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$119+ Cheap flights from Hilton Head Island (HHH) to Florida

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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MIA
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Florida

Cheapest flights from Hilton Head Island to Florida
Explore the most affordable flight options available from Hilton Head Island to Florida. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. 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 2/255:19 pm
HHH
-
FLL
1 stop6h 29m
American Airlines
Sun 3/15:33 am
FLL
-
HHH
1 stop5h 00m
American Airlines
Deal found 1/26$263
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/255:19 pm
HHH
-
PBI
1 stop6h 20m
American Airlines
Sun 3/16:06 am
PBI
-
HHH
1 stop4h 27m
American Airlines
Deal found 1/26$268
This American Airlines deal was found by Cheapflights users on 1/25. 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 2/73:29 pm
HHH
-
MIA
1 stop5h 41m
American Airlines
Wed 2/117:07 am
MIA
-
HHH
1 stop5h 13m
American Airlines
Deal found 1/25$277
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/266:20 pm
HHH
-
FLL
1 stop6h 31m
American Airlines
Sun 3/15:33 am
FLL
-
HHH
1 stop5h 00m
American Airlines
Deal found 1/26$307
This American Airlines deal was found by Cheapflights users on 1/26. 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 3/252:58 pm
HHH
-
TPA
1 stop5h 23m
American Airlines
Tue 3/319:15 am
TPA
-
HHH
1 stop5h 46m
American Airlines
Deal found 1/26$307
This American Airlines deal was found by Cheapflights users on 1/25. 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 2/912:51 pm
HHH
-
FLL
1 stop4h 45m
American Airlines
Fri 2/1310:16 am
FLL
-
HHH
1 stop7h 28m
American Airlines
Deal found 1/25$308
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Tue 3/175:19 pm
HHH
-
MIA
1 stop5h 26m
American Airlines
Thu 3/199:30 am
MIA
-
HHH
1 stop4h 52m
American Airlines
Deal found 1/26$313
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/183:31 pm
HHH
-
TPA
1 stop5h 44m
American Airlines
Sat 2/217:25 am
TPA
-
HHH
1 stop6h 57m
American Airlines
Deal found 1/26$315
This American Airlines deal was found by Cheapflights users on 1/25. 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 4/292:58 pm
HHH
-
TPA
1 stop7h 00m
American Airlines
Mon 5/46:00 am
TPA
-
HHH
1 stop4h 32m
American Airlines
Deal found 1/25$317
This Delta deal was found by Cheapflights users on 1/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/284:00 pm
HHH
-
TPA
1 stop21h 53m
Delta
Tue 5/57:57 pm
TPA
-
HHH
1 stop15h 31m
Delta
Deal found 1/25$323
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/272:58 pm
HHH
-
TPA
1 stop7h 01m
American Airlines
Sun 3/16:00 am
TPA
-
HHH
1 stop4h 33m
American Airlines
Deal found 1/26$327
This Delta deal was found by Cheapflights users on 1/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2912:08 pm
HHH
-
TPA
1 stop3h 40m
Delta
Tue 5/55:51 pm
TPA
-
HHH
1 stop17h 37m
Delta
Deal found 1/25$331

Find flight deals from Hilton Head Island to Florida

Keep the following information in mind while searching for Hilton Head Island to Florida flight deals. Data was last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$219
(American Airlines)

One-way from

$119
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilton Head Island-Orlando (ORL) flights.
Search Deals
From Hilton Head Island to Florida
Search Deals
One-way flight from Hilton Head Island to Florida
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Florida 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 January 27, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Florida that are best for you.

