$119+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — BOS
Mar 10 — Mar 171
1 adult, Economy
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Find cheap flights from San Jose to Massachusetts with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 February 8, 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 February 8, 2026.
This CheapOair deal was found by Cheapflights users on 2/5. 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 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
Tue 3/105:44 pm
BOS
- SJC
1 stop19h 05m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$244
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:16 am
SJC
- BOS
1 stop10h 43m
Alaska Airlines
Wed 3/47:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$251
This Delta deal was found by Cheapflights users on 2/7. 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 2/286:20 am
SJC
- BOS
1 stop9h 55m
Delta
Tue 3/31:37 pm
BOS
- SJC
1 stop10h 41m
Delta
Deal found 2/7![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 2/5. 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 3/2910:55 pm
SJC
- BOS
1 stop9h 15m
Southwest
Wed 4/17:15 am
BOS
- SJC
1 stop8h 55m
Southwest
Deal found 2/5![Southwest logo]()
$267
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:59 pm
SJC
- BOS
1 stop10h 55m
Alaska Airlines
Tue 3/39:02 am
BOS
- SJC
1 stop11h 07m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$268
This Southwest deal was found by Cheapflights users on 2/5. 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.
Thu 2/510:00 am
SJC
- BOS
1 stop9h 55m
Southwest
Mon 2/95:20 am
BOS
- SJC
1 stop8h 35m
Southwest
Deal found 2/5![Southwest logo]()
$273
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:59 pm
SJC
- BOS
1 stop10h 55m
Alaska Airlines
Wed 3/47:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 2/7. 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 2/286:20 am
SJC
- BOS
1 stop9h 55m
Delta
Thu 3/512:45 pm
BOS
- SJC
1 stop10h 34m
Delta
Deal found 2/7![Delta logo]()
$277
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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.
Sun 2/89:05 am
SJC
- BOS
1 stop11h 49m
Alaska Airlines
Mon 2/97:00 am
BOS
- SJC
1 stop10h 42m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$295
This United Airlines deal was found by Cheapflights users on 2/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/510:30 pm
SJC
- BOS
1 stop7h 44m
United Airlines
Mon 2/910:30 am
BOS
- SJC
2 stops13h 26m
United Airlines
Deal found 2/5![United Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2210:56 pm
SJC
- BOS
1 stop7h 04m
Delta
Tue 6/305:40 am
BOS
- SJC
1 stop9h 29m
Delta
Deal found 2/6![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 2/7. 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 2/286:35 am
SJC
- BDL
1 stop7h 05m
Southwest
Thu 3/55:45 am
BDL
- SJC
1 stop9h 55m
Southwest
Deal found 2/7![Southwest logo]()
$376
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 February 8, 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 February 8, 2026.
This Alaska Airlines deal was found by Cheapflights users on 2/6. 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.
Tue 3/310:16 am
SJC
- BOS
1 stop10h 43m
Alaska Airlines
Wed 3/47:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 2/6![Alaska Airlines logo]()
$251
This Southwest deal was found by Cheapflights users on 2/5. 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 3/2910:55 pm
SJC
- BOS
1 stop9h 15m
Southwest
Wed 4/11:20 pm
BOS
- SJC
2 stops12h 50m
Southwest
Deal found 2/5![Southwest logo]()
$272
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 2/256:20 am
SJC
- BOS
1 stop9h 55m
Delta
Sun 3/17:15 am
BOS
- SJC
1 stop9h 22m
Delta
Deal found 2/4![Delta logo]()
$277
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:59 pm
SJC
- BOS
1 stop10h 55m
Alaska Airlines
Wed 3/47:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$274
This Southwest deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 5/45:05 pm
BOS
- SJC
1 stop8h 20m
Southwest
Deal found 2/4![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 2/7. 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.
Sun 5/245:55 pm
SJC
- BOS
1 stop9h 26m
Delta
Tue 6/27:45 am
BOS
- SJC
1 stop12h 16m
Delta
Deal found 2/7![Delta logo]()
$297
This Delta deal was found by Cheapflights users on 2/7. 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.
