background

Flight Deals from San Jose to Massachusetts from $277

Bundle + Save

Bundle + Save

Top flight deals from leading airlines:

LH LogoDL LogoAS LogoUA LogoAC LogoB6 LogoAV Logo

... and +100s more

Incredible Deals

Save up to 50% on select flights with Priceline

Bundle & Save

Save an average of $240 per person when bundling your flight and hotel together with Priceline

Best Price Guarantee

If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference

Help 24/7

We’re always here for you - reach us 24 hours a day, 7 days a week

Phone Banner

Priceline Phone Deals

Book with an agent for great rates!

Top Deals on flights from San Jose to Boston

San Jose, CR (SJO) - Boston, US (BOS)

Spirit Airlines Logo
Spirit Airlines

May 21

SJO
10h 18m
MCO

May 21

BOS
Spirit Airlines Logo
Spirit Airlines

Jun 4

BOS
5h 23m
FLL

Jun 4

SJO

as low as

$277

San Jose, CR (SJO) - Boston, US (BOS)

United Airlines Logo
United Airlines

May 13

SJO
15h 31m
IAH

May 13

BOS
United Airlines Logo
United Airlines

May 27

BOS
6h 56m
IAH

May 27

SJO

as low as

$302

San Jose, CR (SJO) - Boston, US (BOS)

American Airlines Logo
American Airlines

Jun 9

SJO
14h 41m
MIA

Jun 9

BOS
American Airlines Logo
American Airlines

Jun 14

BOS
25h 33m
CLT
MIA

Jun 15

SJO

as low as

$356

San Jose, CR (SJO) - Boston, US (BOS)

COPA Airlines Logo
COPA Airlines

Jun 2

SJO
10h 4m
PTY

Jun 2

BOS
COPA Airlines Logo
COPA Airlines

Jun 16

BOS
15h 40m
PTY

Jun 17

SJO

as low as

$359

San Jose, CR (SJO) - Boston, US (BOS)

JetBlue Logo
JetBlue

May 13

SJO
10h 53m
FLL

May 13

BOS
JetBlue Logo
JetBlue

May 27

BOS
15h 20m
FLL

May 28

SJO

as low as

$386

San Jose, CR (SJO) - Boston, US (BOS)

American Airlines Logo
American Airlines

May 24

SJO
27h 52m
MIA

May 25

BOS
American Airlines Logo
American Airlines

May 28

BOS
15h 17m
DFW

May 28

SJO

as low as

$399

San Jose, CR (SJO) - Boston, US (BOS)

JetBlue Logo
JetBlue

May 21

SJO
10h 53m
FLL

May 21

BOS
JetBlue Logo
JetBlue

Jun 4

BOS
7h 53m
JFK

Jun 4

SJO

as low as

$403

San Jose, CR (SJO) - Boston, US (BOS)

American Airlines Logo
American Airlines

May 24

SJO
27h 52m
MIA

May 25

BOS
American Airlines Logo
American Airlines

May 28

BOS
21h 44m
ORD
MIA

May 29

SJO

as low as

$404

San Jose, CR (SJO) - Boston, US (BOS)

AVIANCA Logo
AVIANCA

Jun 4

SJO
10h 53m
FLL

Jun 4

BOS
AVIANCA Logo
AVIANCA

Jun 8

BOS
6h 45m
SAL

Jun 8

SJO

as low as

$527

San Jose, CR (SJO) - Boston, US (BOS)

American Airlines Logo
American Airlines

May 22

SJO
18h 16m
CLT
PHL

May 23

BOS
American Airlines Logo
American Airlines

May 24

BOS
26h 52m
ORD
DFW

May 25

SJO

as low as

$529

San Jose, CR (SJO) - Boston, US (BOS)

Delta Air Lines Logo
Delta Air Lines

May 25

SJO
11h 53m
ATL

May 26

BOS
Delta Air Lines Logo
Delta Air Lines

Jun 8

BOS
6h 25m
ATL

Jun 8

SJO

as low as

$576

San Jose, CR (SJO) - Boston, US (BOS)

United Airlines Logo
United Airlines

May 25

SJO
16h 30m
IAH

May 25

BOS
United Airlines Logo
United Airlines

Jun 8

BOS
16h 5m
EWR

Jun 9

SJO

as low as

$630

Top Deals on flights from San Jose to Worcester

San Jose, CR (SJO) - Worcester, US (ORH)

JetBlue Logo
JetBlue

May 30

SJO
25h 5m
FLL

May 31

ORH
JetBlue Logo
JetBlue

Jun 6

ORH
21h 53m
MCO

Jun 7

SJO

as low as

$484

San Jose, CR (SJO) - Worcester, US (ORH)

JetBlue Logo
JetBlue

May 30

SJO
24h 16m
MCO

May 31

ORH
JetBlue Logo
JetBlue

Jun 6

ORH
21h 53m
MCO

Jun 7

SJO

as low as

$532

San Jose, CR (SJO) - Worcester, US (ORH)

