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$172+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MCO
Oct 13 — Oct 201
Mon 10/13
Mon 10/20
1 adult, Economy
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Cheap 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 September 13, 2025.

Round-trip from

$353
(American Airlines)

One-way from

$172
(American Airlines)
From Hilton Head Island to Orlando
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One-way flight from Hilton Head Island to Orlando
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Find 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 September 13, 2025.

This American Airlines deal was found by Cheapflights users on 9/12. 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 10/95:57 pmHHH - MCO
1 stop6h 11mAmerican Airlines
Sat 10/118:35 pmMCO - HHH
2 stops14h 57mAmerican Airlines
Deal found 9/12$378
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.
Fri 9/265:20 pmHHH - MCO
1 stop6h 11mAmerican Airlines
Tue 9/3010:20 amMCO - HHH
1 stop4h 36mAmerican Airlines
Deal found 9/11$387
This American Airlines deal was found by Cheapflights users on 9/12. 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 9/273:26 pmHHH - MCO
1 stop4h 31mAmerican Airlines
Wed 10/110:20 amMCO - HHH
1 stop6h 27mAmerican Airlines
Deal found 9/12$406
This Delta deal was found by Cheapflights users on 9/12. 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.
Sat 9/1312:14 pmHHH - MCO
1 stop6h 22mDelta
Sun 9/149:00 amMCO - HHH
1 stop6h 25mDelta
Deal found 9/12$1,028

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 September 13, 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

Sun 2/1

6:14 pm-12:06 am

1 stop5h 52m

Orlando

Fri 2/6

8:38 am-2:18 pm

1 stop5h 40m

$353

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Mon 2/2

4:00 pm-7:45 pm

1 stop3h 45m

Orlando

Fri 2/6

10:39 am-5:34 pm

1 stop6h 55m

$353

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Thu 10/9

5:57 pm-12:08 am

1 stop6h 11m

Orlando

Sat 10/11

8:35 pm-11:32 am

2 stops14h 57m

$378

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 9/26

5:20 pm-11:31 pm

1 stop6h 11m

Orlando

Tue 9/30

10:20 am-2:56 pm

1 stop4h 36m

$387

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sat 9/27

3:26 pm-7:57 pm

1 stop4h 31m

Orlando

Wed 10/1

10:20 am-4:47 pm

1 stop6h 27m

$406

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 9/30

5:20 pm-10:24 am

2 stops17h 04m

$172

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sat 11/8

6:48 pm-12:24 am

1 stop5h 36m

$190

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Thu 9/25

11:57 am-6:05 pm

1 stop6h 08m

$327

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 9/30

11:57 am-2:32 pm

3 stops26h 35m

$410

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 10/15

11:57 am-8:27 pm

1 stop8h 30m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 11 results
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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, May is the cheapest month in which you can book a flight from Hilton Head Island to Orlando Airport (average of $206). Flying from Hilton Head Island to Orlando Airport in November 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.

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 5h 52m. 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, May is the cheapest month in which you can book a flight from Hilton Head Island to Orlando Airport (average of $206). Flying from Hilton Head Island to Orlando Airport in November 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

Traveling to a place near Orlando Airport?

Book flights to Orlando Airport if you plan to visit one of these locations
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