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Cheap flights from Fort Myers to Hilton Head Island from $189

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Fort Myers to Hilton Head Island departing on 12/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Fort Myers to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
8:27 am - 2:19 pmRSW-HHH
5h 52m1 stop
American Airlines Logo
6:25 pm - 10:11 pmHHH-RSW
3h 46m1 stop
$377American Airlines
Find Deal
Tue, Mar 31 - Wed, Apr 1
American Airlines Logo
8:27 am - 2:19 pmRSW-HHH
5h 52m1 stop
American Airlines Logo
4:10 pm - 10:11 pmHHH-RSW
6h 01m1 stop
$437American Airlines
Find Deal
Tue, Mar 31 - Wed, Apr 1
American Airlines Logo
3:41 pm - 2:19 pmRSW-HHH
22h 38m2 stops
American Airlines Logo
6:25 pm - 12:24 amHHH-RSW
5h 59m1 stop
$525American Airlines
Find Deal
Tue, Mar 31 - Wed, Apr 1
American Airlines Logo
3:41 pm - 10:24 amRSW-HHH
18h 43m2 stops
American Airlines Logo
4:10 pm - 10:11 pmHHH-RSW
6h 01m1 stop
$575American Airlines
Find Deal
Tue, Mar 31 - Wed, Apr 1
American Airlines Logo
3:41 pm - 2:19 pmRSW-HHH
22h 38m2 stops
American Airlines Logo
6:25 pm - 10:11 pmHHH-RSW
3h 46m1 stop
$580American Airlines
Find Deal
Tue, Mar 31 - Wed, Apr 1
United Airlines Logo
7:00 am - 1:52 pmRSW-HHH
30h 52m3 stops
United Airlines Logo
4:00 pm - 11:24 pmHHH-RSW
7h 24m1 stop
$1,059United Airlines
Find Deal
Tue, Mar 31 - Wed, Apr 1
American Airlines Logo
6:50 am - 5:34 pmRSW-HHH
10h 44m2 stops
American Airlines Logo
11:04 am - 9:38 pmHHH-RSW
10h 34m2 stops
$1,275American Airlines
Find Deal
Tue, Mar 31 - Wed, Apr 1

American Airlines flights from Fort Myers to Hilton Head Island

Our best American Airlines deals on Fort Myers to Hilton Head Island flight tickets
American Airlines
Mar 31
RSW8:27 amFort Myers SW Florida Intl
5h 52m
1 stop
HHH2:19 pmHilton Head Island
Apr 1
HHH6:25 pmHilton Head Island
3h 46m
1 stop
RSW10:11 pmFort Myers SW Florida Intl
$377
Find similar
American Airlines
Mar 31
RSW8:27 amFort Myers SW Florida Intl
5h 52m
1 stop
HHH2:19 pmHilton Head Island
Apr 1
HHH4:10 pmHilton Head Island
6h 01m
1 stop
RSW10:11 pmFort Myers SW Florida Intl
$437
Find similar
American Airlines
Mar 31
RSW3:41 pmFort Myers SW Florida Intl
22h 38m
2 stops
HHH2:19 pmHilton Head Island
Apr 1
HHH6:25 pmHilton Head Island
5h 59m
1 stop
RSW12:24 amFort Myers SW Florida Intl
$525
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated November 2, 2025.
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

Tue 3/31

8:27 am-2:19 pm

1 stop5h 52m

Hilton Head Island

Wed 4/1

6:25 pm-10:11 pm

1 stop3h 46m

$377

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Tue 3/31

8:27 am-2:19 pm

1 stop5h 52m

Hilton Head Island

Wed 4/1

4:10 pm-10:11 pm

1 stop6h 01m

$437

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Tue 3/31

3:41 pm-2:19 pm

2 stops22h 38m

Hilton Head Island

Wed 4/1

6:25 pm-12:24 am

1 stop5h 59m

$525

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Tue 3/31

3:41 pm-10:24 am

2 stops18h 43m

Hilton Head Island

Wed 4/1

4:10 pm-10:11 pm

1 stop6h 01m

$575

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Tue 3/31

3:41 pm-2:19 pm

2 stops22h 38m

Hilton Head Island

Wed 4/1

6:25 pm-10:11 pm

1 stop3h 46m

$580

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Tue 3/31

7:00 am-1:52 pm

3 stops30h 52m

Hilton Head Island

Wed 4/1

4:00 pm-11:24 pm

1 stop7h 24m

$1,059

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Tue 3/31

6:50 am-5:34 pm

2 stops10h 44m

Hilton Head Island

Wed 4/1

11:04 am-9:38 pm

2 stops10h 34m

$1,275

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Wed 12/31

6:00 am-10:44 am

1 stop4h 44m

$189

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Sun 12/28

6:00 am-10:44 am

1 stop4h 44m

$224

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Thu 12/25

6:00 am-10:44 am

1 stop4h 44m

$230

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Fort Myers to Hilton Head Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Hilton Head Island?

The cheapest day to depart from Fort Myers to Hilton Head Island is on a Sunday. Travelers who choose to depart for Hilton Head Island on a Sunday will often find tickets for as low as $290. On the other hand, Tuesday is the most expensive day to depart from Fort Myers because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $628.

When to book flights from Fort Myers to Hilton Head Island

Are you open to changing your travel dates? Check out the ideal times to fly from Fort Myers to Hilton Head Island according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Fort Myers to Hilton Head Island (RSW to HHH) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Fort Myers to Hilton Head Island

Direct flights

None
There are no direct flights from Fort Myers to Hilton Head Island. There are no popular flight routes from Fort Myers to Hilton Head Island.
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  • How far is Fort Myers SW Florida Intl to Hilton Head Island by plane?

    The straight-line distance from Fort Myers SW Florida Intl to Hilton Head Island is 390.8 mi. Typically, this will take 5h 52m by plane in normal conditions.

  • When did momondo last update prices for flights from Fort Myers SW Florida Intl Airport to Hilton Head Island Airport?

    Prices for flights from Fort Myers SW Florida Intl Airport to Hilton Head Island Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Fort Myers SW Florida Intl Airport to Hilton Head Island Airport?

  • How old do you have to be to fly from Fort Myers SW Florida Intl Airport to Hilton Head Island Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Fort Myers SW Florida Intl Airport to Hilton Head Island Airport.

  • What documentation or ID do you need to fly to Hilton Head Island Airport?

    The required travel and health documents for your Hilton Head Island Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Hilton Head Island Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Fort Myers to Hilton Head Island?

Best airlines flying from Fort Myers to Hilton Head Island

Compare and see reviews for airlines that fly from Fort Myers to Hilton Head Island with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $301Free CancellationRating
7.2
11,037 reviews
Search American Airlines flights

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort
Bluffton
Daufuskie Island

Why use momondo?

Why should I use momondo to find a flight deal from Fort Myers to Hilton Head Island?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Fort Myers to Hilton Head Island. momondo saves you time and could save you money on your trip.

Can I find flights from Fort Myers to Hilton Head Island with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Hilton Head Island from Fort Myers with this policy.

How can momondo help me find flights from Fort Myers to Hilton Head Island?

momondo helps you find the best flight between Fort Myers and Hilton Head Island by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Fort Myers to Hilton Head Island right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Hilton Head Island from Fort Myers. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Hilton Head Island trip

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