$278+ Cheap flights from Hilton Head Island (HHH) to Orlando (ORL)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — ORL
Oct 23 — Oct 301
Round-trip
1 adult, Economy
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Find cheap flights from Hilton Head Island to Orlando with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Hilton Head Island to Orlando
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One-way
Cheapest flights from Hilton Head Island to OrlandoExplore 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 September 23, 2026.
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 September 23, 2026.
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Tue 10/2012:29 pm -
1 stop5h 02m
Sat 10/247:00 am -
1 stop4h 05m
Deal found 9/19![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 9/22. 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 10/222:56 pm -
1 stop5h 03m
Thu 10/296:05 am -
1 stop5h 00m
Deal found 9/22![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 9/21. 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 10/612:29 pm -
1 stop6h 44m
Sat 10/105:00 am -
1 stop6h 05m
Deal found 9/21![American Airlines logo]()
$477
This American Airlines deal was found by Cheapflights users on 9/22. 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 11/192:49 pm -
1 stop5h 27m
Mon 11/238:25 pm -
2 stops14h 11m
Deal found 9/22![American Airlines logo]()
$495
This Delta deal was found by Cheapflights users on 9/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:17 pm -
1 stop5h 17m
Mon 9/2810:05 am -
1 stop5h 22m
Deal found 9/19![Delta logo]()
$618
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Fri 9/252:15 pm -
1 stop6h 48m
Sun 9/277:00 am -
1 stop4h 18m
Deal found 9/19![American Airlines logo]()
$639
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Sun 10/42:51 pm -
1 stop5h 13m
Thu 10/85:00 am -
1 stop6h 05m
Deal found 9/19![American Airlines logo]()
$690
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Thu 9/245:15 pm -
1 stop5h 57m
Mon 9/286:00 am -
2 stops7h 45m
Deal found 9/19![American Airlines logo]()
$725
Best flights from Hilton Head Island to OrlandoDiscover carefully curated flight deals from Hilton Head Island to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
Discover carefully curated flight deals from Hilton Head Island to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 23, 2026.
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Tue 10/2012:29 pm -
1 stop5h 02m
Sat 10/247:00 am -
1 stop4h 05m
Deal found 9/19![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 9/22. 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 10/222:56 pm -
1 stop5h 03m
Thu 10/296:05 am -
1 stop5h 00m
Deal found 9/22![American Airlines logo]()
$397
This United Airlines deal was found by Cheapflights users on 9/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:16 pm -
1 stop10h 28m
Sat 10/107:18 pm -
1 stop17h 17m
Deal found 9/21![United Airlines logo]()
$866
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Sat 3/136:22 pm -
1 stop6h 10m
Thu 3/186:00 am -
1 stop4h 33m
Deal found 9/19![American Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 9/21. 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 10/612:29 pm -
1 stop6h 44m
Sat 10/105:00 am -
1 stop6h 05m
Deal found 9/21![American Airlines logo]()
$477
This American Airlines deal was found by Cheapflights users on 9/22. 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 11/192:49 pm -
1 stop5h 27m
Mon 11/238:25 pm -
2 stops14h 11m
Deal found 9/22![American Airlines logo]()
$495
This United Airlines deal was found by Cheapflights users on 9/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:20 pm -
1 stop10h 24m
Fri 10/97:18 pm -
1 stop17h 17m
Deal found 9/20![United Airlines logo]()
$1,015
This American Airlines deal was found by Cheapflights users on 9/20. 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.
Sun 1/244:25 pm -
2 stops7h 34m
Sat 1/306:00 am -
2 stops10h 36m
Deal found 9/20![American Airlines logo]()
$729
Last-minute flights from Hilton Head Island to OrlandoDiscover last-minute flight deals from Hilton Head Island to Orlando. Data last updated September 23, 2026 and is based on user searches.
