Cheap Flights from San José (SJO) to Hilton Head Island (HHH)

Popular airlines from Juan Santamaria Intl. Airport (SJO) to Hilton Head Island Airport (HHH)

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Flights from San José (SJO) to Hilton Head Island (HHH)
Origin airport
Juan Santamaría Intl.
Destination airport
Hilton Head Island
Distance
1552 mi

San José to Hilton Head Island Flights

The cheapest times to fly from San José to Hilton Head Island

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from San José to Hilton Head Island are during the month of . You can find some of the cheapest flights from San José to Hilton Head Island with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from San José to Hilton Head Island

Sunday is one of the best days to book for cheap flights from San José to Hilton Head Island: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from San José to Hilton Head Island

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from San José to Hilton Head Island in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap San José to Hilton Head Island flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your San José to Hilton Head Island airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Juan Santamaria Intl. Airport (SJO) to Hilton Head Island Airport (HHH) cost?
Lock in a cheap one-way flight or cheap return flight from Juan Santamaria Intl. Airport (SJO) to Hilton Head Island Airport (HHH) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Juan Santamaria Intl. Airport (SJO) to Hilton Head Island Airport (HHH)?
is the most affordable month to fly from SJO to HHH. Avoiding peak travel times is often the key to finding better deals on flights.
What is the cheapest airline that flies from Juan Santamaria Intl. Airport (SJO) to Hilton Head Island Airport (HHH)?
To find the cheapest airline flying from SJO to HHH, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Juan Santamaria Intl. Airport (SJO) to Hilton Head Island Airport (HHH)?
Nonstop flights from Juan Santamaria Intl. Airport (SJO) to Hilton Head Island Airport (HHH) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from SJO to HHH?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary based on a number of factors, such as the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Juan Santamaria Intl. Airport (SJO) to Hilton Head Island Airport (HHH)?
Select a flight from Juan Santamaria Intl. Airport (SJO) to Hilton Head Island Airport (HHH) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Later departures have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Juan Santamaria Intl. Airport (SJO) to Hilton Head Island Airport (HHH) last-minute?
Holding off until just before your trip to book your flight from SJO to HHH often results in higher prices. Although you may find some last-minute deals, they aren't always guaranteed. Keep your travel schedule open for a better chance of landing a bargain.
Is it cheaper to book a SJO to HHH flight and hotel package?
Compared with arranging hotels and flights separately, booking a SJO to HHH flight and hotel package with Expedia could result in significant savings. Better still, having everything in one easy place will take the hassle out of travel planning. Just secure your flights and choose from our wide range of stays, then personalize your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from Juan Santamaria Intl. Airport (SJO) to Hilton Head Island Airport (HHH)?
It's generally possible to reschedule or cancel your SJO to HHH flight. However, for bookings made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more details on our Customer Service portal.

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