$129+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
Apr 24 — May 11
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 March 25, 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 March 25, 2026.
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/219:40 pm
SJC
- BOS
1 stop9h 05m
Southwest
Tue 4/282:25 pm
BOS
- SJC
1 stop9h 05m
Southwest
Deal found 3/23![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:25 am
SJC
- BOS
2 stops9h 40m
Southwest
Wed 5/135:45 am
BOS
- SJC
2 stops15h 30m
Southwest
Deal found 3/24![Southwest logo]()
$249
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:15 am
SJC
- BOS
1 stop8h 30m
Southwest
Thu 4/233:45 pm
BOS
- SJC
1 stop10h 15m
Southwest
Deal found 3/23![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:00 pm
SJC
- BOS
1 stop7h 06m
Delta
Wed 5/274:30 pm
BOS
- SJC
1 stop9h 25m
Delta
Deal found 3/24![Delta logo]()
$257
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:45 am
SJC
- BOS
2 stops12h 14m
United Airlines
Tue 4/282:37 pm
BOS
- SJC
2 stops11h 04m
United Airlines
Deal found 3/23![United Airlines logo]()
$261
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/137:40 pm
SJC
- BOS
2 stops9h 35m
Southwest
Wed 4/1510:45 am
BOS
- SJC
1 stop10h 30m
Southwest
Deal found 3/23![Southwest logo]()
$263
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:00 pm
SJC
- BOS
1 stop8h 20m
Delta
Wed 5/272:05 pm
BOS
- SJC
1 stop9h 33m
Delta
Deal found 3/24![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/69:40 pm
SJC
- BOS
1 stop9h 20m
Southwest
Sat 5/912:50 pm
BOS
- SJC
1 stop11h 05m
Southwest
Deal found 3/20![Southwest logo]()
$271
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:55 pm
SJC
- BOS
1 stop9h 25m
Delta
Thu 5/284:30 pm
BOS
- SJC
1 stop8h 44m
Delta
Deal found 3/24![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/211:00 pm
SJC
- ALB
1 stop7h 03m
Delta
Wed 6/1012:27 pm
ALB
- SJC
2 stops12h 22m
Delta
Deal found 3/24![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:20 am
SJC
- ALB
2 stops13h 58m
Delta
Tue 6/912:27 pm
ALB
- SJC
2 stops12h 22m
Delta
Deal found 3/24![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:12 pm
SJC
- BDL
1 stop9h 21m
Delta
Tue 6/26:00 am
BDL
- SJC
1 stop9h 18m
Delta
Deal found 3/23![Delta logo]()
$324
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 March 25, 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 March 25, 2026.
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/201:30 pm
SJC
- BOS
1 stop7h 27m
Delta
Wed 5/610:20 am
BOS
- SJC
1 stop8h 48m
Delta
Deal found 3/23![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:45 pm
SJC
- BOS
1 stop9h 00m
Southwest
Mon 4/273:45 pm
BOS
- SJC
1 stop10h 15m
Southwest
Deal found 3/22![Southwest logo]()
$319
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:37 pm
SJC
- BOS
2 stops12h 14m
United Airlines
Thu 8/2712:10 pm
BOS
- SJC
1 stop8h 20m
United Airlines
Deal found 3/23![United Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:12 pm
SJC
- ALB
1 stop8h 46m
Delta
Wed 6/105:08 pm
ALB
- SJC
1 stop7h 41m
Delta
Deal found 3/24![Delta logo]()
$354
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3010:55 pm
SJC
- BOS
1 stop9h 00m
Southwest
Mon 5/43:50 pm
BOS
- SJC
2 stops10h 40m
Southwest
Deal found 3/21![Southwest logo]()
$362
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2210:56 pm
SJC
- BOS
1 stop7h 04m
Delta
Wed 7/295:40 am
BOS
- SJC
1 stop9h 29m
Delta
Deal found 3/19![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/212:30 pm
SJC
- BOS
1 stop7h 30m
Southwest
Tue 7/145:25 am
BOS
- SJC
1 stop9h 55m
Southwest