Mon 8/31:15 pm
SJC
- BOS
1 stop7h 37m
Delta
Wed 8/127:10 am
BOS
- SJC
1 stop7h 59m
Delta
Deal found 2/7![Delta logo]()
$297
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:06 pm
SJC
- BOS
1 stop9h 43m
Alaska Airlines
Mon 6/15:59 pm
BOS
- SJC
1 stop8h 38m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$297
This Delta deal was found by Cheapflights users on 2/7. 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 5/2311:41 am
SJC
- BOS
1 stop9h 15m
Delta
Thu 6/43:55 pm
BOS
- SJC
1 stop9h 39m
Delta
Deal found 2/7![Delta logo]()
$297
This Expedia deal was found by Cheapflights users on 2/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:03 pm
SJC
- HYA
2 stops13h 59m
Multiple Airlines
Tue 2/247:05 am
HYA
- SJC
2 stops13h 04m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$760
This Delta deal was found by Cheapflights users on 2/7. 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.
Mon 8/37:00 pm
SJC
- BOS
1 stop8h 09m
Delta
Tue 8/113:10 pm
BOS
- SJC
1 stop10h 31m
Delta
Deal found 2/7![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 2/8. 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 3/2610:55 pm
SJC
- BDL
1 stop8h 50m
Southwest
Mon 3/3011:20 am
BDL
- SJC
1 stop14h 20m
Southwest
Deal found 2/8![Southwest logo]()
$390
This Delta deal was found by Cheapflights users on 2/7. 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.
Tue 8/410:20 pm
SJC
- BOS
1 stop8h 43m
Delta
Fri 8/146:30 am
BOS
- SJC
1 stop9h 23m
Delta
Deal found 2/7![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 2/7. 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 2/286:35 am
SJC
- BDL
1 stop7h 05m
Southwest
Sat 3/217:15 am
BDL
- SJC
1 stop8h 35m
Southwest
Deal found 2/7![Southwest logo]()
$402
This Southwest deal was found by Cheapflights users on 2/6. 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.
Tue 7/2810:55 pm
SJC
- ALB
1 stop8h 50m
Southwest
Thu 8/67:00 am
ALB
- SJC
1 stop8h 45m
Southwest
Deal found 2/6![Southwest logo]()
$437
This Delta deal was found by Cheapflights users on 2/7. 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.
Thu 5/710:55 pm
SJC
- BDL
1 stop6h 47m
Delta
Mon 5/116:00 am
BDL
- SJC
1 stop9h 18m
Delta
Deal found 2/7![Delta logo]()
$385
This Southwest deal was found by Cheapflights users on 2/5. 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 6/910:55 pm
SJC
- ALB
1 stop8h 50m
Southwest
Tue 6/163:10 pm
ALB
- SJC
1 stop8h 00m
Southwest
Deal found 2/5![Southwest logo]()
$437
This Delta deal was found by Cheapflights users on 2/7. 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 5/87:10 am
SJC
- BDL
1 stop10h 49m
Delta
Wed 5/136:00 am
BDL
- SJC
1 stop9h 18m
Delta
Deal found 2/7![Delta logo]()
$398
This Delta deal was found by Cheapflights users on 2/8. 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 5/510:55 pm
SJC
- BDL
1 stop8h 46m
Delta
Fri 6/265:05 pm
BDL
- SJC
1 stop8h 48m
Delta
Deal found 2/8![Delta logo]()
$402
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/910:56 pm
SJC
- ALB
1 stop7h 05m
Delta
Tue 7/1412:55 pm
ALB
- SJC
1 stop8h 54m
Delta
Deal found 2/6![Delta logo]()
$437
This Expedia deal was found by Cheapflights users on 2/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/206:03 pm
SJC
- ACK
2 stops12h 22m
Multiple Airlines
Tue 2/247:00 am
ACK
- SJC
2 stops13h 09m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$953
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:45 pm
SJC
- ALB
1 stop7h 53m
Delta
Fri 7/101:59 pm
ALB
- SJC
2 stops11h 54m
Delta
Deal found 2/6![Delta logo]()
$442
This Delta deal was found by Cheapflights users on 2/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2810:56 pm
SJC
- ALB
2 stops11h 23m
Delta
Thu 8/66:00 am
ALB
- SJC
2 stops12h 50m
Delta
Deal found 2/6![Delta logo]()
$447
This Expedia deal was found by Cheapflights users on 2/6. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:03 pm
SJC
- ACK
2 stops14h 37m
Multiple Airlines
Sun 2/227:00 am
ACK
- SJC
2 stops13h 09m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$1,167
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/1810:50 pm
SJC
- ALB
1 stop10h 22m
Delta
Sun 3/291:12 pm
ALB
- SJC
1 stop11h 21m
Delta
Deal found 2/4![Delta logo]()
$477
Last-minute flights from San Jose to MassachusettsDiscover last-minute flight deals from San Jose to Massachusetts. Data last updated February 8, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Massachusetts. Data last updated February 8, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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.
