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Flight Deals from Massachusetts to Costa Rica from $318

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Top Deals on flights from Boston to San Jose

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

Spirit Airlines Logo
Spirit Airlines

May 18

BOS
8h
FLL

May 18

SJO
Spirit Airlines Logo
Spirit Airlines

May 29

SJO
8h 54m
FLL

May 29

BOS

as low as

$318

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

COPA Airlines Logo
COPA Airlines

Jun 1

BOS
17h 12m
PTY

Jun 2

SJO
COPA Airlines Logo
COPA Airlines

Jun 24

SJO
8h 34m
PTY

Jun 24

BOS

as low as

$365

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

AVIANCA Logo
AVIANCA

Nov 11

BOS
9h 15m
SAL

Nov 11

SJO
AVIANCA Logo
AVIANCA

Nov 25

SJO
7h 50m
SAL

Nov 25

BOS

as low as

$366

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

Southwest Airlines Logo
Southwest Airlines

Aug 17

BOS
29h 40m
BNA
HOU

Aug 18

SJO
Southwest Airlines Logo
Southwest Airlines

Aug 24

SJO
21h
MCO
BWI

Aug 25

BOS

as low as

$412

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

COPA Airlines Logo
COPA Airlines

Nov 11

BOS
12h 7m
PTY

Nov 11

SJO
COPA Airlines Logo
COPA Airlines

Nov 25

SJO
8h 30m
PTY

Nov 25

BOS

as low as

$426

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

Southwest Airlines Logo
Southwest Airlines

Aug 17

BOS
12h
AUS
HOU

Aug 17

SJO
Southwest Airlines Logo
Southwest Airlines

Aug 24

SJO
21h
MCO
BWI

Aug 25

BOS

as low as

$430

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

COPA Airlines Logo
COPA Airlines

Nov 11

BOS
7h 45m
PTY

Nov 11

SJO
COPA Airlines Logo
COPA Airlines

Nov 25

SJO
8h 30m
PTY

Nov 25

BOS

as low as

$520

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

Aeromexico Logo
Aeromexico

Aug 21

BOS
15h 19m
MEX

Aug 21

SJO
Aeromexico Logo
Aeromexico

Aug 29

SJO
10h 19m
MEX

Aug 29

BOS

as low as

$1035

Top Deals on flights from Worcester to San Jose

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

American Airlines Logo
American Airlines

Jul 1

ORH
19h 42m
PHL
CLT
SJO

Jul 2

SJO
American Airlines Logo
American Airlines

Jul 6

SJO
25h 32m
MIA
PHL
ORH

Jul 7

ORH

as low as

$439

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

American Airlines Logo
American Airlines

Jul 4

ORH
18h 40m
PHL
MIA
SJO

Jul 5

SJO
American Airlines Logo
American Airlines

Jul 17

SJO
25h 32m
MIA
PHL
ORH

Jul 18

ORH

as low as

$481

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

American Airlines Logo
American Airlines

Jul 7

ORH
45h 44m
PHL
CLT

Jul 9

SJO
American Airlines Logo
American Airlines

Jul 28

SJO
23h 32m
MIA
PHL

Jul 29

ORH

as low as

$630

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

JetBlue Logo
JetBlue

Jul 4

ORH
18h 51m
FLL
SJO

Jul 5

SJO
JetBlue Logo
JetBlue

Jul 17

SJO
25h 48m
FLL
ORH

Jul 18

ORH

as low as

$714

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

American Airlines Logo
American Airlines

Jul 4

ORH
19h 44m
PHL
CLT
SJO

Jul 5

SJO
American Airlines Logo
American Airlines

Jul 17

SJO
26h 49m
CLT
PHL
ORH

Jul 18

ORH

as low as

$897

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

JetBlue Logo
JetBlue

Jul 4

ORH
22h 23m
MCO
FLL
SJO

Jul 5

SJO
JetBlue Logo
JetBlue

Jul 17

SJO
26h 45m
MCO
FLL
ORH

Jul 18

ORH

as low as

$1100

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

JetBlue Logo
JetBlue

Jul 4

ORH
20h 51m
FLL

Jul 5

SJO
AVIANCA Logo
AVIANCA

Aug 8

SJO
26h 14m
BOG
MCO

Aug 9

ORH

as low as

$1175

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

JetBlue Logo
JetBlue

Jul 4

ORH
23h 3m
MCO
JFK
SJO

Jul 5

SJO
JetBlue Logo
JetBlue

Jul 17

SJO
25h 48m
FLL
ORH

Jul 18

ORH

as low as

$1580

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

JetBlue Logo
JetBlue

Jul 4

ORH
23h 3m
MCO
JFK
SJO

Jul 5

SJO
JetBlue Logo
JetBlue

Jul 17

SJO
26h 7m
JFK
FLL
ORH

Jul 18

ORH

as low as

$1848

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

JetBlue Logo
JetBlue

Jul 4

ORH
18h 51m
FLL
SJO

Jul 5

SJO
JetBlue Logo
JetBlue

Jul 17

SJO
24h 44m
MCO
ORH

Jul 18

ORH

as low as

$4600

Top Deals on flights from Boston to Liberia

Boston, US (BOS) - Liberia, CR (LIR)