Fly from

Hilton Head Island

Fly to

Florida

Route

Depart

Return

Price

Hilton Head IslandFort Lauderdale

HHH - FLL

HHHFLL

Hilton Head Island

Wed 2/25

5:19 pm-11:48 pm

1 stop6h 29m

Fort Lauderdale

Sun 3/1

5:33 am-10:33 am

1 stop5h 00m

$263

Hilton Head IslandFort Lauderdale

HHH - FLL

HHHFLL

Hilton Head Island

Wed 2/25

5:19 pm-11:48 pm

1 stop6h 29m

Fort Lauderdale

Sat 2/28

5:33 am-10:33 am

1 stop5h 00m

$263

Hilton Head IslandFort Lauderdale

HHH - FLL

HHHFLL

Hilton Head Island

Tue 2/24

3:31 pm-8:24 pm

1 stop4h 53m

Fort Lauderdale

Fri 2/27

5:33 am-10:33 am

1 stop5h 00m

$263

Hilton Head IslandWest Palm Beach

HHH - PBI

HHHPBI

Hilton Head Island

Tue 2/24

3:31 pm-9:17 pm

1 stop5h 46m

Palm Beach Intl

Sat 2/28

6:06 am-10:33 am

1 stop4h 27m

$268

Hilton Head IslandWest Palm Beach

HHH - PBI

HHHPBI

Hilton Head Island

Wed 2/25

5:19 pm-11:39 pm

1 stop6h 20m

Palm Beach Intl

Sun 3/1

6:06 am-10:33 am

1 stop4h 27m

$268

Hilton Head IslandWest Palm Beach

HHH - PBI

HHHPBI

Hilton Head Island

Wed 2/25

5:19 pm-11:39 pm

1 stop6h 20m

Palm Beach Intl

Sat 2/28

6:06 am-10:33 am

1 stop4h 27m

$268

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Sat 2/7

3:29 pm-9:10 pm

1 stop5h 41m

Miami

Wed 2/11

7:07 am-12:20 pm

1 stop5h 13m

$277

Hilton Head IslandTampa

HHH - TPA

HHHTPA

Hilton Head Island

Wed 3/25

2:58 pm-8:21 pm

1 stop5h 23m

Tampa

Tue 3/31

9:15 am-3:01 pm

1 stop5h 46m

$307

Hilton Head IslandFort Lauderdale

HHH - FLL

HHHFLL

Hilton Head Island

Thu 2/26

6:20 pm-12:51 am

1 stop6h 31m

Fort Lauderdale

Sun 3/1

5:33 am-10:33 am

1 stop5h 00m

$307

Hilton Head IslandFort Lauderdale

HHH - FLL

HHHFLL

Hilton Head Island

Mon 2/9

12:51 pm-5:36 pm

1 stop4h 45m

Fort Lauderdale

Fri 2/13

10:16 am-5:44 pm

1 stop7h 28m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 56 results
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Best time to book a flight from Hilton Head Island to Florida

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

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

Currently, March is the cheapest month in which you can book a flight from Hilton Head Island to Florida (average of $33). Flying from Hilton Head Island to Florida in June is currently the most expensive (average of $76). 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.

Reviews of airlines servicing Florida

Get insights into the airlines that provide service to Florida. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida. Reviews last updated January 27, 2026.
Get a feel of what it's like to fly with American Airlines from Hilton Head Island to Florida by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,197 reviews

Crew

8.0

Comfort

7.2

Food

6.4

Overall

7.2

Boarding

7.5

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,197 reviews
American Airlines
7.2
Good
11,197 reviews

Crew

8.0

Comfort

7.2

Food

6.4

Overall

7.2

Boarding

7.5

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Florida. 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 from for flights from Hilton Head Island to Florida?

    Located just 3.3 mi from the city center, Hilton Head Island (HHH) is the airport most travelers will use when flying to Florida from Hilton Head Island.

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

    There are many flights that can get you from Hilton Head Island to Florida in 6h 29m. Fly via American Airlines or Delta to get the fastest option. There are 426 mi between Hilton Head Island and Florida. Both multi-stop and nonstop flights can be found to your destination and back.

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

    When deciding which route to take from Hilton Head Island to Florida consider Hilton Head Island - Fort Lauderdale, Hilton Head Island - Palm Beach Intl or Hilton Head Island - Orlando as they are the most popular.

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

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

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

    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 Florida.

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

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

    Currently, March is the cheapest month in which you can book a flight from Hilton Head Island to Florida (average of $33). Flying from Hilton Head Island to Florida in June is currently the most expensive (average of $76). 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

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Alternative routes for Hilton Head Island to Florida

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Top airline flying from Hilton Head Island to Florida

Discover the top airline that operate flights from Hilton Head Island to Florida. 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$276Average$561FlexibilityNo cancel feeOn-time71%

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