$233+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — HHH
Oct 6 — Oct 131
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 6, 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 6, 2026.
This American Airlines deal was found by Cheapflights users on 9/3. 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
Mon 10/262:56 pm -
1 stop6h 00m
Deal found 9/3![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 9/2. 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 10/38:25 pm -
2 stops14h 53m
Sat 10/106:13 pm -
1 stop3h 47m
Deal found 9/2![American Airlines logo]()
$425
This American Airlines deal was found by Cheapflights users on 9/2. 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 stop4h 12m
Thu 10/86:08 pm -
1 stop4h 52m
Deal found 9/2![American Airlines logo]()
$448
This American Airlines deal was found by Cheapflights users on 9/5. 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 11/126:00 am -
1 stop4h 34m
Sun 11/155:54 pm -
1 stop6h 27m
Deal found 9/5![American Airlines logo]()
$467
This American Airlines deal was found by Cheapflights users on 9/4. 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 11/136:00 am -
2 stops11h 10m
Sun 11/155:54 pm -
1 stop6h 27m
Deal found 9/4![American Airlines logo]()
$473
This American Airlines deal was found by Cheapflights users on 9/2. 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 9/167:00 am -
1 stop6h 45m
Sat 9/195:15 pm -
1 stop5h 57m
Deal found 9/2![American Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 9/2. 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 10/196:05 am -
1 stop5h 00m
Fri 10/236:08 pm -
1 stop4h 52m
Deal found 9/2![American Airlines logo]()
$491
This American Airlines deal was found by Cheapflights users on 9/4. 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 9/298:03 am -
1 stop4h 12m
Fri 10/22:15 pm -
1 stop4h 16m
Deal found 9/4![American Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 9/1. 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 11/216:00 am -
1 stop6h 06m
Tue 11/2411:06 am -
2 stops8h 29m
Deal found 9/1![American Airlines logo]()
$556
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 6, 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 6, 2026.
This American Airlines deal was found by Cheapflights users on 9/4. 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 9/4![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/38:25 pm -
2 stops14h 53m
Sat 10/106:13 pm -
1 stop3h 47m
Deal found 9/3![American Airlines logo]()
$425
This American Airlines deal was found by Cheapflights users on 9/2. 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 10/196:05 am -
1 stop5h 00m
Fri 10/236:08 pm -
1 stop4h 52m
Deal found 9/2![American Airlines logo]()
$491
This American Airlines deal was found by Cheapflights users on 9/5. 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 9/167:00 am -
1 stop6h 45m
Sat 9/195:15 pm -
1 stop5h 57m
Deal found 9/5![American Airlines logo]()
$539
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/17:00 am -
1 stop5h 15m
Thu 10/86:08 pm -
1 stop6h 24m
Deal found 9/3![American Airlines logo]()
$544
This American Airlines deal was found by Cheapflights users on 9/1. 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 11/216:00 am -
1 stop6h 06m
Tue 11/2411:06 am -
2 stops8h 29m
Deal found 9/1![American Airlines logo]()
$556
This American Airlines deal was found by Cheapflights users on 9/4. 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 9/196:00 am -
2 stops6h 15m
Wed 9/2312:50 pm -
1 stop6h 54m
Deal found 9/4![American Airlines logo]()
$586
This American Airlines deal was found by Cheapflights users on 9/5. 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 11/126:00 am -
2 stops11h 10m
Sun 11/155:54 pm -
1 stop6h 27m
Deal found 9/5![American Airlines logo]()
$598
Last-minute flights from Orlando to Hilton Head IslandDiscover last-minute flight deals from Orlando to Hilton Head Island. Data last updated September 6, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Hilton Head Island. Data last updated September 6, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/4. 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 9/511:40 am -
1 stop5h 25m
Fri 9/112:15 pm -
1 stop4h 16m
Deal found 9/4![American Airlines logo]()
$570
This American Airlines deal was found by Cheapflights users on 9/2. 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 9/167:00 am -
1 stop6h 45m
Sat 9/195:15 pm -
1 stop5h 57m
Deal found 9/2![American Airlines logo]()
$486
This American Airlines deal was found by Cheapflights users on 9/1. 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 9/1611:07 am -
1 stop5h 38m
Sun 9/206:29 pm -
1 stop5h 45m
Deal found 9/1![American Airlines logo]()
$583
