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Cheap flights from Fort Myers to Hilton Head Island from $173

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 11/5. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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
11:48 am - 5:38 pmRSW  Fort Myers SW Florida Intl-HHH Hilton Head Island
5h 50m1 stop Charlotte Douglas
American Airlines Logo
4:17 pm - 9:51 pmHHH  Hilton Head Island-RSW Fort Myers SW Florida Intl
5h 34m1 stop Charlotte Douglas
$359American Airlines
Fri, Oct 30 - Wed, Nov 4
American Airlines Logo
11:51 am - 5:10 pmRSW  Fort Myers SW Florida Intl-HHH Hilton Head Island
5h 19m1 stop Charlotte Douglas
American Airlines Logo
5:54 pm - 11:02 pmHHH  Hilton Head Island-RSW Fort Myers SW Florida Intl
5h 08m1 stop Charlotte Douglas
$377American Airlines
Sun, Nov 15 - Sun, Nov 22
American Airlines Logo
11:51 am - 5:07 pmRSW  Fort Myers SW Florida Intl-HHH Hilton Head Island
5h 16m1 stop Charlotte Douglas
American Airlines Logo
2:51 pm - 9:12 pmHHH  Hilton Head Island-RSW Fort Myers SW Florida Intl
6h 21m1 stop Charlotte Douglas
$425American Airlines
Fri, Nov 27 - Tue, Dec 1
Delta Logo
6:19 pm - 3:27 pmRSW  Fort Myers SW Florida Intl-HHH Hilton Head Island
21h 08m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:17 pm - 4:45 pmHHH  Hilton Head Island-RSW Fort Myers SW Florida Intl
4h 28m1 stop Atlanta Hartsfield-Jackson
$427Delta
Thu, Sep 24 - Mon, Sep 28
American Airlines Logo
8:54 am - 1:45 pmRSW  Fort Myers SW Florida Intl-HHH Hilton Head Island
4h 51m1 stop Charlotte Douglas
American Airlines Logo
5:15 pm - 9:50 pmHHH  Hilton Head Island-RSW Fort Myers SW Florida Intl
4h 35m1 stop Charlotte Douglas
$431American Airlines
Fri, Sep 18 - Wed, Sep 23
American Airlines Logo
8:54 am - 1:45 pmRSW  Fort Myers SW Florida Intl-HHH Hilton Head Island
4h 51m1 stop Charlotte Douglas
American Airlines Logo
5:15 pm - 9:50 pmHHH  Hilton Head Island-RSW Fort Myers SW Florida Intl
4h 35m1 stop Charlotte Douglas
$441American Airlines
Wed, Sep 30 - Sat, Oct 3
Delta Logo
5:30 am - 3:27 pmRSW  Fort Myers SW Florida Intl-HHH Hilton Head Island
9h 57m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:17 pm - 4:45 pmHHH  Hilton Head Island-RSW Fort Myers SW Florida Intl
4h 28m1 stop Atlanta Hartsfield-Jackson
$457Delta
Wed, Sep 23 - Mon, Sep 28
Delta Logo
6:19 pm - 3:27 pmRSW  Fort Myers SW Florida Intl-HHH Hilton Head Island
21h 08m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:17 pm - 4:45 pmHHH  Hilton Head Island-RSW Fort Myers SW Florida Intl
4h 28m1 stop Atlanta Hartsfield-Jackson
$457Delta
Tue, Sep 22 - Mon, Sep 28
Delta Logo
2:25 pm - 3:27 pmRSW  Fort Myers SW Florida Intl-HHH Hilton Head Island
25h 02m2 stops New York LaGuardia Atlanta Hartsfield-Jackson
Delta Logo
12:17 pm - 4:45 pmHHH  Hilton Head Island-RSW Fort Myers SW Florida Intl
4h 28m1 stop Atlanta Hartsfield-Jackson
$482Delta
Tue, Sep 22 - Mon, Sep 28
American Airlines Logo
8:54 am - 1:45 pmRSW  Fort Myers SW Florida Intl-HHH Hilton Head Island
4h 51m1 stop Charlotte Douglas
American Airlines Logo
5:15 pm - 9:50 pmHHH  Hilton Head Island-RSW Fort Myers SW Florida Intl
4h 35m1 stop Charlotte Douglas
$507American Airlines
Tue, Sep 22 - Sat, Sep 26

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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
Oct 30
RSW11:48 amFort Myers SW Florida Intl
5h 50m
1 stop
HHH5:38 pmHilton Head Island
Nov 4
HHH4:17 pmHilton Head Island
5h 34m
1 stop
RSW9:51 pmFort Myers SW Florida Intl
$359
American Airlines
Nov 15
RSW11:51 amFort Myers SW Florida Intl
5h 19m
1 stop
HHH5:10 pmHilton Head Island
Nov 22
HHH5:54 pmHilton Head Island
5h 08m
1 stop
RSW11:02 pmFort Myers SW Florida Intl
$377
American Airlines
Nov 27
RSW11:51 amFort Myers SW Florida Intl
5h 16m
1 stop
HHH5:07 pmHilton Head Island
Dec 1
HHH2:51 pmHilton Head Island
6h 21m
1 stop
RSW9:12 pmFort Myers SW Florida Intl
$425