Sun 2/89:05 am
SJC
- BOS
1 stop11h 49m
Alaska Airlines
Mon 2/97:00 am
BOS
- SJC
1 stop10h 42m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$295
This Southwest deal was found by Cheapflights users on 2/5. 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 2/256:30 am
SJC
- BOS
1 stop7h 20m
Southwest
Sat 2/285:55 am
BOS
- SJC
1 stop13h 35m
Southwest
Deal found 2/5![Southwest logo]()
$310
This Delta deal was found by Cheapflights users on 2/7. 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 2/286:20 am
SJC
- BOS
1 stop9h 55m
Delta
Tue 3/31:37 pm
BOS
- SJC
1 stop10h 41m
Delta
Deal found 2/7![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 2/7. 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 2/286:20 am
SJC
- BOS
1 stop9h 55m
Delta
Mon 3/27:30 am
BOS
- SJC
1 stop10h 26m
Delta
Deal found 2/7![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 2/7. 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 2/286:35 am
SJC
- BDL
1 stop7h 05m
Southwest
Thu 3/55:45 am
BDL
- SJC
1 stop9h 55m
Southwest
Deal found 2/7![Southwest logo]()
$376
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:59 pm
SJC
- BOS
1 stop10h 55m
Alaska Airlines
Tue 3/39:02 am
BOS
- SJC
1 stop11h 07m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$268
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:59 pm
SJC
- BOS
1 stop10h 55m
Alaska Airlines
Wed 3/47:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$274
This Alaska Airlines deal was found by Cheapflights users on 2/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:16 am
SJC
- BOS
1 stop10h 43m
Alaska Airlines
Wed 3/47:00 am
BOS
- SJC
1 stop9h 42m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$251
This CheapOair deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/37:40 am
SJC
- BOS
1 stop28h 56m
Alaska Airlines
Fri 3/65:44 pm
BOS
- SJC
1 stop19h 03m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$306
This CheapOair deal was found by Cheapflights users on 2/5. 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 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
Tue 3/105:44 pm
BOS
- SJC
1 stop19h 05m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$244
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/61:57 pm
SJC
- BOS
1 stop8h 12m
Delta
Fri 3/1311:55 am
BOS
- SJC
1 stop11h 29m
Delta
Deal found 2/4![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 2/5. 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 3/2910:55 pm
SJC
- BOS
1 stop9h 15m
Southwest
Wed 4/17:15 am
BOS
- SJC
1 stop8h 55m
Southwest
Deal found 2/5![Southwest logo]()
$267
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 February 8, 2026.
Search for one-way flight options from San Jose to Massachusetts. Find affordable one-way fares based on user searches. Data last updated February 8, 2026.
This Southwest deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 am
SJC
- BOS
1 stop7h 20m
Southwest
Deal found 2/4![Southwest logo]()
$119
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:00 am
SJC
- BOS
2 stops10h 04m
American Airlines
Deal found 2/4![American Airlines logo]()
$124
This Alaska Airlines deal was found by Cheapflights users on 2/6. 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.
Tue 3/1010:16 am
SJC
- BOS
1 stop10h 43m
Alaska Airlines
Deal found 2/6![Alaska Airlines logo]()
$126
This Delta deal was found by Cheapflights users on 2/5. 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.
