$447+ Cheap flights from Hilton Head Island to Fort Myers (HHH - RSW)
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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — RSW
Dec 11 — Dec 181
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Hilton Head Island to Fort Myers 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 Hilton Head Island to Fort Myers
Cheapest
Best
Last-minute
Cheapest flights from Hilton Head Island to Fort MyersExplore the most affordable flight options available from Hilton Head Island to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 11, 2026.
Explore the most affordable flight options available from Hilton Head Island to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 11, 2026.
This American Airlines deal was found by Cheapflights users on 11/9. 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 12/311:04 am -
1 stop4h 03m
Mon 12/77:49 am -
1 stop4h 14m
Deal found 11/9![American Airlines logo]()
$447
This American Airlines deal was found by Cheapflights users on 11/8. 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 12/125:03 pm -
1 stop4h 58m
Sat 12/196:00 am -
1 stop4h 38m
Deal found 11/8![American Airlines logo]()
$574
Best flights from Hilton Head Island to Fort MyersDiscover carefully curated flight deals from Hilton Head Island to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 11, 2026.
Discover carefully curated flight deals from Hilton Head Island to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 11, 2026.
This American Airlines deal was found by Cheapflights users on 11/8. 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 12/125:03 pm -
1 stop4h 58m
Sat 12/196:00 am -
1 stop4h 38m
Deal found 11/8![American Airlines logo]()
$574
This American Airlines deal was found by Cheapflights users on 11/9. 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 12/32:52 pm -
2 stops20h 06m
Mon 12/76:49 pm -
2 stops21h 04m
Deal found 11/9![American Airlines logo]()
$915
Last-minute flights from Hilton Head Island to Fort MyersDiscover last-minute flight deals from Hilton Head Island to Fort Myers. Data last updated November 11, 2026 and is based on user searches.
Discover last-minute flight deals from Hilton Head Island to Fort Myers. Data last updated November 11, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 11/9. 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 12/311:04 am -
1 stop4h 03m
Mon 12/77:49 am -
1 stop4h 14m
Deal found 11/9![American Airlines logo]()
$447
This American Airlines deal was found by Cheapflights users on 11/8. 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 12/125:03 pm -
1 stop4h 58m
Sat 12/196:00 am -
1 stop4h 38m
Deal found 11/8![American Airlines logo]()
$574
Find flight deals from Hilton Head Island to Fort Myers
Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to Fort Myers (RSW). 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 November 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $447 (American Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Hilton Head Island to Fort Myers 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 November 11, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Fort Myers that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
Hilton Head IslandFort Myers
HHH Hilton Head Island - RSW Fort Myers SW Florida Intl
HHHRSW
Hilton Head Island
Sat 12/12
5:03 pm-10:01 pm
1 stop4h 58m
Fort Myers SW Florida Intl
Sat 12/19
6:00 am-10:38 am
1 stop4h 38m
$574
Hilton Head IslandFort Myers
HHH Hilton Head Island - RSW Fort Myers SW Florida Intl
HHHRSW
Hilton Head Island
Thu 12/3
2:52 pm-10:58 am
2 stops20h 06m
Fort Myers SW Florida Intl
Mon 12/7
6:49 pm-3:53 pm
2 stops21h 04m
$915
Sorted by cheapest first
Compare providers for flights from Hilton Head Island to Fort Myers
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 Hilton Head Island to Fort Myers in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Hilton Head Island-Fort Myers flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hilton Head Island-Fort Myers flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hilton Head Island-Fort Myers flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Hilton Head Island-Fort Myers 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 Hilton Head Island-Fort Myers 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 Hilton Head Island to Fort Myers
Have a flexible travel schedule? Discover the best time to fly to Fort Myers from Hilton Head Island with our price prediction graph.
HHH-RSW
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 Fort Myers
Get insights into the airlines that provide service to Fort Myers. 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 Fort Myers. Reviews last updated November 11, 2026.
See what other customers who have flown with American Airlines from Hilton Head Island to Fort Myers have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.4
Boarding
7.4
Comfort
7.1
Crew
7.9
Entertainment
6.8
Overall
7.0
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Food
6.4
Boarding
7.4
Comfort
7.1
Crew
7.9
Entertainment
6.8
Overall
7.0
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Related info for your journey
Find useful and relevant information for your journey from Hilton Head Island to Fort Myers. 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 Fort Myers?
Book flights to Fort Myers if you plan to visit one of these locationsNorth Fort Myers
Estero
Lehigh Acres
Sanibel
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
Other flight options
Popular flights
Alternative routes for Hilton Head Island to Fort Myers
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Fort Myers by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hilton Head Island to Fort Myers by cabin class
Find flights from Hilton Head Island to Fort Myers, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hilton Head Island and Fort Myers flights
Browse other Hilton Head Island and Fort Myers flight options. Last updated on November 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Hilton Head Island to Fort Myers
Discover the top airline that operate flights from Hilton Head Island to Fort Myers. 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 7,457,451 searches. Data last updated November 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$298 | Average$443 | FlexibilityNo cancel fee | On-time71% |