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Hilton Head Island

$221+ Cheap flights from Orlando (ORL) to Hilton Head Island (HHH)

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 7/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — HHH
Jun 29 — Jul 61
Mon 6/29
Mon 7/6
1 adult, Economy
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Cheap flight deals from Orlando to Hilton Head Island

Cheapest flights from Orlando to Hilton Head Island
Explore the most affordable flight options available from Orlando to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 30, 2026.

This American Airlines deal was found by Cheapflights users on 5/26. 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.
Wed 7/159:01 am
MCO
-
HHH
1 stop5h 15m
American Airlines
Wed 7/2211:47 am
HHH
-
MCO
1 stop6h 57m
American Airlines
Deal found 5/26$347
This American Airlines deal was found by Cheapflights users on 5/27. 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.
Wed 8/56:00 am
MCO
-
HHH
2 stops8h 57m
American Airlines
Tue 8/113:27 pm
HHH
-
MCO
2 stops8h 06m
American Airlines
Deal found 5/27$357
This American Airlines deal was found by Cheapflights users on 5/28. 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.
Fri 8/77:21 am
MCO
-
HHH
1 stop3h 48m
American Airlines
Tue 8/115:16 pm
HHH
-
MCO
1 stop3h 48m
American Airlines
Deal found 5/28$367
This American Airlines deal was found by Cheapflights users on 5/28. 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 6/186:15 am
MCO
-
HHH
1 stop4h 55m
American Airlines
Sun 6/2112:56 pm
HHH
-
MCO
1 stop5h 45m
American Airlines
Deal found 5/28$387
This American Airlines deal was found by Cheapflights users on 5/29. 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 6/179:00 am
MCO
-
HHH
1 stop5h 13m
American Airlines
Sun 6/2112:56 pm
HHH
-
MCO
1 stop5h 45m
American Airlines
Deal found 5/29$417
This American Airlines deal was found by Cheapflights users on 5/26. 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 7/1610:03 am
MCO
-
HHH
1 stop4h 13m
American Airlines
Fri 7/174:55 pm
HHH
-
MCO
1 stop4h 05m
American Airlines
Deal found 5/26$441
This American Airlines deal was found by Cheapflights users on 5/26. 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.
Wed 6/108:00 am
MCO
-
HHH
1 stop6h 13m
American Airlines
Sun 6/145:21 pm
HHH
-
MCO
1 stop4h 39m
American Airlines
Deal found 5/26$447
This American Airlines deal was found by Cheapflights users on 5/25. 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.
Tue 6/99:57 am
MCO
-
HHH
1 stop6h 35m
American Airlines
Sat 6/135:18 pm
HHH
-
MCO
1 stop4h 42m
American Airlines
Deal found 5/25$476

Find flight deals from Orlando to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (ORL) to Hilton Head Island (HHH). 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 May 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$347
(American Airlines)

One-way from

$221
(American Airlines)
Provider with most accurate pricing for Orlando (ORL)-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Hilton Head Island flights.
Search Deals
From Orlando (ORL) to Hilton Head Island
Search Deals
One-way flight from Orlando (ORL) to Hilton Head Island
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to Hilton Head Island 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 May 30, 2026.
Use the filters below to find and compare flights from Orlando to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Wed 8/5

6:00 am-2:57 pm

2 stops8h 57m

Hilton Head Island

Tue 8/11

3:27 pm-11:33 pm

2 stops8h 06m

$357
Quickest round-trip

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 6/9

9:57 am-4:32 pm

1 stop6h 35m

Hilton Head Island

Sat 6/13

5:18 pm-10:00 pm

1 stop4h 42m

$476

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sat 6/13

5:00 am-11:10 am

1 stop6h 10m

Hilton Head Island

Wed 6/17

5:21 pm-11:59 pm

2 stops6h 38m

$584

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Wed 6/10

6:00 am-2:13 pm

2 stops8h 13m

Hilton Head Island

Sun 6/14

5:21 pm-11:59 pm

2 stops6h 38m

$658

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Fri 8/28

12:33 pm-12:59 pm

2 stops24h 26m

Hilton Head Island

Tue 9/1

2:48 pm-2:58 pm

1 stop24h 10m

$671
Cheapest one-way
Quickest one-way

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Thu 6/25

11:40 am-4:32 pm

1 stop4h 52m

$221

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Thu 7/23

9:05 am-3:29 pm

1 stop6h 24m

$221

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Thu 7/23

6:01 am-2:16 pm

2 stops8h 15m

$247

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Thu 6/18

7:34 am-4:32 pm

2 stops8h 58m

$247

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Mon 6/22

9:05 am-3:32 pm

1 stop6h 27m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/25

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

Compare providers for flights from Orlando to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Orlando to Hilton Head Island in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Orlando-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Orlando-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Orlando-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Orlando-Hilton Head Island flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Orlando-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Orlando to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Orlando 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 Orlando to Hilton Head Island
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 Orlando to Hilton Head Island. 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 into for flights to Hilton Head Island from Orlando?

    For a flight from Orlando to Hilton Head Island, you will be flying into Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city. Hilton Head is the only Hilton Head Island airport and it handles 0 inbound flights from Orlando per day. 0 airlines have flights to Hilton Head Island from Orlando on a regular basis.

  • How long is the flight from Orlando to Hilton Head Island?

    American Airlines can get you from Orlando to Hilton Head Island in just under 8h 57m. Your travel time can differ by up to . Airlines will cover a distance of 264 mi.

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

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

  • How can I find direct flights from Orlando to Hilton Head Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Hilton Head Island.

  • Can I find deals for business class flights from Orlando to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Orlando to Hilton Head Island 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

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort

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