United Airlines flights from Fort Myers to Hilton Head Island

Our best United Airlines deals on Fort Myers to Hilton Head Island flight tickets
United Airlines
Sep 4
RSW7:00 pmFort Myers SW Florida Intl
18h 14m
1 stop
HHH1:14 pmHilton Head Island
Sep 10
HHH1:50 pmHilton Head Island
28h 17m
1 stop
RSW6:07 pmFort Myers SW Florida Intl
$680
United Airlines
Sep 4
RSW7:00 pmFort Myers SW Florida Intl
18h 14m
1 stop
HHH1:14 pmHilton Head Island
Sep 10
HHH2:48 pmHilton Head Island
25h 07m
2 stops
RSW3:55 pmFort Myers SW Florida Intl
$723
United Airlines
Aug 29
RSW12:27 pmFort Myers SW Florida Intl
25h 36m
1 stop
HHH2:03 pmHilton Head Island
Sep 2
HHH2:58 pmHilton Head Island
23h 38m
1 stop
RSW2:36 pmFort Myers SW Florida Intl
$757

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 August 11, 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

Price

Cheapest round-trip

Fort MyersHilton Head Island

RSW Fort Myers SW Florida Intl - HHH Hilton Head Island

RSWHHH

Fort Myers SW Florida Intl

Fri 10/30

11:48 am-5:38 pm

1 stop5h 50m

Hilton Head Island

Wed 11/4

4:17 pm-9:51 pm

1 stop5h 34m

$359

Fort MyersHilton Head Island

RSW Fort Myers SW Florida Intl - HHH Hilton Head Island

RSWHHH

Fort Myers SW Florida Intl

Sun 11/15

11:51 am-5:10 pm

1 stop5h 19m

Hilton Head Island

Sun 11/22

5:54 pm-11:02 pm

1 stop5h 08m

$377

Fort MyersHilton Head Island

RSW Fort Myers SW Florida Intl - HHH Hilton Head Island

RSWHHH

Fort Myers SW Florida Intl

Fri 11/27

11:51 am-5:07 pm

1 stop5h 16m

Hilton Head Island

Tue 12/1

2:51 pm-9:12 pm

1 stop6h 21m

$425

Fort MyersHilton Head Island

RSW Fort Myers SW Florida Intl - HHH Hilton Head Island

RSWHHH

Fort Myers SW Florida Intl

Thu 9/24

6:19 pm-3:27 pm

1 stop21h 08m

Hilton Head Island

Mon 9/28

12:17 pm-4:45 pm

1 stop4h 28m

$427
Quickest round-trip

Fort MyersHilton Head Island

RSW Fort Myers SW Florida Intl - HHH Hilton Head Island

RSWHHH

Fort Myers SW Florida Intl

Fri 9/18

8:54 am-1:45 pm

1 stop4h 51m

Hilton Head Island

Wed 9/23

5:15 pm-9:50 pm

1 stop4h 35m

$431

Fort MyersHilton Head Island

RSW Fort Myers SW Florida Intl - HHH Hilton Head Island

RSWHHH

Fort Myers SW Florida Intl

Wed 9/30

8:54 am-1:45 pm

1 stop4h 51m

Hilton Head Island

Sat 10/3

5:15 pm-9:50 pm

1 stop4h 35m

$441

Fort MyersHilton Head Island

RSW Fort Myers SW Florida Intl - HHH Hilton Head Island

RSWHHH

Fort Myers SW Florida Intl

Wed 9/23

5:30 am-3:27 pm

1 stop9h 57m

Hilton Head Island

Mon 9/28

12:17 pm-4:45 pm

1 stop4h 28m

$457

Fort MyersHilton Head Island

RSW Fort Myers SW Florida Intl - HHH Hilton Head Island

RSWHHH

Fort Myers SW Florida Intl

Tue 9/22

6:19 pm-3:27 pm

1 stop21h 08m

Hilton Head Island

Mon 9/28

12:17 pm-4:45 pm

1 stop4h 28m

$457

Fort MyersHilton Head Island

RSW Fort Myers SW Florida Intl - HHH Hilton Head Island

RSWHHH

Fort Myers SW Florida Intl

Tue 9/22

2:25 pm-3:27 pm

2 stops25h 02m

Hilton Head Island

Mon 9/28

12:17 pm-4:45 pm

1 stop4h 28m

$482

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

$507

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 airline that flies from Fort Myers SW Florida Intl to Hilton Head Island?

American Airlines and Delta are the most popular carriers operating from Fort Myers SW Florida Intl to Hilton Head Island

What airlines fly to Hilton Head Island?

Delta, American Airlines and Breeze Airways are the top three most popular airlines that fly to Hilton Head Island from Fort Myers according to our data. Delta is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Hilton Head Island. Keep in mind that there are 3 different airlines that fly to Hilton Head Island on a routine basis, so you have a few additional options to choose from.

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

Fastest flight time

4h 32m

Direct flights

None
The fastest flight from Fort Myers to Hilton Head Island takes 4h 32m
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.
Search flight deals

Frequently asked questions about flying from Fort Myers to Hilton Head Island

  • 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 32m 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 $326Free CancellationRating
7.1
11,903 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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