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Cheap flights from Fort Myers to Hilton Head Island from $129

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 9/27. 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

American Airlines Logo
11:14 am - 4:47 pmRSW-HHH
5h 33m1 stop
American Airlines Logo
3:26 pm - 10:33 pmHHH-RSW
7h 07m1 stop
$268American Airlines
Find Deal
Sat, Sep 27 - Mon, Sep 29
American Airlines Logo
8:26 am - 2:32 pmRSW-HHH
6h 06m1 stop
American Airlines Logo
5:57 pm - 11:30 pmHHH-RSW
5h 33m1 stop
$349American Airlines
Find Deal
Sun, Oct 12 - Thu, Oct 16
American Airlines Logo
9:19 am - 2:56 pmRSW-HHH
5h 37m1 stop
American Airlines Logo
6:20 pm - 11:36 pmHHH-RSW
5h 16m1 stop
$417American Airlines
Find Deal
Wed, Sep 10 - Sun, Sep 14
American Airlines Logo
9:58 am - 2:32 pmRSW-HHH
4h 34m1 stop
American Airlines Logo
5:57 pm - 11:30 pmHHH-RSW
5h 33m1 stop
$427American Airlines
Find Deal
Sun, Oct 12 - Thu, Oct 16
American Airlines Logo
11:14 am - 4:47 pmRSW-HHH
5h 33m1 stop
American Airlines Logo
6:20 pm - 11:36 pmHHH-RSW
5h 16m1 stop
$442American Airlines
Find Deal
Fri, Sep 26 - Sun, Sep 28
American Airlines Logo
6:13 am - 10:17 amRSW-HHH
4h 04m1 stop
American Airlines Logo
6:40 pm - 12:27 amHHH-RSW
5h 47m1 stop
$443American Airlines
Find Deal
Sat, Nov 22 - Sat, Nov 29
American Airlines Logo
11:14 am - 4:47 pmRSW-HHH
5h 33m1 stop
American Airlines Logo
6:20 pm - 11:36 pmHHH-RSW
5h 16m1 stop
$472American Airlines
Find Deal
Sat, Sep 13 - Sun, Sep 14
American Airlines Logo
9:19 am - 2:56 pmRSW-HHH
5h 37m1 stop
American Airlines Logo
6:20 pm - 11:36 pmHHH-RSW
5h 16m1 stop
$480American Airlines
Find Deal
Wed, Sep 10 - Sun, Sep 14
American Airlines Logo
12:44 pm - 12:20 pmRSW-HHH
23h 36m2 stops
American Airlines Logo
11:04 am - 12:00 pmHHH-RSW
24h 56m1 stop
$582American Airlines
Find Deal
Fri, Sep 26 - Sun, Sep 28
United Airlines Logo
3:45 pm - 11:16 amRSW-HHH
19h 31m2 stops
United Airlines Logo
11:57 am - 9:40 pmHHH-RSW
33h 43m2 stops
$945United Airlines
Find Deal
Sun, Oct 12 - Thu, Oct 16

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
Sep 27
RSW11:14 amFort Myers SW Florida Intl
5h 33m
1 stop
HHH4:47 pmHilton Head Island
Sep 29
HHH3:26 pmHilton Head Island
7h 07m
1 stop
RSW10:33 pmFort Myers SW Florida Intl
$268
Find similar
American Airlines
Oct 12
RSW8:26 amFort Myers SW Florida Intl
6h 06m
1 stop
HHH2:32 pmHilton Head Island
Oct 16
HHH5:57 pmHilton Head Island
5h 33m
1 stop
RSW11:30 pmFort Myers SW Florida Intl
$349
Find similar
American Airlines
Sep 10
RSW9:19 amFort Myers SW Florida Intl
5h 37m
1 stop
HHH2:56 pmHilton Head Island
Sep 14
HHH6:20 pmHilton Head Island
5h 16m
1 stop
RSW11:36 pmFort Myers SW Florida Intl
$417
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 July 31, 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

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

8:26 am-2:32 pm

1 stop6h 06m

Hilton Head Island

Thu 10/16

5:57 pm-11:30 pm

1 stop5h 33m

$349

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Wed 9/10

9:19 am-2:56 pm

1 stop5h 37m

Hilton Head Island

Sun 9/14

6:20 pm-11:36 pm

1 stop5h 16m

$417

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Sun 10/12

9:58 am-2:32 pm

1 stop4h 34m

Hilton Head Island

Thu 10/16

5:57 pm-11:30 pm

1 stop5h 33m

$427

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Fri 9/26

11:14 am-4:47 pm

1 stop5h 33m

Hilton Head Island

Sun 9/28

6:20 pm-11:36 pm

1 stop5h 16m

$442

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Sat 11/22

6:13 am-10:17 am

1 stop4h 04m

Hilton Head Island

Sat 11/29

6:40 pm-12:27 am

1 stop5h 47m

$443

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Sat 9/13

11:14 am-4:47 pm

1 stop5h 33m

Hilton Head Island

Sun 9/14

6:20 pm-11:36 pm

1 stop5h 16m

$472

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Wed 9/10

9:19 am-2:56 pm

1 stop5h 37m

Hilton Head Island

Sun 9/14

6:20 pm-11:36 pm

1 stop5h 16m

$480

Fort MyersHilton Head Island

RSW - HHH

RSWHHH

Fort Myers SW Florida Intl

Fri 9/26

12:44 pm-12:20 pm

2 stops23h 36m

Hilton Head Island

Sun 9/28

11:04 am-12:00 pm

1 stop24h 56m

$582

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

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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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

Best Price Found

$129

Fastest flight time

4h 04m

Direct flights

None

Airports in Hilton Head Island

1 airport
The best one-way flight to Hilton Head Island from Fort Myers in the past 72 hours is $129. The best round-trip flight deal from Fort Myers to Hilton Head Island found on momondo in the last 72 hours is $268.
The fastest flight from Fort Myers to Hilton Head Island takes 4h 04m
There are no direct flights from Fort Myers to Hilton Head Island. Popular non-direct route for this connection is Fort Myers SW Florida Intl Airport - Hilton Head Island Airport.
There is 1 airport near Hilton Head Island: Hilton Head Island (HHH)
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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 4h 04m 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
10,000 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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