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$187 Cheap Flights from Orlando (MCO) to Hilton Head Island (HHH)

Photo by Hilton Head Island Visitor & Convention Bureau
Open Photo by Hilton Head Island Visitor & Convention Bureau

Cheap Flights from Orlando to Hilton Head Island (MCO-HHH)

Prices were available within the past 7 days and start at $187 for one-way flights and $377 for roundtrip, for the period specified. Prices and availability are subject to change.

Alternative airports near Hilton Head Island

Prices were available within the past 7 days. Prices and availability are subject to change.

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Orlando to Hilton Head Island Flights

The cheapest times to fly from Orlando to Hilton Head Island

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Orlando to Hilton Head Island are during the month of November. You can find some of the cheapest flights from Orlando to Hilton Head Island with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Orlando to Hilton Head Island

Sunday is one of the best days to book for cheap flights from Orlando to Hilton Head Island: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Orlando to Hilton Head Island

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Orlando to Hilton Head Island in 2026. You can also book with separate airlines for your outbound and return journeys, from $187 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Orlando to Hilton Head Island flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Orlando to Hilton Head Island airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently Asked Questions

How much does a flight from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH) cost?

You can find cheap one-way flights from $187 and cheap return flights $377 Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH) with Expedia. One-way flights usually range from $193 to $599, and return flights typically cost between $346 and $875. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH) ticket fares go up or down.

*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.

What is the cheapest month to fly from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH)?

The cheapest month to fly from MCO to HHH is November when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.

Which airlines fly direct from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH)?

Enter MCO to HHH and your travel dates, then apply the 'Nonstop' filter to see only direct flights.

What is the cheapest airline that flies from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH)?

American Airlines is one of the cheapest airlines offering connecting flights from Orlando, FL (MCO) to Hilton Head Island, SC (HHH), with round-trip tickets starting from around $318 with a layover in LaGuardia (LGA). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.

*Prices based on flights available on Expedia in the last year.

How do I find cheap flights from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH)?

To find a cheap flight from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

What is the best time to fly from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH)?

The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.

What is the earliest flight from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH)?

Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from MCO to HHH. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.

What are the most popular departure times for flights from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH)?

The most popular departure times for flights from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH) are in the morning, from 6am to 9am. About 50% of passengers prefer this time window. Airlines like American Airlines and United Airlines operate flights during this time, making it a convenient option for travelers.

How long does it take to fly from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH)?

A flight from MCO to HHH with a layover takes around 4 hours 30 minutes, with the route covering approximately 265 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.

Can you fly business or first class from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH)?

First class seats are offered on the MCO to HHH route. First class cabins are available on:

  • Delta Air Lines
  • American Airlines
  • United Airlines

How do I earn miles on a Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH) flight with Expedia?

It's easy to earn miles on a Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Is it cheaper to buy a plane ticket from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH) at the last minute?

Typically, booking a last minute flight from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Is it cheaper to book a Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH) flight and hotel package?

Securing a Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH) Hilton Head Island Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

Can I cancel or change the date of my flight from Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH)?

If you booked your Orlando, FL (MCO-Orlando Intl.) to Hilton Head Island, SC (HHH) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Orlando Intl. Airport
Destination airport
Hilton Head Island Airport
Distance
264 miles away
Airlines serving
American Airlines, Delta, United
Popular airline
American Airlines
Roundtrip price
$377
*Available to One Key members.