$126+ 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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
Feb 28 — Mar 71
1 adult, Economy
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Find cheap flights from San Jose to Massachusetts with Cheapflights
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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 January 29, 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 January 29, 2026.
This Alaska Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:16 am
SJC
- BOS
1 stop10h 43m
Alaska Airlines
Tue 3/37:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 1/27![Alaska Airlines logo]()
$251
This CheapOair deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:40 am
SJC
- BOS
1 stop28h 56m
Alaska Airlines
Wed 3/114:36 pm
BOS
- SJC
1 stop21h 18m
Alaska Airlines
Deal found 1/29![Alaska Airlines logo]()
$254
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:00 am
SJC
- BOS
2 stops10h 47m
American Airlines
Tue 3/35:30 am
BOS
- SJC
1 stop10h 59m
American Airlines
Deal found 1/27![American Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:20 am
SJC
- BOS
1 stop9h 55m
Delta
Sat 3/77:15 am
BOS
- SJC
1 stop9h 22m
Delta
Deal found 1/29![Delta logo]()
$257
This SmartFares deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/197:10 pm
SJC
- BOS
1 stop8h 44m
Alaska Airlines
Wed 2/257:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 1/28![Alaska Airlines logo]()
$270
This Alaska Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:16 am
SJC
- BOS
1 stop10h 43m
Alaska Airlines
Thu 3/57:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 1/27![Alaska Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:35 pm
SJC
- BOS
1 stop8h 27m
Delta
Tue 3/31:37 pm
BOS
- SJC
1 stop10h 41m
Delta
Deal found 1/27![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:30 pm
SJC
- BOS
2 stops9h 55m
Southwest
Sat 2/2812:55 pm
BOS
- SJC
1 stop9h 40m
Southwest
Deal found 1/27![Southwest logo]()
$279
This United Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” 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 2/248:50 am
SJC
- BOS
2 stops10h 01m
United Airlines
Tue 3/39:40 am
BOS
- SJC
2 stops14h 25m
United Airlines
Deal found 1/26![United Airlines logo]()
$284
This CheapOair deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:16 am
SJC
- BOS
1 stop10h 43m
Alaska Airlines
Sat 2/286:24 pm
BOS
- SJC
1 stop17h 58m
Alaska Airlines
Deal found 1/27![Alaska Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:00 am
SJC
- BOS
2 stops10h 47m
American Airlines
Thu 2/265:30 am
BOS
- SJC
1 stop10h 47m
American Airlines
Deal found 1/28![American Airlines logo]()
$286
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:45 pm
SJC
- BDL
1 stop7h 25m
Southwest
Tue 5/1212:25 pm
BDL
- SJC
1 stop8h 50m
Southwest
Deal found 1/27![Southwest logo]()
$372
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 January 29, 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 January 29, 2026.
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/31:57 pm
SJC
- BOS
1 stop8h 12m
Delta
Sat 3/77:15 am
BOS
- SJC
1 stop9h 22m
Delta
Deal found 1/28![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:30 pm
SJC
- ALB
2 stops10h 30m
Southwest
Thu 2/263:50 pm
ALB
- SJC
1 stop8h 00m
Southwest
Deal found 1/27![Southwest logo]()
$373
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1710:50 pm
SJC
- BOS
1 stop8h 14m
Delta
Wed 3/2511:15 am
BOS
- SJC
1 stop9h 16m
Delta
Deal found 1/28![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/146:15 pm
SJC
- BOS
1 stop9h 34m
Delta
Tue 3/172:00 pm
BOS
- SJC
1 stop10h 33m
Delta
Deal found 1/27![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/146:15 pm
SJC
- BOS
1 stop9h 34m
Delta
Sat 3/216:15 am
BOS
- SJC
1 stop9h 16m
Delta