American Airlines Logo
American Airlines

May 30

SJO
23h 18m
MIA
JFK

May 31

ORH
American Airlines Logo
American Airlines

Jun 6

ORH
32h 20m
JFK
MIA

Jun 7

SJO

as low as

$555

San Jose, CR (SJO) - Worcester, US (ORH)

American Airlines Logo
American Airlines

May 30

SJO
21h 30m
MIA
JFK

May 31

ORH
American Airlines Logo
American Airlines

Jun 6

ORH
32h 20m
JFK
MIA

Jun 7

SJO

as low as

$555

San Jose, CR (SJO) - Worcester, US (ORH)

JetBlue Logo
JetBlue

May 30

SJO
25h 5m
FLL

May 31

ORH
JetBlue Logo
JetBlue

Jun 6

ORH
22h 5m
FLL
JFK

Jun 7

SJO

as low as

$648

San Jose, CR (SJO) - Worcester, US (ORH)

JetBlue Logo
JetBlue

May 30

SJO
25h 5m
FLL

May 31

ORH
JetBlue Logo
JetBlue

Jun 6

ORH
23h 28m
MCO
JFK

Jun 7

SJO

as low as

$653

San Jose, CR (SJO) - Worcester, US (ORH)

JetBlue Logo
JetBlue

May 30

SJO
25h 5m
FLL

May 31

ORH
JetBlue Logo
JetBlue

Jun 6

ORH
20h 55m
FLL

Jun 7

SJO

as low as

$703

San Jose, CR (SJO) - Worcester, US (ORH)

