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$183+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — ORL
Jul 19 — Jul 261
Sun 7/19
Sun 7/26
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 June 19, 2026.

This American Airlines deal was found by Cheapflights users on 6/17. 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 9/2312:50 pm
HHH
-
MCO
1 stop6h 54m
American Airlines
Wed 9/307:00 am
MCO
-
HHH
1 stop6h 45m
American Airlines
Deal found 6/17$347
This American Airlines deal was found by Cheapflights users on 6/14. 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 7/1411:47 am
HHH
-
MCO
1 stop6h 57m
American Airlines
Mon 7/208:00 am
MCO
-
HHH
1 stop6h 16m
American Airlines
Deal found 6/14$357
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Fri 7/1012:50 pm
HHH
-
MCO
1 stop5h 54m
American Airlines
Thu 7/166:15 am
MCO
-
HHH
1 stop5h 02m
American Airlines
Deal found 6/14$377
This Delta deal was found by Cheapflights users on 6/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1412:11 pm
HHH
-
MCO
1 stop4h 29m
Delta
Mon 7/2010:05 am
MCO
-
HHH
1 stop5h 24m
Delta
Deal found 6/18$387
This Delta deal was found by Cheapflights users on 6/14. 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.
Fri 7/312:13 pm
HHH
-
MCO
1 stop4h 24m
Delta
Mon 7/69:05 am
MCO
-
HHH
1 stop6h 27m
Delta
Deal found 6/14$402
This Delta deal was found by Cheapflights users on 6/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/812:11 pm
HHH
-
MCO
1 stop4h 29m
Delta
Fri 7/109:05 am
MCO
-
HHH
1 stop6h 24m
Delta
Deal found 6/16$429
This American Airlines deal was found by Cheapflights users on 6/16. 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.
Wed 12/162:17 pm
HHH
-
MCO
1 stop6h 22m
American Airlines
Thu 12/178:00 am
MCO
-
HHH
1 stop6h 16m
American Airlines
Deal found 6/16$433
This Delta deal was found by Cheapflights users on 6/14. 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.
Sat 7/1112:14 pm
HHH
-
MCO
1 stop6h 36m
Delta
Thu 7/169:05 am
MCO
-
HHH
1 stop6h 24m
Delta
Deal found 6/14$436
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Sat 7/115:38 pm
HHH
-
MCO
1 stop7h 12m
American Airlines
Thu 7/168:00 am
MCO
-
HHH
1 stop6h 16m
American Airlines
Deal found 6/14$460

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 June 19, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$347
(American Airlines)

One-way from

$183
(Delta)
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 June 19, 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

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 9/23

12:50 pm-7:44 pm

1 stop6h 54m

Orlando

Wed 9/30

7:00 am-1:45 pm

1 stop6h 45m

$347

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 7/14

11:47 am-6:44 pm

1 stop6h 57m

Orlando

Mon 7/20

8:00 am-2:16 pm

1 stop6h 16m

$377
Quickest round-trip

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Tue 7/14

12:11 pm-4:40 pm

1 stop4h 29m

Orlando

Mon 7/20

10:05 am-3:29 pm

1 stop5h 24m

$387

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Fri 7/3

12:13 pm-4:37 pm

1 stop4h 24m

Orlando

Mon 7/6

9:05 am-3:32 pm

1 stop6h 27m

$402

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 7/8

12:11 pm-4:40 pm

1 stop4h 29m

Orlando

Fri 7/10

9:05 am-3:29 pm

1 stop6h 24m

$429

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Wed 12/16

2:17 pm-8:39 pm

1 stop6h 22m

Orlando

Thu 12/17

8:00 am-2:16 pm

1 stop6h 16m

$433

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sat 7/11

12:14 pm-6:50 pm

1 stop6h 36m

Orlando

Thu 7/16

9:05 am-3:29 pm

1 stop6h 24m

$436

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Thu 7/2

12:13 pm-4:37 pm

1 stop4h 24m

Orlando

Sun 7/5

9:05 am-3:32 pm

1 stop6h 27m

$542

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Mon 7/6

12:13 pm-6:44 pm

1 stop6h 31m

Orlando

Tue 7/7

11:05 am-3:29 pm

1 stop4h 24m

$635

Hilton Head IslandOrlando

HHH - MCO

HHHMCO

Hilton Head Island

Sat 7/11

12:54 pm-10:08 pm

2 stops9h 14m

Orlando

Thu 7/16

8:00 am-2:16 pm

1 stop6h 16m

$679

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Showing 1-10 of 20 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 $387, American Airlines can have you in Orlando from Hilton Head Island in 4h 29m. 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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