$148+ 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 10 — Oct 171
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 10, 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 10, 2026.
This Trip.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:15 pm -
1 stop9h 06m
Wed 10/287:51 am -
1 stop10h 04m
Deal found 9/6![Alaska Airlines logo]()
$290
This Trip.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:15 pm -
1 stop9h 06m
Sat 10/317:03 am -
1 stop11h 49m
Deal found 9/8![Alaska Airlines logo]()
$292
This Trip.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:51 pm -
1 stop10h 30m
Sat 10/247:03 am -
1 stop11h 49m
Deal found 9/10![Alaska Airlines logo]()
$297
This Alaska Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/303:51 pm -
1 stop10h 37m
Sat 10/317:51 am -
1 stop10h 04m
Deal found 9/8![Alaska Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:31 am -
1 stop9h 10m
Mon 10/267:55 am -
1 stop12h 07m
Deal found 9/10![Delta logo]()
$305
This Alaska Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/253:51 pm -
1 stop10h 37m
Thu 10/2910:07 am -
1 stop9h 31m
Deal found 9/6![Alaska Airlines logo]()
$310
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:41 am -
1 stop9h 13m
Sat 10/247:55 am -
1 stop12h 07m
Deal found 9/8![Delta logo]()
$314
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/229:52 am -
1 stop10h 59m
Fri 9/2510:55 am -
1 stop9h 29m
Deal found 9/9![Delta logo]()
$315
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/29:00 am -
2 stops9h 50m
Thu 12/1710:20 am -
1 stop15h 40m
Deal found 9/8![Southwest logo]()
$316
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:02 pm -
1 stop8h 32m
Wed 10/75:17 am -
1 stop11h 34m
Deal found 9/7![American Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:33 pm -
1 stop9h 02m
Wed 10/285:30 am -
1 stop9h 14m
Deal found 9/8![Delta logo]()
$320
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:10 am -
1 stop8h 53m
Tue 10/66:00 am -
1 stop8h 44m
Deal found 9/8![Delta logo]()
$363
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 10, 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 10, 2026.
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:51 pm -
1 stop9h 26m
Tue 10/611:30 am -
1 stop9h 08m
Deal found 9/9![Delta logo]()
$305
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:20 am -
2 stops11h 00m
Wed 10/286:45 am -
2 stops11h 25m
Deal found 9/6![Southwest logo]()
$315
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/257:00 pm -
1 stop8h 20m
Fri 1/16:00 am -
1 stop9h 45m
Deal found 9/9![Alaska Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:45 am -
1 stop9h 48m
Thu 11/126:00 am -
2 stops10h 18m
Deal found 9/9![United Airlines logo]()
$420
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:41 am -
1 stop9h 10m
Wed 10/710:55 am -
1 stop9h 43m
Deal found 9/8![Delta logo]()
$305
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/228:40 am -
1 stop10h 35m
Fri 9/253:55 pm -
1 stop10h 30m
Deal found 9/8![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:20 pm -
2 stops10h 00m
Thu 12/175:00 am -
2 stops10h 35m
Deal found 9/8![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:10 am -
1 stop8h 53m
Tue 10/66:00 am -
1 stop8h 44m
Deal found 9/8![Delta logo]()
$363
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:10 pm -
2 stops10h 00m
Tue 10/276:45 am -
2 stops11h 25m
Deal found 9/6![Southwest logo]()
$362
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/261:04 pm -
1 stop7h 44m
Sat 1/306:03 am -
1 stop8h 59m
Deal found 9/8![United Airlines logo]()
$473
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:00 am -
2 stops9h 20m
Fri 10/2310:50 am -
2 stops11h 40m
Deal found 9/7![Southwest logo]()
$367
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:45 am -
2 stops11h 58m
Wed 11/114:55 pm -
1 stop9h 04m
Deal found 9/9![United Airlines logo]()
$478
This Priceline deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:06 pm -
2 stops13h 30m
Fri 9/2511:59 am -
2 stops13h 58m
Deal found 9/6![Multiple Airlines logo]()
$1,065
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/1610:45 pm -
1 stop9h 54m
Wed 10/212:00 pm -
1 stop10h 25m
Deal found 9/5![Delta logo]()
$449
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:15 pm -
2 stops12h 40m
Wed 10/76:45 am -
2 stops11h 25m
Deal found 9/8![Southwest logo]()
$374
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:25 pm -
1 stop7h 50m
Sun 10/255:35 am -
1 stop8h 50m
Deal found 9/6![Southwest logo]()
$410
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/210:50 pm -
2 stops10h 24m
Tue 10/65:50 am -
2 stops9h 49m
Deal found 9/7![Delta logo]()
$528
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/289:50 am -
2 stops9h 55m
Sun 11/15:00 am -
2 stops10h 35m
Deal found 9/8![Southwest logo]()
$419
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/2412:50 pm -
1 stop7h 00m
Mon 10/264:25 pm -
1 stop9h 35m
Deal found 9/5![Southwest logo]()
$429
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/308:25 pm -
2 stops9h 10m
Wed 12/164:55 pm -
1 stop8h 00m
Deal found 9/8![Southwest logo]()
$460
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/49:40 pm -
1 stop7h 35m
Sun 10/115:00 am -
2 stops10h 10m
Deal found 9/5![Southwest logo]()
$502
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:40 pm -
2 stops9h 30m
Mon 10/194:25 pm -
2 stops10h 30m
Deal found 9/9![Southwest logo]()
$508
This Expedia deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:45 pm -
2 stops15h 00m
Tue 9/297:31 am -
2 stops14h 14m
Deal found 9/9![Multiple Airlines logo]()
$1,507
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/78:20 am -
2 stops9h 45m
Sun 10/115:00 am -
2 stops10h 10m
Deal found 9/5![Southwest logo]()
$529
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 12/2311:00 pm -
2 stops9h 50m
Fri 1/17:45 am -
1 stop8h 10m
Deal found 9/5![Southwest logo]()
$532
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 12/227:30 pm -
2 stops9h 25m
Fri 1/19:45 am -
2 stops10h 40m
Deal found 9/5![Southwest logo]()
$538
This Expedia deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:45 pm -
2 stops10h 52m
Sun 9/274:20 pm -
2 stops20h 12m
Deal found 9/8![Multiple Airlines logo]()
$2,377
This Expedia deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:45 pm -
2 stops10h 52m
Mon 9/287:00 am -
2 stops12h 25m
Deal found 9/9![Multiple Airlines logo]()
$2,443
This Priceline deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:17 am -
2 stops12h 48m
Mon 9/287:00 am -
2 stops14h 45m
Deal found 9/8![Multiple Airlines logo]()
$2,797
