$246+ Cheap flights from Orlando (MCO) to Hilton Head Island (HHH)
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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — HHH
Sep 23 — Sep 301
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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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 August 24, 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 August 24, 2026.
This American Airlines deal was found by Cheapflights users on 8/23. 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 10/77:00 am -
1 stop4h 05m
Sat 10/102:56 pm -
1 stop5h 58m
Deal found 8/23![American Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Mon 9/218:03 am -
1 stop4h 12m
Tue 9/292:15 pm -
1 stop6h 48m
Deal found 8/20![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 8/24. 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 9/239:05 am -
1 stop6h 22m
Wed 9/3012:17 pm -
1 stop5h 17m
Deal found 8/24![Delta logo]()
$418
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Fri 9/410:00 am -
1 stop4h 57m
Tue 9/811:40 am -
1 stop5h 06m
Deal found 8/20![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Wed 9/97:00 am -
1 stop5h 15m
Sat 9/125:15 pm -
1 stop3h 48m
Deal found 8/20![American Airlines logo]()
$471
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/238:03 am -
1 stop4h 12m
Wed 9/305:15 pm -
2 stops14h 45m
Deal found 8/24![American Airlines logo]()
$484
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/811:49 am -
1 stop4h 49m
Sat 9/125:15 pm -
1 stop4h 42m
Deal found 8/24![American Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 8/21. 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 8/306:12 am -
1 stop4h 57m
Sun 9/65:46 pm -
1 stop4h 14m
Deal found 8/21![American Airlines logo]()
$517
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/410:57 am -
1 stop5h 41m
Sun 9/611:40 am -
1 stop5h 01m
Deal found 8/24![American Airlines logo]()
$577
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 August 24, 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 August 24, 2026.
This American Airlines deal was found by Cheapflights users on 8/23. 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 10/77:00 am -
1 stop4h 05m
Sat 10/102:56 pm -
1 stop5h 58m
Deal found 8/23![American Airlines logo]()
$367
This United Airlines deal was found by Cheapflights users on 8/24. 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 9/87:14 pm -
1 stop17h 45m
Sat 9/121:55 pm -
1 stop9h 49m
Deal found 8/24![United Airlines logo]()
$850
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Fri 9/410:00 am -
1 stop4h 57m
Tue 9/811:40 am -
1 stop5h 06m
Deal found 8/20![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Wed 9/97:00 am -
1 stop5h 15m
Sat 9/121:00 pm -
2 stops10h 59m
Deal found 8/20![American Airlines logo]()
$545
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/410:57 am -
1 stop5h 41m
Sun 9/611:40 am -
1 stop5h 01m
Deal found 8/24![American Airlines logo]()
$577
This American Airlines deal was found by Cheapflights users on 8/21. 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 8/306:00 am -
2 stops11h 05m
Sun 9/62:48 pm -
2 stops8h 53m
Deal found 8/21![American Airlines logo]()
$791
This American Airlines deal was found by Cheapflights users on 8/23. 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 9/76:00 am -
2 stops8h 57m
Fri 9/115:15 pm -
2 stops6h 44m
Deal found 8/23![American Airlines logo]()
$810
Last-minute flights from Orlando to Hilton Head IslandDiscover last-minute flight deals from Orlando to Hilton Head Island. Data last updated August 24, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Hilton Head Island. Data last updated August 24, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/21. 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 8/306:12 am -
1 stop4h 57m
Sun 9/65:46 pm -
1 stop4h 14m
Deal found 8/21![American Airlines logo]()
$517
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Fri 9/410:00 am -
1 stop4h 57m
Tue 9/811:40 am -
1 stop5h 06m
Deal found 8/20![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/410:57 am -
1 stop5h 41m
Sun 9/611:40 am -
1 stop5h 01m
Deal found 8/24![American Airlines logo]()
$577
This American Airlines deal was found by Cheapflights users on 8/23. 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 9/79:10 am -
1 stop5h 47m
Fri 9/112:15 pm -
1 stop5h 29m
Deal found 8/23![American Airlines logo]()
$601
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/811:49 am -
1 stop4h 49m
Sat 9/125:15 pm -
1 stop4h 42m
Deal found 8/24![American Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Wed 9/97:00 am -
1 stop5h 15m
Sat 9/125:15 pm -
1 stop3h 48m
Deal found 8/20![American Airlines logo]()
$471
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Mon 9/218:03 am -
1 stop4h 12m
Tue 9/292:15 pm -
1 stop6h 48m
Deal found 8/20![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 8/24. 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 9/239:05 am -
1 stop6h 22m
Wed 9/3012:17 pm -
1 stop5h 17m
Deal found 8/24![Delta logo]()
$418
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/238:03 am -
1 stop4h 12m
Wed 9/305:15 pm -
2 stops14h 45m
Deal found 8/24![American Airlines logo]()
$484
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 August 24, 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 August 24, 2026.