Deal found 1/28![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:20 am
SJC
- BOS
1 stop9h 55m
Delta
Tue 2/241:37 pm
BOS
- SJC
1 stop10h 41m
Delta
Deal found 1/28![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/910:55 pm
SJC
- BDL
1 stop8h 40m
Southwest
Tue 5/1212:50 pm
BDL
- SJC
2 stops10h 35m
Southwest
Deal found 1/27![Southwest logo]()
$377
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:25 pm
SJC
- BOS
1 stop9h 25m
Delta
Fri 2/276:37 pm
BOS
- SJC
1 stop8h 22m
Delta
Deal found 1/27![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/3011:40 am
SJC
- BOS
1 stop9h 19m
Delta
Tue 4/147:37 am
BOS
- SJC
1 stop10h 23m
Delta
Deal found 1/27![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/610:55 pm
SJC
- BDL
1 stop8h 45m
Southwest
Mon 4/1311:40 am
BDL
- SJC
1 stop14h 20m
Southwest
Deal found 1/27![Southwest logo]()
$416
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:15 am
SJC
- BOS
1 stop9h 08m
Delta
Sat 2/287:15 am
BOS
- SJC
1 stop9h 22m
Delta
Deal found 1/27![Delta logo]()
$277
This Expedia deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/136:03 pm
SJC
- HYA
2 stops13h 59m
Multiple Airlines
Tue 2/177:05 am
HYA
- SJC
2 stops13h 04m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$993
This Southwest deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” 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 4/211:00 am
SJC
- ALB
2 stops10h 15m
Southwest
Sun 4/512:50 pm
ALB
- SJC
1 stop8h 20m
Southwest
Deal found 1/26![Southwest logo]()
$442
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/294:50 pm
SJC
- BOS
1 stop10h 10m
Delta
Thu 5/75:40 am
BOS
- SJC
1 stop9h 29m
Delta
Deal found 1/27![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:35 pm
SJC
- BOS
1 stop8h 27m
Delta
Mon 3/26:37 pm
BOS
- SJC
1 stop8h 22m
Delta
Deal found 1/27![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:45 am
SJC
- BOS
1 stop9h 31m
Delta
Sat 5/26:15 am
BOS
- SJC
1 stop9h 08m
Delta
Deal found 1/27![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:30 pm
SJC
- BOS
1 stop8h 10m
Delta
Sun 3/17:15 am
BOS
- SJC
1 stop9h 22m
Delta
Deal found 1/27![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1212:25 pm
SJC
- ALB
1 stop7h 00m
Southwest
Mon 2/163:50 pm
ALB
- SJC
1 stop9h 50m
Southwest
Deal found 1/29![Southwest logo]()
$587
This Southwest deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/137:35 pm
SJC
- ALB
2 stops9h 25m
Southwest
Mon 2/163:50 pm
ALB
- SJC
1 stop9h 50m
Southwest
Deal found 1/29![Southwest logo]()
$622
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:15 am
SJC
- BDL
1 stop10h 01m
Delta
Sun 5/176:00 am
BDL
- SJC
1 stop9h 09m
Delta
Deal found 1/28![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/810:20 pm
SJC
- BDL
2 stops12h 38m
Delta
Wed 5/1311:15 am
BDL
- SJC
2 stops13h 30m
Delta
Deal found 1/28![Delta logo]()
$409
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:25 pm
SJC
- ALB
2 stops14h 16m
Delta
Thu 3/191:12 pm
ALB
- SJC
1 stop11h 21m
Delta
Deal found 1/27![Delta logo]()
$472
This Delta deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1510:56 pm
SJC
- ALB
1 stop7h 05m
Delta
Wed 7/221:59 pm
ALB
- SJC
2 stops10h 49m
Delta
Deal found 1/29![Delta logo]()
$472
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:20 am
SJC
- ALB
2 stops13h 40m
Delta
Sun 4/51:12 pm
ALB
- SJC
1 stop11h 21m
Delta
Deal found 1/27![Delta logo]()
$593
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1810:56 pm
SJC
- ALB
1 stop7h 05m
Delta
Mon 6/225:00 pm
ALB
- SJC
1 stop7h 48m
Delta
Deal found 1/28![Delta logo]()
$618
Last-minute flights from San Jose to MassachusettsDiscover last-minute flight deals from San Jose to Massachusetts. Data last updated January 29, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Massachusetts. Data last updated January 29, 2026 and is based on user searches.
