What are the cheapest airlines flying from Fort Myers to Hilton Head Island round-trip?

Cheapflights users have booked flights from Fort Myers to Hilton Head Island round-trip from $268. Another airline that can offer you cheap pricing is United Airlines. You may be able to fly from Fort Myers to Hilton Head Island for 38% less than the average price by searching for these airlines.

What is the cheapest day to fly from Fort Myers to Hilton Head Island?

Travelers seeking maximum savings on their Fort Myers to Hilton Head Island flight should consider departing on Sunday mornings when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

What is the cheapest day to fly round-trip from Fort Myers to Hilton Head Island?

Monday flights are found to be more expensive to fly from Fort Myers to Hilton Head Island. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Hilton Head Island.

What is the cheapest month to fly from Fort Myers to Hilton Head Island?

Due to multiple factors, expect to potentially pay more when booking in July. For low rates, September can be a great choice for travel to Hilton Head Island. Flights to Hilton Head Island from Fort Myers in September are about $435 on average during September, but can be found for as low as $222.

What is the cheapest time of day to fly from RSW to HHH?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Fort Myers to Hilton Head Island as you normally would.

Can I find deals for flights from Fort Myers to Hilton Head Island that include hotel bookings?

Yes. In addition to deals on Fort Myers to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Fort Myers to Hilton Head Island?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Fort Myers to Hilton Head Island.

Can I find deals for business class flights from Fort Myers to Hilton Head Island?

Yes. Cheapflights offers flight deals from Fort Myers to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$129+ Flights from Fort Myers to Hilton Head Island

Q: How much does it cost to fly round-trip from Fort Myers to Hilton Head Island?

Airfare is below average for this route at the moment. Fort Myers to Hilton Head Island flights typically cost between $326 and $386 in September. The cheapest round-trip price found within the last 3 days was $268 on American Airlines (Sep 27-Sep 29).

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Cheap flight deals from Fort Myers to Hilton Head Island

Round-trip from	$268 (American Airlines)
One-way from	$129 (American Airlines)
Popular in	July
Cheapest in	September
Average price	$638

From Fort Myers SW Florida Intl to Hilton Head Island

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One-way flight from Fort Myers SW Florida Intl to Hilton Head Island

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Highest demand for flights based on searches. 13% potential increase in price ($67 potential increase over avg. RT price).

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Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from Fort Myers to Hilton Head Island

Cheapest flights from Fort Myers to Hilton Head Island
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 July 30, 2025.

Sat 9/2711:14 amRSW - HHH

1 stop5h 33mAmerican Airlines

Mon 9/293:26 pmHHH - RSW

1 stop7h 07mAmerican Airlines

Deal found 7/30

$268

Sun 10/123:45 pmRSW - HHH

2 stops19h 31mUnited Airlines

Thu 10/1611:57 amHHH - RSW

2 stops33h 43mUnited Airlines

Deal found 7/29

$945

Best flights from Fort Myers to Hilton Head Island
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 July 30, 2025.

Sat 9/2711:14 amRSW - HHH

1 stop5h 33mAmerican Airlines

Mon 9/293:26 pmHHH - RSW

1 stop7h 07mAmerican Airlines

Deal found 7/30

$268

Sun 10/123:45 pmRSW - HHH

2 stops19h 31mUnited Airlines

Thu 10/1611:57 amHHH - RSW

2 stops33h 43mUnited Airlines

Deal found 7/29

$945

Last-minute flights from Fort Myers to Hilton Head Island
Discover last-minute flight deals from Fort Myers to Hilton Head Island. Data last updated July 30, 2025 and is based on user searches.

Thu 8/78:23 amRSW - HHH

1 stop5h 49mAmerican Airlines

Fri 8/83:35 pmHHH - RSW

1 stop6h 52mAmerican Airlines

Deal found 7/29

$507

One-way flights from Fort Myers to Hilton Head Island
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 July 30, 2025.

