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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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJO
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Find 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 November 26, 2025.

This American Airlines deal was found by Cheapflights users on 11/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:30 amBOS - SJO
1 stop14h 41mAmerican Airlines
Fri 12/193:29 pmSJO - BOS
1 stop8h 30mAmerican Airlines
Deal found 11/25$248
This American Airlines deal was found by Cheapflights users on 11/24. 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 12/31:45 pmBOS - SJO
1 stop9h 43mAmerican Airlines
Fri 12/121:02 pmSJO - BOS
1 stop8h 31mAmerican Airlines
Deal found 11/24$249
This Spirit deal was found by Cheapflights users on 11/25. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/108:11 pmBOS - SJO
1 stop16h 31mSpirit Airlines
Mon 12/221:31 pmSJO - BOS
1 stop9h 26mSpirit Airlines
Deal found 11/25$251
This United Airlines deal was found by Cheapflights users on 11/24. 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 11/267:00 amBOS - SJO
1 stop14h 39mUnited Airlines
Thu 12/411:28 pmSJO - BOS
1 stop8h 46mUnited Airlines
Deal found 11/24$252
This American Airlines deal was found by Cheapflights users on 11/26. 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.
Wed 11/266:41 amBDL - SJO
1 stop16h 32mAmerican Airlines
Wed 12/101:15 pmSJO - BDL
1 stop9h 43mAmerican Airlines
Deal found 11/26$252
This American Airlines deal was found by Cheapflights users on 11/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/259:26 amBOS - SJO
2 stops12h 39mAmerican Airlines
Tue 12/21:11 pmSJO - BOS
2 stops10h 05mAmerican Airlines
Deal found 11/25$256
This American Airlines deal was found by Cheapflights users on 11/26. 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.
Thu 11/276:01 amALB - SJO
2 stops13h 14mAmerican Airlines
Sat 12/66:00 amSJO - ALB
2 stops15h 44mAmerican Airlines
Deal found 11/26$256
This American Airlines deal was found by Cheapflights users on 11/26. 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.
Wed 12/36:00 amBOS - SJO
1 stop17h 28mAmerican Airlines
Thu 12/113:38 pmSJO - BOS
1 stop8h 21mAmerican Airlines
Deal found 11/26$257
This American Airlines deal was found by Cheapflights users on 11/26. 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.
Mon 12/86:00 amBOS - SJO
1 stop17h 28mAmerican Airlines
Sat 1/177:09 amSJO - BOS
1 stop14h 22mAmerican Airlines
Deal found 11/26$258
This American Airlines deal was found by Cheapflights users on 11/26. 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.
Wed 11/265:57 pmBOS - SJO
2 stops19h 14mAmerican Airlines
Tue 12/26:00 amSJO - BOS
1 stop13h 22mAmerican Airlines
Deal found 11/26$261
This American Airlines deal was found by Cheapflights users on 11/26. 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.
Thu 11/278:16 pmBOS - SJO
2 stops18h 54mAmerican Airlines
Tue 12/26:00 amSJO - BOS
2 stops12h 03mAmerican Airlines
Deal found 11/26$264
This United Airlines deal was found by Cheapflights users on 11/26. 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 12/66:00 amBDL - SJO
1 stop7h 55mUnited Airlines
Sat 12/132:05 pmSJO - BDL
1 stop23h 11mUnited Airlines
Deal found 11/26$279

Cheap 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 November 26, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$244
(United Airlines)

One-way from

$106
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$420

Good round-trip deal

$331 or less

Good one-way deal

$152 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
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One-way flight from Massachusetts to Costa Rica
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Highest demand for flights based on searches. 4% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Massachusetts to Costa Rica.
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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 November 26, 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

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

Thu 2/5

12:16 pm-10:30 pm

1 stop11h 14m

San José Juan Santamaria Intl

Tue 2/10

6:00 am-11:51 pm

1 stop16h 51m

$244

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

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Sun 12/7

7:00 am-8:39 pm

1 stop14h 39m

San José Juan Santamaria Intl

Wed 12/10

11:28 pm-9:14 am

1 stop8h 46m

$252

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

Sat 12/6

12:04 pm-10:28 pm

1 stop11h 24m

San José Juan Santamaria Intl

Sat 12/13

6:00 am-9:56 pm

2 stops14h 56m

$256

AlbanySan José

ALB - SJO

ALBSJO

Albany Intl

Tue 1/20

12:11 pm-10:30 pm

2 stops11h 19m

San José Juan Santamaria Intl

Tue 2/3

7:09 am-11:55 pm

1 stop15h 46m

$258

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Thu 1/8

2:18 pm-7:44 pm

2 stops30h 26m

San José Juan Santamaria Intl

Thu 1/15

1:43 pm-1:53 pm

2 stops23h 10m

$261

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Sun 11/30

6:10 am-2:54 pm

1 stop9h 44m

San José Juan Santamaria Intl

Tue 12/23

9:38 am-11:32 pm

1 stop12h 54m

$274

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 1/13

3:07 pm-7:06 am

1 stop16h 59m

San José Juan Santamaria Intl

Mon 2/2

4:09 am-10:03 pm

1 stop16h 54m

$282

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Tue 12/2

2:44 pm-7:10 am

1 stop17h 26m

San José Juan Santamaria Intl

Mon 12/8

8:47 am-10:40 pm

1 stop12h 53m

$282

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

Fri 1/16

3:07 pm-7:06 am

1 stop16h 59m

San José Juan Santamaria Intl

Mon 1/26

10:08 am-10:03 pm

1 stop10h 55m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/26

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 $204). 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 November 26, 2025.

A simple way to save on the total cost of your ticket is to fly from Massachusetts to Costa Rica in the afternoon. If you’re flexible enough to do this you can expect to save up to 31% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from Massachusetts to Costa Rica?

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Costa Rica. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Massachusetts to Costa Rica flight should consider departing on Sunday at noon when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 9h 44m. Fly via American Airlines, United Airlines, or JetBlue to get the fastest option. The distance from Massachusetts to Costa Rica is about 2373 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 United Airlines. According to our data, you can fly for as low as $106. Users have also found prices from $110 and $132 on American Airlines and Spirit Airlines, 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 $204). 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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$161Average$453FlexibilityNo cancel feeOn-time67%
Spirit AirlinesCheapest$217Average$411FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$251Average$525FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$275Average$498FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$289Average$556FlexibilityNo cancel feeOn-time69%
FrontierCheapest$297Average$649FlexibilityNo cancel feeOn-time62%
DeltaCheapest$314Average$555FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$331Average$586FlexibilityNo cancel feeOn-time71%
AviancaCheapest$333Average$581FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$441Average$868FlexibilityNo cancel feeOn-time63%

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