$379+ Cheap flights from Fort Myers to Hilton Head Island (RSW - 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — HHH
Sep 4 — Sep 111
Round-trip
1 adult, Economy
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Find cheap flights from Fort Myers 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 Fort Myers to Hilton Head Island
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Best
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One-way
Cheapest flights from Fort Myers to Hilton Head IslandExplore the most affordable flight options available from Fort Myers to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 2026.
Explore the most affordable flight options available from Fort Myers to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 2026.
This American Airlines deal was found by Cheapflights users on 8/3. 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 9/118:54 am -
1 stop4h 51m
Sun 9/136:29 pm -
1 stop4h 26m
Deal found 8/3![American Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Tue 9/228:54 am -
1 stop4h 51m
Sat 9/265:15 pm -
1 stop4h 35m
Deal found 8/1![American Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 8/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:00 am -
1 stop4h 32m
Tue 9/112:15 pm -
1 stop6h 43m
Deal found 8/3![Delta logo]()
$397
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Mon 9/218:54 am -
1 stop4h 51m
Fri 9/255:15 pm -
1 stop4h 35m
Deal found 8/1![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Sun 8/238:00 am -
1 stop6h 16m
Thu 8/275:16 pm -
1 stop4h 37m
Deal found 8/1![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 8/1. 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 9/1911:14 am -
1 stop5h 31m
Sun 9/2011:48 am -
1 stop6h 19m
Deal found 8/1![American Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 8/1. 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 12/198:10 am -
1 stop6h 06m
Tue 12/296:13 pm -
1 stop6h 10m
Deal found 8/1![American Airlines logo]()
$492
This Delta deal was found by Cheapflights users on 8/4. 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.
Sun 8/2311:00 am -
1 stop4h 32m
Wed 8/2612:15 pm -
1 stop4h 29m
Deal found 8/4![Delta logo]()
$494
Best flights from Fort Myers to Hilton Head IslandDiscover carefully curated flight deals from Fort Myers 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 5, 2026.
Discover carefully curated flight deals from Fort Myers 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 5, 2026.
This American Airlines deal was found by Cheapflights users on 8/3. 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 9/118:54 am -
1 stop4h 51m
Sun 9/136:29 pm -
1 stop4h 26m
Deal found 8/3![American Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 8/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:15 am -
1 stop28h 48m
Wed 9/21:50 pm -
1 stop26h 49m
Deal found 8/1![United Airlines logo]()
$696
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Tue 9/228:54 am -
1 stop4h 51m
Sat 9/265:15 pm -
1 stop4h 35m
Deal found 8/1![American Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Fri 1/298:40 am -
1 stop6h 19m
Mon 2/13:29 pm -
1 stop4h 30m
Deal found 8/2![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Mon 9/218:54 am -
1 stop4h 51m
Fri 9/255:15 pm -
1 stop4h 35m
Deal found 8/1![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 8/5. 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 11/258:01 am -
1 stop6h 17m
Sun 11/295:54 pm -
1 stop5h 08m
Deal found 8/5![American Airlines logo]()
$669
Last-minute flights from Fort Myers to Hilton Head IslandDiscover last-minute flight deals from Fort Myers to Hilton Head Island. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from Fort Myers to Hilton Head Island. Data last updated August 5, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Sun 8/238:00 am -
1 stop6h 16m
Thu 8/275:16 pm -
1 stop4h 37m
Deal found 8/1![American Airlines logo]()
$457
This Delta deal was found by Cheapflights users on 8/4. 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.
Sun 8/2311:00 am -
1 stop4h 32m
Wed 8/2612:15 pm -
1 stop4h 29m
Deal found 8/4![Delta logo]()
$494
This Delta deal was found by Cheapflights users on 8/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:00 am -
1 stop4h 32m
Tue 9/112:15 pm -
1 stop6h 43m
Deal found 8/3![Delta logo]()
$397
This American Airlines deal was found by Cheapflights users on 8/4. 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 9/111:04 am -
1 stop5h 34m
Mon 9/711:40 am -
1 stop6h 01m
Deal found 8/4![American Airlines logo]()
$657
This American Airlines deal was found by Cheapflights users on 8/3. 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 9/118:54 am -
1 stop4h 51m
Sun 9/136:29 pm -
1 stop4h 26m
Deal found 8/3![American Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 8/1. 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 9/1911:14 am -
1 stop5h 31m
Sun 9/2011:48 am -
1 stop6h 19m
Deal found 8/1![American Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Mon 9/218:54 am -
1 stop4h 51m
Fri 9/255:15 pm -
1 stop4h 35m
Deal found 8/1![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 8/1. 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.
Tue 9/228:54 am -
1 stop4h 51m
Sat 9/265:15 pm -
1 stop4h 35m
Deal found 8/1![American Airlines logo]()
$395
One-way flights from Fort Myers to Hilton Head IslandSearch for one-way flight options from Fort Myers to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
Search for one-way flight options from Fort Myers to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This Delta deal was found by Cheapflights users on 8/4. 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.
