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$268+ Cheap flights from Hilton Head Island (HHH) to Orlando (ORL)

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.
HHH — ORL
Sep 6 — Sep 131
Sun 9/6
Sun 9/13
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Orlando

Cheapest flights from Hilton Head Island to Orlando
Explore the most affordable flight options available from Hilton Head Island to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 7, 2026.

This Delta deal was found by Cheapflights users on 8/3. 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 9/212:15 pm -
1 stop6h 35m
Tue 9/89:05 am -
1 stop6h 22m
Deal found 8/3$357
This American Airlines deal was found by Cheapflights users on 8/5. 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 12/96:52 pm -
1 stop5h 34m
Sat 12/125:00 am -
1 stop6h 51m
Deal found 8/5$367
This American Airlines deal was found by Cheapflights users on 8/7. 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 9/25:16 pm -
1 stop3h 48m
Tue 9/89:10 am -
1 stop5h 47m
Deal found 8/7$377
This American Airlines deal was found by Cheapflights users on 8/2. 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 9/1412:50 pm -
1 stop6h 54m
Mon 9/217:00 am -
1 stop5h 15m
Deal found 8/2$397
This American Airlines deal was found by Cheapflights users on 8/5. 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 12/812:21 pm -
1 stop4h 19m
Tue 12/156:01 am -
1 stop5h 50m
Deal found 8/5$447
This American Airlines deal was found by Cheapflights users on 8/3. 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 8/305:46 pm -
1 stop6h 39m
Sun 9/69:20 am -
1 stop4h 56m
Deal found 8/3$448
This American Airlines deal was found by Cheapflights users on 8/5. 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 12/82:17 pm -
1 stop6h 22m
Sat 12/126:01 am -
1 stop5h 50m
Deal found 8/5$457
This American Airlines deal was found by Cheapflights users on 8/5. 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 12/62:17 pm -
1 stop4h 33m
Mon 12/145:00 am -
1 stop6h 51m
Deal found 8/5$467

Find flight deals from Hilton Head Island to Orlando

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to Orlando (ORL). 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 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$357
(Delta)

One-way from

$268
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Hilton Head Island-Orlando (ORL) flights.
Search Deals
From Hilton Head Island to Orlando (ORL)
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One-way flight from Hilton Head Island to Orlando (ORL)
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Orlando 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 7, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Orlando that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Hilton Head IslandOrlando

HHH Hilton Head Island - MCO Orlando

HHHMCO

Hilton Head Island

Wed 9/2

5:16 pm-9:04 pm

1 stop3h 48m

Orlando

Tue 9/8

9:10 am-2:57 pm

1 stop5h 47m

$377

Hilton Head IslandOrlando

HHH Hilton Head Island - MCO Orlando

HHHMCO

Hilton Head Island

Mon 9/14

12:50 pm-7:44 pm

1 stop6h 54m

Orlando

Mon 9/21

7:00 am-12:15 pm

1 stop5h 15m

$397

Hilton Head IslandOrlando

HHH Hilton Head Island - MCO Orlando

HHHMCO

Hilton Head Island

Wed 12/9

12:21 pm-9:50 pm

2 stops9h 29m

Orlando

Sun 12/13

5:00 am-11:51 am

1 stop6h 51m

$546

Hilton Head IslandOrlando

HHH Hilton Head Island - MCO Orlando

HHHMCO

Hilton Head Island

Sun 8/30

2:48 pm-11:41 pm

2 stops8h 53m

Orlando

Sun 9/6

6:12 am-11:09 am

1 stop4h 57m

$629

Hilton Head IslandOrlando

HHH Hilton Head Island - MCO Orlando

HHHMCO

Hilton Head Island

Fri 12/11

12:21 pm-4:40 pm

1 stop4h 19m

Orlando

Fri 12/11

8:55 pm-11:51 am

2 stops14h 56m

$714

Hilton Head IslandOrlando

HHH Hilton Head Island - MCO Orlando

HHHMCO

Hilton Head Island

Wed 9/2

1:50 pm-11:27 am

2 stops21h 37m

Orlando

Tue 9/8

4:21 pm-12:59 pm

3 stops20h 38m

$721

Hilton Head IslandOrlando

HHH Hilton Head Island - MCO Orlando

HHHMCO

Hilton Head Island

Tue 9/1

2:58 pm-4:34 pm

1 stop25h 36m

Orlando

Mon 9/7

7:40 pm-2:03 pm

1 stop18h 23m

$731

Hilton Head IslandOrlando

HHH Hilton Head Island - MCO Orlando

HHHMCO

Hilton Head Island

Thu 9/24

1:20 pm-5:04 pm

1 stop27h 44m

Orlando

Mon 9/28

6:20 pm-12:35 pm

2 stops18h 15m

$754
Cheapest one-way
Quickest one-way

Hilton Head IslandOrlando

HHH Hilton Head Island - MCO Orlando

HHHMCO

Hilton Head Island

Fri 8/28

11:40 am-3:31 pm

1 stop3h 51m

$268

Hilton Head IslandOrlando

HHH Hilton Head Island - MCO Orlando

HHHMCO

Hilton Head Island

Fri 8/28

2:58 pm-7:58 pm

2 stops29h 00m

$354

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/6

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

Compare providers for flights from Hilton Head Island to Orlando

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 Hilton Head Island to Orlando in August.
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 Hilton Head Island-Orlando flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hilton Head Island-Orlando flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hilton Head Island-Orlando flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hilton Head Island-Orlando 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 Hilton Head Island-Orlando 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 Hilton Head Island to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Hilton Head Island 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 Hilton Head Island to Orlando

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 Hilton Head Island to Orlando. 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 from for flights from Hilton Head Island to Orlando?

    If you book a flight to Orlando from Hilton Head Island, you will be flying from Hilton Head, which is the city’s only airport. Hilton Head Island (HHH) is located 3.3 mi from the center of Hilton Head Island. There are 0 flights from Hilton Head to Orlando per day from 0 different airlines.

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

    For as low as $357, Delta can have you in Orlando from Hilton Head Island in 6h 35m. There are 264 mi between Hilton Head Island and Orlando. This flight may include one or multiple stops.

  • Can I find deals for flights from Hilton Head Island to Orlando that include hotel bookings?

    Yes. In addition to deals on Hilton Head Island to Orlando flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hilton Head Island to Orlando?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Orlando.

  • Can I find deals for business class flights from Hilton Head Island to Orlando?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Orlando 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

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