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$528+ Cheap flights from Hilton Head Island (HHH) 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — SJO
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Hilton Head Island to San José

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) 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 September 11, 2025.

Round-trip from

$597
(American Airlines)
From Hilton Head Island to San José Juan Santamaria Intl
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Find flight deals from Hilton Head Island to San José

Cheapest flights from Hilton Head Island to San José
Explore the most affordable flight options available from Hilton Head Island to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/11. 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.
Tue 9/165:20 pmHHH - SJO
2 stops19h 52mAmerican Airlines
Tue 9/236:00 amSJO - HHH
2 stops26h 34mAmerican Airlines
Deal found 9/11$528
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/253:02 pmHHH - SJO
2 stops24h 36mAmerican Airlines
Sat 11/12:40 pmSJO - HHH
2 stops26h 29mAmerican Airlines
Deal found 9/10$597
This American Airlines deal was found by Cheapflights users on 9/9. 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 9/271:57 pmHHH - SJO
2 stops23h 15mAmerican Airlines
Wed 10/17:27 amSJO - HHH
2 stops25h 07mAmerican Airlines
Deal found 9/9$671
This United deal was found by Cheapflights users on 9/11. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1612:06 pmHHH - SJO
1 stop25h 32mMultiple Airlines
Tue 9/2310:15 amSJO - HHH
2 stops47h 01mMultiple Airlines
Deal found 9/11$812
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2712:14 pmHHH - SJO
1 stop25h 54mDelta
Wed 10/11:35 pmSJO - HHH
1 stop23h 50mDelta
Deal found 9/9$1,859

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island 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 September 11, 2025.
Use the filters below to find and compare flights from Hilton Head Island to San José that are best for you.

Fly from

Hilton Head Island

Fly to

San José

Route

Depart

Return

Price

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Sat 10/25

3:02 pm-1:38 pm

2 stops24h 36m

San José Juan Santamaria Intl

Sat 11/1

2:40 pm-7:09 pm

2 stops26h 29m

$597

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Sat 9/27

1:57 pm-11:12 am

2 stops23h 15m

San José Juan Santamaria Intl

Wed 10/1

7:27 am-10:34 am

2 stops25h 07m

$671

Hilton Head IslandSan José

HHH - SJO

HHHSJO

Hilton Head Island

Sat 9/27

12:14 pm-12:08 pm

1 stop25h 54m

San José Juan Santamaria Intl

Wed 10/1

1:35 pm-3:25 pm

1 stop23h 50m

$1,859

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Best time to book a flight from Hilton Head Island to San José

Have a flexible travel schedule? Discover the best time to fly to San José from Hilton Head Island 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 Hilton Head Island to San José

What is the cheapest month to book a flight from Hilton Head Island to San José, San José Province?

Currently, September is the cheapest month in which you can book a flight from Hilton Head Island to San José, San José Province (average of $398). Flying from Hilton Head Island to San José, San José Province in March is currently the most expensive (average of $555). 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 Hilton Head Island 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 Hilton Head Island to San José, San José Province?

    There are many flights that can get you from Hilton Head Island to San José, San José Province in 24h 36m. Fly via American Airlines or Delta to get the fastest option. The distance from Hilton Head Island to San José, San José Province is about 1551 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

  • How can I find direct flights from Hilton Head Island to San José?

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

  • Can I find deals for business class flights from Hilton Head Island to San José?

    Yes. Cheapflights offers flight deals from Hilton Head Island 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 Hilton Head Island to San José, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Hilton Head Island to San José, San José Province (average of $398). Flying from Hilton Head Island to San José, San José Province in March is currently the most expensive (average of $555). 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

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