background

Flight Deals from San Diego to Massachusetts from $196

Bundle + Save

Bundle + Save

Top flight deals from leading airlines:

VS LogoDL LogoAS LogoUA LogoB6 LogoHA LogoQR Logo

... and +100s more

Benefit Icon
Incredible Deals

Save up to 50% on select flights with Priceline

Benefit Icon
Bundle & Save

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

Benefit Icon
Best Price Guarantee

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

Benefit Icon
Help 24/7

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

Top Deals on flights from San Diego to Boston

San Diego, US (SAN) - Boston, US (BOS)

Alaska Airlines Logo
Alaska Airlines

Jun 10

SAN
8h 55m
Direct

Jun 11

BOS
Alaska Airlines Logo
Alaska Airlines

Jun 17

BOS
3h 15m
Direct

Jun 17

SAN

as low as

$196

San Diego, US (SAN) - Boston, US (BOS)

Hawaiian Airlines Logo
Hawaiian Airlines

May 31

SAN
8h 55m
Direct

Jun 1

BOS
Hawaiian Airlines Logo
Hawaiian Airlines

Jun 7

BOS
3h 23m
Direct

Jun 7

SAN

as low as

$210

San Diego, US (SAN) - Boston, US (BOS)

Alaska Airlines Logo
Alaska Airlines

May 28

SAN
8h 55m
Direct

May 29

BOS
Alaska Airlines Logo
Alaska Airlines

Jun 3

BOS
9h 12m
SEA

Jun 3

SAN

as low as

$226

San Diego, US (SAN) - Boston, US (BOS)

Alaska Airlines Logo
Alaska Airlines

Jun 3

SAN
12h 56m
SFO

Jun 4

BOS
Alaska Airlines Logo
Alaska Airlines

Jun 10

BOS
3h 23m
Direct

Jun 10

SAN

as low as

$226

San Diego, US (SAN) - Boston, US (BOS)

Delta Air Lines Logo
Delta Air Lines

Jun 3

SAN
8h 36m
Direct

Jun 4

BOS
Delta Air Lines Logo
Delta Air Lines

Jun 7

BOS
3h 19m
Direct

Jun 7

SAN

as low as

$236

San Diego, US (SAN) - Boston, US (BOS)

JetBlue Logo
JetBlue

Jun 4

SAN
8h 51m
Direct

Jun 4

BOS
JetBlue Logo
JetBlue

Jun 11

BOS
3h 20m
Direct

Jun 11

SAN

as low as

$236

San Diego, US (SAN) - Boston, US (BOS)

Alaska Airlines Logo
Alaska Airlines

May 31

SAN
8h 55m
Direct

Jun 1

BOS
Alaska Airlines Logo
Alaska Airlines

Jun 7

BOS
7h 4m
PDX

Jun 7

SAN

as low as

$246

San Diego, US (SAN) - Boston, US (BOS)

Virgin Atlantic Logo
Virgin Atlantic

May 31

SAN
8h 36m
Direct

Jun 1

BOS
Virgin Atlantic Logo
Virgin Atlantic

Jun 14

BOS
3h 15m
Direct

Jun 14

SAN

as low as

$266

San Diego, US (SAN) - Boston, US (BOS)

Delta Air Lines Logo
Delta Air Lines

May 30

SAN
17h 33m
LAX

May 30

BOS
Delta Air Lines Logo
Delta Air Lines

May 31

BOS
3h 19m
Direct

May 31

SAN

as low as

$300

San Diego, US (SAN) - Boston, US (BOS)

JetBlue Logo
JetBlue

May 24

SAN
8h 47m
Direct

May 25

BOS
JetBlue Logo
JetBlue

May 31

BOS
6h 12m
JFK

May 31

SAN

as low as

$306

San Diego, US (SAN) - Boston, US (BOS)

Virgin Atlantic Logo
Virgin Atlantic

May 31

SAN
16h 35m
ATL

May 31

BOS
Virgin Atlantic Logo
Virgin Atlantic

Jun 14

BOS
3h 15m
Direct

Jun 14

SAN

as low as

$319

San Diego, US (SAN) - Boston, US (BOS)

American Airlines Logo
American Airlines

May 24

CLD
11h 19m
PHX

May 24

BOS
American Airlines Logo
American Airlines

May 31

BOS
5h 18m
PHX

May 31

CLD

as low as

$336

Top Deals on flights from San Diego to Worcester

San Diego, US (SAN) - Worcester, US (ORH)

