HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Hilton Head Island

$264+ Cheap flights from Orlando (ORL) 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — HHH
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Orlando to Hilton Head Island with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Orlando to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (ORL) to Hilton Head Island (HHH). 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 septiembre 17, 2025.

Round-trip from

$382
(American Airlines)

One-way from

$264
(American Airlines)
From Orlando (ORL) to Hilton Head Island
Search Deals
One-way flight from Orlando (ORL) to Hilton Head Island
Search Deals

Find flight deals from Orlando to Hilton Head Island

Cheapest flights from Orlando to Hilton Head Island
Explore the most affordable flight options available from Orlando to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/17. 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. 10/298:28 amMCO - HHH
1 stop6h 34mAmerican Airlines
sáb. 11/13:02 pmHHH - MCO
1 stop7h 09mAmerican Airlines
Deal found 9/17$317
This Delta deal was found by Cheapflights users on 9/16. 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.
mar. 9/3011:00 amMCO - HHH
1 stop4h 25mDelta
mié. 10/112:14 pmHHH - MCO
2 stops21h 45mDelta
Deal found 9/16$386
This American Airlines deal was found by Cheapflights users on 9/17. 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. 11/66:01 amMCO - HHH
1 stop5h 48mAmerican Airlines
lun. 11/103:27 pmHHH - MCO
1 stop3h 44mAmerican Airlines
Deal found 9/17$387
This American Airlines deal was found by Cheapflights users on 9/16. 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. 10/118:35 pmMCO - HHH
2 stops14h 57mAmerican Airlines
mar. 10/143:32 pmHHH - MCO
1 stop4h 42mAmerican Airlines
Deal found 9/16$396
This American Airlines deal was found by Cheapflights users on 9/17. 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. 11/78:00 amMCO - HHH
1 stop6h 57mAmerican Airlines
sáb. 11/86:48 pmHHH - MCO
1 stop5h 36mAmerican Airlines
Deal found 9/17$417
This American Airlines deal was found by Cheapflights users on 9/17. 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. 11/66:00 amMCO - HHH
2 stops8h 19mAmerican Airlines
dom. 11/96:40 pmHHH - MCO
1 stop5h 44mAmerican Airlines
Deal found 9/17$422
This American Airlines deal was found by Cheapflights users on 9/16. 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. 9/307:21 pmMCO - HHH
2 stops15h 13mAmerican Airlines
mié. 10/15:20 pmHHH - MCO
2 stops25h 30mAmerican Airlines
Deal found 9/16$424

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando 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 septiembre 17, 2025.
Use the filters below to find and compare flights from Orlando to Hilton Head Island that are best for you.

