$243+ Cheap flights from Orlando (ORL) 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.
ORL — HHH
Oct 27 — Nov 31
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
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 September 27, 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 27, 2026.
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Fri 11/1311:40 am -
1 stop5h 30m
Sun 11/155:54 pm -
1 stop6h 27m
Deal found 9/23![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 9/24. 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 11/2510:14 am -
1 stop6h 54m
Mon 11/305:47 pm -
1 stop6h 32m
Deal found 9/24![American Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 9/24. 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.
Thu 10/1511:40 am -
1 stop5h 58m
Sat 10/176:13 pm -
1 stop4h 47m
Deal found 9/24![American Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 9/24. 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 11/225:00 am -
1 stop5h 36m
Wed 12/212:25 pm -
1 stop6h 53m
Deal found 9/24![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 9/24. 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 11/226:00 am -
1 stop4h 36m
Mon 11/305:47 pm -
1 stop6h 32m
Deal found 9/24![American Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 9/24. 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 11/2410:14 am -
1 stop4h 04m
Wed 12/212:25 pm -
1 stop6h 53m
Deal found 9/24![American Airlines logo]()
$522
This American Airlines deal was found by Cheapflights users on 9/24. 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 11/245:00 am -
1 stop5h 36m
Mon 11/302:49 pm -
1 stop6h 07m
Deal found 9/24![American Airlines logo]()
$532
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 27, 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 27, 2026.
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Fri 11/1311:40 am -
1 stop5h 30m
Sun 11/155:54 pm -
1 stop6h 27m
Deal found 9/23![American Airlines logo]()
$397
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 10/317:00 am -
1 stop4h 05m
Mon 11/24:17 pm -
1 stop3h 55m
Deal found 9/22![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 9/24. 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.
Sat 10/246:05 am -
1 stop5h 00m
Sat 10/312:56 pm -
1 stop3h 49m
Deal found 9/24![American Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 9/24. 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.
Thu 11/266:00 am -
1 stop4h 36m
Tue 12/15:47 pm -
1 stop6h 32m
Deal found 9/24![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 9/24. 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.
Thu 11/266:00 am -
1 stop4h 36m
Thu 12/32:51 pm -
1 stop6h 14m
Deal found 9/24![American Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 9/24. 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.
Sat 11/285:00 am -
1 stop7h 06m
Wed 12/24:17 pm -
1 stop3h 55m
Deal found 9/24![American Airlines logo]()
$582
Last-minute flights from Orlando to Hilton Head IslandDiscover last-minute flight deals from Orlando to Hilton Head Island. Data last updated September 27, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Hilton Head Island. Data last updated September 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/23. 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 9/307:00 am -
1 stop6h 45m
Sat 10/35:15 pm -
1 stop5h 57m
Deal found 9/23![American Airlines logo]()
$559
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Tue 10/69:48 am -
1 stop3h 49m
Sun 10/116:08 pm -
1 stop6h 24m
Deal found 9/23![American Airlines logo]()
$718
This American Airlines deal was found by Cheapflights users on 9/23. 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
Sun 10/116:08 pm -
1 stop6h 24m
Deal found 9/23![American Airlines logo]()
$694
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Thu 10/89:03 am -
1 stop5h 23m
Mon 10/122:56 pm -
1 stop7h 04m
Deal found 9/23![American Airlines logo]()
$604
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Thu 10/812:34 pm -
1 stop5h 04m
Sun 10/116:08 pm -
1 stop4h 52m
Deal found 9/23![American Airlines logo]()
$711
This American Airlines deal was found by Cheapflights users on 9/24. 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.
Thu 10/1511:40 am -
1 stop5h 58m
Sat 10/176:13 pm -
1 stop4h 47m
Deal found 9/24![American Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 9/24. 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.
Sat 10/246:05 am -
1 stop5h 00m
Sat 10/312:56 pm -
1 stop3h 49m
Deal found 9/24![American Airlines logo]()
$422
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 27, 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 27, 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 9/23. 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 11/167:00 am -
1 stop4h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$256
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.
Thu 11/266:00 am -
1 stop4h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![American Airlines logo]()
$263
This American Airlines deal was found by Cheapflights users on 9/24. 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.
Thu 10/2211:40 am -
1 stop5h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 9/23. 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 10/76:00 am -
1 stop5h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$311
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.
Tue 10/69:03 am -
1 stop4h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![American Airlines logo]()
$410
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Thu 10/227:21 pm -
3 stops42h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![United Airlines logo]()
$1,277
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 (ORL) 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 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $397 (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 September 27, 2026.
Use the filters below to find and compare flights from Orlando 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
Mon 11/16
7:00 am-11:53 am
1 stop4h 53m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$256
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Thu 10/22
11:40 am-5:38 pm
1 stop5h 58m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$278
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Wed 10/7
6:00 am-11:05 am
1 stop5h 05m
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
11:40 am-5:10 pm
1 stop5h 30m
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
Sat 10/31
7:00 am-11:05 am
1 stop4h 05m
Hilton Head Island
Mon 11/2
4:17 pm-8:12 pm
1 stop3h 55m
$397
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Tue 10/6
9:03 am-1:37 pm
1 stop4h 34m
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 10/24
6:05 am-11:05 am
1 stop5h 00m
Hilton Head Island
Sat 10/31
2:56 pm-6:45 pm
1 stop3h 49m
$422
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
Tue 12/1
5:47 pm-12:19 am
1 stop6h 32m
$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
Showing 1-10 of 12 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 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-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-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Orlando-Hilton Head Island flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Orlando-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-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.
ORL-HHH
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.
Cheapflights Insights
Everything you need to know about your flight from Orlando to Hilton Head Island
ORL-HHH
MCO-HHH
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 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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Hilton Head Island flight routes
Other flight options
Other flights from Orlando
Popular flights
Top destinations