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$212+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — ORL
Jun 3 — Jun 101
Wed 6/3
Wed 6/10
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 May 4, 2026.

This American Airlines deal was found by Cheapflights users on 5/1. 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.
Sat 5/166:50 pm
HHH
-
MCO
1 stop5h 24m
American Airlines
Fri 5/229:00 am
MCO
-
HHH
1 stop5h 13m
American Airlines
Deal found 5/1$417
This American Airlines deal was found by Cheapflights users on 5/2. 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 6/111:40 am
HHH
-
MCO
1 stop7h 01m
American Airlines
Sun 6/75:00 am
MCO
-
HHH
1 stop6h 10m
American Airlines
Deal found 5/2$425
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/152:58 pm
HHH
-
MCO
1 stop4h 03m
American Airlines
Tue 5/198:06 am
MCO
-
HHH
1 stop4h 31m
American Airlines
Deal found 4/30$447
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/2711:40 am
HHH
-
MCO
1 stop7h 01m
American Airlines
Sat 5/305:00 am
MCO
-
HHH
1 stop6h 06m
American Airlines
Deal found 4/30$470
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/1911:17 am
HHH
-
MCO
1 stop6h 55m
American Airlines
Sat 5/236:15 am
MCO
-
HHH
1 stop4h 51m
American Airlines
Deal found 5/4$476
This Delta deal was found by Cheapflights users on 5/3. 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.
Mon 5/1812:18 pm
HHH
-
MCO
1 stop4h 52m
Delta
Fri 5/229:00 am
MCO
-
HHH
1 stop6h 33m
Delta
Deal found 5/3$559

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 May 4, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$417
(American Airlines)

One-way from

$221
(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 May 4, 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

Fri 5/15

2:58 pm-7:01 pm

1 stop4h 03m

Orlando

Tue 5/19

8:06 am-12:37 pm

1 stop4h 31m

$447

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 5/19

11:17 am-6:12 pm

1 stop6h 55m

Orlando

Sat 5/23

6:15 am-11:06 am

1 stop4h 51m

$476

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sat 5/16

6:50 pm-12:14 am

1 stop5h 24m

Orlando

Fri 5/22

7:34 am-2:13 pm

2 stops6h 39m

$533

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Mon 5/18

12:18 pm-5:10 pm

1 stop4h 52m

Orlando

Fri 5/22

9:00 am-3:33 pm

1 stop6h 33m

$559

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Mon 8/31

1:45 pm-3:55 pm

1 stop26h 10m

Orlando

Wed 9/2

12:33 pm-12:52 pm

2 stops24h 19m

$753

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 5/19

4:39 pm-1:54 pm

2 stops21h 15m

Orlando

Sat 5/23

11:35 am-12:52 pm

2 stops25h 17m

$763
Cheapest one-way

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 5/13

4:16 pm-9:54 am

1 stop17h 38m

$212

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Thu 5/14

4:16 pm-9:54 am

1 stop17h 38m

$232

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sat 7/18

5:38 pm-12:50 am

1 stop7h 12m

$242

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 5/29

12:56 pm-8:00 pm

1 stop7h 04m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 14 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
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 $447, American Airlines can have you in Orlando from Hilton Head Island in 4h 03m. 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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