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Walt Disney World

$253+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MCO
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
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 July 28, 2026.

This American Airlines deal was found by Cheapflights users on 7/23. 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.
Fri 12/1112:21 pm
HHH
-
MCO
1 stop6h 29m
American Airlines
Mon 12/148:05 am
MCO
-
HHH
1 stop3h 46m
American Airlines
Deal found 7/23$367
This American Airlines deal was found by Cheapflights users on 7/28. 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 12/246:13 pm
HHH
-
MCO
1 stop6h 16m
American Airlines
Wed 12/305:00 am
MCO
-
HHH
1 stop5h 44m
American Airlines
Deal found 7/28$446
This Delta deal was found by Cheapflights users on 7/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1112:15 pm
HHH
-
MCO
1 stop4h 25m
Delta
Sat 8/1510:05 am
MCO
-
HHH
1 stop5h 27m
Delta
Deal found 7/26$457
This American Airlines deal was found by Cheapflights users on 7/23. 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.
Mon 8/243:27 pm
HHH
-
MCO
1 stop5h 37m
American Airlines
Thu 8/2710:57 am
MCO
-
HHH
1 stop4h 00m
American Airlines
Deal found 7/23$495
This American Airlines deal was found by Cheapflights users on 7/26. 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.
Tue 8/113:27 pm
HHH
-
MCO
1 stop4h 40m
American Airlines
Sat 8/157:00 pm
MCO
-
HHH
2 stops16h 09m
American Airlines
Deal found 7/26$540
This American Airlines deal was found by Cheapflights users on 7/28. 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 8/175:16 pm
HHH
-
MCO
1 stop3h 48m
American Airlines
Thu 8/2010:57 am
MCO
-
HHH
1 stop5h 41m
American Airlines
Deal found 7/28$565
This American Airlines deal was found by Cheapflights users on 7/28. 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 8/125:16 pm
HHH
-
MCO
2 stops15h 04m
American Airlines
Sun 8/169:00 am
MCO
-
HHH
1 stop5h 16m
American Airlines
Deal found 7/28$570
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Sat 7/253:34 pm
HHH
-
MCO
1 stop4h 27m
American Airlines
Sun 7/2610:03 am
MCO
-
HHH
1 stop4h 13m
American Airlines
Deal found 7/24$612
This American Airlines deal was found by Cheapflights users on 7/24. 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 7/244:55 pm
HHH
-
MCO
1 stop5h 05m
American Airlines
Mon 7/2711:40 am
MCO
-
HHH
1 stop4h 45m
American Airlines
Deal found 7/24$619

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 July 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$441
(American Airlines)

One-way from

$253
(American Airlines)
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
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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 July 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

Cheapest round-trip

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 12/11

12:21 pm-6:50 pm

1 stop6h 29m

Orlando

Mon 12/14

8:05 am-11:51 am

1 stop3h 46m

$367

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 1/15

3:29 pm-8:14 pm

1 stop4h 45m

Orlando

Sat 1/23

7:00 am-12:20 pm

1 stop5h 20m

$441

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 8/11

12:15 pm-4:40 pm

1 stop4h 25m

Orlando

Sat 8/15

10:05 am-3:32 pm

1 stop5h 27m

$457
Quickest round-trip

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 8/12

5:16 pm-9:04 pm

1 stop3h 48m

Orlando

Sun 8/16

6:12 am-11:09 am

1 stop4h 57m

$457

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Mon 8/24

3:27 pm-9:04 pm

1 stop5h 37m

Orlando

Thu 8/27

10:57 am-2:57 pm

1 stop4h 00m

$495

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sun 8/9

5:46 pm-10:00 pm

1 stop4h 14m

Orlando

Thu 8/13

9:10 am-2:57 pm

1 stop5h 47m

$645

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 8/11

3:27 pm-11:33 pm

2 stops8h 06m

Orlando

Sat 8/15

7:30 am-4:41 pm

2 stops9h 11m

$649

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Mon 8/17

12:15 pm-6:50 pm

1 stop6h 35m

Orlando

Thu 8/20

9:05 am-3:32 pm

1 stop6h 27m

$679
Cheapest one-way
Quickest one-way

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 8/28

11:40 am-3:31 pm

1 stop3h 51m

$253

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 8/7

3:27 pm-7:25 pm

1 stop3h 58m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

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

No data available for this route at this time. Please check back soon.

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 $457, American Airlines can have you in Walt Disney World from Hilton Head Island in 4h 25m. 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.

See more FAQs

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