American Airlines Logo
American Airlines

May 26

SAN
24h 16m
PHX
JFK

May 27

ORH
American Airlines Logo
American Airlines

Jun 2

ORH
25h 17m
JFK
PHX

Jun 3

CLD

as low as

$564

San Diego, US (SAN) - Worcester, US (ORH)

American Airlines Logo
American Airlines

May 26

SAN
24h 16m
PHX
JFK

May 27

ORH
American Airlines Logo
American Airlines

Jun 2

ORH
21h 47m
JFK
DFW

Jun 3

SAN

as low as

$566

San Diego, US (SAN) - Worcester, US (ORH)

American Airlines Logo
American Airlines

May 26

SAN
24h 16m
PHX
JFK

May 27

ORH
American Airlines Logo
American Airlines

Jun 2

ORH
23h 44m
JFK
DFW

Jun 3

SAN

as low as

$566

San Diego, US (SAN) - Worcester, US (ORH)

JetBlue Logo
JetBlue

May 26

SAN
15h 3m
JFK
MCO

May 27

ORH
JetBlue Logo
JetBlue

Jun 2

ORH
30h 35m
MCO
JFK

Jun 3

SAN

as low as

$611

San Diego, US (SAN) - Worcester, US (ORH)

JetBlue Logo
JetBlue

May 26

SAN
25h 22m
BOS
MCO

May 27

ORH
JetBlue Logo
JetBlue

Jun 2

ORH
30h 35m
MCO
JFK

Jun 3

SAN

as low as

$611

San Diego, US (SAN) - Worcester, US (ORH)

American Airlines Logo
American Airlines

May 26

SAN
14h 54m
PHX
JFK

May 27

ORH
American Airlines Logo
American Airlines

Jun 2

ORH
25h 17m
JFK
PHX

Jun 3

CLD

as low as

$613

San Diego, US (SAN) - Worcester, US (ORH)

JetBlue Logo
JetBlue

May 26

SAN
15h 3m
JFK
MCO

May 27

ORH
JetBlue Logo
JetBlue

Jun 2

ORH
29h 12m
FLL
JFK

Jun 3

SAN

as low as

$617

San Diego, US (SAN) - Worcester, US (ORH)

JetBlue Logo
JetBlue

May 26

SAN
25h 22m
BOS
MCO

May 27

ORH
JetBlue Logo
JetBlue

Jun 2

ORH
29h 12m
FLL
JFK

Jun 3

SAN

as low as

$617

San Diego, US (SAN) - Worcester, US (ORH)

American Airlines Logo
American Airlines

May 26

SAN
14h 54m
PHX
JFK

May 27

ORH
American Airlines Logo
American Airlines

Jun 2

ORH
23h 44m
JFK
DFW

Jun 3

SAN

as low as

$621

San Diego, US (SAN) - Worcester, US (ORH)

American Airlines Logo
American Airlines

May 26

SAN
17h 45m
PHX
JFK

May 27

ORH
American Airlines Logo
American Airlines

Jun 2

ORH
25h 17m
JFK
PHX

Jun 3

CLD

as low as

$638

San Diego, US (SAN) - Worcester, US (ORH)

American Airlines Logo
American Airlines

May 26

SAN
27h 56m
PHX
JFK

May 27

ORH
American Airlines Logo
American Airlines

Jun 2

ORH
13h 13m
JFK
ORD

Jun 2

SAN

as low as

$646

San Diego, US (SAN) - Worcester, US (ORH)