Deal found 3/21![Southwest logo]()
$378
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:45 am
SJC
- ALB
2 stops13h 08m
United Airlines
Wed 4/294:55 pm
ALB
- SJC
1 stop8h 46m
United Airlines
Deal found 3/23![United Airlines logo]()
$444
This KAYAK deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:09 pm
SJC
- HYA
2 stops14h 01m
Multiple Airlines
Tue 6/161:20 pm
HYA
- SJC
2 stops23h 03m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$905
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:15 pm
SJC
- BOS
1 stop7h 37m
Delta
Sun 8/307:10 am
BOS
- SJC
1 stop7h 59m
Delta
Deal found 3/24![Delta logo]()
$378
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/24:59 pm
SJC
- BOS
1 stop10h 21m
Delta
Tue 6/165:55 am
BOS
- SJC
1 stop9h 10m
Delta
Deal found 3/22![Delta logo]()
$378
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:40 pm
SJC
- BOS
2 stops9h 35m
Southwest
Mon 7/65:30 pm
BOS
- SJC
1 stop8h 25m
Southwest
Deal found 3/19![Southwest logo]()
$422
This United Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:45 am
SJC
- BDL
2 stops12h 14m
United Airlines
Wed 4/295:10 pm
BDL
- SJC
1 stop8h 31m
United Airlines
Deal found 3/20![United Airlines logo]()
$490
This Southwest deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/311:00 pm
SJC
- BOS
1 stop7h 00m
Southwest
Tue 9/83:20 pm
BOS
- SJC
1 stop10h 40m
Southwest
Deal found 3/20![Southwest logo]()
$433
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/81:13 pm
SJC
- BDL
1 stop7h 44m
Delta
Wed 5/134:59 pm
BDL
- SJC
1 stop7h 41m
Delta
Deal found 3/20![Delta logo]()
$416
This American Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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 6/257:24 pm
SJC
- HYA
3 stops14h 30m
American Airlines
Mon 7/65:58 pm
HYA
- SJC
2 stops19h 52m
American Airlines
Deal found 3/25![American Airlines logo]()
$1,318
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:40 pm
SJC
- BDL
1 stop7h 30m
Southwest
Wed 7/296:30 pm
BDL
- SJC
1 stop7h 55m
Southwest
Deal found 3/24![Southwest logo]()
$457
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:15 am
SJC
- BDL
1 stop10h 03m
Delta
Wed 8/196:00 am
BDL
- SJC
1 stop9h 09m
Delta
Deal found 3/20![Delta logo]()
$457
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/68:40 am
SJC
- BDL
1 stop10h 05m
Southwest
Sun 8/95:20 am
BDL
- SJC
1 stop10h 55m
Southwest
Deal found 3/24![Southwest logo]()
$457
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/309:40 pm
SJC
- ALB
1 stop7h 45m
Southwest
Mon 8/105:25 am
ALB
- SJC
1 stop10h 35m
Southwest
Deal found 3/23![Southwest logo]()
$457
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1210:56 pm
SJC
- BDL
1 stop6h 46m
Delta
Wed 8/196:00 am
BDL
- SJC
2 stops11h 53m
Delta
Deal found 3/20![Delta logo]()
$462
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:40 pm
SJC
- BDL
1 stop7h 30m
Southwest
Mon 8/312:40 pm
BDL
- SJC
2 stops9h 50m
Southwest
Deal found 3/24![Southwest logo]()
$462
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1310:56 pm
SJC
- BDL
1 stop6h 46m
Delta
Wed 8/196:00 am
BDL
- SJC
2 stops11h 53m
Delta
Deal found 3/20![Delta logo]()
$462
This KAYAK deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:02 pm
SJC
- HYA
2 stops14h 08m
Multiple Airlines
Tue 6/161:20 pm
HYA
- SJC
2 stops23h 03m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$905
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:30 pm
SJC
- BDL
2 stops9h 40m
Southwest
Tue 6/212:50 pm
BDL
- SJC
2 stops10h 35m
Southwest
Deal found 3/21![Southwest logo]()
$467
This KAYAK deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:02 pm
