Costa Rica

$349+ Cheap flights from Worcester, MA (ORH) to Costa Rica

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — SJO
Feb 25 — Mar 41
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Worcester to Costa Rica with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Worcester to Costa Rica

Cheapest flights from Worcester to Costa Rica
Explore the most affordable flight options available from Worcester to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. 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 5/182:39 pm
ORH
-
SJO
2 stops30h 28m
American Airlines
Thu 5/283:12 pm
SJO
-
ORH
2 stops23h 40m
American Airlines
Deal found 1/26$349
This American Airlines deal was found by Cheapflights users on 1/26. 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 5/182:39 pm
ORH
-
SJO
2 stops30h 28m
American Airlines
Tue 5/263:12 pm
SJO
-
ORH
2 stops23h 40m
American Airlines
Deal found 1/26$399
This American Airlines deal was found by Cheapflights users on 1/26. 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 5/182:39 pm
ORH
-
SJO
2 stops30h 28m
American Airlines
Sun 5/243:12 pm
SJO
-
ORH
2 stops23h 40m
American Airlines
Deal found 1/26$404
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Sat 5/162:39 pm
ORH
-
SJO
2 stops22h 28m
American Airlines
Thu 5/283:12 pm
SJO
-
ORH
2 stops23h 40m
American Airlines
Deal found 1/26$433
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/211:44 pm
ORH
-
SJO
2 stops21h 41m
American Airlines
Thu 3/2612:46 pm
SJO
-
ORH
2 stops46h 33m
American Airlines
Deal found 1/25$466
This American Airlines deal was found by Cheapflights users on 1/25. 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.
Sun 3/221:44 pm
ORH
-
SJO
2 stops24h 02m
American Airlines
Thu 3/2612:46 pm
SJO
-
ORH
2 stops46h 33m
American Airlines
Deal found 1/25$478
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Sat 5/162:39 pm
ORH
-
SJO
2 stops22h 28m
American Airlines
Tue 5/263:12 pm
SJO
-
ORH
2 stops23h 40m
American Airlines
Deal found 1/26$483
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Sat 5/162:39 pm
ORH
-
SJO
2 stops22h 28m
American Airlines
Sun 5/243:12 pm
SJO
-
ORH
2 stops23h 40m
American Airlines
Deal found 1/26$488
This American Airlines deal was found by Cheapflights users on 1/25. 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.
Mon 3/231:44 pm
ORH
-
SJO
2 stops21h 41m
American Airlines
Tue 3/312:20 pm
SJO
-
ORH
2 stops20h 59m
American Airlines
Deal found 1/25$494
This American Airlines deal was found by Cheapflights users on 1/25. 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 3/211:44 pm
ORH
-
SJO
2 stops48h 02m
American Airlines
Tue 3/312:20 pm
SJO
-
ORH
2 stops20h 59m
American Airlines
Deal found 1/25$506
This American Airlines deal was found by Cheapflights users on 1/26. 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 5/182:39 pm
ORH
-
SJO
2 stops30h 28m
American Airlines
Wed 5/273:12 pm
SJO
-
ORH
2 stops23h 40m
American Airlines
Deal found 1/26$508
This American Airlines deal was found by Cheapflights users on 1/24. 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.
Sat 2/211:30 pm
ORH
-
LIR
2 stops24h 02m
American Airlines
Sun 3/13:29 pm
LIR
-
ORH
2 stops20h 36m
American Airlines
Deal found 1/24$511

Find flight deals from Worcester to Costa Rica

Keep the following information in mind while searching for Worcester to Costa Rica flight deals. Data was last updated January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$349
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$446
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 Worcester to Costa Rica
Highest demand for flights based on searches. 1% potential increase in price ($9 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in January 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Worcester 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 January 26, 2026.
Use the filters below to find and compare flights from Worcester to Costa Rica that are best for you.

Fly from

Worcester

Fly to

Costa Rica

Route

Depart

Return

Price

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Mon 5/18

2:39 pm-7:07 pm

2 stops30h 28m

San José Juan Santamaria Intl

Tue 5/26

3:12 pm-4:52 pm

2 stops23h 40m

$399

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Mon 5/18

2:39 pm-7:07 pm

2 stops30h 28m

San José Juan Santamaria Intl

Sun 5/24

3:12 pm-4:52 pm

2 stops23h 40m

$404

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Sun 5/17

2:39 pm-11:07 am

2 stops22h 28m

San José Juan Santamaria Intl

Thu 5/28

3:12 pm-4:52 pm

2 stops23h 40m

$433

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Mon 3/23

1:44 pm-9:25 am

2 stops21h 41m

San José Juan Santamaria Intl

Thu 3/26

12:46 pm-1:19 pm

2 stops46h 33m

$466

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Sat 3/21

1:44 pm-9:25 am

2 stops21h 41m

San José Juan Santamaria Intl

Thu 3/26

12:46 pm-1:19 pm

2 stops46h 33m

$466

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Sun 3/22

1:44 pm-11:46 am

2 stops24h 02m

San José Juan Santamaria Intl

Thu 3/26

12:46 pm-1:19 pm

2 stops46h 33m

$478

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Sat 5/16

2:39 pm-11:07 am

2 stops22h 28m

San José Juan Santamaria Intl

Tue 5/26

3:12 pm-4:52 pm

2 stops23h 40m

$483

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Sat 5/16

2:39 pm-11:07 am

2 stops22h 28m

San José Juan Santamaria Intl

Sun 5/24

3:12 pm-4:52 pm

2 stops23h 40m

$488

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Sun 5/17

2:39 pm-11:07 am

2 stops22h 28m

San José Juan Santamaria Intl

Sun 5/24

3:12 pm-4:52 pm

2 stops23h 40m

$488

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Mon 3/23

1:44 pm-9:25 am

2 stops21h 41m

San José Juan Santamaria Intl

Tue 3/31

2:20 pm-1:19 pm

2 stops20h 59m

$494

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 14 results
1
2

Best time to book a flight from Worcester to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Worcester 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 Worcester to Costa Rica

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

Currently, January is the cheapest month in which you can book a flight from Worcester, Massachusetts to Costa Rica (average of $184). Flying from Worcester, Massachusetts to Costa Rica in July is currently the most expensive (average of $308). 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.

Related info for your journey

Find useful and relevant information for your journey from Worcester to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Worcester to Costa Rica?

    Worcester (ORH), located 3.8 mi from the city center, is the airport you fly out of when you book flights from Worcester to Costa Rica.

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

    For as low as $399, American Airlines can have you in Costa Rica from Worcester, Massachusetts in 30h 28m. Worcester, Massachusetts and Costa Rica are separated by a distance of 2350 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Worcester 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 Worcester, Massachusetts to Costa Rica?

    Currently, January is the cheapest month in which you can book a flight from Worcester, Massachusetts to Costa Rica (average of $184). Flying from Worcester, Massachusetts to Costa Rica in July is currently the most expensive (average of $308). 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.