This American Airlines deal was found by Cheapflights users on 9/4. 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 9/298:03 am -
1 stop4h 12m
Fri 10/22:15 pm -
1 stop4h 16m
Deal found 9/4![American Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 9/2. 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 stop4h 12m
Thu 10/86:08 pm -
1 stop4h 52m
Deal found 9/2![American Airlines logo]()
$448
This American Airlines deal was found by Cheapflights users on 9/2. 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 10/38:25 pm -
2 stops14h 53m
Sat 10/106:13 pm -
1 stop3h 47m
Deal found 9/2![American Airlines logo]()
$425
This American Airlines deal was found by Cheapflights users on 9/2. 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 10/196:05 am -
1 stop5h 00m
Fri 10/236:08 pm -
1 stop4h 52m
Deal found 9/2![American Airlines logo]()
$491
This American Airlines deal was found by Cheapflights users on 9/3. 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
Mon 10/262:56 pm -
1 stop6h 00m
Deal found 9/3![American Airlines logo]()
$377
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 6, 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 6, 2026.
This American Airlines deal was found by Cheapflights users on 9/5. 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 10/2112:34 pm -
1 stop5h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$233
This American Airlines deal was found by Cheapflights users on 9/3. 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 10/269:03 am -
1 stop5h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![American Airlines logo]()
$246
This American Airlines deal was found by Cheapflights users on 9/5. 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 12/110:14 am -
1 stop4h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 9/5. 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 11/309:05 am -
1 stop5h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$291
This American Airlines deal was found by Cheapflights users on 9/3. 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 11/168:20 pm -
2 stops15h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![American Airlines logo]()
$327
This American Airlines deal was found by Cheapflights users on 9/5. 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 12/410:26 am -
2 stops25h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$369
This American Airlines deal was found by Cheapflights users on 9/4. 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 10/285:00 am -
1 stop6h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![American Airlines logo]()
$458
This Delta deal was found by Cheapflights users on 9/4. 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 9/2110:05 am -
1 stop5h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$480
This United Airlines deal was found by Cheapflights users on 9/4. 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 9/186:00 am -
1 stop6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![United Airlines logo]()
$548
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 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $377 (American Airlines) |
One-way from | $233 (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 6, 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
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
$246
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Wed 12/2
7:00 am-11:53 am
1 stop4h 53m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$278
Quickest round-trip
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Tue 12/1
10:14 am-2:18 pm
1 stop4h 04m
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
Mon 11/30
9:05 am-2:18 pm
1 stop5h 13m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$291
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Fri 12/4
10:26 am-11:58 am
2 stops25h 32m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$369
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Fri 11/13
7:58 am-2:21 pm
1 stop6h 23m
Hilton Head Island
Sun 11/15
5:54 pm-12:21 am
1 stop6h 27m
$377
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Sat 10/3
8:25 pm-11:18 am
2 stops14h 53m
Hilton Head Island
Sat 10/10
6:13 pm-10:00 pm
1 stop3h 47m
$425
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Mon 9/21
10:05 am-3:27 pm
1 stop5h 22m
Hilton Head Island
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$480
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Mon 10/19
6:05 am-11:05 am
1 stop5h 00m
Hilton Head Island
Fri 10/23
6:08 pm-11:00 pm
1 stop4h 52m
$491
OrlandoHilton Head Island
MCO Orlando - HHH Hilton Head Island
MCOHHH
Orlando
Wed 9/16
7:00 am-1:45 pm
1 stop6h 45m
Hilton Head Island
Sat 9/19
5:15 pm-11:12 pm
1 stop5h 57m
$539
Showing 1-10 of 16 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