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$440+ Cheap flights from Worcester, MA (ORH) to San José (SJO)

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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — SJO
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find flight deals from Worcester to San José

Cheapest flights from Worcester to San José
Explore the most affordable flight options available from Worcester to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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 12/133:37 pmORH - SJO
2 stops30h 12mAmerican Airlines
Fri 12/193:29 pmSJO - ORH
2 stops20h 48mAmerican Airlines
Deal found 10/30$543
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/133:37 pmORH - SJO
2 stops30h 12mAmerican Airlines
Sun 12/216:20 amSJO - ORH
2 stops29h 57mAmerican Airlines
Deal found 10/30$548
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/123:30 pmORH - SJO
2 stops30h 41mAmerican Airlines
Fri 12/1911:32 amSJO - ORH
2 stops24h 45mAmerican Airlines
Deal found 10/30$613
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/123:30 pmORH - SJO
2 stops30h 41mAmerican Airlines
Sun 12/216:20 amSJO - ORH
2 stops29h 57mAmerican Airlines
Deal found 10/30$618
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/133:37 pmORH - SJO
2 stops30h 12mAmerican Airlines
Sat 12/206:20 amSJO - ORH
2 stops29h 57mAmerican Airlines
Deal found 10/30$648

Cheap flight deals from Worcester to San José

Discover tips and strategies to find the most affordable flight options for your journey from Worcester (ORH) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$440
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$404
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.
Search Deals
From Worcester to San José Juan Santamaria Intl
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($43 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Worcester to San José 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 October 30, 2025.
Use the filters below to find and compare flights from Worcester to San José that are best for you.

Fly from

Worcester

Fly to

San José

Route

Depart

Return

Price

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Tue 3/17

3:25 pm-1:25 pm

2 stops24h 00m

San José Juan Santamaria Intl

Tue 3/24

2:55 pm-2:53 pm

2 stops21h 58m

$440

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Mon 3/16

3:25 pm-7:02 pm

2 stops29h 37m

San José Juan Santamaria Intl

Mon 3/23

12:01 am-2:53 pm

2 stops36h 52m

$452

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Tue 3/17

3:25 pm-1:25 pm

2 stops24h 00m

San José Juan Santamaria Intl

Wed 3/25

6:00 am-2:53 pm

2 stops30h 53m

$468

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Tue 3/31

3:25 pm-1:25 pm

2 stops24h 00m

San José Juan Santamaria Intl

Thu 4/2

1:47 pm-2:53 pm

2 stops23h 06m

$541

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Sun 12/14

3:34 pm-8:49 pm

2 stops30h 15m

San José Juan Santamaria Intl

Fri 12/19

1:50 pm-1:17 pm

2 stops22h 27m

$543

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Sat 12/13

3:37 pm-8:49 pm

2 stops30h 12m

San José Juan Santamaria Intl

Fri 12/19

3:29 pm-1:17 pm

2 stops20h 48m

$543

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Sun 12/14

3:34 pm-8:49 pm

2 stops30h 15m

San José Juan Santamaria Intl

Sun 12/21

6:20 am-1:17 pm

2 stops29h 57m

$548

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Sat 12/13

3:37 pm-8:49 pm

2 stops30h 12m

San José Juan Santamaria Intl

Sun 12/21

6:20 am-1:17 pm

2 stops29h 57m

$548

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Tue 3/17

3:25 pm-1:25 pm

2 stops24h 00m

San José Juan Santamaria Intl

Sun 3/22

12:55 pm-2:53 pm

2 stops47h 58m

$583

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

Mon 3/16

3:25 pm-12:58 pm

2 stops23h 33m

San José Juan Santamaria Intl

Sun 3/22

12:55 pm-2:53 pm

2 stops47h 58m

$585

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Best time to book a flight from Worcester to San José

Have a flexible travel schedule? Discover the best time to fly to San José 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 San José

What is the cheapest month to book a flight from Worcester, Massachusetts to San José?

Currently, September is the cheapest month in which you can book a flight from Worcester, Massachusetts to San José (average of $216). Flying from Worcester, Massachusetts to San José in March 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.

Related info for your journey

Find useful and relevant information for your journey from Worcester to San José. 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 Worcester, Massachusetts to San José?

    Airlines like American Airlines fly from Worcester, Massachusetts to San José in about 24h. The time it takes to get you to your destination can typically vary by up to . There are 2350 mi between Worcester, Massachusetts and San José.

  • Can I find deals for flights from Worcester to San José that include hotel bookings?

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

  • How can I find direct flights from Worcester to San José?

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

  • Can I find deals for business class flights from Worcester to San José?

    Yes. Cheapflights offers flight deals from Worcester to San José 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 San José?

    Currently, September is the cheapest month in which you can book a flight from Worcester, Massachusetts to San José (average of $216). Flying from Worcester, Massachusetts to San José in March 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

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó
Dominical

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