JetBlue Logo
JetBlue

May 30

SJO
24h 16m
MCO

May 31

ORH
JetBlue Logo
JetBlue

Jun 6

ORH
20h 55m
FLL

Jun 7

SJO

as low as

$762

Top Deals on flights from San Jose to West Tisbury

San Jose, CR (SJO) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 30

SJO
19h 30m
FLL
BOS

May 31

MVY
JetBlue Logo
JetBlue

Jun 6

MVY
20h 35m
BOS
MCO

Jun 7

SJO

as low as

$1076

San Jose, CR (SJO) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 30

SJO
19h 30m
FLL
BOS

May 31

MVY
JetBlue Logo
JetBlue

Jun 6

MVY
23h 15m
BOS
MCO

Jun 7

SJO

as low as

$1076

San Jose, CR (SJO) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 30

SJO
19h 30m
FLL
BOS

May 31

MVY
JetBlue Logo
JetBlue

Jun 6

MVY
24h 25m
BOS
MCO

Jun 7

SJO

as low as

$1076

San Jose, CR (SJO) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 30

SJO
19h 30m
FLL
BOS

May 31

MVY
JetBlue Logo
JetBlue

Jun 6

MVY
26h
BOS
MCO

Jun 7

SJO

as low as

$1076

San Jose, CR (SJO) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 30

SJO
20h 4m
MCO
BOS

May 31

MVY
JetBlue Logo
JetBlue

Jun 6

MVY
26h
BOS
MCO

Jun 7

SJO

as low as

$1079

San Jose, CR (SJO) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 30

SJO
20h 4m
MCO
BOS

May 31

MVY
JetBlue Logo
JetBlue

Jun 6

MVY
23h 15m
BOS
MCO

Jun 7

SJO

as low as

$1079

San Jose, CR (SJO) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 30

SJO
20h 4m
MCO
BOS

May 31

MVY
JetBlue Logo
JetBlue

Jun 6

MVY
20h 35m
BOS
MCO

Jun 7

SJO

as low as

$1079

San Jose, CR (SJO) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 30

SJO
20h 4m
MCO
BOS

May 31

MVY
JetBlue Logo
JetBlue

Jun 6

MVY
24h 25m
BOS
MCO

Jun 7

SJO

as low as

$1079

San Jose, CR (SJO) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 30

SJO
16h 45m
FLL
BOS

May 31

MVY
JetBlue Logo
JetBlue

Jun 6

MVY
24h 25m
BOS
MCO

Jun 7

SJO

as low as

$1105

San Jose, CR (SJO) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 30

SJO
20h 45m
FLL
BOS

May 31

MVY
JetBlue Logo
JetBlue

Jun 6

MVY
24h 25m
BOS
MCO

Jun 7

SJO

as low as

$1105

San Jose, CR (SJO) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 30

SJO
16h 45m
FLL
BOS

May 31

MVY
JetBlue Logo
JetBlue

Jun 6

MVY
23h 15m
BOS
MCO

Jun 7

SJO

as low as

$1105

San Jose, CR (SJO) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 30

SJO
16h 45m
FLL
BOS

May 31

MVY
JetBlue Logo
JetBlue

Jun 6

MVY
30h 10m
BOS
MCO

Jun 7

SJO

as low as

$1105

Top Deals on flights from San Jose to Hyannis

San Jose, CR (SJO) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 30

SJO
19h 10m
FLL
BOS

May 31

HYA
JetBlue Logo
JetBlue

Jun 6

HYA
26h 30m
BOS
MCO

Jun 7

SJO

as low as

$935

San Jose, CR (SJO) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 30

SJO
19h 10m
FLL
BOS

May 31

HYA
JetBlue Logo
JetBlue

Jun 6

HYA
23h 35m
BOS
MCO

Jun 7

SJO

as low as

$935

San Jose, CR (SJO) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 30

SJO
19h 10m
FLL
BOS

May 31

HYA
JetBlue Logo
JetBlue

Jun 6

HYA
30h 20m
BOS
MCO

Jun 7

SJO

as low as

$935

San Jose, CR (SJO) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 30

SJO
19h 44m
MCO
BOS

May 31

HYA
JetBlue Logo
JetBlue

Jun 6

HYA
30h 20m
BOS
MCO

Jun 7

SJO

as low as

$938

San Jose, CR (SJO) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 30

SJO
19h 44m
MCO
BOS

May 31

HYA
JetBlue Logo
JetBlue

Jun 6

HYA
23h 35m
BOS
MCO

Jun 7

SJO

as low as

$938

San Jose, CR (SJO) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 30

SJO
19h 44m
MCO
BOS

May 31

HYA
JetBlue Logo
JetBlue

Jun 6

HYA
26h 30m
BOS
MCO

Jun 7

SJO

as low as

$938

San Jose, CR (SJO) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 30

SJO
18h 16m
JFK
BOS

May 31

HYA
JetBlue Logo
JetBlue

Jun 6

HYA
26h 30m
BOS
MCO

Jun 7

SJO

as low as

$1107

San Jose, CR (SJO) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 30

SJO
18h 16m
JFK
BOS

May 31

HYA
JetBlue Logo
JetBlue

Jun 6

HYA
23h 35m
BOS
MCO

Jun 7

SJO

as low as

$1107

San Jose, CR (SJO) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 30

SJO
18h 16m
JFK
BOS

May 31

HYA
JetBlue Logo
JetBlue

Jun 6

HYA
30h 20m
BOS
MCO

Jun 7

SJO

as low as

$1107

San Jose, CR (SJO) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 30

SJO
19h 10m
FLL
BOS

May 31

HYA
JetBlue Logo
JetBlue

Jun 6

HYA
23h 15m
BOS
JFK

Jun 7

SJO

as low as

$1116

San Jose, CR (SJO) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 30

SJO
19h 10m
FLL
BOS

May 31

HYA
JetBlue Logo
JetBlue

Jun 6

HYA
27h 55m
JFK
MCO

Jun 7

SJO

as low as

$1121

Top Deals on flights from San Jose to Provincetown

San Jose, CR (SJO) - Provincetown, US (PVC)

JetBlue Logo
JetBlue

May 27

SJO
19h 21m
JFK
BOS

May 28

PVC
JetBlue Logo
JetBlue

Jun 3

PVC
22h 45m
BOS
JFK

Jun 4

SJO

as low as

$963

San Jose, CR (SJO) - Provincetown, US (PVC)

JetBlue Logo
JetBlue

May 27

SJO
18h 29m
MCO
BOS

May 28

PVC
JetBlue Logo
JetBlue

Jun 3

PVC
22h 45m
BOS
JFK

Jun 4

SJO

as low as

$974

San Jose, CR (SJO) - Provincetown, US (PVC)

JetBlue Logo
JetBlue

May 27

SJO
19h 21m
JFK
BOS

May 28

PVC
JetBlue Logo
JetBlue

Jun 3

PVC
21h 10m
BOS
MCO

Jun 4

SJO

as low as

$987

San Jose, CR (SJO) - Provincetown, US (PVC)

JetBlue Logo
JetBlue

May 27

SJO
18h 29m
MCO
BOS

May 28

PVC
JetBlue Logo
JetBlue

Jun 3

PVC
21h 10m
BOS
MCO

Jun 4

SJO

as low as

$996

San Jose, CR (SJO) - Provincetown, US (PVC)

JetBlue Logo
JetBlue

May 27

SJO
17h 55m
FLL
BOS

May 28

PVC
JetBlue Logo
JetBlue

Jun 3

PVC
22h 45m
BOS
JFK

Jun 4

SJO

as low as

$1013

San Jose, CR (SJO) - Provincetown, US (PVC)

JetBlue Logo
JetBlue

May 27

SJO
17h 55m
FLL
BOS

May 28

PVC
JetBlue Logo
JetBlue

Jun 3

PVC
21h 10m
BOS
MCO

Jun 4

SJO

as low as

$1026

Priceline Phone Deals

Book with an agent for great rates!
Call now!

1 (888) 775-6158