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

$221+ 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 6/25. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HHH
Jun 27 — Jul 41
Sat 6/27
Sat 7/4
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 28, 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 5/24. 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 7/1010:03 am
MCO
-
HHH
1 stop4h 13m
American Airlines
Mon 7/1311:47 am
HHH
-
MCO
1 stop6h 57m
American Airlines
Deal found 5/24$367
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 (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 May 28, 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-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 May 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

Cheapest round-trip

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Wed 7/15

9:01 am-2:16 pm

1 stop5h 15m

Hilton Head Island

Wed 7/22

11:47 am-6:44 pm

1 stop6h 57m

$347

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

Fri 7/10

10:03 am-2:16 pm

1 stop4h 13m

Hilton Head Island

Mon 7/13

11:47 am-6:44 pm

1 stop6h 57m

$367

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Thu 7/16

6:01 am-4:25 pm

2 stops10h 24m

Hilton Head Island

Fri 7/17

2:48 pm-9:00 pm

1 stop6h 12m

$446

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

12:56 pm-8:00 pm

1 stop7h 04m

$452

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

Tue 6/16

6:00 am-4:32 pm

2 stops10h 32m

Hilton Head Island

Fri 6/19

2:43 pm-8:00 pm

1 stop5h 17m

$488

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Mon 6/8

6:00 am-4:32 pm

2 stops10h 32m

Hilton Head Island

Fri 6/12

11:40 am-4:45 pm

1 stop5h 05m

$564

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sat 6/20

6:15 am-12:26 pm

1 stop6h 11m

Hilton Head Island

Sat 6/27

2:56 pm-10:00 pm

1 stop7h 04m

$605
Cheapest one-way

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Thu 6/25

11:40 am-4:32 pm

1 stop4h 52m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/25

Showing 1-10 of 20 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 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.

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 5h 15m. 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.

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.

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.