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$439+ Cheap flights from Hilton Head Island to San Jose, CA (HHH - SJC)

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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — SJC
Mar 3 — Mar 101
Tue 3/3
Tue 3/10
1 adult, Economy
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Cheap flight deals from Hilton Head Island to San Jose

Cheapest flights from Hilton Head Island to San Jose
Explore the most affordable flight options available from Hilton Head Island to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 1, 2026.

This American Airlines deal was found by Cheapflights users on 1/30. 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 2/1411:03 am
HHH
-
SJC
2 stops13h 27m
American Airlines
Wed 2/187:15 pm
SJC
-
HHH
2 stops12h 18m
American Airlines
Deal found 1/30$439
This American Airlines deal was found by Cheapflights users on 1/31. 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.
Sun 2/152:58 pm
HHH
-
SJC
2 stops10h 33m
American Airlines
Thu 2/196:00 am
SJC
-
HHH
2 stops8h 44m
American Airlines
Deal found 1/31$483

Find flight deals from Hilton Head Island to San Jose

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to San Jose (SJC). 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 February 1, 2026.

Round-trip from

$439
(American Airlines)
From Hilton Head Island to San Jose
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to San Jose 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 February 1, 2026.
Use the filters below to find and compare flights from Hilton Head Island to San Jose that are best for you.

Fly from

Hilton Head Island

Fly to

San Jose

Route

Depart

Return

Price

Hilton Head IslandSan Jose

HHH - SJC

HHHSJC

Hilton Head Island

Sat 2/14

11:03 am-9:30 pm

2 stops13h 27m

San Jose

Wed 2/18

7:15 pm-10:33 am

2 stops12h 18m

$439

Hilton Head IslandSan Jose

HHH - SJC

HHHSJC

Hilton Head Island

Sun 2/15

2:58 pm-10:31 pm

2 stops10h 33m

San Jose

Thu 2/19

6:00 am-5:44 pm

2 stops8h 44m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

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

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

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

Currently, November is the cheapest month in which you can book a flight from Hilton Head Island to San Jose, California (average of $160). Flying from Hilton Head Island to San Jose, California in March is currently the most expensive (average of $276). 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 Jose. 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 Jose, California?

    For as low as $439, American Airlines can have you in San Jose, California from Hilton Head Island in 13h 27m. Hilton Head Island and San Jose, California are separated by a distance of 2346 mi.

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

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

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

    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 Jose.

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

    Yes. Cheapflights offers flight deals from Hilton Head Island to San Jose 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 Jose, California?

    Currently, November is the cheapest month in which you can book a flight from Hilton Head Island to San Jose, California (average of $160). Flying from Hilton Head Island to San Jose, California in March is currently the most expensive (average of $276). 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.

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