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Cheap flights from Hilton Head Island to Florida Keys from $140

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 12/31. 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 Hilton Head Island to Florida Keys

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
3:29 pm - 10:22 pm
HHH
-
MIA
6h 53m1 stop
American Airlines Logo
8:35 am - 2:59 pm
MIA
-
HHH
6h 24m1 stop
$247American Airlines
mar., ene. 6 - sáb., ene. 10
American Airlines Logo
12:51 pm - 6:01 pm
HHH
-
EYW
5h 10m1 stop
American Airlines Logo
7:08 am - 12:20 pm
EYW
-
HHH
5h 12m1 stop
$387American Airlines
jue., ene. 29 - jue., feb. 5
American Airlines Logo
3:29 pm - 11:56 pm
HHH
-
EYW
8h 27m2 stops
American Airlines Logo
7:08 am - 12:20 pm
EYW
-
HHH
5h 12m1 stop
$392American Airlines
jue., ene. 29 - jue., feb. 5
American Airlines Logo
3:29 pm - 11:56 pm
HHH
-
EYW
8h 27m2 stops
American Airlines Logo
6:06 am - 2:59 pm
EYW
-
HHH
8h 53m2 stops
$397American Airlines
jue., ene. 29 - jue., feb. 5
American Airlines Logo
6:13 pm - 12:47 am
HHH
-
MIA
6h 34m1 stop
American Airlines Logo
8:35 am - 2:59 pm
MIA
-
HHH
6h 24m1 stop
$407American Airlines
vie., ene. 2 - mar., ene. 6
American Airlines Logo
3:29 pm - 9:47 pm
HHH
-
EYW
6h 18m1 stop
American Airlines Logo
6:06 am - 2:59 pm
EYW
-
HHH
8h 53m2 stops
$452American Airlines
mar., ene. 6 - sáb., ene. 10
American Airlines Logo
3:29 pm - 11:56 pm
HHH
-
EYW
8h 27m2 stops
American Airlines Logo
6:06 am - 2:59 pm
EYW
-
HHH
8h 53m2 stops
$457American Airlines
mar., ene. 6 - sáb., ene. 10
American Airlines Logo
6:13 pm - 10:48 pm
HHH
-
MIA
4h 35m1 stop
American Airlines Logo
8:35 am - 2:59 pm
MIA
-
HHH
6h 24m1 stop
$527American Airlines
vie., ene. 2 - mar., ene. 6
American Airlines Logo
12:51 pm - 6:01 pm
HHH
-
EYW
5h 10m1 stop
American Airlines Logo
7:15 am - 12:20 pm
EYW
-
HHH
5h 05m1 stop
$542American Airlines
mar., ene. 6 - sáb., ene. 10
American Airlines Logo
3:29 pm - 10:22 pm
HHH
-
MIA
6h 53m1 stop
American Airlines Logo
10:45 pm - 12:20 pm
MIA
-
HHH
13h 35m2 stops
$556American Airlines
mar., ene. 6 - sáb., ene. 10

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
Jan 6
HHH3:29 pmHilton Head Island
6h 53m
1 stop
MIA10:22 pmMiami
Jan 10
MIA8:35 amMiami
6h 24m
1 stop
HHH2:59 pmHilton Head Island
$247
Find similar
American Airlines
Jan 29
HHH12:51 pmHilton Head Island
5h 10m
1 stop
EYW6:01 pmKey West
Feb 5
EYW7:08 amKey West
5h 12m
1 stop
HHH12:20 pmHilton Head Island
$387
Find similar
American Airlines
Jan 29
HHH3:29 pmHilton Head Island
8h 27m
2 stops
EYW11:56 pmKey West
Feb 5
EYW7:08 amKey West
5h 12m
1 stop
HHH12:20 pmHilton Head Island
$392
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 diciembre 23, 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

mar. 1/6

3:29 pm-10:22 pm

1 stop6h 53m

Miami

sáb. 1/10

8:35 am-2:59 pm

1 stop6h 24m

$247

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

jue. 1/29

12:51 pm-6:01 pm

1 stop5h 10m

Key West

jue. 2/5

7:08 am-12:20 pm

1 stop5h 12m

$387

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

jue. 1/29

3:29 pm-11:56 pm

2 stops8h 27m

Key West

jue. 2/5

7:08 am-12:20 pm

1 stop5h 12m

$392

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

jue. 1/29

3:29 pm-11:56 pm

2 stops8h 27m

Key West

jue. 2/5

6:06 am-2:59 pm

2 stops8h 53m

$397

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

vie. 1/2

6:13 pm-12:47 am

1 stop6h 34m

Miami

mar. 1/6

8:35 am-2:59 pm

1 stop6h 24m

$407

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

mar. 1/6

3:29 pm-9:47 pm

1 stop6h 18m

Key West

sáb. 1/10

6:06 am-2:59 pm

2 stops8h 53m

$452

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

mar. 1/6

3:29 pm-11:56 pm

2 stops8h 27m

Key West

sáb. 1/10

6:06 am-2:59 pm

2 stops8h 53m

$457

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

vie. 1/2

6:13 pm-10:48 pm

1 stop4h 35m

Miami

mar. 1/6

8:35 am-2:59 pm

1 stop6h 24m

$527

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

mar. 1/6

12:51 pm-6:01 pm

1 stop5h 10m

Key West

sáb. 1/10

7:15 am-12:20 pm

1 stop5h 05m

$542

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

mar. 1/6

3:29 pm-10:22 pm

1 stop6h 53m

Miami

sáb. 1/10

10:45 pm-12:20 pm

2 stops13h 35m

$556

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 27% 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

Fastest flight time

4h 21m

Direct flights

None
The fastest flight from Hilton Head Island to Florida Keys takes 4h 21m
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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