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/276:00 am -
1 stop5h 18m
Deal found 8/24![American Airlines logo]()
$246
This Delta deal was found by Cheapflights users on 8/22. 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.
Thu 9/1010:05 am -
1 stop5h 22m
Deal found 8/22![Delta logo]()
$301
This Delta deal was found by Cheapflights users on 8/22. 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.
Thu 10/82:10 pm -
1 stop25h 20m
Deal found 8/22![Delta logo]()
$312
This United Airlines deal was found by Cheapflights users on 8/22. 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.
Fri 9/117:16 pm -
2 stops17h 58m
Deal found 8/22![United Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:05 am -
1 stop5h 27m
Deal found 8/20![Delta logo]()
$400
This American Airlines deal was found by Cheapflights users on 8/21. 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.
Mon 8/316:00 am -
2 stops10h 38m
Deal found 8/21![American Airlines logo]()
$405
This American Airlines deal was found by Cheapflights users on 8/24. 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 2/56:00 am -
2 stops8h 59m
Deal found 8/24![American Airlines logo]()
$406
This United Airlines deal was found by Cheapflights users on 8/22. 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.
Thu 9/109:53 am -
3 stops27h 06m
Deal found 8/22![United Airlines logo]()
$560
This United Airlines deal was found by Cheapflights users on 8/21. 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.
Mon 8/314:21 pm -
3 stops20h 44m
Deal found 8/21![United Airlines logo]()
$758
This United Airlines deal was found by Cheapflights users on 8/21. 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 9/14:21 pm -
3 stops20h 44m
Deal found 8/21![United Airlines logo]()
$1,342
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 August 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $367 (American Airlines) |
One-way from | $246 (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 August 24, 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 10/7
7:00 am-11:05 am
1 stop4h 05m
Hilton Head Island
Sat 10/10
2:56 pm-8:54 pm
1 stop5h 58m
$367
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Fri 9/4
10:00 am-2:57 pm
1 stop4h 57m
Hilton Head Island
Tue 9/8
11:40 am-4:46 pm
1 stop5h 06m
$457
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Wed 9/9
7:00 am-12:15 pm
1 stop5h 15m
Hilton Head Island
Sat 9/12
1:00 pm-11:59 pm
2 stops10h 59m
$545
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Fri 9/4
10:57 am-4:38 pm
1 stop5h 41m
Hilton Head Island
Sun 9/6
11:40 am-4:41 pm
1 stop5h 01m
$577
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Sun 8/30
6:00 am-5:05 pm
2 stops11h 05m
Hilton Head Island
Sun 9/6
2:48 pm-11:41 pm
2 stops8h 53m
$791
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Mon 9/7
6:00 am-2:57 pm
2 stops8h 57m
Hilton Head Island
Fri 9/11
5:15 pm-11:59 pm
2 stops6h 44m
$810
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Tue 9/8
7:14 pm-12:59 pm
1 stop17h 45m
Hilton Head Island
Sat 9/12
1:55 pm-11:44 pm
1 stop9h 49m
$850
Cheapest one-way
Quickest one-way
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Sun 9/27
6:00 am-11:18 am
1 stop5h 18m
$246
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Thu 9/10
10:05 am-3:27 pm
1 stop5h 22m
$301
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Fri 10/9
8:59 pm-3:30 pm
1 stop18h 31m
$312
Showing 1-10 of 18 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 August.
| 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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