SJC
- HYA
2 stops14h 08m
Multiple Airlines
Thu 6/1810:29 am
HYA
- SJC
2 stops16h 23m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$918
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/2810:59 pm
SJC
- ALB
1 stop6h 57m
Delta
Thu 7/25:08 pm
ALB
- SJC
1 stop7h 41m
Delta
Deal found 3/23![Delta logo]()
$487
This United Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:37 pm
SJC
- ACK
2 stops11h 48m
United Airlines
Thu 8/2710:18 am
ACK
- SJC
2 stops13h 52m
United Airlines
Deal found 3/20![United Airlines logo]()
$877
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/17:35 pm
SJC
- ALB
2 stops9h 45m
Southwest
Tue 8/412:15 pm
ALB
- SJC
2 stops10h 50m
Southwest
Deal found 3/21![Southwest logo]()
$467
This KAYAK deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:09 pm
SJC
- HYA
2 stops18h 31m
Multiple Airlines
Wed 6/171:20 pm
HYA
- SJC
2 stops23h 03m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$965
Last-minute flights from San Jose to MassachusettsDiscover last-minute flight deals from San Jose to Massachusetts. Data last updated March 25, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Massachusetts. Data last updated March 25, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:45 pm
SJC
- BOS
1 stop7h 30m
Southwest
Wed 4/1510:45 am
BOS
- SJC
1 stop10h 30m
Southwest
Deal found 3/23![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:45 pm
SJC
- BDL
1 stop7h 25m
Southwest
Wed 4/2912:50 pm
BDL
- SJC
1 stop10h 40m
Southwest
Deal found 3/24![Southwest logo]()
$405
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/189:45 pm
SJC
- BOS
1 stop9h 10m
Southwest
Sat 4/251:50 pm
BOS
- SJC
1 stop9h 05m
Southwest
Deal found 3/22![Southwest logo]()
$271
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/201:30 pm
SJC
- BOS
1 stop7h 27m
Delta
Wed 5/610:20 am
BOS
- SJC
1 stop8h 48m
Delta
Deal found 3/23![Delta logo]()
$268
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2011:00 pm
SJC
- BOS
1 stop7h 49m
Delta
Thu 4/236:54 pm
BOS
- SJC
1 stop7h 48m
Delta
Deal found 3/24![Delta logo]()
$279
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/219:40 pm
SJC
- BOS
1 stop9h 05m
Southwest
Tue 4/282:25 pm
BOS
- SJC
1 stop9h 05m
Southwest
Deal found 3/23![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:15 am
SJC
- BOS
1 stop8h 30m
Southwest
Thu 4/233:45 pm
BOS
- SJC
1 stop10h 15m
Southwest
Deal found 3/23![Southwest logo]()
$256
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:45 am
SJC
- BOS
2 stops12h 14m
United Airlines
Tue 4/282:37 pm
BOS
- SJC
2 stops11h 04m
United Airlines
Deal found 3/23![United Airlines logo]()
$261
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/249:45 pm
SJC
- ALB
1 stop7h 15m
Southwest
Tue 4/282:45 pm
ALB
- SJC
1 stop8h 45m
Southwest
Deal found 3/23![Southwest logo]()
$355
This Southwest deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:45 pm
SJC
- BDL
1 stop7h 25m
Southwest
Wed 4/2912:25 pm
BDL
- SJC
1 stop8h 50m
Southwest
Deal found 3/20![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2910:55 pm
SJC
- BDL
1 stop8h 45m
Southwest
Fri 5/111:40 am
BDL
- SJC
1 stop14h 20m
Southwest
Deal found 3/23![Southwest logo]()
$361
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 pm
SJC
- BDL
2 stops13h 40m
Delta
Sat 5/26:00 am
BDL
- SJC
1 stop9h 21m
Delta
Deal found 3/23![Delta logo]()
$412
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 March 25, 2026.
Search for one-way flight options from San Jose to Massachusetts. Find affordable one-way fares based on user searches. Data last updated March 25, 2026.