Tue 8/1111:00 am -
1 stop4h 32m
Deal found 8/4![Delta logo]()
$393
This United Airlines deal was found by Cheapflights users on 8/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:00 am -
2 stops29h 03m
Deal found 8/5![United Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Tue 8/119:00 am -
2 stops29h 03m
Deal found 8/4![United Airlines logo]()
$613
This American Airlines deal was found by Cheapflights users on 8/4. 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 8/113:23 pm -
2 stops19h 46m
Deal found 8/4![American Airlines logo]()
$782
Find flight deals from Fort Myers to Hilton Head Island
Discover tips and strategies to find the most affordable flight options for your journey from Fort Myers (RSW) 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 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $379 (American Airlines) |
One-way from | $295 (Delta) |
Cheapflights Fare Finder
Customize your flight search to find flights from Fort Myers 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 2,558,603 searches. Data last updated August 5, 2026.
Use the filters below to find and compare flights from Fort Myers to Hilton Head Island that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
Fort MyersHilton Head Island
RSW Fort Myers SW Florida Intl - HHH Hilton Head Island
RSWHHH
Fort Myers SW Florida Intl
Fri 9/11
8:54 am-1:45 pm
1 stop4h 51m
Hilton Head Island
Sun 9/13
6:29 pm-10:55 pm
1 stop4h 26m
$379
Fort MyersHilton Head Island
RSW Fort Myers SW Florida Intl - HHH Hilton Head Island
RSWHHH
Fort Myers SW Florida Intl
Tue 9/22
8:54 am-1:45 pm
1 stop4h 51m
Hilton Head Island
Sat 9/26
5:15 pm-9:50 pm
1 stop4h 35m
$395
Fort MyersHilton Head Island
RSW Fort Myers SW Florida Intl - HHH Hilton Head Island
RSWHHH
Fort Myers SW Florida Intl
Fri 1/29
8:40 am-2:59 pm
1 stop6h 19m
Hilton Head Island
Mon 2/1
3:29 pm-7:59 pm
1 stop4h 30m
$397
Fort MyersHilton Head Island
RSW Fort Myers SW Florida Intl - HHH Hilton Head Island
RSWHHH
Fort Myers SW Florida Intl
Mon 9/21
8:54 am-1:45 pm
1 stop4h 51m
Hilton Head Island
Fri 9/25
5:15 pm-9:50 pm
1 stop4h 35m
$419
Fort MyersHilton Head Island
RSW Fort Myers SW Florida Intl - HHH Hilton Head Island
RSWHHH
Fort Myers SW Florida Intl
Wed 11/25
8:01 am-2:18 pm
1 stop6h 17m
Hilton Head Island
Sun 11/29
5:54 pm-11:02 pm
1 stop5h 08m
$669
Fort MyersHilton Head Island
RSW Fort Myers SW Florida Intl - HHH Hilton Head Island
RSWHHH
Fort Myers SW Florida Intl
Sat 8/29
9:15 am-2:03 pm
1 stop28h 48m
Hilton Head Island
Wed 9/2
1:50 pm-4:39 pm
1 stop26h 49m
$696
Cheapest one-way
Fort MyersHilton Head Island
RSW Fort Myers SW Florida Intl - HHH Hilton Head Island
RSWHHH
Fort Myers SW Florida Intl
Thu 8/20
9:00 am-2:03 pm
2 stops29h 03m
$483
Fort MyersHilton Head Island
RSW Fort Myers SW Florida Intl - HHH Hilton Head Island
RSWHHH
Fort Myers SW Florida Intl
Tue 8/11
9:00 am-2:03 pm
2 stops29h 03m
$613
Quickest one-way
Fort MyersHilton Head Island
RSW Fort Myers SW Florida Intl - HHH Hilton Head Island
RSWHHH
Fort Myers SW Florida Intl
Tue 8/11
3:23 pm-11:09 am
2 stops19h 46m
$782
Sorted by cheapest first
Compare providers for flights from Fort Myers 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 Fort Myers 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 Fort Myers-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 Fort Myers-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Fort Myers-Hilton Head Island flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Fort Myers-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 Fort Myers-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 Fort Myers to Hilton Head Island
Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Fort Myers with our price prediction graph.
RSW-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.
Reviews of airlines servicing Hilton Head Island
Get insights into the airlines that provide service to Hilton Head Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilton Head Island. Reviews last updated August 5, 2026.
See what other customers who have flown with American Airlines from Fort Myers to Hilton Head Island have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
7.9
Comfort
7.2
Entertainment
6.8
Boarding
7.5
Overall
7.1
Food
6.4
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Crew
7.9
Comfort
7.2
Entertainment
6.8
Boarding
7.5
Overall
7.1
Food
6.4
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Related info for your journey
Find useful and relevant information for your journey from Fort Myers 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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Complete your trip
Complete your trip to Hilton Head Island by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Fort Myers to Hilton Head Island by cabin class
Find flights from Fort Myers to Hilton Head Island, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Hilton Head Island
Explore flights to Hilton Head Island departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 5, 2026.
Fort Myers and Hilton Head Island flights
Browse other Fort Myers and Hilton Head Island flight options. Last updated on August 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Fort Myers to Hilton Head Island
Discover the top airline that operate flights from Fort Myers to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$326 | Average$547 | FlexibilityNo cancel fee | On-time71% |