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Walt Disney World

$382+ Cheap flights from Hilton Head Island (HHH) to Bay Lake, FL

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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MCO
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Walt Disney World

Keep the following information in mind while searching for Hilton Head Island to Walt Disney World flight deals. Data was last updated November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$382
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Hilton Head Island-Orlando (ORL) flights.
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From Hilton Head Island to Walt Disney World
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Find flight deals from Hilton Head Island to Walt Disney World

Cheapest flights from Hilton Head Island to Walt Disney World
Explore the most affordable flight options available from Hilton Head Island to Walt Disney World. 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.
Sat 12/2011:14 amHHH - MCO
1 stop6h 54mAmerican Airlines
Mon 1/56:00 amMCO - HHH
1 stop4h 44mAmerican Airlines
Deal found 11/18$410
This American Airlines deal was found by Cheapflights users on 11/20. 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 12/512:52 pmHHH - MCO
2 stops10h 26mAmerican Airlines
Tue 12/97:00 amMCO - HHH
2 stops11h 33mAmerican Airlines
Deal found 11/20$487
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.
Wed 11/262:51 pmHHH - MCO
1 stop5h 15mAmerican Airlines
Sun 11/308:05 amMCO - HHH
1 stop3h 44mAmerican Airlines
Deal found 11/19$507
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.
Thu 12/46:52 pmHHH - MCO
2 stops13h 23mAmerican Airlines
Mon 12/86:00 amMCO - HHH
2 stops12h 33mAmerican Airlines
Deal found 11/19$530

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Walt Disney World 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 Hilton Head Island to Bay Lake that are best for you.

Fly from

Hilton Head Island

Fly to

Walt Disney World

Route

Depart

Return

Price

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sat 1/31

3:29 pm-12:10 pm

2 stops20h 41m

Orlando

Wed 2/4

2:26 pm-2:59 pm

2 stops24h 33m

$382

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sat 12/20

11:14 am-6:08 pm

1 stop6h 54m

Orlando

Mon 1/5

6:00 am-10:44 am

1 stop4h 44m

$410

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 12/5

12:52 pm-11:18 pm

2 stops10h 26m

Orlando

Tue 12/9

7:00 am-6:33 pm

2 stops11h 33m

$487

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Thu 12/4

6:52 pm-8:15 am

2 stops13h 23m

Orlando

Mon 12/8

6:00 am-6:33 pm

2 stops12h 33m

$530

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Best time to book a flight from Hilton Head Island to Walt Disney World

Have a flexible travel schedule? Discover the best time to fly to Walt Disney World 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 Bay Lake

What is the cheapest month to book a flight from Hilton Head Island to Walt Disney World?

Currently, February is the cheapest month in which you can book a flight from Hilton Head Island to Walt Disney World (average of $78). Flying from Hilton Head Island to Walt Disney World in April is currently the most expensive (average of $122). 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 Walt Disney World. 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 Walt Disney World?

    Most people fly from Hilton Head Island (HHH) if they book a flight from Hilton Head Island to Walt Disney World. On average, Hilton Head has 0 outbound flights to Walt Disney World per day from 0 airlines. Hilton Head Island is conveniently located just 3.3 mi from Hilton Head Island’s city center.

  • How long is the flight from Hilton Head Island to Walt Disney World?

    For as low as $382, American Airlines can have you in Walt Disney World from Hilton Head Island in 20h 41m. Airlines will cover a distance of 264 mi.

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

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

  • How can I find direct flights from Hilton Head Island to Walt Disney World?

    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 Walt Disney World.

  • Can I find deals for business class flights from Hilton Head Island to Walt Disney World?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Walt Disney World 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 Walt Disney World?

    Currently, February is the cheapest month in which you can book a flight from Hilton Head Island to Walt Disney World (average of $78). Flying from Hilton Head Island to Walt Disney World in April is currently the most expensive (average of $122). 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

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