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$106+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJO
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
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 December 28, 2025.

This United Airlines deal was found by Cheapflights users on 12/26. 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.
Sat 12/277:25 amBOS - SJO
1 stop16h 07mUnited Airlines
Wed 12/316:30 amSJO - BOS
1 stop13h 59mUnited Airlines
Deal found 12/26$286
This JetBlue deal was found by Cheapflights users on 12/27. 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.
Wed 12/317:04 pmBOS - SJO
1 stop14h 34mJetBlue
Tue 1/69:57 amSJO - BOS
1 stop10h 20mJetBlue
Deal found 12/27$290
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Sat 12/276:20 amBOS - SJO
1 stop17h 12mUnited Airlines
Thu 1/16:30 amSJO - BOS
1 stop12h 07mUnited Airlines
Deal found 12/26$329
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Sun 12/287:25 amBOS - SJO
1 stop14h 14mUnited Airlines
Tue 12/306:30 amSJO - BOS
1 stop12h 07mUnited Airlines
Deal found 12/26$331
This Air Canada deal was found by Cheapflights users on 12/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:15 amBOS - LIR
1 stop9h 30mAir Canada
Sat 1/104:40 pmLIR - BOS
1 stop21h 12mAir Canada
Deal found 12/26$357
This JetBlue deal was found by Cheapflights users on 12/26. 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.
Wed 12/318:15 amBOS - LIR
Nonstop5h 55mJetBlue
Wed 1/143:55 pmLIR - BOS
Nonstop5h 21mJetBlue
Deal found 12/26$363
This United Airlines deal was found by Cheapflights users on 12/25. 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.
Wed 12/317:40 pmBDL - SJO
2 stops23h 36mUnited Airlines
Fri 1/236:30 amSJO - BDL
2 stops16h 14mUnited Airlines
Deal found 12/25$363
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Sun 12/287:25 amBOS - SJO
1 stop14h 14mUnited Airlines
Wed 12/316:30 amSJO - BOS
1 stop13h 59mUnited Airlines
Deal found 12/26$365
This Delta deal was found by Cheapflights users on 12/26. 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 12/296:16 pmBOS - LIR
1 stop20h 14mDelta
Mon 1/123:05 pmLIR - BOS
1 stop17h 57mDelta
Deal found 12/26$391
This Delta deal was found by Cheapflights users on 12/26. 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 12/306:16 pmBOS - LIR
1 stop20h 14mDelta
Wed 1/142:45 pmLIR - BOS
2 stops20h 34mDelta
Deal found 12/26$395
This Delta deal was found by Cheapflights users on 12/27. 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 12/317:15 pmBOS - SJO
1 stop18h 41mDelta
Wed 1/72:31 pmSJO - BOS
1 stop18h 31mDelta
Deal found 12/27$395
This American Airlines deal was found by Cheapflights users on 12/26. 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 12/306:48 pmBOS - LIR
2 stops18h 36mAmerican Airlines
Sun 1/113:14 pmLIR - BOS
1 stop17h 47mAmerican Airlines
Deal found 12/26$400

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 December 28, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$244
(American Airlines)

One-way from

$106
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$675

Good round-trip deal

$357 or less

Good one-way deal

$167 or less
Provider with most accurate pricing for Boston Logan Intl-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-San José Juan Santamaria Intl flights.
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From Massachusetts to Costa Rica
Search Deals
One-way flight from Massachusetts to Costa Rica
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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.
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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 December 28, 2025.
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

AlbanySan José

ALB - SJO

ALBSJO

Albany Intl

Tue 2/24

4:27 pm-12:23 pm

2 stops20h 56m

San José Juan Santamaria Intl

Tue 3/3

3:55 pm-1:07 pm

2 stops20h 12m

$249

AlbanySan José

ALB - SJO

ALBSJO

Albany Intl

Thu 1/22

7:02 am-10:30 pm

1 stop16h 28m

San José Juan Santamaria Intl

Tue 2/3

7:09 am-11:55 pm

1 stop15h 46m

$249

AlbanySan José

ALB - SJO

ALBSJO

Albany Intl

Wed 1/21

7:02 am-10:30 pm

1 stop16h 28m

San José Juan Santamaria Intl

Mon 2/2

7:09 am-10:01 pm

2 stops13h 52m

$251

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Tue 1/27

2:18 pm-7:44 pm

2 stops30h 26m

San José Juan Santamaria Intl

Thu 2/12

3:55 pm-1:15 pm

2 stops20h 20m

$261

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Wed 2/4

7:31 am-4:48 pm

1 stop10h 17m

San José Juan Santamaria Intl

Wed 2/11

8:11 am-10:03 pm

1 stop12h 52m

$282

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 2/10

7:31 am-4:48 pm

1 stop10h 17m

San José Juan Santamaria Intl

Mon 2/16

4:09 am-10:03 pm

1 stop16h 54m

$282

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Mon 2/16

3:07 pm-7:06 am

1 stop16h 59m

San José Juan Santamaria Intl

Tue 2/24

10:08 am-10:03 pm

1 stop10h 55m

$282

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Wed 1/28

7:31 am-5:01 pm

1 stop10h 30m

San José Juan Santamaria Intl

Thu 2/12

8:11 am-10:03 pm

1 stop12h 52m

$282

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Thu 2/26

7:31 am-7:02 pm

1 stop12h 31m

San José Juan Santamaria Intl

Tue 3/3

5:50 am-10:10 pm

1 stop15h 20m

$282

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Thu 1/29

3:07 pm-7:06 am

1 stop16h 59m

San José Juan Santamaria Intl

Mon 2/9

5:50 am-10:03 pm

1 stop15h 13m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

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, November is the cheapest month in which you can book a flight from Massachusetts to Costa Rica (average of $193). Flying from Massachusetts to Costa Rica in August is currently the most expensive (average of $321). 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 December 28, 2025.

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 5h 53m. Fly via American Airlines, Copa 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 $94. Users have also found prices from $105 and $108 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, November is the cheapest month in which you can book a flight from Massachusetts to Costa Rica (average of $193). Flying from Massachusetts to Costa Rica in August is currently the most expensive (average of $321). 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

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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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$161Average$522FlexibilityNo cancel feeOn-time67%
Spirit AirlinesCheapest$218Average$413FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$243Average$536FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$251Average$521FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$275Average$478FlexibilityNo cancel feeOn-time70%
AviancaCheapest$276Average$564FlexibilityNo cancel feeOn-time71%
FrontierCheapest$297Average$649FlexibilityNo cancel feeOn-time62%
DeltaCheapest$304Average$544FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$315Average$569FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$441Average$847FlexibilityNo cancel feeOn-time63%

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