American Airlines Logo
American Airlines

Jul 6

BOS
16h 27m
CLT
MIA
LIR

Jul 7

LIR
American Airlines Logo
American Airlines

Jul 14

LIR
20h 22m
MIA
CLT
BOS

Jul 15

BOS

as low as

$412

Boston, US (BOS) - Liberia, CR (LIR)

American Airlines Logo
American Airlines

Jul 7

BOS
18h 27m
CLT
MIA

Jul 8

LIR
American Airlines Logo
American Airlines

Jul 14

LIR
18h 22m
MIA
CLT

Jul 15

BOS

as low as

$412

Boston, US (BOS) - Liberia, CR (LIR)

American Airlines Logo
American Airlines

Jul 2

BOS
7h 41m
DFW
LIR

Jul 2

LIR
American Airlines Logo
American Airlines

Jul 9

LIR
10h 12m
MIA
BOS

Jul 10

BOS

as low as

$479

Boston, US (BOS) - Liberia, CR (LIR)

American Airlines Logo
American Airlines

Jul 2

BOS
7h 41m
DFW
LIR

Jul 2

LIR
American Airlines Logo
American Airlines

Jul 9

LIR
16h 52m
MIA
DCA
BOS

Jul 10

BOS

as low as

$484

Boston, US (BOS) - Liberia, CR (LIR)

American Airlines Logo
American Airlines

Jun 28

BOS
15h 35m
LGA
CLT
LIR

Jun 29

LIR
American Airlines Logo
American Airlines

Jul 9

LIR
10h 12m
MIA
BOS

Jul 10

BOS

as low as

$494

Boston, US (BOS) - Liberia, CR (LIR)

American Airlines Logo
American Airlines

Jul 5

BOS
27h 43m
PHL
MIA
LIR

Jul 6

LIR
American Airlines Logo
American Airlines

Jul 15

LIR
27h 17m
MIA
CLT
BOS

Jul 16

BOS

as low as

$530

Boston, US (BOS) - Liberia, CR (LIR)

JetBlue Logo
JetBlue

Jun 28

BOS
16h 26m
JFK
LIR

Jun 29

LIR
JetBlue Logo
JetBlue

Jul 8

LIR
17h 9m
JFK
BOS

Jul 9

BOS

as low as

$550

Boston, US (BOS) - Liberia, CR (LIR)

JetBlue Logo
JetBlue

Jun 22

BOS
16h 26m
JFK
LIR

Jun 23

LIR
JetBlue Logo
JetBlue

Jul 1

LIR
11h 19m
FLL
BOS

Jul 2

BOS

as low as

$559

Boston, US (BOS) - Liberia, CR (LIR)

United Airlines Logo
United Airlines

Jul 2

BOS
16h 15m
IAH
LIR

Jul 3

LIR
United Airlines Logo
United Airlines

Jul 9

LIR
19h 38m
IAH
ORD
BOS

Jul 10

BOS

as low as

$573

Boston, US (BOS) - Liberia, CR (LIR)

United Airlines Logo
United Airlines

Jun 22

BOS
14h 18m
EWR
LIR

Jun 23

LIR
United Airlines Logo
United Airlines

Jul 1

LIR
18h 12m
IAH
ORD
BOS

Jul 2

BOS

as low as

$600

Boston, US (BOS) - Liberia, CR (LIR)

United Airlines Logo
United Airlines

Jul 2

BOS
19h 35m
IAD
IAH
LIR

Jul 3

LIR
United Airlines Logo
United Airlines

Jul 9

LIR
19h 38m
IAH
ORD
BOS

Jul 10

BOS

as low as

$611

Boston, US (BOS) - Liberia, CR (LIR)

JetBlue Logo
JetBlue

Jul 1

BOS
14h 25m
BUF
JFK
LIR

Jul 2

LIR
JetBlue Logo
JetBlue

Jul 8

LIR
17h 9m
JFK
BOS

Jul 9

BOS

as low as

$711

Top Deals on flights from Worcester to Liberia

Worcester, US (ORH) - Liberia, CR (LIR)

JetBlue Logo
JetBlue

Jan 21

ORH
20h 23m
FLL
LIR

Jan 22

LIR
JetBlue Logo
JetBlue

Jan 30

LIR
25h 40m
FLL
ORH

Jan 31

ORH

as low as

$980

Worcester, US (ORH) - Liberia, CR (LIR)

