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Hilton Head Island

$110+ Cheap flights from Florida to Hilton Head Island (HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — HHH
Jan 6 — Jan 131
Tue 1/6
Tue 1/13
1 adult, Economy
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Cheap flight deals from Florida to Hilton Head Island

Cheapest flights from Florida to Hilton Head Island
Explore the most affordable flight options available from Florida to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 7, 2025.

This American Airlines deal was found by Cheapflights users on 12/4. 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 12/206:06 amPBI - HHH
1 stop4h 38mAmerican Airlines
Wed 12/242:46 pmHHH - PBI
1 stop4h 10mAmerican Airlines
Deal found 12/4$267
This American Airlines deal was found by Cheapflights users on 12/7. 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.
Fri 12/196:00 amMIA - HHH
1 stop4h 44mAmerican Airlines
Mon 12/222:46 pmHHH - MIA
1 stop5h 48mAmerican Airlines
Deal found 12/7$277
This American Airlines deal was found by Cheapflights users on 12/7. 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.
Thu 12/256:00 amTPA - HHH
1 stop4h 44mAmerican Airlines
Wed 12/3111:14 amHHH - TPA
1 stop5h 29mAmerican Airlines
Deal found 12/7$290
This American Airlines deal was found by Cheapflights users on 12/4. 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.
Thu 12/116:00 amFLL - HHH
1 stop5h 51mAmerican Airlines
Sat 12/136:48 pmHHH - FLL
1 stop5h 36mAmerican Airlines
Deal found 12/4$307
This American Airlines deal was found by Cheapflights users on 12/5. 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.
Wed 12/1711:25 amMIA - HHH
1 stop7h 08mAmerican Airlines
Sun 1/46:13 pmHHH - MIA
1 stop5h 00mAmerican Airlines
Deal found 12/5$307
This American Airlines deal was found by Cheapflights users on 12/5. 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 12/208:22 amFLL - HHH
1 stop5h 54mAmerican Airlines
Sun 12/212:46 pmHHH - FLL
1 stop6h 14mAmerican Airlines
Deal found 12/5$308
This American Airlines deal was found by Cheapflights users on 12/5. 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.
Wed 12/1711:21 amFLL - HHH
1 stop7h 12mAmerican Airlines
Thu 12/186:13 pmHHH - FLL
1 stop6h 11mAmerican Airlines
Deal found 12/5$327
This American Airlines deal was found by Cheapflights users on 12/5. 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.
Mon 12/296:00 amTPA - HHH
1 stop4h 44mAmerican Airlines
Thu 1/12:46 pmHHH - TPA
1 stop5h 26mAmerican Airlines
Deal found 12/5$347
This American Airlines deal was found by Cheapflights users on 12/5. 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 12/62:10 pmPBI - HHH
1 stop4h 02mAmerican Airlines
Sat 12/1311:47 amHHH - PBI
1 stop4h 36mAmerican Airlines
Deal found 12/5$358
This American Airlines deal was found by Cheapflights users on 12/5. 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.
Wed 12/171:30 pmMIA - HHH
1 stop5h 03mAmerican Airlines
Thu 12/186:13 pmHHH - MIA
1 stop6h 34mAmerican Airlines
Deal found 12/5$373
This American Airlines deal was found by Cheapflights users on 12/6. 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.
Mon 12/89:10 amFLL - HHH
1 stop5h 47mAmerican Airlines
Mon 12/87:08 pmHHH - FLL
1 stop4h 42mAmerican Airlines
Deal found 12/6$389
This American Airlines deal was found by Cheapflights users on 12/5. 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.
Fri 12/1910:00 amTPA - HHH
1 stop4h 16mAmerican Airlines
Mon 12/222:46 pmHHH - TPA
1 stop5h 26mAmerican Airlines
Deal found 12/5$407

Find flight deals from Florida to Hilton Head Island

Keep the following information in mind while searching for Florida to Hilton Head Island flight deals. Data was last updated December 7, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$237
(American Airlines)

One-way from

$110
(American Airlines)
Provider with most accurate pricing for Orlando (ORL)-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Hilton Head Island flights.
Search Deals
From Florida to Hilton Head Island
Search Deals
One-way flight from Florida to Hilton Head Island
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida to Hilton Head Island 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 December 7, 2025.
Use the filters below to find and compare flights from Florida to Hilton Head Island that are best for you.