American Airlines Logo
American Airlines

May 26

SAN
24h 16m
PHX
JFK

May 27

ORH
American Airlines Logo
American Airlines

Jun 2

ORH
13h 13m
JFK
ORD

Jun 2

SAN

as low as

$646

Top Deals on flights from San Diego to West Tisbury

San Diego, US (SAN) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 26

SAN
10h 25m
BOS

May 27

MVY
JetBlue Logo
JetBlue

Jun 2

MVY
19h 54m
BOS

Jun 3

SAN

as low as

$783

San Diego, US (SAN) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 26

SAN
13h 55m
BOS

May 27

MVY
JetBlue Logo
JetBlue

Jun 2

MVY
19h 54m
BOS

Jun 3

SAN

as low as

$783

San Diego, US (SAN) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 26

SAN
13h 20m
BOS

May 27

MVY
JetBlue Logo
JetBlue

Jun 2

MVY
21h 43m
BOS

Jun 3

SAN

as low as

$783

San Diego, US (SAN) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 26

SAN
10h 25m
BOS

May 27

MVY
JetBlue Logo
JetBlue

Jun 2

MVY
21h 43m
BOS

Jun 3

SAN

as low as

$783

San Diego, US (SAN) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 26

SAN
13h 55m
BOS

May 27

MVY
JetBlue Logo
JetBlue

Jun 2

MVY
21h 43m
BOS

Jun 3

SAN

as low as

$783

San Diego, US (SAN) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 26

SAN
13h 20m
BOS

May 27

MVY
JetBlue Logo
JetBlue

Jun 2

MVY
19h 54m
BOS

Jun 3

SAN

as low as

$783

San Diego, US (SAN) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 26

SAN
13h 20m
BOS

May 27

MVY
JetBlue Logo
JetBlue

Jun 2

MVY
9h 10m
BOS

Jun 2

SAN

as low as

$803

San Diego, US (SAN) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 26

SAN
13h 55m
BOS

May 27

MVY
JetBlue Logo
JetBlue

Jun 2

MVY
24h 13m
BOS

Jun 3

SAN

as low as

$803

San Diego, US (SAN) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 26

SAN
10h 25m
BOS

May 27

MVY
JetBlue Logo
JetBlue

Jun 2

MVY
21h 49m
BOS

Jun 3

SAN

as low as

$803

San Diego, US (SAN) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 26

SAN
10h 25m
BOS

May 27

MVY
JetBlue Logo
JetBlue

Jun 2

MVY
23h 38m
BOS

Jun 3

SAN

as low as

$803

San Diego, US (SAN) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 26

SAN
13h 55m
BOS

May 27

MVY
JetBlue Logo
JetBlue

Jun 2

MVY
22h 24m
BOS

Jun 3

SAN

as low as

$803

San Diego, US (SAN) - West Tisbury, US (MVY)

JetBlue Logo
JetBlue

May 26

SAN
13h 20m
BOS

May 27

MVY
JetBlue Logo
JetBlue

Jun 2

MVY
21h 49m
BOS

Jun 3

SAN

as low as

$803

Top Deals on flights from San Diego to Hyannis

San Diego, US (SAN) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 26

SAN
10h 45m
BOS

May 27

HYA
JetBlue Logo
JetBlue

Jun 2

HYA
16h 15m
ACK
BOS

Jun 2

SAN

as low as

$631

San Diego, US (SAN) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 26

SAN
20h 13m
BOS
ACK

May 27

HYA
JetBlue Logo
JetBlue

Jun 2

HYA
16h 15m
ACK
BOS

Jun 2

SAN

as low as

$685

San Diego, US (SAN) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 26

SAN
20h 50m
BOS

May 27

HYA
JetBlue Logo
JetBlue

Jun 2

HYA
16h 15m
ACK
BOS

Jun 2

SAN

as low as

$691

San Diego, US (SAN) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 26

SAN
10h 45m
BOS

May 27

HYA
JetBlue Logo
JetBlue

Jun 2

HYA
24h 13m
BOS

Jun 3

SAN

as low as

$784

San Diego, US (SAN) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 26

SAN
10h 45m
BOS

May 27

HYA
JetBlue Logo
JetBlue

Jun 2

HYA
22h 24m
BOS

Jun 3

SAN

as low as

$784

San Diego, US (SAN) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 26

SAN
10h 45m
BOS

May 27

HYA
JetBlue Logo
JetBlue

Jun 2

HYA
21h 34m
BOS

Jun 3

SAN

as low as

$814

San Diego, US (SAN) - Hyannis, US (HYA)

JetBlue Logo
JetBlue

May 26

SAN
10h 45m
BOS

May 27

HYA
JetBlue Logo
JetBlue

Jun 2

HYA
12h 37m
JFK

Jun 2

SAN

as low as

$945

San Diego, US (SAN) - Hyannis, US (HYA)

Alaska Airlines Logo
Alaska Airlines

May 26

SAN
11h 25m
JFK

May 27

HYA
Cape Air Logo
Cape Air

Jun 2

HYA
8h 12m
BOS

Jun 2

SAN

as low as

$1189

San Diego, US (SAN) - Hyannis, US (HYA)

Hawaiian Airlines Logo
Hawaiian Airlines

May 26

SAN
11h 25m
JFK

May 27

HYA
Cape Air Logo
Cape Air

Jun 2

HYA
8h 12m
BOS

Jun 2

SAN

as low as

$1203

San Diego, US (SAN) - Hyannis, US (HYA)

