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$249+ Cheap flights from Hilton Head Island (HHH) to Orlando (MCO)

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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MCO
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Orlando

Cheapest flights from Hilton Head Island to Orlando
Explore the most affordable flight options available from Hilton Head Island to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/242:46 pmHHH - MCO
1 stop4h 16mAmerican Airlines
Mon 12/296:00 amMCO - HHH
1 stop4h 44mAmerican Airlines
Deal found 12/10$493
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Fri 12/266:13 pmHHH - MCO
1 stop6h 16mAmerican Airlines
Tue 12/302:04 pmMCO - HHH
1 stop3h 39mAmerican Airlines
Deal found 12/11$507
This American Airlines deal was found by Cheapflights users on 12/9. 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.
Wed 12/242:46 pmHHH - MCO
2 stops9h 31mAmerican Airlines
Sun 12/286:00 amMCO - HHH
1 stop4h 44mAmerican Airlines
Deal found 12/9$642
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Tue 12/232:46 pmHHH - MCO
1 stop5h 41mAmerican Airlines
Sat 12/275:00 amMCO - HHH
1 stop5h 44mAmerican Airlines
Deal found 12/10$698
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Sun 12/2111:14 amHHH - MCO
2 stops11h 49mAmerican Airlines
Wed 12/247:39 pmMCO - HHH
2 stops18h 37mAmerican Airlines
Deal found 12/11$720

Find flight deals from Hilton Head Island to Orlando

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to Orlando (MCO). 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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$493
(American Airlines)

One-way from

$249
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Orlando flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilton Head Island-Orlando flights.
Search Deals
From Hilton Head Island to Orlando
Search Deals
One-way flight from Hilton Head Island to Orlando
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Orlando 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 December 12, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Orlando Airport that are best for you.

Fly from

Hilton Head Island

Fly to

Orlando

Route

Depart

Return

Price

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 12/24

2:46 pm-7:02 pm

1 stop4h 16m

Orlando

Sun 12/28

6:00 am-10:44 am

1 stop4h 44m

$493

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 12/24

2:46 pm-7:02 pm

1 stop4h 16m

Orlando

Mon 12/29

6:00 am-10:44 am

1 stop4h 44m

$493

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 12/26

6:13 pm-12:29 am

1 stop6h 16m

Orlando

Tue 12/30

2:04 pm-5:43 pm

1 stop3h 39m

$507

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Mon 1/5

11:14 am-9:55 pm

2 stops10h 41m

Orlando

Fri 1/9

6:00 am-2:59 pm

2 stops8h 59m

$668

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 12/23

2:46 pm-8:27 pm

1 stop5h 41m

Orlando

Sat 12/27

5:00 am-10:44 am

1 stop5h 44m

$698

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sun 12/21

11:14 am-11:03 pm

2 stops11h 49m

Orlando

Wed 12/24

7:39 pm-2:16 pm

2 stops18h 37m

$720

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Thu 3/12

6:20 pm-7:54 am

2 stops13h 34m

$249

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 3/13

4:11 pm-8:53 am

1 stop16h 42m

$283

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sun 6/7

6:24 pm-8:19 am

2 stops13h 55m

$314

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sun 6/7

12:00 pm-6:31 pm

1 stop6h 31m

$409

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Compare providers for flights from Hilton Head Island to Orlando

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 Hilton Head Island to Orlando in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*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 Hilton Head Island-Orlando Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Hilton Head Island-Orlando Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Hilton Head Island-Orlando Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hilton Head Island-Orlando Airport 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 Hilton Head Island-Orlando Airport 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 Hilton Head Island to Orlando

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

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

Currently, August is the cheapest month in which you can book a flight from Hilton Head Island to Orlando Airport (average of $81). Flying from Hilton Head Island to Orlando Airport in February is currently the most expensive (average of $225). 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.

Related info for your journey

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

    If you book a flight to Orlando from Hilton Head Island, you will be flying from Hilton Head, which is the city’s only airport. Hilton Head Island (HHH) is located 3.3 mi from the center of Hilton Head Island. There are 0 flights from Hilton Head to Orlando per day from 0 different airlines.

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

    American Airlines can get you from Hilton Head Island to Orlando Airport in just under 4h 16m. Your travel time can differ by up to . Hilton Head Island and Orlando Airport are separated by a distance of 264 mi.

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

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

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

    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 Orlando.

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

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

    Currently, August is the cheapest month in which you can book a flight from Hilton Head Island to Orlando Airport (average of $81). Flying from Hilton Head Island to Orlando Airport in February is currently the most expensive (average of $225). 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 Orlando Airport?

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