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$103+ Cheap flights from Massachusetts to Costa Rica

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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJO
Mar 24 — Mar 311
Tue 3/24
Tue 3/31
1 adult, Economy
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Cheap flight deals from Massachusetts to Costa Rica

Cheapest flights from Massachusetts to Costa Rica
Explore the most affordable flight options available from Massachusetts to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2026.

This American Airlines deal was found by Cheapflights users on 2/21. 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.
Mon 4/276:53 pm
BOS
-
LIR
2 stops18h 31m
American Airlines
Tue 5/52:40 pm
LIR
-
BOS
2 stops17h 21m
American Airlines
Deal found 2/21$243
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Mon 4/203:18 pm
BOS
-
LIR
1 stop24h 22m
American Airlines
Mon 4/272:10 pm
LIR
-
BOS
1 stop19h 42m
American Airlines
Deal found 2/19$245
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Mon 3/236:53 pm
BOS
-
LIR
2 stops18h 20m
American Airlines
Tue 3/312:18 pm
LIR
-
BOS
2 stops19h 18m
American Airlines
Deal found 2/20$248
This American Airlines deal was found by Cheapflights users on 2/22. 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 4/225:40 pm
BOS
-
LIR
1 stop19h 48m
American Airlines
Tue 4/282:40 pm
LIR
-
BOS
2 stops18h 32m
American Airlines
Deal found 2/22$249
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/82:57 pm
BOS
-
LIR
1 stop24h 13m
American Airlines
Tue 4/212:40 pm
LIR
-
BOS
2 stops18h 32m
American Airlines
Deal found 2/20$250
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Sun 3/17:50 pm
BOS
-
LIR
2 stops17h 33m
American Airlines
Tue 3/312:18 pm
LIR
-
BOS
2 stops19h 18m
American Airlines
Deal found 2/21$259
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/45:30 am
BOS
-
LIR
1 stop9h 55m
American Airlines
Wed 3/1112:21 pm
LIR
-
BOS
2 stops16h 52m
American Airlines
Deal found 2/20$266
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Fri 2/276:05 pm
BOS
-
LIR
1 stop19h 27m
American Airlines
Tue 3/33:29 pm
LIR
-
BOS
1 stop19h 25m
American Airlines
Deal found 2/19$270
This American Airlines deal was found by Cheapflights users on 2/21. 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 3/48:30 pm
BOS
-
LIR
2 stops16h 53m
American Airlines
Mon 3/91:32 pm
LIR
-
BOS
1 stop19h 14m
American Airlines
Deal found 2/21$271
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Mon 2/235:47 am
BOS
-
LIR
1 stop7h 36m
American Airlines
Mon 3/23:29 pm
LIR
-
BOS
1 stop19h 25m
American Airlines
Deal found 2/20$280
This JetBlue deal was found by Cheapflights users on 2/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:35 am
BOS
-
SJO
1 stop7h 20m
JetBlue
Wed 5/612:40 pm
SJO
-
BOS
1 stop9h 29m
JetBlue
Deal found 2/19$280
This Orbitz deal was found by Cheapflights users on 2/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:40 am
BOS
-
SJO
1 stop7h 35m
Multiple Airlines
Tue 6/27:48 pm
SJO
-
BOS
1 stop12h 57m
Multiple Airlines
Deal found 2/21$281

Find flight deals from Massachusetts to Costa Rica

Keep the following information in mind while searching for Massachusetts to Costa Rica flight deals. Data was last updated February 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$243
(American Airlines)

One-way from

$103
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$458

Good round-trip deal

$378 or less

Good one-way deal

$246 or less
Provider with most accurate pricing for Boston Logan Intl-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-San José Juan Santamaria Intl flights.
Search Deals
From Massachusetts to Costa Rica
Search Deals
One-way flight from Massachusetts to Costa Rica
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Massachusetts to Costa Rica.
Search Deals
Price to beat on a one-way flight from Massachusetts to Costa Rica.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts to Costa Rica 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 22, 2026.
Use the filters below to find and compare flights from Massachusetts to Costa Rica that are best for you.