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/144:50 pm
SJC
- BOS
1 stop10h 10m
Delta
Deal found 3/23![Delta logo]()
$129
This CheapOair deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1912:59 pm
SJC
- BOS
1 stop13h 45m
Alaska Airlines
Deal found 3/24![Alaska Airlines logo]()
$134
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:20 am
SJC
- BOS
1 stop7h 44m
Delta
Deal found 3/20![Delta logo]()
$136
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:37 pm
SJC
- BOS
1 stop8h 21m
United Airlines
Deal found 3/23![United Airlines logo]()
$140
This American Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:09 pm
SJC
- BOS
2 stops10h 17m
American Airlines
Deal found 3/22![American Airlines logo]()
$141
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/137:40 pm
SJC
- BOS
2 stops9h 35m
Southwest
Deal found 3/23![Southwest logo]()
$146
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2910:55 pm
SJC
- BDL
1 stop8h 45m
Southwest
Deal found 3/23![Southwest logo]()
$147
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:46 pm
SJC
- ALB
1 stop8h 13m
Delta
Deal found 3/23![Delta logo]()
$147
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:10 am
SJC
- BOS
2 stops10h 20m
American Airlines
Deal found 3/20![American Airlines logo]()
$151
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:30 am
SJC
- BDL
2 stops14h 29m
United Airlines
Deal found 3/23![United Airlines logo]()
$152
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:00 am
SJC
- ALB
2 stops13h 09m
Delta
Deal found 3/23![Delta logo]()
$152
This American Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:10 am
SJC
- BOS
2 stops11h 51m
American Airlines
Deal found 3/19![American Airlines logo]()
$154
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 March 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $233 (Southwest) |
One-way from | $129 (Delta) |
Popular in | November |
Cheapest in | March |
Average price | $328 |
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 2,558,603 searches. Data last updated March 25, 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 - BOS
SJCBOS
San Jose
Mon 4/20
1:30 pm-11:57 pm
1 stop7h 27m
Boston Logan Intl
Wed 5/6
10:20 am-4:08 pm
1 stop8h 48m
$268
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Mon 4/20
9:45 pm-9:45 am
1 stop9h 00m
Boston Logan Intl
Mon 4/27
3:45 pm-11:00 pm
1 stop10h 15m
$319
San JoseAlbany
SJC - ALB
SJCALB
San Jose
Tue 6/2
12:12 pm-11:58 pm
1 stop8h 46m
Albany Intl
Wed 6/10
5:08 pm-9:49 pm
1 stop7h 41m
$354
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Wed 7/22
10:56 pm-9:00 am
1 stop7h 04m
Boston Logan Intl
Wed 7/29
5:40 am-12:09 pm
1 stop9h 29m
$357
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Sat 8/8
6:37 pm-9:51 am
2 stops12h 14m
Boston Logan Intl
Thu 8/27
12:10 pm-5:30 pm
1 stop8h 20m
$362
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Thu 4/30
10:55 pm-10:55 am
1 stop9h 00m
Boston Logan Intl
Mon 5/4
3:50 pm-11:30 pm
2 stops10h 40m
$362
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Thu 7/2
12:30 pm-11:00 pm
1 stop7h 30m
Boston Logan Intl
Tue 7/14
5:25 am-12:20 pm
1 stop9h 55m
$378
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Thu 8/27
1:15 pm-11:52 pm
1 stop7h 37m
Boston Logan Intl
Sun 8/30
7:10 am-12:09 pm
1 stop7h 59m
$378
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Tue 6/2
4:59 pm-6:20 am
1 stop10h 21m
Boston Logan Intl
Tue 6/16
5:55 am-12:05 pm
1 stop9h 10m
$378
San JoseHartford
SJC - BDL
SJCBDL
San Jose
Fri 5/8
1:13 pm-11:57 pm
1 stop7h 44m
Hartford Bradley Intl
Wed 5/13
4:59 pm-9:40 pm
1 stop7h 41m
$416
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-ALB
SJC-HYA
SJC-BDL
SJC-ACK
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-HYA
SJC-BDL
What is the cheapest month to book a flight from San Jose, California to Massachusetts?
Currently, December is the cheapest month in which you can book a flight from San Jose, California to Massachusetts (average of $118). Flying from San Jose, California to Massachusetts in January is currently the most expensive (average of $189). 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.
Reviews of airlines servicing Massachusetts
Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated March 25, 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.
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Related info for your journey
Find useful and relevant information for your journey from San Jose to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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San Jose and Massachusetts flights
Browse other San Jose and Massachusetts flight options. Last updated on March 25, 2026.
Popular flight searches
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San Jose to Massachusetts flights
Consider these flights traveling from San Jose to Massachusetts.
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 2,558,603 searches. Data last updated March 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$347 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$161 | Average$335 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$220 | Average$388 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$415 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$263 | Average$370 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$294 | Average$391 | FlexibilityNo cancel fee | On-time63% |