Last-minute flights from San Jose to MassachusettsDiscover last-minute flight deals from San Jose to Massachusetts. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Massachusetts. Data last updated September 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/229:52 am -
1 stop10h 59m
Fri 9/2510:55 am -
1 stop9h 29m
Deal found 9/9![Delta logo]()
$315
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:10 am -
1 stop8h 53m
Tue 10/66:00 am -
1 stop8h 44m
Deal found 9/8![Delta logo]()
$363
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:02 pm -
1 stop8h 32m
Wed 10/75:17 am -
1 stop11h 34m
Deal found 9/7![American Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1611:41 am -
1 stop9h 13m
Fri 10/303:47 pm -
1 stop10h 13m
Deal found 9/8![Delta logo]()
$323
This Trip.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:51 pm -
1 stop10h 30m
Sat 10/247:03 am -
1 stop11h 49m
Deal found 9/10![Alaska Airlines logo]()
$297
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:33 pm -
1 stop9h 02m
Wed 10/285:30 am -
1 stop9h 14m
Deal found 9/8![Delta logo]()
$320
This Trip.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:15 pm -
1 stop9h 06m
Wed 10/287:51 am -
1 stop10h 04m
Deal found 9/6![Alaska Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:31 am -
1 stop9h 10m
Mon 10/267:55 am -
1 stop12h 07m
Deal found 9/10![Delta logo]()
$305
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:11 pm -
1 stop8h 14m
Tue 10/2711:15 am -
1 stop8h 05m
Deal found 9/8![Delta logo]()
$314
This Trip.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:15 pm -
1 stop9h 06m
Sat 10/317:03 am -
1 stop11h 49m
Deal found 9/8![Alaska Airlines logo]()
$292
This Alaska Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/253:51 pm -
1 stop10h 37m
Thu 10/2910:07 am -
1 stop9h 31m
Deal found 9/6![Alaska Airlines logo]()
$310
This Alaska Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/303:51 pm -
1 stop10h 37m
Sat 10/317:51 am -
1 stop10h 04m
Deal found 9/8![Alaska Airlines logo]()
$299
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 10, 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 10, 2026.
This Trip.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:15 pm -
1 stop9h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Alaska Airlines logo]()
$148
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2411:00 pm -
1 stop8h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$153
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:30 am -
1 stop10h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Southwest logo]()
$158
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1912:02 pm -
1 stop8h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![American Airlines logo]()
$162
This United Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:08 pm -
1 stop7h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![United Airlines logo]()
$163
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:35 pm -
2 stops12h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![United Airlines logo]()
$167
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:19 pm -
1 stop8h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$168
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:15 pm -
2 stops14h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Southwest logo]()
$169
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/158:45 am -
2 stops10h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![United Airlines logo]()
$173
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:25 pm -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$176
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/36:19 pm -
1 stop10h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$178
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:41 am -
1 stop9h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$180
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 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $290 (Trip.com) |
One-way from | $148 (Trip.com) |
Popular in | April |
Cheapest in | August |
Average price | $357 |
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 10, 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 12/8
5:54 pm-7:20 am
1 stop10h 26m
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
Sat 12/5
7:35 pm-8:02 am
1 stop9h 27m
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 12/7
4:12 pm-5:32 am
1 stop10h 20m
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
Thu 12/10
9:00 am-9:50 pm
2 stops9h 50m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$158
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Sun 10/11
11:15 am-11:35 pm
1 stop9h 20m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$158
Quickest round-trip
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Fri 10/2
2:30 pm-1:10 am
1 stop7h 40m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$158
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Wed 9/16
11:30 am-12:30 am
1 stop10h 00m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$158
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Wed 9/30
1:00 pm-12:30 am
1 stop8h 30m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$158
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Mon 10/12
5:10 pm-6:25 am
1 stop10h 15m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$163
San JoseBoston
SJC San Jose - BOS Boston Logan Intl
SJCBOS
San Jose
Tue 9/29
8:45 am-9:59 pm
2 stops10h 14m
Boston Logan Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$168
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-ALB
SJC-BDL
SJC-ACK
SJC-MVY
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from San Jose to Massachusetts
SJC-USMA
SJC-BOS
SJC-ALB
SJC-BDL
SJC-ACK
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 $290 on Alaska Airlines (Oct 21-Oct 28).
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 10, 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.
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
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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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 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$352 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$189 | Average$354 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$250 | Average$442 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$250 | Average$415 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$273 | Average$436 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$289 | Average$422 | FlexibilityNo cancel fee | On-time63% |