Discover last-minute flight deals from Hilton Head Island to Orlando. Data last updated September 23, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:17 pm -
1 stop5h 17m
Mon 9/2810:05 am -
1 stop5h 22m
Deal found 9/19![Delta logo]()
$618
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Thu 9/245:15 pm -
1 stop5h 57m
Mon 9/286:00 am -
2 stops7h 45m
Deal found 9/19![American Airlines logo]()
$725
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Fri 9/252:15 pm -
1 stop6h 48m
Sun 9/277:00 am -
1 stop4h 18m
Deal found 9/19![American Airlines logo]()
$639
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Sun 10/42:51 pm -
1 stop5h 13m
Thu 10/85:00 am -
1 stop6h 05m
Deal found 9/19![American Airlines logo]()
$690
This American Airlines deal was found by Cheapflights users on 9/21. 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 10/612:29 pm -
1 stop6h 44m
Sat 10/105:00 am -
1 stop6h 05m
Deal found 9/21![American Airlines logo]()
$477
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Tue 10/2012:29 pm -
1 stop5h 02m
Sat 10/247:00 am -
1 stop4h 05m
Deal found 9/19![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 9/22. 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 10/222:56 pm -
1 stop5h 03m
Thu 10/296:05 am -
1 stop5h 00m
Deal found 9/22![American Airlines logo]()
$397
One-way flights from Hilton Head Island to OrlandoSearch for one-way flight options from Hilton Head Island to Orlando. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
Search for one-way flight options from Hilton Head Island to Orlando. Find affordable one-way fares based on user searches. Data last updated September 23, 2026.
This American Airlines deal was found by Cheapflights users on 9/22. 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 10/176:13 pm -
1 stop6h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 9/21. 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 10/76:08 pm -
1 stop4h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![American Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 9/18. 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.
Mon 9/2812:17 pm -
1 stop6h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Delta logo]()
$410
This American Airlines deal was found by Cheapflights users on 9/21. 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 10/42:51 pm -
2 stops9h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![American Airlines logo]()
$415
This United Airlines deal was found by Cheapflights users on 9/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:16 pm -
3 stops24h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$644
This United Airlines deal was found by Cheapflights users on 9/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/41:16 pm -
3 stops24h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![United Airlines logo]()
$1,941
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 September 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $387 (American Airlines) |
One-way from | $278 (American Airlines) |
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 7,457,451 searches. Data last updated September 23, 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
Cheapest round-trip
Hilton Head IslandOrlando
HHH Hilton Head Island - MCO Orlando
HHHMCO
Hilton Head Island
Sat 10/17
6:13 pm-12:32 am
1 stop6h 19m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$278
Hilton Head IslandOrlando
HHH Hilton Head Island - MCO Orlando
HHHMCO
Hilton Head Island
Tue 10/20
12:29 pm-5:31 pm
1 stop5h 02m
Orlando
Sat 10/24
7:00 am-11:05 am
1 stop4h 05m
$387
Hilton Head IslandOrlando
HHH Hilton Head Island - MCO Orlando
HHHMCO
Hilton Head Island
Thu 10/22
2:56 pm-7:59 pm
1 stop5h 03m
Orlando
Thu 10/29
6:05 am-11:05 am
1 stop5h 00m
$397
Hilton Head IslandOrlando
HHH Hilton Head Island - MCO Orlando
HHHMCO
Hilton Head Island
Mon 9/28
12:17 pm-6:37 pm
1 stop6h 20m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$410
Quickest round-trip
Hilton Head IslandOrlando
HHH Hilton Head Island - MCO Orlando
HHHMCO
Hilton Head Island
Sun 10/4
6:29 pm-12:14 am
1 stop5h 45m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$410
Hilton Head IslandOrlando
HHH Hilton Head Island - MCO Orlando
HHHMCO
Hilton Head Island
Wed 10/7
2:56 pm-11:59 pm
2 stops9h 03m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$415
Hilton Head IslandOrlando
HHH Hilton Head Island - MCO Orlando
HHHMCO
Hilton Head Island
Sat 3/13
6:22 pm-12:32 am
1 stop6h 10m
Orlando
Thu 3/18
6:00 am-10:33 am
1 stop4h 33m
$422
Hilton Head IslandOrlando
HHH Hilton Head Island - MCO Orlando
HHHMCO
Hilton Head Island
Tue 10/6
12:29 pm-7:13 pm
1 stop6h 44m
Orlando
Sat 10/10
5:00 am-11:05 am
1 stop6h 05m
$477
Hilton Head IslandOrlando
HHH Hilton Head Island - MCO Orlando
HHHMCO
Hilton Head Island
Thu 11/19
2:49 pm-8:16 pm
1 stop5h 27m
Orlando
Mon 11/23
8:25 pm-10:36 am
2 stops14h 11m
$495
Hilton Head IslandOrlando
HHH Hilton Head Island - MCO Orlando
HHHMCO
Hilton Head Island
Sat 10/17
1:16 pm-1:57 pm
3 stops24h 41m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$644
Showing 1-10 of 14 resultsSorted by cheapest first
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
HHH-ORL
HHH-MCO
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
HHH-ORL
HHH-MCO
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.
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