops11h 49m
Deal found 8/18![United Airlines logo]()
$163
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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.
Sun 8/307:14 pm -
1 stop7h 33m
Deal found 8/17![American Airlines logo]()
$172
This KAYAK deal was found by Cheapflights users on 8/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:37 pm -
1 stop9h 48m
Deal found 8/16![Delta logo]()
$173
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 8/3010:20 pm -
1 stop8h 19m
Deal found 8/17![Delta logo]()
$176
This Southwest deal was found by Cheapflights users on 8/16. 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 9/31:30 pm -
1 stop8h 00m
Deal found 8/16![Southwest logo]()
$180
This Southwest deal was found by Cheapflights users on 8/19. 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 8/2610:55 am -
2 stops10h 10m
Deal found 8/19![Southwest logo]()
$181
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:02 pm -
1 stop8h 21m
Deal found 8/17![American Airlines logo]()
$182
This Southwest deal was found by Cheapflights users on 8/16. 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.
Sat 9/1910:30 pm -
1 stop8h 50m
Deal found 8/16![Southwest logo]()
$182
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 August 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $305 (Delta) |
One-way from | $152 (Trip.com) |
Popular in | April |
Cheapest in | October |
Average price | $361 |
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 August 21, 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
Tue 11/10
6:05 am-4:46 pm
1 stop7h 41m
Boston Logan Intl
Fri 11/13
6:10 am-2:16 pm
1 stop11h 06m
$305
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Fri 9/11
12:51 pm-11:54 pm
1 stop8h 03m
Boston Logan Intl
Tue 9/15
3:13 pm-10:50 pm
1 stop10h 37m
$305
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Wed 9/9
5:13 pm-6:30 am
1 stop10h 17m
Boston Logan Intl
Fri 9/11
11:58 am-5:46 pm
1 stop8h 48m
$305
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Thu 9/10
12:30 pm-12:30 am
1 stop9h 00m
Boston Logan Intl
Wed 9/16
2:45 pm-9:45 pm
2 stops10h 00m
$310
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Tue 11/10
2:14 pm-12:46 am
1 stop7h 32m
Boston Logan Intl
Wed 11/11
7:20 am-3:08 pm
2 stops10h 48m
$310
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Fri 11/6
6:45 am-8:30 pm
1 stop10h 45m
Boston Logan Intl
Sun 11/8
5:50 am-12:39 pm
1 stop9h 49m
$310
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Tue 11/10
8:45 am-11:29 pm
2 stops11h 44m
Boston Logan Intl
Fri 11/13
9:20 am-3:08 pm
1 stop8h 48m
$310
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Tue 11/10
7:20 pm-8:20 am
2 stops10h 00m
Boston Logan Intl
Wed 11/11
1:20 pm-9:55 pm
2 stops11h 35m
$320
San JoseHartford
SJC San Jose - BDL Hartford Bradley Intl
SJCBDL
San Jose
Wed 9/9
12:51 pm-11:43 pm
1 stop7h 52m
Hartford Bradley Intl
Wed 9/16
6:00 am-11:46 am
1 stop8h 46m
$363
San JoseHartford
SJC San Jose - BDL Hartford Bradley Intl
SJCBDL
San Jose
Sat 9/5
12:46 pm-11:58 pm
1 stop8h 12m
Hartford Bradley Intl
Sat 9/19
2:05 pm-9:22 pm
1 stop10h 17m
$363
Showing 1-10 of 60 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-MVY
SJC-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 Jose to Massachusetts
SJC-USMA
SJC-BOS
SJC-BDL
SJC-ALB
SJC-MVY
What is the cheapest month to book a flight from San Jose, California to Massachusetts?
Currently, October is the cheapest month in which you can book a flight from San Jose, California to Massachusetts (average of $342). 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 $308 and $414 in September.The cheapest round-trip price found within the last 5 days was $305 on Delta (Sep 9-Sep 15).
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 August 21, 2026.
Get a feel of what it's like to fly with Southwest,Alaska Airlines, andDelta 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.
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Food
7.0
Comfort
8.0
Overall
8.0
Crew
8.6
Entertainment
7.5
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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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 August 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$334 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$161 | Average$355 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$250 | Average$415 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$270 | Average$408 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$273 | Average$482 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$289 | Average$418 | FlexibilityNo cancel fee | On-time63% |