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

$275+ 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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — HHH
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
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.

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 November 20, 2025.

This American Airlines deal was found by Cheapflights users on 11/18. 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 amMCO - HHH
2 stops12h 21mAmerican Airlines
Sat 12/1311:47 amHHH - MCO
1 stop4h 53mAmerican Airlines
Deal found 11/18$362
This American Airlines deal was found by Cheapflights users on 11/18. 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 12/189:50 amMCO - HHH
1 stop4h 26mAmerican Airlines
Sun 12/212:46 pmHHH - MCO
1 stop4h 16mAmerican Airlines
Deal found 11/18$444
This American Airlines deal was found by Cheapflights users on 11/19. 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 12/308:00 amMCO - HHH
1 stop6h 16mAmerican Airlines
Sat 1/36:13 pmHHH - MCO
1 stop3h 47mAmerican Airlines
Deal found 11/19$451
This American Airlines deal was found by Cheapflights users on 11/18. 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 11/199:32 amMCO - HHH
1 stop5h 25mAmerican Airlines
Sat 11/222:51 pmHHH - MCO
1 stop5h 15mAmerican Airlines
Deal found 11/18$465
This American Airlines deal was found by Cheapflights users on 11/18. 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 11/2610:03 amMCO - HHH
2 stops8h 06mAmerican Airlines
Sat 11/2910:18 amHHH - MCO
2 stops7h 55mAmerican Airlines
Deal found 11/18$499

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 November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$444
(American Airlines)

One-way from

$275
(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 Orlando (ORL) to Hilton Head Island
Search Deals
One-way flight from Orlando (ORL) to Hilton Head Island
Search Deals

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 November 20, 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

Thu 12/11

6:00 am-6:21 pm

2 stops12h 21m

Hilton Head Island

Sat 12/13

11:47 am-4:40 pm

1 stop4h 53m

$362

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Thu 12/18

9:50 am-2:16 pm

1 stop4h 26m

Hilton Head Island

Sun 12/21

2:46 pm-7:02 pm

1 stop4h 16m

$444

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Fri 12/5

7:00 am-6:33 pm

2 stops11h 33m

Hilton Head Island

Tue 12/9

7:08 pm-10:12 am

2 stops15h 04m

$444

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 12/30

8:00 am-2:16 pm

1 stop6h 16m

Hilton Head Island

Sat 1/3

6:13 pm-10:00 pm

1 stop3h 47m

$451

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Wed 11/26

6:00 am-10:24 am

2 stops28h 24m

$275

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Thu 11/27

1:35 pm-11:49 am

2 stops22h 14m

$298

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 11/25

6:57 pm-6:09 pm

2 stops23h 12m

$370

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sat 11/29

11:20 am-11:49 am

2 stops24h 29m

$376

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Fri 11/28

6:43 am-6:09 pm

2 stops11h 26m

$376

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Fri 1/9

7:00 pm-12:20 pm

2 stops17h 20m

$387

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 11 results
1
2

Compare providers for flights from Orlando to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Orlando to Hilton Head Island in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Orlando-Hilton Head Island flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Orlando-Hilton Head Island flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Orlando-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Orlando-Hilton Head Island flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Orlando-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, February is the cheapest month in which you can book a flight from Orlando to Hilton Head Island (average of $63). Flying from Orlando to Hilton Head Island in April is currently the most expensive (average of $141). 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 November 20, 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 evening could potentially save you up to 77% 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 November 20, 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
11,047 reviews

Overall

7.2

Entertainment

6.9

Comfort

7.2

Crew

8.0

Boarding

7.5

Food

6.4

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
11,047 reviews
American Airlines
7.2
Good
11,047 reviews

Overall

7.2

Entertainment

6.9

Comfort

7.2

Crew

8.0

Boarding

7.5

Food

6.4

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 can get you from Orlando to Hilton Head Island in just under 12h 21m. Your travel time can differ by up to . Airlines will cover a distance of 264 mi.

  • 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, February is the cheapest month in which you can book a flight from Orlando to Hilton Head Island (average of $63). Flying from Orlando to Hilton Head Island in April is currently the most expensive (average of $141). 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.
Fort Lauderdale to Charlotte flights
Orlando to Charlotte flights
Miami to Charlotte flights
Tampa to Charlotte flights
West Palm Beach to Charlotte flights
Fort Lauderdale to Charleston flights
Tampa to Greenville flights
Miami to Charleston flights
Sarasota to Charlotte flights
Fort Myers to Charlotte flights
Fort Lauderdale to Savannah flights
Miami to Savannah flights
Tampa to Myrtle Beach flights
Pensacola to Charlotte flights
Orlando to Charleston flights
Tampa to Charleston flights
Tampa to Savannah flights
Jacksonville to Charlotte flights
Fort Lauderdale to Greenville flights
West Palm Beach to Charleston flights
Fort Myers to Charleston flights
Orlando to Myrtle Beach flights
Miami to Greenville flights
West Palm Beach to Columbia flights
West Palm Beach to Myrtle Beach flights
Orlando to Columbia flights
West Palm Beach to Greenville flights
Orlando to Savannah flights
Fort Lauderdale to Myrtle Beach flights
West Palm Beach to Savannah flights
Fort Myers to Savannah flights
Sarasota to Greenville flights
Orlando to Greenville flights
Tallahassee to Charlotte flights
Sarasota to Savannah flights
Miami to Myrtle Beach flights
Fort Myers to Greenville flights
Daytona Beach to Charlotte flights
Melbourne to Charlotte flights
Fort Lauderdale to Columbia flights
Miami to Augusta flights
Jacksonville to Charleston flights
Key West to Charlotte flights
Miami to Columbia flights
Jacksonville to Myrtle Beach flights
Sarasota to Charleston flights
Tallahassee to Columbia flights
Tampa to Columbia flights
Orlando to Augusta flights
Jacksonville to Greenville 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 November 20, 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.