Alaska Airlines Logo
Alaska Airlines

May 26

SAN
11h 25m
JFK

May 27

HYA
Cape Air Logo
Cape Air

Jun 2

HYA
11h 47m
BOS

Jun 2

SAN

as low as

$1219

San Diego, US (SAN) - Hyannis, US (HYA)

Hawaiian Airlines Logo
Hawaiian Airlines

May 26

SAN
11h 25m
JFK

May 27

HYA
Cape Air Logo
Cape Air

Jun 2

HYA
11h 47m
BOS

Jun 2

SAN

as low as

$1233

San Diego, US (SAN) - Hyannis, US (HYA)

Alaska Airlines Logo
Alaska Airlines

May 26

SAN
27h 10m
JFK

May 27

HYA
Cape Air Logo
Cape Air

Jun 2

HYA
8h 12m
BOS

Jun 2

SAN

as low as

$1329

Top Deals on flights from San Diego to Provincetown

San Diego, US (SAN) - Provincetown, US (PVC)

JetBlue Logo
JetBlue

May 29

SAN
13h 40m
BOS

May 30

PVC
Cape Air Logo
Cape Air

Jun 5

PVC
10h 35m
BOS

Jun 5

SAN

as low as

$714

San Diego, US (SAN) - Provincetown, US (PVC)

JetBlue Logo
JetBlue

May 29

SAN
9h 30m
BOS

May 30

PVC
Cape Air Logo
Cape Air

Jun 5

PVC
12h 55m
BOS

Jun 5

SAN

as low as

$714

San Diego, US (SAN) - Provincetown, US (PVC)

JetBlue Logo
JetBlue

May 29

SAN
13h 40m
BOS

May 30

PVC
Cape Air Logo
Cape Air

Jun 5

PVC
12h 55m
BOS

Jun 5

SAN

as low as

$714

San Diego, US (SAN) - Provincetown, US (PVC)

JetBlue Logo
JetBlue

May 29

SAN
18h 20m
BOS

May 30

PVC
Cape Air Logo
Cape Air

Jun 5

PVC
10h 35m
BOS

Jun 5

SAN

as low as

$714

San Diego, US (SAN) - Provincetown, US (PVC)

JetBlue Logo
JetBlue

May 29

SAN
22h 30m
BOS

May 30

PVC
Cape Air Logo
Cape Air

Jun 5

PVC
10h 35m
BOS

Jun 5

SAN

as low as

$714

San Diego, US (SAN) - Provincetown, US (PVC)

JetBlue Logo
JetBlue

May 29

SAN
18h 20m
BOS

May 30

PVC
Cape Air Logo
Cape Air

Jun 5

PVC
10h 35m
BOS

Jun 5

SAN

as low as

$714

San Diego, US (SAN) - Provincetown, US (PVC)

Hawaiian Airlines Logo
Hawaiian Airlines

May 29

SAN
11h 20m
BOS

May 30

PVC
Cape Air Logo
Cape Air

Jun 5

PVC
11h 32m
BOS

Jun 5

SAN

as low as

$724

San Diego, US (SAN) - Provincetown, US (PVC)

Hawaiian Airlines Logo
Hawaiian Airlines

May 29

SAN
16h
BOS

May 30

PVC
Cape Air Logo
Cape Air

Jun 5

PVC
13h 52m
BOS

Jun 5

SAN

as low as

$724

San Diego, US (SAN) - Provincetown, US (PVC)

Hawaiian Airlines Logo
Hawaiian Airlines

May 29

SAN
16h
BOS

May 30

PVC
Cape Air Logo
Cape Air

Jun 5

PVC
11h 32m
BOS

Jun 5

SAN

as low as

$724

San Diego, US (SAN) - Provincetown, US (PVC)

Hawaiian Airlines Logo
Hawaiian Airlines

May 29

SAN
11h 20m
BOS

May 30

PVC
Cape Air Logo
Cape Air

Jun 5

PVC
13h 52m
BOS

Jun 5

SAN

as low as

$724

San Diego, US (SAN) - Provincetown, US (PVC)

Hawaiian Airlines Logo
Hawaiian Airlines

May 29

SAN
16h
BOS

May 30

PVC
Cape Air Logo
Cape Air

Jun 5

PVC
11h 32m
BOS

Jun 5

SAN

as low as

$738

San Diego, US (SAN) - Provincetown, US (PVC)

Hawaiian Airlines Logo
Hawaiian Airlines

May 29

SAN
11h 20m
BOS

May 30

PVC
Cape Air Logo
Cape Air

Jun 5

PVC
11h 32m
BOS

Jun 5

SAN

as low as

$738
Arrow