JetBlue Logo
JetBlue

Jan 21

ORH
24h 58m
MCO
FLL
LIR

Jan 22

LIR
JetBlue Logo
JetBlue

Jan 30

LIR
25h 40m
FLL
ORH

Jan 31

ORH

as low as

$1011

Worcester, US (ORH) - Liberia, CR (LIR)

Delta Air Lines Logo
Delta Air Lines

Jan 21

ORH
22h 32m
LGA
ATL
LIR

Jan 22

LIR
Delta Air Lines Logo
Delta Air Lines

Jan 30

LIR
23h 32m
ATL
LGA
ORH

Jan 31

ORH

as low as

$1465

Worcester, US (ORH) - Liberia, CR (LIR)

Delta Air Lines Logo
Delta Air Lines

Jan 21

ORH
23h 32m
LGA
ATL

Jan 22

LIR
Delta Air Lines Logo
Delta Air Lines

Jan 30

LIR
22h 32m
ATL
LGA

Jan 31

ORH

as low as

$1465

Worcester, US (ORH) - Liberia, CR (LIR)

American Airlines Logo
American Airlines

Jan 21

ORH
21h 50m
PHL
MIA
LIR

Jan 22

LIR
American Airlines Logo
American Airlines

Jan 30

LIR
23h 43m
ORD
PHL
ORH

Jan 31

ORH

as low as

$3174

Worcester, US (ORH) - Liberia, CR (LIR)

American Airlines Logo
American Airlines

Jan 21

ORH
21h 50m
PHL
MIA
LIR

Jan 22

LIR
American Airlines Logo
American Airlines

Jan 30

LIR
24h 9m
PHL
ORH

Jan 31

ORH

as low as

$3340

Good to Know

Essential information to help you plan your flight from Massachusetts to Costa Rica

Cheapest Flight

$318

The lowest price we found in the last two weeks, departing May 18 and returning May 29

Airline NK1 stop ‧ 8h ‧ economy

Fastest Flights

$479

The fastest flight that we found in the last two weeks, departing Jul 2 and returning Jul 10

Airline AA2 stops ‧ 7h 41m ‧ economy

Cheapest Flight Round-trip

$318

Cheapest price found in the last 14 days, departing May 18 and returning May 29

Airline NK1 stop ‧ 8h ‧ economy

Cheapest Layover airport

$412

The cheapest layover airport to Liberia is currently $412

Airline AA2 stops ‧ 18h 27m ‧ economy

Best Arrival airport

$412

The best arrival airport to Liberia is currently $412

Airline AA2 stops ‧ 18h 27m ‧ economy

Best Departure airport

$412

The best departure airport to Liberia is currently $412

Airline AA2 stops ‧ 18h 27m ‧ economy

Cheapest Airline

$412

The cheapest airline to Liberia is currently $412

Airline AA2 stops ‧ 18h 27m ‧ economy

Frequently Asked Questions

How long is the flight from Massachusetts to Costa Rica?

Non-stop flights from Boston to San Jose or Liberia in Costa Rica usually last about 5.5 to 6 hours, with return flights being similar in duration. Flights with one or more stops can take 7 to 10 hours or more, depending on the layover locations and durations.

Are there direct flights from Massachusetts to Costa Rica?

Yes, there are non-stop flights from Boston Logan International Airport to San Jose and Liberia in Costa Rica provided by airlines like American and JetBlue. If you fly from other Massachusetts airports, connections are typically through Boston or other major hubs, with total travel times around 6 to 8 hours for direct flights or 8 to 10 hours including one stop.

How far in advance should I book flights from Massachusetts to Costa Rica?

For flights from Massachusetts to Costa Rica, aim to book 6 to 10 weeks ahead for regular travel and 10 to 14 weeks during peak seasons like winter holidays and spring break.

What are the most popular places to visit in Costa Rica?

Popular destinations in Costa Rica include San Jose for its cultural attractions, the Arenal area for volcano views and hot springs, Monteverde for cloud forests, and the Guanacaste coast for beaches and resorts, all accessible via direct flights and short domestic travel.

Do I need a visa to travel from Massachusetts to Costa Rica?

US citizens and permanent residents can enter Costa Rica for tourism or business purposes without a visa for stays up to 90 days, but they must have a valid passport with at least one day of validity beyond the entry date. It is recommended to check for any recent entry requirements or travel advisories before your trip.

When is the best time of year to visit Costa Rica?

The best times to visit Costa Rica are from December to April, when the weather is dry and sunny. May to November is the rainy season, with fewer tourists and lower prices, though brief afternoon showers are common.