$243+ 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HHH
Oct 31 — Nov 71
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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Best
Last-minute
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 October 1, 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 October 1, 2026.
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Sat 11/76:00 am -
1 stop5h 58m
Tue 11/104:17 pm -
1 stop4h 48m
Deal found 9/30![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Sat 11/146:00 am -
1 stop5h 58m
Sat 11/212:49 pm -
1 stop6h 32m
Deal found 9/30![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 9/29. 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 10/2911:40 am -
1 stop5h 58m
Mon 11/212:25 pm -
1 stop4h 26m
Deal found 9/29![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 9/27. 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 11/2510:14 am -
1 stop6h 54m
Mon 11/305:47 pm -
1 stop4h 15m
Deal found 9/27![American Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 9/29. 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 11/266:00 am -
1 stop4h 36m
Mon 11/305:47 pm -
1 stop6h 32m
Deal found 9/29![American Airlines logo]()
$461
This American Airlines deal was found by Cheapflights users on 9/28. 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 10/1310:57 am -
1 stop5h 44m
Sat 10/176:13 pm -
1 stop3h 47m
Deal found 9/28![American Airlines logo]()
$477
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Sat 11/215:00 am -
1 stop7h 06m
Tue 12/12:49 pm -
1 stop6h 07m
Deal found 9/30![American Airlines logo]()
$497
This American Airlines deal was found by Cheapflights users on 9/27. 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 11/155:00 am -
1 stop5h 34m
Tue 11/174:17 pm -
1 stop3h 55m
Deal found 9/27![American Airlines logo]()
$498
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Sat 11/217:26 am -
1 stop4h 40m
Mon 11/305:47 pm -
1 stop5h 04m
Deal found 9/30![American Airlines logo]()
$507
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 October 1, 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 October 1, 2026.
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Sat 11/76:00 am -
1 stop5h 58m
Tue 11/104:17 pm -
1 stop4h 48m
Deal found 9/30![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Sat 11/146:00 am -
1 stop5h 58m
Sat 11/212:49 pm -
1 stop6h 32m
Deal found 9/30![American Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Mon 11/235:00 am -
1 stop5h 36m
Wed 12/212:33 pm -
1 stop6h 48m
Deal found 9/30![American Airlines logo]()
$497
This American Airlines deal was found by Cheapflights users on 9/27. 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 11/155:00 am -
1 stop5h 34m
Tue 11/174:17 pm -
1 stop3h 55m
Deal found 9/27![American Airlines logo]()
$498
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Tue 11/249:05 am -
1 stop5h 13m
Wed 12/24:24 pm -
1 stop3h 53m
Deal found 9/30![American Airlines logo]()
$522
This American Airlines deal was found by Cheapflights users on 9/30. 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 11/257:58 am -
1 stop6h 20m
Mon 11/305:47 pm -
1 stop4h 15m
Deal found 9/30![American Airlines logo]()
$532
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Thu 11/266:00 am -
1 stop4h 36m
Mon 11/305:47 pm -
1 stop6h 32m
Deal found 9/30![American Airlines logo]()
$556
This American Airlines deal was found by Cheapflights users on 9/28. 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 10/136:00 am -
2 stops10h 41m
Sat 10/176:13 pm -
1 stop4h 47m
Deal found 9/28![American Airlines logo]()
$561
This American Airlines deal was found by Cheapflights users on 9/29. 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
Sun 10/186:08 pm -
1 stop3h 52m
Deal found 9/29![American Airlines logo]()
$608
Last-minute flights from Orlando to Hilton Head IslandDiscover last-minute flight deals from Orlando to Hilton Head Island. Data last updated October 1, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Hilton Head Island. Data last updated October 1, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/28. 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 10/1310:57 am -
1 stop5h 44m
Sat 10/176:13 pm -
1 stop3h 47m
Deal found 9/28![American Airlines logo]()
$477
This American Airlines deal was found by Cheapflights users on 9/29. 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
Sun 10/186:08 pm -
1 stop3h 52m
Deal found 9/29![American Airlines logo]()
$608
This United Airlines deal was found by Cheapflights users on 9/29. 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.
Wed 10/147:18 pm -
1 stop17h 17m
Sun 10/181:16 pm -
1 stop22h 34m
Deal found 9/29![United Airlines logo]()
$1,220
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Thu 10/156:00 am -
2 stops8h 26m
Mon 10/196:08 pm -
1 stop6h 24m
Deal found 9/30![American Airlines logo]()
$699
This American Airlines deal was found by Cheapflights users on 9/29. 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 10/2911:40 am -
1 stop5h 58m
Mon 11/212:25 pm -
1 stop4h 26m
Deal found 9/29![American Airlines logo]()
$397
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 October 1, 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 October 1, 2026.
This American Airlines deal was found by Cheapflights users on 9/25. 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 10/287:00 am -
1 stop4h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![American Airlines logo]()
$243
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Thu 10/1512:34 pm -
1 stop5h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![American Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 9/29. 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 10/39:05 am -
1 stop6h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Delta logo]()
$425
This Delta deal was found by Cheapflights users on 9/28. 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 10/910:05 am -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Delta logo]()
$453
This United Airlines deal was found by Cheapflights users on 9/29. 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 10/37:21 pm -
2 stops17h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![United Airlines logo]()
$561
This United Airlines deal was found by Cheapflights users on 9/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:21 pm -
3 stops42h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![United Airlines logo]()
$831
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 October 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $387 (American Airlines) |
One-way from | $243 (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 October 1, 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
Wed 10/28
7:00 am-11:05 am
1 stop4h 05m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$243
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Thu 10/15
12:34 pm-5:38 pm
1 stop5h 04m
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
Sat 11/7
6:00 am-11:58 am
1 stop5h 58m
Hilton Head Island
Tue 11/10
4:17 pm-9:05 pm
1 stop4h 48m
$387
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Sat 11/14
6:00 am-11:58 am
1 stop5h 58m
Hilton Head Island
Sat 11/21
2:49 pm-9:21 pm
1 stop6h 32m
$396
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Fri 10/9
10:05 am-3:30 pm
1 stop5h 25m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$453
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Mon 11/23
5:00 am-10:36 am
1 stop5h 36m
Hilton Head Island
Wed 12/2
12:33 pm-7:21 pm
1 stop6h 48m
$497
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Sun 11/15
5:00 am-10:34 am
1 stop5h 34m
Hilton Head Island
Tue 11/17
4:17 pm-8:12 pm
1 stop3h 55m
$498
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Tue 11/24
9:05 am-2:18 pm
1 stop5h 13m
Hilton Head Island
Wed 12/2
4:24 pm-8:17 pm
1 stop3h 53m
$522
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Wed 11/25
7:58 am-2:18 pm
1 stop6h 20m
Hilton Head Island
Mon 11/30
5:47 pm-10:02 pm
1 stop4h 15m
$532
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Thu 11/26
6:00 am-10:36 am
1 stop4h 36m
Hilton Head Island
Mon 11/30
5:47 pm-12:19 am
1 stop6h 32m
$556
Showing 1-10 of 14 resultsSorted 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 October.
| 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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