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Hilton Head Island

$347+ Cheap flights from Orlando (ORL) to Hilton Head Island (HHH)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — HHH
Aug 30 — Sep 61
Sat 8/30
Sat 9/6
1 adult, Economy
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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 August 25, 2025.

Round-trip from

$347
(American Airlines)
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 August 25, 2025.

This American Airlines deal was found by Cheapflights users on 8/24. 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.
Sun 9/147:00 amMCO - HHH
1 stop4h 30mAmerican Airlines
Tue 9/163:26 pmHHH - MCO
1 stop3h 41mAmerican Airlines
Deal found 8/24$347
This American Airlines deal was found by Cheapflights users on 8/22. 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 9/3010:42 amMCO - HHH
1 stop6h 05mAmerican Airlines
Wed 10/13:26 pmHHH - MCO
1 stop4h 37mAmerican Airlines
Deal found 8/22$367
This American Airlines deal was found by Cheapflights users on 8/23. 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 9/138:17 amMCO - HHH
1 stop4h 03mAmerican Airlines
Sat 9/205:19 pmHHH - MCO
1 stop3h 46mAmerican Airlines
Deal found 8/23$376
This American Airlines deal was found by Cheapflights users on 8/23. 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 10/66:00 amMCO - HHH
2 stops8h 32mAmerican Airlines
Fri 10/103:02 pmHHH - MCO
1 stop6h 58mAmerican Airlines
Deal found 8/23$393
This American Airlines deal was found by Cheapflights users on 8/23. 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.
Sun 9/78:00 amMCO - HHH
1 stop6h 06mAmerican Airlines
Thu 9/116:20 pmHHH - MCO
1 stop5h 49mAmerican Airlines
Deal found 8/23$399
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/86:10 amMCO - HHH
2 stops8h 46mAmerican Airlines
Fri 9/125:20 pmHHH - MCO
2 stops6h 35mAmerican Airlines
Deal found 8/24$409

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 August 25, 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

Sun 9/14

7:00 am-11:30 am

1 stop4h 30m

Hilton Head Island

Tue 9/16

3:26 pm-7:07 pm

1 stop3h 41m

$347

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Mon 10/6

5:00 am-11:32 am

1 stop6h 32m

Hilton Head Island

Fri 10/10

3:02 pm-10:00 pm

1 stop6h 58m

$352

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 9/30

10:42 am-4:47 pm

1 stop6h 05m

Hilton Head Island

Wed 10/1

3:26 pm-8:03 pm

1 stop4h 37m

$367

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sat 9/13

8:17 am-12:20 pm

1 stop4h 03m

Hilton Head Island

Sat 9/20

5:19 pm-9:05 pm

1 stop3h 46m

$376

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Mon 9/1

11:00 am-3:22 pm

1 stop4h 22m

$379

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sat 8/30

9:00 am-11:21 am

2 stops26h 21m

$494

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sat 8/30

9:30 am-3:22 pm

1 stop5h 52m

$570

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Mon 9/1

4:14 pm-11:25 am

2 stops19h 11m

$1,077

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/24

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 August 25, 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 August 25, 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

Overall

7.2

Boarding

7.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Food

6.5

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

Overall

7.2

Boarding

7.5

Comfort

7.2

Crew

8.0

Entertainment

6.9

Food

6.5

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 can get you from Orlando to Hilton Head Island in just under 4h 30m. 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, 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

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Alternative routes for Orlando to Hilton Head Island

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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 August 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$306Average$361FlexibilityNo cancel feeOn-time71%

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