$311+ Cheap flights from Orlando (MCO) to Hilton Head Island (HHH)
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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HHH
Oct 22 — Oct 291
Round-trip
1 adult, Economy
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Find cheap flights from Orlando to Hilton Head Island 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Orlando to Hilton Head Island
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One-way
Cheapest flights from Orlando to Hilton Head IslandExplore the most affordable flight options available from Orlando to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
Explore the most affordable flight options available from Orlando to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2026.
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:58 am -
1 stop6h 23m
Sun 11/155:54 pm -
1 stop6h 27m
Deal found 9/18![American Airlines logo]()
$397
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:05 am -
1 stop5h 00m
Fri 10/302:56 pm -
2 stops17h 06m
Deal found 9/18![American Airlines logo]()
$445
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 10/215:00 am -
1 stop6h 05m
Sat 10/246:13 pm -
1 stop6h 19m
Deal found 9/21![American Airlines logo]()
$456
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/27:00 am -
1 stop6h 45m
Tue 10/612:29 pm -
1 stop6h 44m
Deal found 9/17![American Airlines logo]()
$477
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 10/2510:02 am -
1 stop4h 24m
Tue 11/34:17 pm -
1 stop4h 48m
Deal found 9/21![American Airlines logo]()
$498
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 9/308:03 am -
1 stop4h 12m
Sat 10/106:13 pm -
1 stop3h 47m
Deal found 9/21![American Airlines logo]()
$506
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 10/18:03 am -
1 stop5h 42m
Mon 10/52:56 pm -
1 stop5h 03m
Deal found 9/19![American Airlines logo]()
$537
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 10/67:45 pm -
2 stops15h 20m
Sat 10/106:13 pm -
1 stop5h 01m
Deal found 9/21![American Airlines logo]()
$610
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:00 am -
1 stop6h 50m
Wed 10/72:56 pm -
2 stops7h 56m
Deal found 9/18![American Airlines logo]()
$616
Best flights from Orlando to Hilton Head IslandDiscover carefully curated flight deals from Orlando to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
Discover carefully curated flight deals from Orlando to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 22, 2026.
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.
Fri 11/1312:32 pm -
1 stop4h 38m
Sun 11/155:54 pm -
1 stop6h 27m
Deal found 9/21![American Airlines logo]()
$397
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.
Mon 10/197:00 am -
1 stop4h 05m
Mon 10/266:08 pm -
1 stop6h 24m
Deal found 9/19![American Airlines logo]()
$397
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:00 am -
1 stop6h 50m
Wed 10/711:36 am -
1 stop6h 54m
Deal found 9/18![American Airlines logo]()
$477
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/27:00 am -
1 stop6h 45m
Tue 10/612:29 pm -
1 stop6h 44m
Deal found 9/17![American Airlines logo]()
$477
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 10/2510:02 am -
1 stop4h 24m
Tue 11/34:17 pm -
1 stop4h 48m
Deal found 9/21![American Airlines logo]()
$498
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.
Mon 3/15:00 am -
1 stop5h 33m
Sat 3/66:22 pm -
2 stops13h 32m
Deal found 9/19![American Airlines logo]()
$533
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 10/215:00 am -
1 stop6h 05m
Sat 10/242:56 pm -
2 stops9h 03m
Deal found 9/21![American Airlines logo]()
$590
Last-minute flights from Orlando to Hilton Head IslandDiscover last-minute flight deals from Orlando to Hilton Head Island. Data last updated September 22, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Hilton Head Island. Data last updated September 22, 2026 and is based on user searches.
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 9/308:03 am -
1 stop4h 12m
Sat 10/106:13 pm -
1 stop3h 47m
Deal found 9/21![American Airlines logo]()
$506
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 10/18:03 am -
1 stop5h 42m
Mon 10/52:56 pm -
1 stop5h 03m
Deal found 9/19![American Airlines logo]()
$537
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/27:00 am -
1 stop6h 45m
Tue 10/612:29 pm -
1 stop6h 44m
Deal found 9/17![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.
