HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Hilton Head Island

$242+ 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 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — HHH
May 31 — Jun 71
Sun 5/31
Sun 6/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Orlando to Hilton Head Island with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 1, 2026.

This Delta deal was found by Cheapflights users on 4/26. 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 6/911:05 am
MCO
-
HHH
1 stop4h 27m
Delta
Tue 6/1612:13 pm
HHH
-
MCO
1 stop5h 27m
Delta
Deal found 4/26$347
This American Airlines deal was found by Cheapflights users on 4/26. 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 6/97:34 am
MCO
-
HHH
2 stops8h 58m
American Airlines
Tue 6/165:21 pm
HHH
-
MCO
1 stop6h 52m
American Airlines
Deal found 4/26$352
This American Airlines deal was found by Cheapflights users on 4/26. 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 8/15:00 am
MCO
-
HHH
1 stop6h 05m
American Airlines
Fri 8/73:27 pm
HHH
-
MCO
1 stop3h 58m
American Airlines
Deal found 4/26$377
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:05 am
MCO
-
HHH
1 stop6h 24m
Delta
Sun 8/212:11 pm
HHH
-
MCO
1 stop5h 36m
Delta
Deal found 4/29$413
This American Airlines deal was found by Cheapflights users on 4/29. 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 7/296:00 am
MCO
-
HHH
2 stops8h 16m
American Airlines
Sun 8/212:50 pm
HHH
-
MCO
1 stop7h 11m
American Airlines
Deal found 4/29$420
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/16:15 am
MCO
-
HHH
1 stop4h 55m
American Airlines
Wed 6/311:40 am
HHH
-
MCO
1 stop6h 03m
American Airlines
Deal found 4/30$428
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/158:06 am
MCO
-
HHH
1 stop4h 31m
American Airlines
Tue 5/192:54 pm
HHH
-
MCO
1 stop6h 22m
American Airlines
Deal found 4/30$447
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Sat 6/135:00 am
MCO
-
HHH
1 stop6h 10m
American Airlines
Sat 6/202:56 pm
HHH
-
MCO
1 stop5h 04m
American Airlines
Deal found 4/28$483

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 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$347
(Delta)

One-way from

$242
(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 1, 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
Quickest round-trip

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 6/9

11:05 am-3:32 pm

1 stop4h 27m

Hilton Head Island

Tue 6/16

12:13 pm-5:40 pm

1 stop5h 27m

$347

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 6/9

6:00 am-2:13 pm

2 stops8h 13m

Hilton Head Island

Tue 6/16

5:21 pm-11:59 pm

2 stops6h 38m

$392

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Wed 7/29

9:05 am-3:29 pm

1 stop6h 24m

Hilton Head Island

Sun 8/2

12:11 pm-5:47 pm

1 stop5h 36m

$413

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Wed 7/29

6:00 am-2:16 pm

2 stops8h 16m

Hilton Head Island

Sun 8/2

12:50 pm-8:01 pm

1 stop7h 11m

$420

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Mon 6/1

6:15 am-11:10 am

1 stop4h 55m

Hilton Head Island

Wed 6/3

11:40 am-5:43 pm

1 stop6h 03m

$428

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sun 6/14

6:15 am-12:26 pm

1 stop6h 11m

Hilton Head Island

Wed 6/17

2:43 pm-9:00 pm

1 stop6h 17m

$428

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Fri 5/15

8:06 am-12:37 pm

1 stop4h 31m

Hilton Head Island

Tue 5/19

1:08 pm-9:26 pm

2 stops8h 18m

$452

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sat 6/13

5:00 am-11:10 am

1 stop6h 10m

Hilton Head Island

Sat 6/20

2:56 pm-8:00 pm

1 stop5h 04m

$483

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sat 5/30

5:00 am-11:06 am

1 stop6h 06m

Hilton Head Island

Sat 6/6

5:18 pm-10:00 pm

1 stop4h 42m

$485

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sat 5/16

1:47 pm-6:20 pm

1 stop4h 33m

Hilton Head Island

Sun 5/17

6:39 pm-12:14 am

1 stop5h 35m

$503

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 16 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?

    Delta and American Airlines can get you from Orlando to Hilton Head Island in just under 4h 27m. Your travel time can differ by up to 3h 46m. Airlines will cover a distance of 264 mi. This flight may include one or multiple stops.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Orlando to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to Charlotte flights
Orlando to Charlotte flights
Miami to Charlotte flights
Tampa to Charlotte flights
West Palm Beach to Charlotte flights
Tampa to Charleston flights
Fort Lauderdale to Charleston flights
Fort Myers to Charlotte flights
Miami to Charleston flights
Daytona Beach to Charlotte flights
Tampa to Myrtle Beach flights
Pensacola to Savannah flights
Jacksonville to Charlotte flights
Sarasota to Charlotte flights
Melbourne to Charlotte flights
Tampa to Greenville flights
Sarasota to Charleston flights
Miami to Greenville flights
Fort Lauderdale to Greenville flights
Miami to Savannah flights
Orlando to Charleston flights
Tampa to Columbia flights
West Palm Beach to Greenville flights
Orlando to Savannah flights
Fort Lauderdale to Myrtle Beach flights
Tampa to Savannah flights
Orlando to Myrtle Beach flights
Fort Myers to Charleston flights
Pensacola to Charlotte flights
Sarasota to Savannah flights
Orlando to Greenville flights
Fort Myers to Greenville flights
West Palm Beach to Savannah flights
Fort Myers to Savannah flights
Miami to Columbia flights
Fort Lauderdale to Columbia flights
Pensacola to Hilton Head Island flights
Tallahassee to Charlotte flights
Miami to Myrtle Beach flights
West Palm Beach to Charleston flights
Pensacola to Charleston flights
Sarasota to Greenville flights
Fort Lauderdale to Savannah flights
West Palm Beach to Myrtle Beach flights
Sarasota to Myrtle Beach flights
Pensacola to Greenville flights
Fort Myers to Myrtle Beach flights
Jacksonville to Charleston flights
Jacksonville to Greenville flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.