Costa Rica

$104+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — SJO
dec. 13 — dec. 201
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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 13, 2025.

This JetBlue deal was found by Cheapflights users on 11/10. 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.
zo 12/78:30 pmBOS - SJO
1 stop13h 22mJetBlue
za 12/202:48 pmSJO - BOS
1 stop8h 21mJetBlue
Deal found 11/10$244
This American Airlines deal was found by Cheapflights users on 11/12. 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.
do 12/45:52 amBDL - SJO
1 stop17h 36mAmerican Airlines
wo 12/107:00 amSJO - BDL
1 stop15h 58mAmerican Airlines
Deal found 11/12$244
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
za 12/65:45 amBOS - SJO
1 stop7h 40mSpirit Airlines
di 12/161:31 pmSJO - BOS
1 stop9h 25mSpirit Airlines
Deal found 11/10$245
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wo 12/108:11 pmBOS - SJO
2 stops17h 14mSpirit Airlines
di 12/161:31 pmSJO - BOS
1 stop9h 25mSpirit Airlines
Deal found 11/11$246
This JetBlue deal was found by Cheapflights users on 11/12. 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.
ma 12/110:00 amBOS - SJO
1 stop8h 00mJetBlue
ma 12/82:01 pmSJO - BOS
1 stop8h 10mJetBlue
Deal found 11/12$248
This American Airlines deal was found by Cheapflights users on 11/11. 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.
wo 12/106:35 pmALB - SJO
2 stops18h 38mAmerican Airlines
ma 12/156:20 amSJO - ALB
2 stops15h 29mAmerican Airlines
Deal found 11/11$248
This American Airlines deal was found by Cheapflights users on 11/12. 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.
vr 12/55:00 amBDL - SJO
2 stops16h 49mAmerican Airlines
vr 12/126:00 amSJO - BDL
1 stop10h 16mAmerican Airlines
Deal found 11/12$248
This American Airlines deal was found by Cheapflights users on 11/12. 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.
ma 12/86:00 amBOS - SJO
1 stop17h 28mAmerican Airlines
vr 12/123:38 pmSJO - BOS
1 stop8h 21mAmerican Airlines
Deal found 11/12$249
This United Airlines deal was found by Cheapflights users on 11/12. 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.
do 11/137:00 amBOS - SJO
1 stop14h 39mUnited Airlines
wo 11/1912:35 pmSJO - BOS
1 stop9h 40mUnited Airlines
Deal found 11/12$252
This American Airlines deal was found by Cheapflights users on 11/12. 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.
do 12/46:00 amBOS - SJO
1 stop17h 28mAmerican Airlines
di 12/97:00 amSJO - BOS
2 stops14h 16mAmerican Airlines
Deal found 11/12$253
This American Airlines deal was found by Cheapflights users on 11/10. 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.
do 11/277:01 amALB - SJO
1 stop12h 14mAmerican Airlines
za 12/66:00 amSJO - ALB
1 stop10h 40mAmerican Airlines
Deal found 11/10$253
This American Airlines deal was found by Cheapflights users on 11/11. 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.
za 12/67:00 amBOS - SJO
1 stop16h 28mAmerican Airlines
za 12/136:00 amSJO - BOS
1 stop17h 13mAmerican Airlines
Deal found 11/11$254

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 13, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$244
(JetBlue)

One-way from

$104
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$416

Good round-trip deal

$349 or less

Good one-way deal

$186 or less
Provider with most accurate pricing for Boston Logan Intl-San José Juan Santamaria Intl flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-San José Juan Santamaria Intl flights.
From Massachusetts to Costa Rica
One-way flight from Massachusetts to Costa Rica
Highest demand for flights based on searches. 6% potential increase in price ($34 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
Average for round-trip flights in November 2025
Price to beat on a round-trip flight from Massachusetts to Costa Rica.
Price to beat on a one-way flight from Massachusetts to Costa Rica.

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 13, 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

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

ma 3/23

8:15 pm-7:53 am

1 stop13h 38m

San José Juan Santamaria Intl

do 3/26

9:00 am-9:42 pm

1 stop10h 42m

$244

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

do 12/4

5:52 am-10:28 pm

1 stop17h 36m

San José Juan Santamaria Intl

wo 12/10

7:00 am-11:58 pm

1 stop15h 58m

$244

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

ma 12/1

10:00 am-5:00 pm

1 stop8h 00m

San José Juan Santamaria Intl

ma 12/8

2:01 pm-11:11 pm

1 stop8h 10m

$248

AlbanySan José

ALB - SJO

ALBSJO

Albany Intl

wo 12/10

6:35 pm-12:13 pm

2 stops18h 38m

San José Juan Santamaria Intl

ma 12/15

6:20 am-10:49 pm

2 stops15h 29m

$248

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

wo 3/4

10:30 am-7:53 pm

1 stop10h 23m

San José Juan Santamaria Intl

do 3/12

5:30 am-6:13 pm

1 stop10h 43m

$252

AlbanySan José

ALB - SJO

ALBSJO

Albany Intl

do 11/27

7:01 am-6:15 pm

1 stop12h 14m

San José Juan Santamaria Intl

za 12/6

6:00 am-10:44 pm

2 stops15h 44m

$255

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

za 12/6

7:30 pm-8:52 am

1 stop14h 22m

San José Juan Santamaria Intl

vr 12/19

10:00 am-11:58 pm

1 stop12h 58m

$285

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

di 3/3

7:00 am-1:00 pm

1 stop7h 00m

San José Juan Santamaria Intl

wo 3/4

1:10 pm-10:52 pm

1 stop8h 42m

$285

HartfordSan José

BDL - SJO

BDLSJO

Hartford Bradley Intl

di 3/3

7:00 am-1:00 pm

1 stop7h 00m

San José Juan Santamaria Intl

di 3/31

9:00 am-11:57 pm

1 stop12h 57m

$285

BostonSan José

BOS - SJO

BOSSJO

Boston Logan Intl

ma 2/2

3:07 pm-9:06 am

1 stop18h 59m

San José Juan Santamaria Intl

wo 2/11

4:09 am-10:03 pm

1 stop16h 54m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

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 $198). 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 13, 2025.

A simple way to save on the total cost of your ticket is to fly from Massachusetts to Costa Rica in the evening. If you’re flexible enough to do this you can expect to save up to 25% 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 13h 38m. Fly via JetBlue, American Airlines, or United Airlines 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 $106 and $110 on American 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 $198). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$161Average$449FlexibilityNo cancel feeOn-time67%
Spirit AirlinesCheapest$221Average$421FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$277Average$530FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$281Average$529FlexibilityNo cancel feeOn-time62%
FrontierCheapest$297Average$649FlexibilityNo cancel feeOn-time62%
DeltaCheapest$316Average$562FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$332Average$594FlexibilityNo cancel feeOn-time71%
AviancaCheapest$333Average$566FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$362Average$581FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$463Average$814FlexibilityNo cancel feeOn-time63%

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