This SmartFares deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/197:10 pm
SJC
- BOS
1 stop8h 44m
Alaska Airlines
Wed 2/257:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 1/28![Alaska Airlines logo]()
$270
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:35 pm
SJC
- BOS
1 stop8h 27m
Delta
Tue 3/31:37 pm
BOS
- SJC
1 stop10h 41m
Delta
Deal found 1/27![Delta logo]()
$277
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:00 am
SJC
- BOS
2 stops10h 47m
American Airlines
Tue 3/35:30 am
BOS
- SJC
1 stop10h 59m
American Airlines
Deal found 1/27![American Airlines logo]()
$256
This United Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” 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 2/248:50 am
SJC
- BOS
2 stops10h 01m
United Airlines
Tue 3/39:40 am
BOS
- SJC
2 stops14h 25m
United Airlines
Deal found 1/26![United Airlines logo]()
$284
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:00 am
SJC
- BOS
2 stops10h 47m
American Airlines
Thu 2/265:30 am
BOS
- SJC
1 stop10h 47m
American Airlines
Deal found 1/28![American Airlines logo]()
$286
This Alaska Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:16 am
SJC
- BOS
1 stop10h 43m
Alaska Airlines
Tue 3/37:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 1/27![Alaska Airlines logo]()
$251
This Alaska Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:16 am
SJC
- BOS
1 stop10h 43m
Alaska Airlines
Thu 3/57:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 1/27![Alaska Airlines logo]()
$274
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:30 pm
SJC
- BOS
2 stops9h 55m
Southwest
Sat 2/2812:55 pm
BOS
- SJC
1 stop9h 40m
Southwest
Deal found 1/27![Southwest logo]()
$279
This CheapOair deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:16 am
SJC
- BOS
1 stop10h 43m
Alaska Airlines
Sat 2/286:24 pm
BOS
- SJC
1 stop17h 58m
Alaska Airlines
Deal found 1/27![Alaska Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:15 am
SJC
- BOS
1 stop9h 08m
Delta
Mon 3/26:37 pm
BOS
- SJC
1 stop8h 22m
Delta
Deal found 1/27![Delta logo]()
$297
This Alaska Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:10 pm
SJC
- BOS
1 stop8h 44m
Alaska Airlines
Wed 3/47:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 1/27![Alaska Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:20 am
SJC
- BOS
1 stop9h 55m
Delta
Wed 3/47:30 am
BOS
- SJC
1 stop10h 26m
Delta
Deal found 1/28![Delta logo]()
$257
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 January 29, 2026.
Search for one-way flight options from San Jose to Massachusetts. Find affordable one-way fares based on user searches. Data last updated January 29, 2026.
This American Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/176:00 am
SJC
- BOS
1 stop8h 14m
American Airlines
Deal found 1/27![American Airlines logo]()
$126
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/221:40 pm
SJC
- BOS
1 stop8h 35m
Delta
Deal found 1/28![Delta logo]()
$129
This United Airlines deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:19 pm
SJC
- BOS
2 stops10h 34m
United Airlines
Deal found 1/29![United Airlines logo]()
$134
This SmartFares deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/277:10 pm
SJC
- BOS
1 stop8h 44m
Alaska Airlines
Deal found 1/29![Alaska Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:20 pm
SJC
- BOS
3 stops17h 55m
Multiple Airlines
Deal found 1/26![Multiple Airlines logo]()
$147
This United Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” 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 3/910:55 pm
SJC
- BOS
1 stop8h 55m
United Airlines
Deal found 1/26![United Airlines logo]()
$149
This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” 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 5/56:00 am
SJC
- BOS
2 stops10h 32m
American Airlines
Deal found 1/26![American Airlines logo]()
$155
This CheapOair deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/412:45 pm
SJC
- BOS
2 stops15h 09m
Alaska Airlines
Deal found 1/28![Alaska Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:42 pm
SJC
- BOS
3 stops27h 31m
Multiple Airlines
Deal found 1/26![Multiple Airlines logo]()
$163
This CheapOair deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/110:22 am
SJC
- BOS
1 stop10h 37m
Alaska Airlines
Deal found 1/27![Alaska Airlines logo]()
$169
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:35 pm
SJC
- ALB
1 stop10h 20m
Delta
Deal found 1/28![Delta logo]()
$180
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1710:35 pm
SJC
- BDL
1 stop9h 14m
Delta
Deal found 1/27![Delta logo]()
$184
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 January 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $251 (Alaska Airlines) |
One-way from | $126 (American Airlines) |
Popular in | November |
Cheapest in | February |
Average price | $373 |
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 January 29, 2026.
