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Hilton Head Island

$149+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — HHH
nov. 6 — nov. 131
jue. 11/6
jue. 11/13
1 adult, Economy
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Cheap 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 octubre 7, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$307
(American Airlines)

One-way from

$149
(American Airlines)
Provider with most accurate pricing for Orlando (ORL)-Hilton Head Island flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Hilton Head Island flights.
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From Florida to Hilton Head Island
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One-way flight from Florida to Hilton Head Island
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Find 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 octubre 7, 2025.

This American Airlines deal was found by Cheapflights users on 10/7. 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.
sáb. 11/156:00 amTPA - HHH
1 stop5h 16mAmerican Airlines
mar. 11/181:02 pmHHH - TPA
1 stop6h 54mAmerican Airlines
Deal found 10/7$307
This American Airlines deal was found by Cheapflights users on 10/7. 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.
sáb. 11/156:00 amSRQ - HHH
1 stop5h 16mAmerican Airlines
mar. 11/181:02 pmHHH - SRQ
1 stop6h 38mAmerican Airlines
Deal found 10/7$311
This American Airlines deal was found by Cheapflights users on 10/5. 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.
sáb. 11/16:01 amPBI - HHH
1 stop5h 31mAmerican Airlines
lun. 11/33:27 pmHHH - PBI
1 stop5h 46mAmerican Airlines
Deal found 10/5$336
This American Airlines deal was found by Cheapflights users on 10/6. 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.
lun. 12/226:00 amMCO - HHH
1 stop4h 44mAmerican Airlines
mié. 12/2411:14 amHHH - MCO
1 stop5h 26mAmerican Airlines
Deal found 10/6$352
This American Airlines deal was found by Cheapflights users on 10/5. 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.
mar. 11/257:00 amMCO - HHH
2 stops7h 19mAmerican Airlines
mié. 11/2612:19 pmHHH - MCO
1 stop5h 22mAmerican Airlines
Deal found 10/5$357
This American Airlines deal was found by Cheapflights users on 10/6. 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.
mar. 10/218:40 amFLL - HHH
1 stop6h 22mAmerican Airlines
sáb. 10/253:02 pmHHH - FLL
1 stop6h 18mAmerican Airlines
Deal found 10/6$387
This American Airlines deal was found by Cheapflights users on 10/5. 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.
mar. 10/2111:50 amMIA - HHH
1 stop5h 01mAmerican Airlines
sáb. 10/253:02 pmHHH - MIA
1 stop5h 51mAmerican Airlines
Deal found 10/5$387
This American Airlines deal was found by Cheapflights users on 10/5. 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.
mié. 10/229:02 amPBI - HHH
1 stop6h 00mAmerican Airlines
sáb. 10/253:02 pmHHH - PBI
1 stop5h 24mAmerican Airlines
Deal found 10/5$387
This American Airlines deal was found by Cheapflights users on 10/6. 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.
mar. 10/2111:48 amMCO - HHH
1 stop5h 03mAmerican Airlines
sáb. 10/253:02 pmHHH - MCO
1 stop5h 15mAmerican Airlines
Deal found 10/6$387
This American Airlines deal was found by Cheapflights users on 10/6. 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.
mar. 10/219:19 amTPA - HHH
1 stop5h 43mAmerican Airlines
sáb. 10/253:02 pmHHH - TPA
1 stop4h 11mAmerican Airlines
Deal found 10/6$387
This American Airlines deal was found by Cheapflights users on 10/5. 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.
vie. 12/266:07 amSRQ - HHH
1 stop4h 37mAmerican Airlines
mar. 12/306:13 pmHHH - SRQ
1 stop4h 27mAmerican Airlines
Deal found 10/5$392
This American Airlines deal was found by Cheapflights users on 10/6. 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.
lun. 10/207:50 amFLL - HHH
1 stop6h 42mAmerican Airlines
jue. 10/233:02 pmHHH - FLL
1 stop6h 18mAmerican Airlines
Deal found 10/6$419

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 octubre 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

sáb. 11/15

6:00 am-11:16 am

1 stop5h 16m

Hilton Head Island

mar. 11/18

1:02 pm-7:56 pm

1 stop6h 54m

$307

SarasotaHilton Head Island

SRQ - HHH

SRQHHH

Sarasota Bradenton Intl

sáb. 11/15

6:00 am-11:16 am

1 stop5h 16m

Hilton Head Island

mar. 11/18

1:02 pm-7:40 pm

1 stop6h 38m

$311

TampaHilton Head Island

TPA - HHH

TPAHHH

Tampa

dom. 1/25

8:03 am-12:20 pm

1 stop4h 17m

Hilton Head Island

dom. 2/1

3:29 pm-9:09 pm

1 stop5h 40m

$327

West Palm BeachHilton Head Island

PBI - HHH

PBIHHH

Palm Beach Intl

sáb. 11/1

6:01 am-11:32 am

1 stop5h 31m

Hilton Head Island

lun. 11/3

3:27 pm-9:13 pm

1 stop5h 46m

$336

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

lun. 12/22

6:00 am-10:44 am

1 stop4h 44m

Hilton Head Island

mié. 12/24

11:14 am-4:40 pm

1 stop5h 26m

$352

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

mar. 11/25

7:00 am-2:19 pm

2 stops7h 19m

Hilton Head Island

mié. 11/26

12:19 pm-5:41 pm

1 stop5h 22m

$357

Fort LauderdaleHilton Head Island

FLL - HHH

FLLHHH

Fort Lauderdale

mar. 10/21

8:40 am-3:02 pm

1 stop6h 22m

Hilton Head Island

sáb. 10/25

3:02 pm-9:20 pm

1 stop6h 18m

$387

MiamiHilton Head Island

MIA - HHH

MIAHHH

Miami

mar. 10/21

11:50 am-4:51 pm

1 stop5h 01m

Hilton Head Island

sáb. 10/25

3:02 pm-8:53 pm

1 stop5h 51m

$387

West Palm BeachHilton Head Island

PBI - HHH

PBIHHH

Palm Beach Intl

mié. 10/22

9:02 am-3:02 pm

1 stop6h 00m

Hilton Head Island

sáb. 10/25

3:02 pm-8:26 pm

1 stop5h 24m

$387

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

mar. 10/21

11:48 am-4:51 pm

1 stop5h 03m

Hilton Head Island

sáb. 10/25

3:02 pm-8:17 pm

1 stop5h 15m

$387

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 59 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, December is the cheapest month in which you can book a flight from Florida to Hilton Head Island (average of $37). 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 octubre 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 16m. 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 Tampa - Hilton Head Island or Fort Myers SW Florida Intl - Hilton Head Island, Palm Beach 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, December is the cheapest month in which you can book a flight from Florida to Hilton Head Island (average of $37). 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
Bluffton

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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 octubre 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$260Average$438FlexibilityNo cancel feeOn-time71%

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