Mon 10/129:03 am -
1 stop5h 23m
Mon 10/192:56 pm -
1 stop6h 00m
Deal found 9/22![American Airlines logo]()
$557
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:30 am -
1 stop10h 00m
Tue 10/2012:23 pm -
1 stop8h 38m
Deal found 9/22![Delta logo]()
$524
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/138:50 am -
1 stop6h 40m
Fri 10/164:13 pm -
1 stop29h 02m
Deal found 9/22![Delta logo]()
$569
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.
Wed 10/146:05 am -
1 stop5h 00m
Tue 10/2012:29 pm -
1 stop4h 02m
Deal found 9/22![American Airlines logo]()
$527
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 10/1511:40 am -
1 stop5h 58m
Mon 10/196:08 pm -
1 stop4h 52m
Deal found 9/22![American Airlines logo]()
$566
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.
Mon 10/197:00 am -
1 stop4h 05m
Mon 10/266:08 pm -
1 stop6h 24m
Deal found 9/19![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.
Wed 10/215:00 am -
1 stop6h 05m
Sat 10/246:13 pm -
1 stop6h 19m
Deal found 9/21![American Airlines logo]()
$456
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:05 am -
1 stop5h 00m
Fri 10/302:56 pm -
2 stops17h 06m
Deal found 9/18![American Airlines logo]()
$445
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 10/2510:02 am -
1 stop4h 24m
Tue 11/34:17 pm -
1 stop4h 48m
Deal found 9/21![American Airlines logo]()
$498
One-way flights from Orlando to Hilton Head IslandSearch for one-way flight options from Orlando to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
Search for one-way flight options from Orlando to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated September 22, 2026.
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Thu 10/19:32 am -
1 stop4h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![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.
Thu 10/111:05 am -
1 stop4h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Delta logo]()
$410
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:20 pm -
2 stops18h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![United Airlines logo]()
$591
Find flight deals from Orlando to Hilton Head Island
Discover tips and strategies to find the most affordable flight options for your journey from Orlando (MCO) to Hilton Head Island (HHH). 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 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $397 (American Airlines) |
One-way from | $311 (American Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Orlando to Hilton Head Island 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 22, 2026.
Use the filters below to find and compare flights from Orlando Airport to Hilton Head Island that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Thu 10/1
9:32 am-1:45 pm
1 stop4h 13m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$311
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Fri 11/13
12:32 pm-5:10 pm
1 stop4h 38m
Hilton Head Island
Sun 11/15
5:54 pm-12:21 am
1 stop6h 27m
$397
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Mon 10/19
7:00 am-11:05 am
1 stop4h 05m
Hilton Head Island
Mon 10/26
6:08 pm-12:32 am
1 stop6h 24m
$397
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Thu 10/1
11:05 am-3:27 pm
1 stop4h 22m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$410
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Sat 10/3
7:00 am-1:50 pm
1 stop6h 50m
Hilton Head Island
Wed 10/7
11:36 am-6:30 pm
1 stop6h 54m
$477
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Fri 10/2
7:00 am-1:45 pm
1 stop6h 45m
Hilton Head Island
Tue 10/6
12:29 pm-7:13 pm
1 stop6h 44m
$477
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Sun 10/25
10:02 am-2:26 pm
1 stop4h 24m
Hilton Head Island
Tue 11/3
4:17 pm-9:05 pm
1 stop4h 48m
$498
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Mon 3/1
5:00 am-10:33 am
1 stop5h 33m
Hilton Head Island
Sat 3/6
6:22 pm-7:54 am
2 stops13h 32m
$533
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Wed 10/21
5:00 am-11:05 am
1 stop6h 05m
Hilton Head Island
Sat 10/24
2:56 pm-11:59 pm
2 stops9h 03m
$590
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Thu 10/1
6:20 pm-12:35 pm
2 stops18h 15m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$591
Sorted by cheapest first
Compare providers for flights from Orlando to Hilton Head Island
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 Orlando to Hilton Head Island 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 Orlando Airport-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Orlando Airport-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Orlando Airport-Hilton Head Island flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Orlando Airport-Hilton Head Island 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 Orlando Airport-Hilton Head Island 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 Orlando to Hilton Head Island
Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Orlando with our price prediction graph.
MCO-HHH
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.
Related info for your journey
Find useful and relevant information for your journey from Orlando to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Hilton Head Island?
Book flights to Hilton Head Island if you plan to visit one of these locationsBeaufort
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