Sat 9/2711:14 amRSW - HHH

1 stop5h 33mAmerican Airlines

Deal found 7/30

$129

Cheapflights Fare Finder

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

Price

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Sat 9/27

11:14 am-4:47 pm

1 stop5h 33m

Hilton Head Island

Mon 9/29

3:26 pm-10:33 pm

1 stop7h 07m

$268

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Sun 10/12

3:45 pm-11:16 am

2 stops19h 31m

Hilton Head Island

Thu 10/16

11:57 am-9:40 pm

2 stops33h 43m

$945

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Sat 9/27

11:14 am-4:47 pm

1 stop5h 33m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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.

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 Fort Myers to Hilton Head Island

What is the cheapest month to book a flight from Fort Myers to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from Fort Myers to Hilton Head Island (average of $275). Flying from Fort Myers to Hilton Head Island in March is currently the most expensive (average of $480). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Fort Myers to Hilton Head Island?

Reviews of airlines servicing Hilton Head Island

See what other customers who have flown with United Airlines and 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.

United Airlines

7.4

Good

8,896 reviews

Reviews

1 / 20

2.0

Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

United Airlines

7.4

Good

8,896 reviews

United Airlines

7.4

Good

8,896 reviews

Reviews

1 / 20

2.0

Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

American Airlines

7.2

Good

10,000 reviews

United Airlines

7.4

Good

8,896 reviews

Reviews

1 / 20

2.0

Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

What are the cheapest airlines flying from Fort Myers to Hilton Head Island round-trip?
Cheapflights users have booked flights from Fort Myers to Hilton Head Island round-trip from $268. Another airline that can offer you cheap pricing is United Airlines. You may be able to fly from Fort Myers to Hilton Head Island for 38% less than the average price by searching for these airlines.
Can I find deals for flights from Fort Myers to Hilton Head Island that include hotel bookings?
Yes. In addition to deals on Fort Myers to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Fort Myers to Hilton Head Island?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Fort Myers to Hilton Head Island.
Can I find deals for business class flights from Fort Myers to Hilton Head Island?
Yes. Cheapflights offers flight deals from Fort Myers to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Fort Myers to Hilton Head Island?
Currently, January is the cheapest month in which you can book a flight from Fort Myers to Hilton Head Island (average of $275). Flying from Fort Myers to Hilton Head Island in March is currently the most expensive (average of $480). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Fort Myers to Hilton Head Island

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$301	Average$447	FlexibilityNo cancel fee	On-time71%

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$129+ Cheap flights from Fort Myers to Hilton Head Island (RSW - 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.

Find cheap flights from Fort Myers to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Fort Myers to Hilton Head Island

Round-trip from

One-way from

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Find flight deals from Fort Myers to Hilton Head Island

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 July 30, 2025.

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 July 30, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Fort Myers to Hilton Head Island that are best for you.

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.

Cheapflights Insights

Everything you need to know about your flight from Fort Myers to Hilton Head Island

What is the cheapest month to book a flight from Fort Myers to Hilton Head Island?

How much does it cost to fly round-trip from Fort Myers to Hilton Head Island?

Reviews of airlines servicing Hilton Head Island

See what other customers who have flown with United Airlines and 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.

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.

What are the cheapest airlines flying from Fort Myers to Hilton Head Island round-trip?

Can I find deals for flights from Fort Myers to Hilton Head Island that include hotel bookings?

How can I find direct flights from Fort Myers to Hilton Head Island?

Can I find deals for business class flights from Fort Myers to Hilton Head Island?

What is the cheapest month to book a flight from Fort Myers to Hilton Head Island?

Traveling to a place near Hilton Head Island?

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Alternative routes for Fort Myers to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from Fort Myers to Hilton Head Island

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Travel Smart

Cheapest flights from Fort Myers to Hilton Head Island
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 July 30, 2025.