Fly from

Massachusetts

Fly to

Costa Rica

Route

Depart

Return

Price

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Wed 3/4

7:44 am-4:38 pm

1 stop9h 54m

San José Juan Santamaria Intl

Wed 3/11

6:08 pm-2:42 pm

1 stop18h 34m

$283

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 4/7

3:46 pm-8:20 am

1 stop18h 34m

San José Juan Santamaria Intl

Mon 4/13

10:04 am-11:09 pm

1 stop11h 05m

$294

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Sun 5/3

4:00 pm-7:12 am

1 stop17h 12m

San José Juan Santamaria Intl

Tue 5/5

8:47 am-11:08 pm

1 stop12h 21m

$294

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Thu 3/12

4:05 pm-7:05 am

1 stop17h 00m

San José Juan Santamaria Intl

Thu 3/19

4:09 am-2:42 pm

1 stop8h 33m

$294

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Thu 3/26

8:44 am-7:01 pm

1 stop12h 17m

San José Juan Santamaria Intl

Tue 3/31

5:59 pm-2:31 pm

1 stop18h 32m

$294

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 3/17

4:05 pm-7:05 am

1 stop17h 00m

San José Juan Santamaria Intl

Thu 4/2

4:09 am-11:09 pm

1 stop17h 00m

$294

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Mon 4/6

3:46 pm-9:05 am

1 stop19h 19m

San José Juan Santamaria Intl

Mon 4/13

10:04 am-11:09 pm

1 stop11h 05m

$294

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 3/17

8:44 am-7:01 pm

1 stop12h 17m

San José Juan Santamaria Intl

Tue 3/31

5:51 am-11:10 pm

1 stop15h 19m

$294

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Thu 3/19

4:05 pm-4:46 pm

3 stops26h 41m

San José Juan Santamaria Intl

Tue 3/24

5:50 am-11:10 pm

1 stop15h 20m

$299

AlbanyLiberia

ALB - LIR

ALBLIR

Albany Intl

Wed 5/27

7:26 pm-11:35 am

1 stop18h 09m

Liberia

Tue 6/2

12:35 pm-10:19 am

2 stops19h 44m

$341

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 60 results
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Best time to book a flight from Massachusetts to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Massachusetts with our price prediction graph.
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 Massachusetts to Costa Rica

What is the cheapest month to book a flight from Massachusetts to Costa Rica?

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Costa Rica (average of $182). Flying from Massachusetts to Costa Rica in July is currently the most expensive (average of $304). 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.

What is the cheapest time of day to fly from MA to CR?

Find hourly flight availability from Massachusetts to Costa Rica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 22, 2026.

When flying from Massachusetts to Costa Rica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Massachusetts to Costa Rica?

    There are many flights that can get you from Massachusetts to Costa Rica in 7h 55m. Fly via Copa Airlines, American Airlines, or JetBlue to get the fastest option. The distance from Massachusetts to Costa Rica is about 2363 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Massachusetts to Costa Rica one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $86. Users have also found prices from $106 and $109 on United Airlines and JetBlue, respectively.

  • Can I find deals for flights from Massachusetts to Costa Rica that include hotel bookings?

    Yes. In addition to deals on Massachusetts to Costa Rica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Massachusetts to Costa Rica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Massachusetts to Costa Rica.

  • Can I find deals for business class flights from Massachusetts to Costa Rica?

    Yes. Cheapflights offers flight deals from Massachusetts to Costa Rica by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Massachusetts to Costa Rica?

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Costa Rica (average of $182). Flying from Massachusetts to Costa Rica in July is currently the most expensive (average of $304). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Massachusetts to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from Massachusetts to Costa Rica

Discover the top 10 airlines that operate flights from Massachusetts to Costa Rica. 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 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$148Average$386FlexibilityNo cancel feeOn-time65%
Air CanadaCheapest$159Average$422FlexibilityNo cancel feeOn-time67%
DeltaCheapest$191Average$492FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$198Average$509FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$222Average$422FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$243Average$529FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$251Average$499FlexibilityNo cancel feeOn-time62%
FrontierCheapest$264Average$647FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$291Average$545FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$441Average$744FlexibilityNo cancel feeOn-time63%

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