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Hilton Head Island

$380+ Cheap flights from Orlando (MCO) 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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HHH
Mar 30 — Apr 61
Mon 3/30
Mon 4/6
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 February 28, 2026.

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.
Wed 3/256:00 am
MCO
-
HHH
1 stop4h 33m
American Airlines
Wed 4/12:58 pm
HHH
-
MCO
1 stop4h 04m
American Airlines
Deal found 2/25$455
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 3/125:00 am
MCO
-
HHH
1 stop5h 33m
American Airlines
Mon 3/162:58 pm
HHH
-
MCO
1 stop5h 48m
American Airlines
Deal found 2/25$602
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.
Wed 3/186:00 am
MCO
-
HHH
1 stop4h 33m
American Airlines
Sun 3/226:15 pm
HHH
-
MCO
1 stop3h 44m
American Airlines
Deal found 2/26$619
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.
Mon 3/168:30 pm
MCO
-
HHH
2 stops15h 23m
American Airlines
Fri 3/206:15 pm
HHH
-
MCO
2 stops13h 39m
American Airlines
Deal found 2/25$626
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.
Sat 3/145:00 am
MCO
-
HHH
1 stop5h 33m
American Airlines
Wed 3/182:58 pm
HHH
-
MCO
1 stop7h 01m
American Airlines
Deal found 2/26$658
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.
Fri 3/66:00 am
MCO
-
HHH
1 stop4h 33m
American Airlines
Sun 3/82:58 pm
HHH
-
MCO
1 stop7h 01m
American Airlines
Deal found 2/26$661

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 (MCO) 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 February 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$455
(American Airlines)

One-way from

$380
(American Airlines)
Provider with most accurate pricing for Orlando-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando-Hilton Head Island flights.
Search Deals
From Orlando to Hilton Head Island
Search Deals
One-way flight from Orlando 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 February 28, 2026.
Use the filters below to find and compare flights from Orlando Airport to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Wed 3/25

6:00 am-10:33 am

1 stop4h 33m

Hilton Head Island

Wed 4/1

2:58 pm-7:02 pm

1 stop4h 04m

$455

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Mon 3/16

8:30 pm-11:53 am

2 stops15h 23m

Hilton Head Island

Fri 3/20

6:15 pm-7:54 am

2 stops13h 39m

$626

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Thu 3/12

6:00 am-2:22 pm

2 stops8h 22m

Hilton Head Island

Mon 3/16

2:58 pm-7:02 pm

1 stop4h 04m

$635

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sat 3/14

5:00 am-10:33 am

1 stop5h 33m

Hilton Head Island

Wed 3/18

2:58 pm-9:59 pm

1 stop7h 01m

$658

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Wed 3/18

8:44 am-5:44 pm

2 stops9h 00m

Hilton Head Island

Sun 3/22

6:15 pm-7:54 am

2 stops13h 39m

$775

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 5/5

10:00 am-3:20 pm

1 stop5h 20m

Hilton Head Island

Sun 5/10

12:07 pm-4:08 pm

1 stop4h 01m

$1,019

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Wed 3/11

7:00 am-5:44 pm

2 stops10h 44m

$385

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Mon 6/1

6:15 am-11:10 am

1 stop4h 55m

$413

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sun 3/29

8:00 am-2:22 pm

1 stop6h 22m

$413

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Thu 3/12

8:00 am-2:22 pm

1 stop6h 22m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/27

Showing 1-10 of 11 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 February.
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 Airport-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 Airport-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Orlando Airport-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Orlando Airport-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 Airport-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 Airport to Hilton Head Island

What is the cheapest month to book a flight from Orlando Airport to Hilton Head Island?

Currently, February is the cheapest month in which you can book a flight from Orlando Airport to Hilton Head Island (average of $63). Flying from Orlando Airport to Hilton Head Island in April is currently the most expensive (average of $136). 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 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?

    Located just 3.3 mi from the city center, Hilton Head Island is the airport most travelers will use when flying to Hilton Head Island from Orlando. Booking flights from Orlando to Hilton Head (HHH) should be relatively easy as there are 0 daily inbound flights from Orlando from 0 different airlines.

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

    There are many flights that can get you from Orlando Airport to Hilton Head Island in 4h 33m. Fly via American Airlines to get the fastest option. The distance between Orlando Airport and Hilton Head Island is about 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.

  • What is the cheapest month to book a flight from Orlando Airport to Hilton Head Island?

    Currently, February is the cheapest month in which you can book a flight from Orlando Airport to Hilton Head Island (average of $63). Flying from Orlando Airport to Hilton Head Island in April is currently the most expensive (average of $136). 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

Traveling to a place near Hilton Head Island?

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