Fly from

Orlando

Fly to

Hilton Head Island

Route

Depart

Return

Price

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

mié. 10/29

8:28 am-3:02 pm

1 stop6h 34m

Hilton Head Island

sáb. 11/1

3:02 pm-10:11 pm

1 stop7h 09m

$317

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

mar. 9/30

11:00 am-3:25 pm

1 stop4h 25m

Hilton Head Island

mié. 10/1

12:14 pm-9:59 am

2 stops21h 45m

$386

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

sáb. 11/8

5:00 am-11:16 am

1 stop6h 16m

Hilton Head Island

lun. 11/10

3:27 pm-9:03 pm

1 stop5h 36m

$387

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

sáb. 11/8

6:01 am-11:16 am

1 stop5h 15m

Hilton Head Island

dom. 11/9

6:40 pm-12:24 am

1 stop5h 44m

$387

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

jue. 11/6

5:00 am-11:49 am

1 stop6h 49m

Hilton Head Island

dom. 11/9

6:40 pm-12:24 am

1 stop5h 44m

$387

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

jue. 11/6

8:05 am-11:49 am

1 stop3h 44m

Hilton Head Island

sáb. 11/8

6:48 pm-12:24 am

1 stop5h 36m

$387

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

jue. 11/6

6:01 am-11:49 am

1 stop5h 48m

Hilton Head Island

lun. 11/10

3:27 pm-7:11 pm

1 stop3h 44m

$387

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

sáb. 10/11

8:35 pm-11:32 am

2 stops14h 57m

Hilton Head Island

mar. 10/14

3:32 pm-8:14 pm

1 stop4h 42m

$396

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

vie. 11/7

2:05 pm-6:44 pm

1 stop4h 39m

Hilton Head Island

dom. 11/9

6:40 pm-12:24 am

1 stop5h 44m

$417

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

mié. 9/24

7:15 am-12:17 pm

1 stop5h 02m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 12 results
1
2

Best time to book a flight from Orlando to Hilton Head Island

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

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

Currently, January is the cheapest month in which you can book a flight from Orlando to Hilton Head Island (average of $275). Flying from Orlando to Hilton Head Island in March is currently the most expensive (average of $479). 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 ORL to HHH?

Find hourly flight availability from Orlando 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 septiembre 17, 2025.

One of the essential ways to save on airfare from Orlando to Hilton Head Island is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 16% on airfare.

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. 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 Hilton Head Island. Reviews last updated septiembre 17, 2025.
Peruse reviews from past customers who have flown with American Airlines from Orlando to Hilton Head Island to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Overall

7.2

Comfort

7.2

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Entertainment

6.9

Food

6.4

Overall

7.2

Comfort

7.2

Crew

8.0

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Related info for your journey

Find useful and relevant information for your journey from Orlando 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 Orlando?

    For a flight from Orlando to Hilton Head Island, you will be flying into Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city. Hilton Head is the only Hilton Head Island airport and it handles 0 inbound flights from Orlando per day. 1 airline has flights to Hilton Head Island from Orlando on a regular basis.

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

    American Airlines and Delta can get you from Orlando to Hilton Head Island in just under 4h 25m. Your travel time can differ by up to 2h 09m. Airlines will cover a distance of 264 mi. This flight may include one or multiple stops.

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

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

  • How can I find direct flights from Orlando 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 Orlando to Hilton Head Island.

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

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

    Currently, January is the cheapest month in which you can book a flight from Orlando to Hilton Head Island (average of $275). Flying from Orlando to Hilton Head Island in March is currently the most expensive (average of $479). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Orlando to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.
Miami to Charlotte flights
Fort Lauderdale to Charlotte flights
Orlando to Charlotte flights
Fort Lauderdale to Charleston flights
Tampa to Charlotte flights
West Palm Beach to Charlotte flights
Jacksonville to Charlotte flights
Fort Lauderdale to Myrtle Beach flights
Fort Myers to Charlotte flights
Tampa to Charleston flights
Miami to Charleston flights
Orlando to Myrtle Beach flights
Orlando to Charleston flights
Tampa to Savannah flights
Tampa to Greenville flights
West Palm Beach to Myrtle Beach flights
Sarasota to Charlotte flights
Pensacola to Charlotte flights
Fort Myers to Charleston flights
Melbourne to Charlotte flights
Tallahassee to Charlotte flights
Fort Lauderdale to Savannah flights
Miami to Greenville flights
Miami to Savannah flights
Jacksonville to Greenville flights
Miami to Columbia flights
Fort Lauderdale to Greenville flights
Miami to Myrtle Beach flights
West Palm Beach to Columbia flights
West Palm Beach to Greenville flights
West Palm Beach to Charleston flights
Panama City to Charleston flights
West Palm Beach to Savannah flights
Tampa to Columbia flights
Fort Myers to Savannah flights
Sarasota to Charleston flights
Pensacola to Greenville flights
Fort Myers to Myrtle Beach flights
Gainesville to Myrtle Beach flights
Sarasota to Greenville flights
Orlando to Greenville flights
Fort Myers to Greenville flights
Tampa to Myrtle Beach flights
Daytona Beach to Charlotte flights
Orlando to Columbia flights
Sarasota to Savannah flights
Sarasota to Myrtle Beach flights
Gainesville to Charlotte flights
Orlando to Savannah flights
Fort Lauderdale to Columbia flights

Top airline flying from Orlando to Hilton Head Island

Discover the top airline that operate flights from Orlando 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$306Average$361FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.