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$191+ Cheap flights from Hilton Head Island (HHH) to Bay Lake, FL

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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MCO
Feb 11 — Feb 181
Wed 2/11
Wed 2/18
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 January 12, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$377
(American Airlines)

One-way from

$191
(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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One-way flight 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 January 12, 2026.

This American Airlines deal was found by Cheapflights users on 1/12. 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.
Mon 2/912:51 pm
HHH
-
MCO
2 stops11h 08m
American Airlines
Thu 2/126:00 am
MCO
-
HHH
1 stop4h 33m
American Airlines
Deal found 1/12$358
This American Airlines deal was found by Cheapflights users on 1/12. 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.
Sun 2/812:51 pm
HHH
-
MCO
2 stops11h 08m
American Airlines
Thu 2/126:00 am
MCO
-
HHH
1 stop4h 33m
American Airlines
Deal found 1/12$377
This American Airlines deal was found by Cheapflights users on 1/11. 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.
Tue 3/2412:23 pm
HHH
-
MCO
2 stops9h 37m
American Airlines
Wed 3/255:00 am
MCO
-
HHH
1 stop5h 33m
American Airlines
Deal found 1/11$386
This American Airlines deal was found by Cheapflights users on 1/12. 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.
Tue 1/273:29 pm
HHH
-
MCO
1 stop4h 45m
American Airlines
Sat 1/318:00 am
MCO
-
HHH
1 stop4h 20m
American Airlines
Deal found 1/12$465
This American Airlines deal was found by Cheapflights users on 1/12. 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 4/181:08 pm
HHH
-
MCO
2 stops8h 18m
American Airlines
Sat 4/255:00 am
MCO
-
HHH
1 stop5h 32m
American Airlines
Deal found 1/12$511
This American Airlines deal was found by Cheapflights users on 1/12. 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.
Fri 1/3012:51 pm
HHH
-
MCO
2 stops10h 05m
American Airlines
Sun 2/17:00 pm
MCO
-
HHH
2 stops19h 59m
American Airlines
Deal found 1/12$513

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 January 12, 2026.
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

Mon 2/9

12:51 pm-11:59 pm

2 stops11h 08m

Orlando

Thu 2/12

6:00 am-10:33 am

1 stop4h 33m

$358

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sun 2/8

12:51 pm-11:59 pm

2 stops11h 08m

Orlando

Thu 2/12

6:00 am-10:33 am

1 stop4h 33m

$377

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 3/24

3:31 pm-8:56 pm

1 stop5h 25m

Orlando

Wed 3/25

8:00 am-2:22 pm

1 stop6h 22m

$381

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 1/27

3:29 pm-8:14 pm

1 stop4h 45m

Orlando

Sat 1/31

8:00 am-12:20 pm

1 stop4h 20m

$465

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sat 4/18

1:08 pm-9:26 pm

2 stops8h 18m

Orlando

Sat 4/25

5:00 am-10:32 am

1 stop5h 32m

$511

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 1/30

12:51 pm-10:56 pm

2 stops10h 05m

Orlando

Sun 2/1

7:00 pm-2:59 pm

2 stops19h 59m

$513

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sun 2/1

12:51 pm-11:59 pm

2 stops11h 08m

$202

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Thu 1/29

12:51 pm-10:56 pm

2 stops10h 05m

$267

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 1/30

12:51 pm-11:59 pm

2 stops11h 08m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/11

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, January is the cheapest month in which you can book a flight from Hilton Head Island to Walt Disney World (average of $74). Flying from Hilton Head Island to Walt Disney World in November is currently the most expensive (average of $134). 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 $358, American Airlines can have you in Walt Disney World from Hilton Head Island in 11h 08m. 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, January is the cheapest month in which you can book a flight from Hilton Head Island to Walt Disney World (average of $74). Flying from Hilton Head Island to Walt Disney World in November is currently the most expensive (average of $134). 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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