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$196+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — ORL
Apr 17 — Apr 241
Fri 4/17
Fri 4/24
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 March 18, 2026.

This American Airlines deal was found by Cheapflights users on 3/14. 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 7/304:55 pm
HHH
-
MCO
1 stop4h 05m
American Airlines
Thu 8/67:10 am
MCO
-
HHH
1 stop4h 20m
American Airlines
Deal found 3/14$387
This American Airlines deal was found by Cheapflights users on 3/15. 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 5/411:03 am
HHH
-
MCO
2 stops9h 23m
American Airlines
Sun 5/176:00 am
MCO
-
HHH
1 stop4h 32m
American Airlines
Deal found 3/15$392
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Fri 5/12:58 pm
HHH
-
MCO
1 stop5h 43m
American Airlines
Fri 5/86:00 am
MCO
-
HHH
1 stop6h 37m
American Airlines
Deal found 3/17$408
This American Airlines deal was found by Cheapflights users on 3/16. 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 6/1212:56 pm
HHH
-
MCO
1 stop7h 04m
American Airlines
Sun 6/148:00 am
MCO
-
HHH
1 stop6h 13m
American Airlines
Deal found 3/16$427
This Delta deal was found by Cheapflights users on 3/14. 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 5/1212:18 pm
HHH
-
MCO
1 stop3h 50m
Delta
Fri 5/1510:00 am
MCO
-
HHH
1 stop5h 33m
Delta
Deal found 3/14$442
This American Airlines deal was found by Cheapflights users on 3/14. 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 5/122:54 pm
HHH
-
MCO
1 stop5h 10m
American Airlines
Fri 5/158:06 am
MCO
-
HHH
1 stop6h 20m
American Airlines
Deal found 3/14$455
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Wed 4/12:58 pm
HHH
-
MCO
1 stop4h 04m
American Airlines
Sun 4/55:00 am
MCO
-
HHH
1 stop5h 33m
American Airlines
Deal found 3/17$467
This American Airlines deal was found by Cheapflights users on 3/15. 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 6/55:21 pm
HHH
-
MCO
1 stop6h 52m
American Airlines
Sat 6/136:15 am
MCO
-
HHH
1 stop4h 55m
American Airlines
Deal found 3/15$476
This American Airlines deal was found by Cheapflights users on 3/14. 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 4/1611:03 am
HHH
-
MCO
2 stops6h 13m
American Airlines
Sun 4/195:00 am
MCO
-
HHH
1 stop5h 32m
American Airlines
Deal found 3/14$516

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 March 18, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$387
(American Airlines)

One-way from

$196
(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.
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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 March 18, 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 - MCO

HHHMCO

Hilton Head Island

Thu 7/30

4:55 pm-9:00 pm

1 stop4h 05m

Orlando

Thu 8/6

7:10 am-11:30 am

1 stop4h 20m

$387

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Thu 4/16

11:03 am-5:52 pm

1 stop6h 49m

Orlando

Sun 4/19

6:00 am-10:32 am

1 stop4h 32m

$387

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 5/1

2:58 pm-8:41 pm

1 stop5h 43m

Orlando

Fri 5/8

6:00 am-12:37 pm

1 stop6h 37m

$408

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 6/12

12:56 pm-8:00 pm

1 stop7h 04m

Orlando

Sun 6/14

8:00 am-2:13 pm

1 stop6h 13m

$427

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 5/12

12:18 pm-4:08 pm

1 stop3h 50m

Orlando

Fri 5/15

10:00 am-3:33 pm

1 stop5h 33m

$442

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 8/4

12:00 pm-4:21 pm

1 stop4h 21m

Orlando

Thu 8/6

9:00 am-3:18 pm

1 stop6h 18m

$455

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 5/12

2:54 pm-8:04 pm

1 stop5h 10m

Orlando

Fri 5/15

8:06 am-2:26 pm

1 stop6h 20m

$455

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 4/1

11:03 am-6:11 pm

2 stops7h 08m

Orlando

Sun 4/5

5:00 am-10:33 am

1 stop5h 33m

$472

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Thu 4/16

3:05 pm-6:10 pm

1 stop27h 05m

Orlando

Sun 4/19

7:40 pm-3:30 pm

3 stops19h 50m

$892

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 4/1

3:05 pm-9:36 am

2 stops18h 31m

Orlando

Sun 4/5

7:00 am-3:30 pm

3 stops32h 30m

$919

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/17

Showing 1-10 of 18 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Hilton Head Island-Orlando flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Hilton Head Island-Orlando flight deals on Cheapflights vs. Expedia <90% 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 Expedia the most. Expedia 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

What is the cheapest month to book a flight from Hilton Head Island to Orlando?

Currently, January is the cheapest month in which you can book a flight from Hilton Head Island to Orlando (average of $71). Flying from Hilton Head Island to Orlando in April is currently the most expensive (average of $167). 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.

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 $442, American Airlines can have you in Orlando from Hilton Head Island in 3h 50m. 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.

  • What is the cheapest month to book a flight from Hilton Head Island to Orlando?

    Currently, January is the cheapest month in which you can book a flight from Hilton Head Island to Orlando (average of $71). Flying from Hilton Head Island to Orlando in April is currently the most expensive (average of $167). 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

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