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Hilton Head Island

$304+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HHH
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheap 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 August 20, 2025.

Round-trip from

$326
(Delta)

One-way from

$304
(Delta)
From Orlando to Hilton Head Island
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One-way flight from Orlando to Hilton Head Island
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Find 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 August 20, 2025.

This Delta deal was found by Cheapflights users on 8/20. 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 9/239:30 amMCO - HHH
1 stop5h 55mDelta
Sat 9/274:05 pmHHH - MCO
1 stop17h 39mDelta
Deal found 8/20$326
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Sun 9/147:00 amMCO - HHH
1 stop4h 30mAmerican Airlines
Tue 9/163:26 pmHHH - MCO
2 stops16h 51mAmerican Airlines
Deal found 8/18$330
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/2210:20 amMCO - HHH
1 stop6h 27mAmerican Airlines
Fri 9/263:26 pmHHH - MCO
1 stop4h 31mAmerican Airlines
Deal found 8/19$352
This American Airlines deal was found by Cheapflights users on 8/20. 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 12/48:37 amMCO - HHH
1 stop5h 39mAmerican Airlines
Sun 12/74:09 pmHHH - MCO
2 stops7h 34mAmerican Airlines
Deal found 8/20$357
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/237:35 amMCO - HHH
2 stops9h 12mAmerican Airlines
Mon 9/295:20 pmHHH - MCO
1 stop3h 54mAmerican Airlines
Deal found 8/20$362
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/3012:47 pmMCO - HHH
1 stop4h 00mAmerican Airlines
Wed 10/112:56 pmHHH - MCO
1 stop6h 11mAmerican Airlines
Deal found 8/17$367
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/36:10 amMCO - HHH
2 stops8h 46mAmerican Airlines
Sun 9/76:20 pmHHH - MCO
1 stop5h 49mAmerican Airlines
Deal found 8/19$388

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 August 20, 2025.
Use the filters below to find and compare flights from Orlando Airport to Hilton Head Island that are best for you.

Fly from

Orlando

Fly to

Hilton Head Island

Route

Depart

Return

Price

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 9/23

9:30 am-3:25 pm

1 stop5h 55m

Hilton Head Island

Fri 9/26

4:05 pm-5:34 pm

1 stop25h 29m

$326

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 9/23

9:30 am-3:25 pm

1 stop5h 55m

Hilton Head Island

Mon 9/29

4:05 pm-6:41 pm

1 stop26h 36m

$326

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 9/23

9:30 am-3:25 pm

1 stop5h 55m

Hilton Head Island

Sat 9/27

4:05 pm-9:44 am

1 stop17h 39m

$326

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sun 9/14

7:00 am-11:30 am

1 stop4h 30m

Hilton Head Island

Tue 9/16

3:26 pm-8:17 am

2 stops16h 51m

$330

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Mon 9/22

10:20 am-4:47 pm

1 stop6h 27m

Hilton Head Island

Fri 9/26

3:26 pm-7:57 pm

1 stop4h 31m

$352

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 9/23

7:35 am-4:47 pm

2 stops9h 12m

Hilton Head Island

Mon 9/29

5:20 pm-9:14 pm

1 stop3h 54m

$362

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 9/23

9:25 am-2:56 pm

1 stop5h 31m

Hilton Head Island

Thu 9/25

2:36 pm-8:59 pm

1 stop6h 23m

$367

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Tue 9/30

12:47 pm-4:47 pm

1 stop4h 00m

Hilton Head Island

Wed 10/1

12:56 pm-7:07 pm

1 stop6h 11m

$367

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Thu 8/28

11:00 am-3:22 pm

1 stop4h 22m

$304

OrlandoHilton Head Island

MCO - HHH

MCOHHH

Orlando

Sat 8/23

4:03 pm-11:21 am

2 stops19h 18m

$497

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 14 results
1
2

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, January is the cheapest month in which you can book a flight from Orlando Airport to Hilton Head Island (average of $275). Flying from Orlando Airport to Hilton Head Island in March is currently the most expensive (average of $479). 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.

What is the cheapest time of day to fly from MCO to HHH?

Find hourly flight availability from Orlando to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 20, 2025.

A simple way to save on the total cost of your ticket is to fly from Orlando Airport to Hilton Head Island in the morning. If you’re flexible enough to do this you can expect to save up to 9% on your trip compared to booking a flight at noon.

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilton Head Island. Reviews last updated August 20, 2025.
Read reviews from past customers who have flown American Airlines from Orlando Airport to Hilton Head Island. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Food

6.5

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Food

6.5

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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 1 airline.

  • 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 30m. Fly via Delta or American Airlines to get the fastest option. The distance between Orlando Airport and Hilton Head Island is about 264 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Orlando Airport to Hilton Head Island round-trip?

    American Airlines, at $306, was found to be the cheapest airline from Orlando Airport to Hilton Head Island..

  • 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, January is the cheapest month in which you can book a flight from Orlando Airport to Hilton Head Island (average of $275). Flying from Orlando Airport to Hilton Head Island in March is currently the most expensive (average of $479). 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?

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

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Top airline flying from Orlando to Hilton Head Island

Discover the top airline that operate flights from Orlando to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$306Average$361FlexibilityNo cancel feeOn-time71%

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