Tue 3/36:25 pm
SJC
- BOS
1 stop9h 25m
Delta
Deal found 2/5![Delta logo]()
$129
This American Airlines deal was found by Cheapflights users on 2/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:00 am
SJC
- BOS
2 stops9h 07m
American Airlines
Deal found 2/6![American Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:02 pm
SJC
- BOS
2 stops36h 19m
Frontier
Deal found 2/7![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/308:20 pm
SJC
- BOS
3 stops38h 35m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$135
This American Airlines deal was found by Cheapflights users on 2/5. 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 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 31m
American Airlines
Deal found 2/5![American Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 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 stops24h 39m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$146
This United Airlines deal was found by Cheapflights users on 2/5. 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 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 2/5![United Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:20 pm
SJC
- BOS
3 stops41h 38m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 2/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:42 pm
SJC
- BDL
2 stops40h 23m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$175
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 February 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $244 (CheapOair) |
One-way from | $119 (Southwest) |
Popular in | November |
Cheapest in | February |
Average price | $322 |
Good one-way deal | $523 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 February 8, 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
10:16 am-11:59 pm
1 stop10h 43m
Boston Logan Intl
Wed 3/4
7:00 am-1:42 pm
1 stop9h 42m
$251
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Sun 3/29
10:55 pm-11:10 am
1 stop9h 15m
Boston Logan Intl
Wed 4/1
1:20 pm-11:10 pm
2 stops12h 50m
$272
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Mon 3/2
4:59 pm-6:54 am
1 stop10h 55m
Boston Logan Intl
Wed 3/4
7:00 am-1:42 pm
1 stop9h 42m
$274
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Wed 2/25
6:20 am-7:15 pm
1 stop9h 55m
Boston Logan Intl
Sun 3/1
7:15 am-1:37 pm
1 stop9h 22m
$277
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
5:05 pm-10:25 pm
1 stop8h 20m
$297
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Sun 5/24
5:55 pm-6:21 am
1 stop9h 26m
Boston Logan Intl
Tue 6/2
7:45 am-5:01 pm
1 stop12h 16m
$297
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Mon 8/3
1:15 pm-11:52 pm
1 stop7h 37m
Boston Logan Intl
Wed 8/12
7:10 am-12:09 pm
1 stop7h 59m
$297
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Wed 5/27
5:06 pm-5:49 am
1 stop9h 43m
Boston Logan Intl
Mon 6/1
5:59 pm-11:37 pm
1 stop8h 38m
$297
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Sat 5/23
11:41 am-11:56 pm
1 stop9h 15m
Boston Logan Intl
Thu 6/4
3:55 pm-10:34 pm
1 stop9h 39m
$297
San JoseBoston
SJC - BOS
SJCBOS
San Jose
Mon 8/3
7:00 pm-6:09 am
1 stop8h 09m
Boston Logan Intl
Tue 8/11
3:10 pm-10:41 pm
1 stop10h 31m
$297
Showing 1-10 of 52 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-HYA
SJC-BDL
SJC-ALB
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-HYA
SJC-BDL
SJC-ALB
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 $197). 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 February 8, 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.
Entertainment
7.0
Comfort
7.8
Food
7.1
Crew
8.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Entertainment
7.0
Comfort
7.8
Food
7.1
Crew
8.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Entertainment
7.0
Comfort
7.8
Food
7.1
Crew
8.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Entertainment
7.0
Comfort
7.8
Food
7.1
Crew
8.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Entertainment
7.0
Comfort
7.8
Food
7.1
Crew
8.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Entertainment
7.0
Comfort
7.8
Food
7.1
Crew
8.5
Overall
8.0
Boarding
8.1
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.
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Alternative routes for San Jose to Massachusetts
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Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
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San Jose and Massachusetts flights
Browse other San Jose and Massachusetts flight options. Last updated on February 8, 2026.
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San Jose to 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 2,558,603 searches. Data last updated February 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$357 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$161 | Average$334 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$241 | Average$391 | 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$392 | FlexibilityNo cancel fee | On-time63% |