Fly from

Florida

Fly to

Hilton Head Island

Route

Depart

Return

Price

TampaHilton Head Island

TPA - HHH

TPAHHH

Tampa

Wed 2/18

9:15 am-3:05 pm

1 stop5h 50m

Hilton Head Island

Sat 2/21

11:02 am-4:45 pm

1 stop5h 43m

$237

Fort LauderdaleHilton Head Island

FLL - HHH

FLLHHH

Fort Lauderdale

Wed 4/29

6:05 am-10:14 am

1 stop4h 09m

Hilton Head Island

Wed 5/6

6:07 pm-12:18 am

1 stop6h 11m

$263

West Palm BeachHilton Head Island

PBI - HHH

PBIHHH

Palm Beach Intl

Sat 12/20

6:06 am-10:44 am

1 stop4h 38m

Hilton Head Island

Wed 12/24

2:46 pm-6:56 pm

1 stop4h 10m

$267

Fort LauderdaleHilton Head Island

FLL - HHH

FLLHHH

Fort Lauderdale

Fri 2/13

7:16 am-2:27 pm

1 stop7h 11m

Hilton Head Island

Fri 2/20

6:22 pm-12:43 am

1 stop6h 21m

$268

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

Fri 12/19

6:00 am-10:44 am

1 stop4h 44m

Hilton Head Island

Mon 12/22

2:46 pm-8:34 pm

1 stop5h 48m

$277

TampaHilton Head Island

TPA - HHH

TPAHHH

Tampa

Thu 12/25

6:00 am-10:44 am

1 stop4h 44m

Hilton Head Island

Wed 12/31

11:14 am-4:43 pm

1 stop5h 29m

$290

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Thu 1/15

11:10 am-2:59 pm

1 stop3h 49m

Hilton Head Island

Sun 1/18

12:51 pm-7:59 pm

1 stop7h 08m

$291

Fort LauderdaleHilton Head Island

FLL - HHH

FLLHHH

Fort Lauderdale

Sat 12/20

8:22 am-2:16 pm

1 stop5h 54m

Hilton Head Island

Sun 12/21

2:46 pm-9:00 pm

1 stop6h 14m

$308

Fort LauderdaleHilton Head Island

FLL - HHH

FLLHHH

Fort Lauderdale

Sat 12/20

7:16 am-2:16 pm

1 stop7h 00m

Hilton Head Island

Wed 12/24

2:46 pm-8:59 pm

1 stop6h 13m

$308

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Wed 2/4

11:10 am-2:59 pm

1 stop3h 49m

Hilton Head Island

Sat 2/7

12:54 pm-7:59 pm

1 stop7h 05m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/5

Showing 1-10 of 60 results
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Best time to book a flight from Florida to Hilton Head Island

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

What is the cheapest month to book a flight from Florida to Hilton Head Island?

Currently, November is the cheapest month in which you can book a flight from Florida to Hilton Head Island (average of $33). Flying from Florida to Hilton Head Island in July is currently the most expensive (average of $88). 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.

What is the cheapest time of day to fly from FL to HHH?

Find hourly flight availability from Florida to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 7, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 74% on flights from Florida to Hilton Head Island by exploring options for tickets in the evening.

Related info for your journey

Find useful and relevant information for your journey from Florida to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Hilton Head Island from Florida?

    If you book a flight to Hilton Head Island from Florida, you will be flying to Hilton Head, which is the city’s only airport. Hilton Head Island (HHH) is located 3.3 mi from the center of Hilton Head Island.

  • How long is the flight from Florida to Hilton Head Island?

    American Airlines can get you from Florida to Hilton Head Island in just under 5h 50m. Your travel time can differ by up to . Florida and Hilton Head Island are separated by a distance of 313 mi.

  • What are the most popular routes from Florida to Hilton Head Island?

    While some choose either Fort Lauderdale - Hilton Head Island or Sarasota Bradenton Intl - Hilton Head Island, Fort Myers SW Florida Intl - Hilton Head Island is the most popular route from Florida to Hilton Head Island.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Florida to Hilton Head Island 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 Florida to Hilton Head Island?

    Currently, November is the cheapest month in which you can book a flight from Florida to Hilton Head Island (average of $33). Flying from Florida to Hilton Head Island in July is currently the most expensive (average of $88). 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 Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort

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Alternative routes for Florida to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Florida to Hilton Head Island

Discover the top airline that operate flights from Florida to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$218Average$428FlexibilityNo cancel feeOn-time71%

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