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$125+ 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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MIA
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap 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 septiembre 11, 2025.

Round-trip from

$287
(American Airlines)

One-way from

$125
(American Airlines)
From Hilton Head Island to Florida
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One-way flight from Hilton Head Island to Florida
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Find 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 septiembre 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/11. 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.
jue. 12/256:13 pmHHH - MIA
1 stop4h 35mAmerican Airlines
lun. 12/296:00 amMIA - HHH
1 stop4h 44mAmerican Airlines
Deal found 9/11$287
This American Airlines deal was found by Cheapflights users on 9/9. 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. 10/83:32 pmHHH - FLL
1 stop5h 12mAmerican Airlines
mar. 10/1411:08 amFLL - HHH
1 stop3h 54mAmerican Airlines
Deal found 9/9$312
This American Airlines deal was found by Cheapflights users on 9/9. 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. 11/31:02 pmHHH - MCO
1 stop6h 09mAmerican Airlines
mié. 11/58:00 amMCO - HHH
1 stop4h 29mAmerican Airlines
Deal found 9/9$327
This American Airlines deal was found by Cheapflights users on 9/10. 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.
jue. 11/66:40 pmHHH - FLL
1 stop5h 43mAmerican Airlines
dom. 11/97:00 amFLL - HHH
1 stop7h 19mAmerican Airlines
Deal found 9/10$327
This American Airlines deal was found by Cheapflights users on 9/9. 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. 9/303:26 pmHHH - MCO
1 stop3h 41mAmerican Airlines
dom. 10/58:00 amMCO - HHH
1 stop6h 06mAmerican Airlines
Deal found 9/9$347
This American Airlines deal was found by Cheapflights users on 9/10. 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.
jue. 12/1112:21 pmHHH - TPA
1 stop4h 07mAmerican Airlines
dom. 12/141:52 pmTPA - HHH
1 stop4h 29mAmerican Airlines
Deal found 9/10$360
This American Airlines deal was found by Cheapflights users on 9/11. 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. 9/265:20 pmHHH - PBI
1 stop5h 58mAmerican Airlines
mar. 9/309:13 amPBI - HHH
1 stop5h 43mAmerican Airlines
Deal found 9/11$363
This American Airlines deal was found by Cheapflights users on 9/9. 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.
jue. 10/93:02 pmHHH - MCO
1 stop5h 56mAmerican Airlines
sáb. 10/118:35 pmMCO - HHH
2 stops14h 57mAmerican Airlines
Deal found 9/9$368
This American Airlines deal was found by Cheapflights users on 9/9. 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. 10/253:02 pmHHH - FLL
1 stop6h 18mAmerican Airlines
lun. 10/276:00 amFLL - HHH
1 stop5h 32mAmerican Airlines
Deal found 9/9$372
This American Airlines deal was found by Cheapflights users on 9/9. 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. 9/243:26 pmHHH - MCO
1 stop5h 39mAmerican Airlines
dom. 9/287:00 amMCO - HHH
1 stop4h 30mAmerican Airlines
Deal found 9/9$387
This American Airlines deal was found by Cheapflights users on 9/10. 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. 9/245:20 pmHHH - MIA
1 stop6h 36mAmerican Airlines
dom. 9/285:18 amMIA - HHH
1 stop6h 12mAmerican Airlines
Deal found 9/10$387
This American Airlines deal was found by Cheapflights users on 9/10. 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.
jue. 9/256:20 pmHHH - DAB
1 stop5h 57mAmerican Airlines
lun. 9/297:27 amDAB - HHH
1 stop4h 53mAmerican Airlines
Deal found 9/10$387

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 septiembre 11, 2025.
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 IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

jue. 12/25

6:13 pm-10:48 pm

1 stop4h 35m

Miami

lun. 12/29

6:00 am-10:44 am

1 stop4h 44m

$287

Hilton Head IslandFort Lauderdale

HHH - FLL

HHHFLL

Hilton Head Island

mié. 10/8

3:32 pm-8:44 pm

1 stop5h 12m

Fort Lauderdale

mar. 10/14

11:08 am-3:02 pm

1 stop3h 54m

$312

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

lun. 11/3

1:02 pm-7:11 pm

1 stop6h 09m

Orlando

mié. 11/5

8:00 am-12:29 pm

1 stop4h 29m

$327

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

sáb. 1/24

4:00 pm-7:45 pm

1 stop3h 45m

Orlando

vie. 1/30

10:00 am-2:18 pm

1 stop4h 18m

$327

Hilton Head IslandFort Lauderdale

HHH - FLL

HHHFLL

Hilton Head Island

jue. 11/6

6:40 pm-12:23 am

1 stop5h 43m

Fort Lauderdale

dom. 11/9

7:00 am-2:19 pm

1 stop7h 19m

$327

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

mar. 9/30

3:26 pm-7:07 pm

1 stop3h 41m

Orlando

dom. 10/5

8:00 am-2:06 pm

1 stop6h 06m

$347

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

dom. 2/1

6:14 pm-12:06 am

1 stop5h 52m

Orlando

vie. 2/6

8:38 am-2:18 pm

1 stop5h 40m

$353

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

lun. 2/2

4:00 pm-7:45 pm

1 stop3h 45m

Orlando

vie. 2/6

10:39 am-5:34 pm

1 stop6h 55m

$353

Hilton Head IslandWest Palm Beach

HHH - PBI

HHHPBI

Hilton Head Island

vie. 9/26

5:20 pm-11:18 pm

1 stop5h 58m

Palm Beach Intl

mar. 9/30

9:13 am-2:56 pm

1 stop5h 43m

$363

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

mié. 9/24

3:26 pm-9:16 pm

1 stop5h 50m

Miami

dom. 9/28

6:10 am-11:30 am

1 stop5h 20m

$387

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 42 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, September is the cheapest month in which you can book a flight from Hilton Head Island to Florida (average of $232). Flying from Hilton Head Island to Florida in March is currently the most expensive (average of $289). 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 septiembre 11, 2025.
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
10,000 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Food

6.4

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Entertainment

6.9

Overall

7.2

Food

6.4

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Andrew,May 2025

LAX - MIA

2 hour delay. Discovered an engine problem late, we boarded the plane and they asked us to come off. To add insult to injury nothing was given to passengers to make amends. No free drink. No extra food or snacks. No free WiFi. Gimme a break

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 4h 35m. Fly via American Airlines or Delta to get the fastest option. There are 444 mi between Hilton Head Island and Florida. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Hilton Head Island to Florida one-way?

    $125 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $264 and $327, respectively.

  • 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 - Daytona Beach, Hilton Head Island - Orlando or Hilton Head Island - Fort Lauderdale 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, September is the cheapest month in which you can book a flight from Hilton Head Island to Florida (average of $232). Flying from Hilton Head Island to Florida in March is currently the most expensive (average of $289). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$301Average$574FlexibilityNo cancel feeOn-time71%

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