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San José

$361+ 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 3/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORH — SJO
feb. 28 — mar. 71
sáb. 2/28
sáb. 3/7
1 adult, Economy
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Cheap 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 enero 29, 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.
sáb. 3/211:44 pm
ORH
-
SJO
2 stops48h 02m
American Airlines
lun. 3/302:20 pm
SJO
-
ORH
2 stops44h 59m
American Airlines
Deal found 1/26$361
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.
lun. 3/231:44 pm
ORH
-
SJO
2 stops33h 59m
American Airlines
lun. 3/302:20 pm
SJO
-
ORH
2 stops44h 59m
American Airlines
Deal found 1/26$362
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.
jue. 3/191:44 pm
ORH
-
SJO
2 stops25h 30m
American Airlines
lun. 3/302:20 pm
SJO
-
ORH
2 stops44h 59m
American Airlines
Deal found 1/26$363
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.
dom. 3/221:44 pm
ORH
-
SJO
2 stops25h 30m
American Airlines
lun. 3/302:20 pm
SJO
-
ORH
2 stops44h 59m
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.
vie. 3/201:44 pm
ORH
-
SJO
2 stops21h 41m
American Airlines
lun. 3/302:20 pm
SJO
-
ORH
2 stops44h 59m
American Airlines
Deal found 1/26$515
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/271:30 pm
ORH
-
SJO
2 stops21h 54m
American Airlines
lun. 3/23:59 pm
SJO
-
ORH
2 stops20h 06m
American Airlines
Deal found 1/27$538
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.
sáb. 3/211:44 pm
ORH
-
SJO
2 stops48h 02m
American Airlines
mar. 3/317:00 am
SJO
-
ORH
2 stops28h 19m
American Airlines
Deal found 1/26$571
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.
jue. 3/191:44 pm
ORH
-
SJO
2 stops23h 42m
American Airlines
mar. 3/317:00 am
SJO
-
ORH
2 stops28h 19m
American Airlines
Deal found 1/26$573
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/281:30 pm
ORH
-
SJO
2 stops21h 54m
American Airlines
lun. 3/23:59 pm
SJO
-
ORH
2 stops20h 06m
American Airlines
Deal found 1/27$581
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/271:30 pm
ORH
-
SJO
2 stops21h 54m
American Airlines
mar. 3/38:00 am
SJO
-
ORH
2 stops28h 05m
American Airlines
Deal found 1/27$599
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/281:30 pm
ORH
-
SJO
2 stops32h 03m
American Airlines
mar. 3/31:31 pm
SJO
-
ORH
2 stops22h 34m
American Airlines
Deal found 1/27$617
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/51:30 pm
ORH
-
SJO
2 stops21h 54m
American Airlines
lun. 3/97:00 am
SJO
-
ORH
2 stops28h 19m
American Airlines
Deal found 1/27$646

Find 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 enero 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$361
(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.
Search Deals
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. 1% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 enero 29, 2026.
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

sáb. 3/21

1:44 pm-11:46 am

2 stops48h 02m

San José Juan Santamaria Intl

lun. 3/30

2:20 pm-1:19 pm

2 stops44h 59m

$361

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

lun. 3/23

1:44 pm-9:43 pm

2 stops33h 59m

San José Juan Santamaria Intl

lun. 3/30

2:20 pm-1:19 pm

2 stops44h 59m

$362

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

jue. 3/19

1:44 pm-1:14 pm

2 stops25h 30m

San José Juan Santamaria Intl

lun. 3/30

2:20 pm-1:19 pm

2 stops44h 59m

$363

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

dom. 3/22

1:44 pm-1:14 pm

2 stops25h 30m

San José Juan Santamaria Intl

lun. 3/30

2:20 pm-1:19 pm

2 stops44h 59m

$483

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

vie. 3/20

1:44 pm-9:25 am

2 stops21h 41m

San José Juan Santamaria Intl

lun. 3/30

2:20 pm-1:19 pm

2 stops44h 59m

$515

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

sáb. 3/21

1:44 pm-11:46 am

2 stops48h 02m

San José Juan Santamaria Intl

mar. 3/31

7:00 am-1:19 pm

2 stops28h 19m

$571

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

lun. 3/23

1:44 pm-1:14 pm

2 stops25h 30m

San José Juan Santamaria Intl

mar. 3/31

2:59 pm-1:19 pm

2 stops20h 20m

$573

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

jue. 3/19

1:44 pm-11:26 am

2 stops23h 42m

San José Juan Santamaria Intl

mar. 3/31

7:00 am-1:19 pm

2 stops28h 19m

$573

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

sáb. 2/28

1:30 pm-10:24 am

2 stops21h 54m

San José Juan Santamaria Intl

lun. 3/2

3:59 pm-1:05 pm

2 stops20h 06m

$581

WorcesterSan José

ORH - SJO

ORHSJO

Worcester

sáb. 2/28

1:30 pm-8:33 pm

2 stops32h 03m

San José Juan Santamaria Intl

mar. 3/3

1:31 pm-1:05 pm

2 stops22h 34m

$617

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 16 results
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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, November is the cheapest month in which you can book a flight from Worcester, Massachusetts to San José (average of $194). Flying from Worcester, Massachusetts to San José 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 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 48h 02m. 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, November is the cheapest month in which you can book a flight from Worcester, Massachusetts to San José (average of $194). Flying from Worcester, Massachusetts to San José 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

Traveling to a place near San José?

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

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