Use the filters below to find and compare flights from San Jose to Massachusetts that are best for you.
Fly from
San Jose
Fly to
Massachusetts
Route
Depart
Return
Price
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Tue 3/3
1:57 pm-1:09 am
1 stop8h 12m
Boston Logan Intl
Sat 3/7
7:15 am-1:37 pm
1 stop9h 22m
$257
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Tue 3/17
10:50 pm-10:04 am
1 stop8h 14m
Boston Logan Intl
Wed 3/25
11:15 am-5:31 pm
1 stop9h 16m
$257
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Sat 3/14
6:15 pm-6:49 am
1 stop9h 34m
Boston Logan Intl
Tue 3/17
2:00 pm-9:33 pm
1 stop10h 33m
$257
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Sat 3/14
6:15 pm-6:49 am
1 stop9h 34m
Boston Logan Intl
Sat 3/21
6:15 am-12:31 pm
1 stop9h 16m
$257
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Thu 2/19
6:20 am-7:15 pm
1 stop9h 55m
Boston Logan Intl
Tue 2/24
1:37 pm-9:18 pm
1 stop10h 41m
$277
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Wed 2/25
6:25 pm-6:50 am
1 stop9h 25m
Boston Logan Intl
Fri 2/27
6:37 pm-11:59 pm
1 stop8h 22m
$277
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Mon 3/30
11:40 am-11:59 pm
1 stop9h 19m
Boston Logan Intl
Tue 4/14
7:37 am-3:00 pm
1 stop10h 23m
$277
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Thu 2/26
9:15 am-9:23 pm
1 stop9h 08m
Boston Logan Intl
Sat 2/28
7:15 am-1:37 pm
1 stop9h 22m
$277
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Wed 4/29
4:50 pm-6:00 am
1 stop10h 10m
Boston Logan Intl
Thu 5/7
5:40 am-12:09 pm
1 stop9h 29m
$297
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Mon 2/23
10:35 pm-10:02 am
1 stop8h 27m
Boston Logan Intl
Mon 3/2
6:37 pm-11:59 pm
1 stop8h 22m
$297
Showing 1-10 of 49 results
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-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-ALB
SJC-BDL
SJC-HYA
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 June is currently the most expensive (average of $208). 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 January 29, 2026.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta 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.
Comfort
7.8
Overall
8.0
Boarding
8.1
Crew
8.5
Food
7.1
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Comfort
7.8
Overall
8.0
Boarding
8.1
Crew
8.5
Food
7.1
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Comfort
7.8
Overall
8.0
Boarding
8.1
Crew
8.5
Food
7.1
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Comfort
7.8
Overall
8.0
Boarding
8.1
Crew
8.5
Food
7.1
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Comfort
7.8
Overall
8.0
Boarding
8.1
Crew
8.5
Food
7.1
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Comfort
7.8
Overall
8.0
Boarding
8.1
Crew
8.5
Food
7.1
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
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.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for San Jose to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
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 January 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$347 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$161 | Average$331 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$241 | Average$385 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$415 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$270 | Average$363 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$291 | Average$395 | FlexibilityNo cancel fee | On-time63% |