The cheapest times to fly from HHH to SJO are

  • January 15th to February 25th (except the week of February 12th)
  • April 23rd to May 27th (except the week of May 7th)
  • August 6th to December 9th (except the week of November 19th)

based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from HHH to SJO is late September. Prices can be as high as $2291 for Saturday flights during late December, or as low as $545 for Tuesday flights around late September.


When to Fly to San José

Flying from Hilton Head, SC (HHH) to San Jose (SJO) will usually cost between $550 to $904 per person if booking more than four weeks in advance. On average the very cheapest time to fly is late September with an average ticket price of $553. Due to high demand the most expensive time to fly is late December, with an average price of $1066. Planning your trip to low-cost times can easily save you $513 on economy flights and even more on first-class flights. Generally, any price below $593 can be considered a good price for a round-trip HHH to SJO flight.

See below for a graph of average weekly prices for the HHH to SJO route. All prices are for round-trip tickets in USD.

HHH to SJO Flight Prices

Compared to other flights, the HHH to SJO flight is cheaper than the average and costs less than the average flight leaving from Hilton Head Island. The average price per mile (for a direct flight) is $0.24, which is below average.


Flight Prices by Day of the Week

Tuesday is usually the cheapest day to depart and return on this flight. Saturdays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $177 (23%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $579. Return trip prices are from the SJO to HHH flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from HHH to SJO can generally find a 1-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 3 hour 47 minutes may not be realistic.


Flight Hacking HHH to SJO

Flight hacking is when you book two tickets instead of a layover, sometimes with different airlines. You will need to either bring only a carry-on bag (highly recommended) or leave yourself plenty of time to go through security again. Flight hacking is completely allowed, but airlines don’t always tell you the cheapest way to get from HHH to SJO — but Champion Traveler does!

Hack #1: Tampa, FL (HHH > TPA > SJO)

  • Price for both tickets: $575
  • Average savings: $18 (2.95%)

See HHH to TPA flights

Hack #2: Miami, FL (HHH > MIA > SJO)

  • Price for both tickets: $577
  • Average savings: $16 (2.62%)

See HHH to MIA flights

Hack #3: Orlando, FL (HHH > MCO > SJO)

  • Price for both tickets: $582
  • Average savings: $11 (1.86%)

See HHH to MCO flights


Flight Questions Answered

Still have questions about flying from HHH to SJO? We’ve got answers.

Which airlines fly this route?

You can find 5 major airlines flying this route most often: American, Avianca, COPA, Delta, United, and potentially more during busy seasons.

How far away is it from Juan Santamaria International Airport to Hilton Head Airport?

The distance between the two airports is roughly 1552 miles or 2498 kilometers.

How long does it take to fly from HHH to SJO?

The real-world flight time for a nonstop HHH to SJO flight is about 3 hour 47 minutes.

How many flights go between Hilton Head, SC and San Jose?

It depends on the day of the week and the date, but a typical day might have around 19 available flights from HHH to SJO.


Airport Location Info


Departing Airport

Origination codeHHH
Origination airport nameHilton Head Airport
CityHilton Head, SC
Countrythe United States

Return Airport

Destination codeSJO
Destination airport nameJuan Santamaria International Airport
CitySan Jose
CountryCosta Rica


Other Resources

Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.