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Walt Disney World

$166+ 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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MCO
Mar 30 — Apr 61
Mon 3/30
Mon 4/6
1 adult, Economy
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Cheap 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 February 28, 2026.

This American Airlines deal was found by Cheapflights users on 2/26. 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 4/302:58 pm
HHH
-
MCO
1 stop5h 43m
American Airlines
Sun 5/36:00 am
MCO
-
HHH
1 stop4h 32m
American Airlines
Deal found 2/26$443
This American Airlines deal was found by Cheapflights users on 2/27. 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 3/142:58 pm
HHH
-
MCO
1 stop7h 02m
American Airlines
Wed 3/185:00 am
MCO
-
HHH
1 stop5h 33m
American Airlines
Deal found 2/27$465
This Delta deal was found by Cheapflights users on 2/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2212:00 pm
HHH
-
MCO
1 stop4h 26m
Delta
Wed 9/239:00 am
MCO
-
HHH
1 stop6h 20m
Delta
Deal found 2/23$489
This American Airlines deal was found by Cheapflights users on 2/24. 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.
Wed 4/1511:03 am
HHH
-
MCO
2 stops10h 23m
American Airlines
Fri 4/179:19 pm
MCO
-
HHH
1 stop16h 21m
American Airlines
Deal found 2/24$497
This American Airlines deal was found by Cheapflights users on 2/25. 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 3/56:20 pm
HHH
-
MCO
1 stop6h 12m
American Airlines
Sun 3/85:00 am
MCO
-
HHH
1 stop5h 33m
American Airlines
Deal found 2/25$549
This Delta deal was found by Cheapflights users on 2/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1512:08 pm
HHH
-
MCO
1 stop5h 32m
Delta
Fri 4/179:00 am
MCO
-
HHH
1 stop6h 20m
Delta
Deal found 2/24$609
This American Airlines deal was found by Cheapflights users on 2/24. 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.
Fri 3/132:58 pm
HHH
-
MCO
1 stop5h 48m
American Airlines
Sun 3/155:00 am
MCO
-
HHH
1 stop5h 33m
American Airlines
Deal found 2/24$630
This American Airlines deal was found by Cheapflights users on 2/23. 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.
Tue 3/1012:23 pm
HHH
-
MCO
1 stop4h 26m
American Airlines
Sat 3/145:00 am
MCO
-
HHH
1 stop5h 33m
American Airlines
Deal found 2/23$658

Find 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 February 28, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$443
(American Airlines)

One-way from

$166
(Delta)
Provider with most accurate pricing for Hilton Head Island-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilton Head Island-Orlando (ORL) flights.
Search Deals
From Hilton Head Island to Walt Disney World
Search Deals
One-way flight from Hilton Head Island to Walt Disney World
Search Deals

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 February 28, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Bay Lake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sat 3/14

2:58 pm-10:00 pm

1 stop7h 02m

Orlando

Wed 3/18

5:00 am-10:33 am

1 stop5h 33m

$465

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Thu 4/30

11:03 am-7:17 pm

2 stops8h 14m

Orlando

Sun 5/3

5:00 am-10:32 am

1 stop5h 32m

$507

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 4/15

12:08 pm-5:40 pm

1 stop5h 32m

Orlando

Fri 4/17

9:00 am-3:20 pm

1 stop6h 20m

$609

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 3/13

2:58 pm-8:46 pm

1 stop5h 48m

Orlando

Sun 3/15

5:00 am-10:33 am

1 stop5h 33m

$630

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 3/10

12:23 pm-4:49 pm

1 stop4h 26m

Orlando

Sat 3/14

5:00 am-10:33 am

1 stop5h 33m

$658

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 4/15

11:03 am-9:26 pm

2 stops10h 23m

Orlando

Fri 4/17

6:00 am-4:34 pm

2 stops10h 34m

$660

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Mon 3/9

11:03 am-10:00 pm

2 stops10h 57m

Orlando

Fri 3/13

5:00 am-10:33 am

1 stop5h 33m

$824

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sun 3/22

2:58 pm-9:59 pm

1 stop7h 01m

Orlando

Sat 4/4

6:00 am-10:33 am

1 stop4h 33m

$846

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Thu 4/16

12:08 pm-6:45 pm

1 stop6h 37m

$166

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 4/22

3:05 pm-9:36 am

2 stops18h 31m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/25

Showing 1-10 of 12 resultsSorted by cheapest first
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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 $71). 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 $609, American Airlines can have you in Walt Disney World from Hilton Head Island in 5h 32m. Airlines will cover a distance of 264 mi. This flight may include one or multiple stops.

  • 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 $71). 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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