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Cheap flights from Hilton Head Island to Florida Keys from $119

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hilton Head Island to Florida Keys departing on 12/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Hilton Head Island to Florida Keys

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
3:27 pm - 10:18 pmHHH-MIA
6h 51m1 stop
American Airlines Logo
11:25 am - 6:21 pmMIA-HHH
6h 56m1 stop
$219American Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
American Airlines Logo
2:51 pm - 8:41 pmHHH-MIA
5h 50m1 stop
American Airlines Logo
5:45 am - 12:29 pmMIA-HHH
6h 44m1 stop
$247American Airlines
Find Deal
Sat, Nov 15 - Wed, Nov 19
American Airlines Logo
1:02 pm - 5:31 pmHHH-MIA
4h 29m1 stop
American Airlines Logo
11:25 am - 6:37 pmMIA-HHH
7h 12m1 stop
$267American Airlines
Find Deal
Mon, Nov 17 - Tue, Nov 18
American Airlines Logo
6:07 pm - 12:26 amHHH-MIA
6h 19m1 stop
American Airlines Logo
6:00 am - 10:14 amMIA-HHH
4h 14m1 stop
$333American Airlines
Find Deal
Wed, Apr 29 - Sat, May 2
American Airlines Logo
6:07 pm - 12:26 amHHH-MIA
6h 19m1 stop
American Airlines Logo
6:00 am - 10:14 amMIA-HHH
4h 14m1 stop
$342American Airlines
Find Deal
Sat, Apr 25 - Wed, Apr 29
American Airlines Logo
7:08 pm - 11:52 pmHHH-MIA
4h 44m1 stop
American Airlines Logo
8:34 am - 6:21 pmMIA-HHH
9h 47m2 stops
$363American Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
Delta Logo
12:00 pm - 5:21 pmHHH-MIA
5h 21m1 stop
Delta Logo
7:30 pm - 3:18 pmMIA-HHH
19h 48m2 stops
$431Delta
Find Deal
Wed, Apr 29 - Sat, May 2
American Airlines Logo
1:02 pm - 5:51 pmHHH-EYW
4h 49m1 stop
American Airlines Logo
12:53 pm - 6:09 pmEYW-HHH
5h 16m1 stop
$447American Airlines
Find Deal
Tue, Nov 18 - Sat, Nov 22
American Airlines Logo
1:02 pm - 7:23 pmHHH-EYW
6h 21m2 stops
American Airlines Logo
12:53 pm - 6:09 pmEYW-HHH
5h 16m1 stop
$452American Airlines
Find Deal
Tue, Nov 18 - Sat, Nov 22
American Airlines Logo
1:02 pm - 9:00 pmHHH-MIA
7h 58m2 stops
American Airlines Logo
6:00 am - 11:49 amMIA-HHH
5h 49m1 stop
$462American Airlines
Find Deal
Wed, Nov 19 - Sun, Nov 23

American Airlines flights from Hilton Head Island to Florida Keys

Our best American Airlines deals on Hilton Head Island to Florida Keys flight tickets
American Airlines
Dec 8
HHH3:27 pmHilton Head Island
6h 51m
1 stop
MIA10:18 pmMiami
Dec 11
MIA11:25 amMiami
6h 56m
1 stop
HHH6:21 pmHilton Head Island
$219
Find similar
American Airlines
Nov 15
HHH2:51 pmHilton Head Island
5h 50m
1 stop
MIA8:41 pmMiami
Nov 19
MIA5:45 amMiami
6h 44m
1 stop
HHH12:29 pmHilton Head Island
$247
Find similar
American Airlines
Nov 17
HHH1:02 pmHilton Head Island
4h 29m
1 stop
MIA5:31 pmMiami
Nov 18
MIA11:25 amMiami
7h 12m
1 stop
HHH6:37 pmHilton Head Island
$267
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Florida Keys 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 4, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Florida Keys that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Mon 12/8

3:27 pm-10:18 pm

1 stop6h 51m

Miami

Thu 12/11

11:25 am-6:21 pm

1 stop6h 56m

$219

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Sat 11/15

2:51 pm-8:41 pm

1 stop5h 50m

Miami

Wed 11/19

5:45 am-12:29 pm

1 stop6h 44m

$247

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Mon 11/17

1:02 pm-5:31 pm

1 stop4h 29m

Miami

Tue 11/18

11:25 am-6:37 pm

1 stop7h 12m

$267

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Wed 4/29

6:07 pm-12:26 am

1 stop6h 19m

Miami

Sat 5/2

6:00 am-10:14 am

1 stop4h 14m

$333

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Sat 4/25

6:07 pm-12:26 am

1 stop6h 19m

Miami

Wed 4/29

6:00 am-10:14 am

1 stop4h 14m

$342

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Mon 12/8

7:08 pm-11:52 pm

1 stop4h 44m

Miami

Thu 12/11

8:34 am-6:21 pm

2 stops9h 47m

$363

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Wed 4/29

12:00 pm-5:21 pm

1 stop5h 21m

Miami

Sat 5/2

7:30 pm-3:18 pm

2 stops19h 48m

$431

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

Tue 11/18

1:02 pm-5:51 pm

1 stop4h 49m

Key West

Sat 11/22

12:53 pm-6:09 pm

1 stop5h 16m

$447

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

Tue 11/18

1:02 pm-7:23 pm

2 stops6h 21m

Key West

Sat 11/22

12:53 pm-6:09 pm

1 stop5h 16m

$452

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Wed 11/19

1:02 pm-9:00 pm

2 stops7h 58m

Miami

Sun 11/23

6:00 am-11:49 am

1 stop5h 49m

$462

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Florida Keys from

How to get the cheapest flight ticket from Hilton Head Island to Florida Keys

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 Florida Keys?

The cheapest day to depart from Hilton Head Island to Florida Keys is on a Sunday when prices can be found for as low as $456. The most expensive day to fly to Florida Keys is Monday, with ticket prices averaging around $620.

What is the cheapest time of day to depart on your flight to Florida Keys?

According to our data, the cheapest time of day to fly to Florida Keys is in the morning. momondo users have found flights departing from Hilton Head Island to Florida Keys in the morning for as low as $455. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights at noon are often more expensive with an average ticket price of $607.

Can stopping save me money on Hilton Head Island to Florida Keys flights?

You could potentially save up to 38% on your flight if you consider stops on a Hilton Head Island to Florida Keys flight.

Cheap Hilton Head Island to Florida Keys flight deals and tips

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

Direct flights

None
There are no direct flights from Hilton Head Island to Florida Keys. There are no popular flight routes from Hilton Head Island to Florida Keys.
Search flight deals

  • When did momondo last update prices for flights from Hilton Head Island Airport to Florida Keys?

    Prices for flights from Hilton Head Island Airport to Florida Keys are updated daily.

  • How many operators does momondo search for flights from Hilton Head Island Airport to Florida Keys?

  • How old do you have to be to fly from Hilton Head Island Airport to Florida Keys?

    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 Hilton Head Island Airport to Florida Keys.

  • What documentation or ID do you need to fly to Florida Keys?

    The travel and health documents you'll need for your trip to Florida Keys may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Florida Keys. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Hilton Head Island to Florida Keys?

Why use momondo?

Why should I use momondo to find a flight deal from Hilton Head Island to Florida Keys?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Florida Keys from Hilton Head Island.

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

Yes. All flights to Florida Keys from Hilton Head Island on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Hilton Head Island to Florida Keys?

momondo helps you find the best flight between Hilton Head Island and Florida Keys 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 Hilton Head Island to Florida Keys right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Hilton Head Island to Florida Keys flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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