What is the cheapest airline that flies from Hilton Head Island to Florida Keys?

American Airlines and Delta are the most popular carriers operating from Hilton Head Island to Florida Keys

What airlines fly to Florida Keys?

American Airlines, Delta and Allegiant Air are the top three most popular airlines that fly to Florida Keys from Hilton Head Island according to our data. American Airlines is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Florida Keys. Keep in mind that there are 4 different airlines that fly to Florida Keys on a routine basis, so you have a few additional options to choose from.

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?

As of February 2026, there is 1 operator available to choose from 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.

$119 Cheap Flights from Hilton Head Island to Florida Keys in 2026

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Find the cheapest flights from Hilton Head Island to Florida Keys

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:15 pm - 11:43 pm

HHH

MIA

5h 28m

1 stop

7:10 am - 11:53 am

MIA

HHH

4h 43m

1 stop

$229American Airlines

Mon, Mar 9 - Tue, Mar 17

6:15 pm - 10:18 am

HHH

MIA

16h 03m

2 stops

7:10 am - 11:53 am

MIA

HHH

4h 43m

1 stop

$381American Airlines

Mon, Mar 9 - Tue, Mar 17

6:20 pm - 11:43 pm

HHH

MIA

5h 23m

1 stop

7:00 am - 2:22 pm

MIA

HHH

7h 22m

1 stop

$403American Airlines

Thu, Mar 5 - Thu, Mar 12

6:20 pm - 11:43 pm

HHH

MIA

5h 23m

1 stop

7:00 am - 2:22 pm

MIA

HHH

7h 22m

1 stop

$412American Airlines

Thu, Mar 5 - Thu, Mar 12

5:21 pm - 10:05 pm

HHH

MIA

4h 44m

1 stop

6:20 am - 11:10 am

MIA

HHH

4h 50m

1 stop

$429American Airlines

Fri, Jun 5 - Sat, Jun 13

6:15 pm - 11:43 pm

HHH

MIA

5h 28m

1 stop

7:50 am - 2:22 pm

MIA

HHH

6h 32m

1 stop

$481American Airlines

Sat, Mar 28 - Wed, Apr 1

5:19 pm - 10:45 pm

HHH

MIA

5h 26m

1 stop

7:00 am - 2:22 pm

MIA

HHH

7h 22m

1 stop

$562American Airlines

Wed, Feb 25 - Sun, Mar 1

6:15 pm - 11:43 pm

HHH

MIA

5h 28m

1 stop

6:54 am - 12:37 pm

MIA

HHH

5h 43m

1 stop

$567American Airlines

Sat, Apr 4 - Sat, Apr 11

6:20 pm - 11:43 pm

HHH

MIA

5h 23m

1 stop

11:10 am - 5:44 pm

MIA

HHH

6h 34m

1 stop

$602American Airlines

Sun, Feb 22 - Mon, Feb 23

6:20 pm - 10:37 pm

HHH

EYW

4h 17m

1 stop

12:55 pm - 5:44 pm

EYW

HHH

4h 49m

1 stop

$616American Airlines

Thu, Feb 26 - Mon, Mar 2

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

Mar 9

HHH6:15 pmHilton Head Island

5h 28m

1 stop

MIA11:43 pmMiami

Mar 17

MIA7:10 amMiami

4h 43m

1 stop

HHH11:53 amHilton Head Island

$229

American Airlines

Feb 17

HHH5:19 pmHilton Head Island

5h 26m

1 stop

MIA10:45 pmMiami

Feb 18

MIA11:10 amMiami

5h 34m

1 stop

HHH4:44 pmHilton Head Island

$327

American Airlines

Mar 9

HHH6:15 pmHilton Head Island

16h 03m

2 stops

MIA10:18 amMiami

Mar 17

MIA7:10 amMiami

4h 43m

1 stop

HHH11:53 amHilton Head Island

$381

momondo Fare Finder

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 3/9

6:15 pm-11:43 pm

1 stop5h 28m

Miami

Tue 3/17

7:10 am-11:53 am

1 stop4h 43m

$229

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Mon 3/9

6:15 pm-10:18 am

2 stops16h 03m

Miami

Tue 3/17

7:10 am-11:53 am

1 stop4h 43m

$381

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Thu 3/5

6:20 pm-11:43 pm

1 stop5h 23m

Miami

Thu 3/12

7:00 am-2:22 pm

1 stop7h 22m

$403

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Thu 3/5

6:20 pm-11:43 pm

1 stop5h 23m

Miami

Thu 3/12

7:00 am-2:22 pm

1 stop7h 22m

$412

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Fri 6/5

5:21 pm-10:05 pm

1 stop4h 44m

Miami

Sat 6/13

6:20 am-11:10 am

1 stop4h 50m

$429

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Sat 3/28

6:15 pm-11:43 pm

1 stop5h 28m

Miami

Wed 4/1

7:50 am-2:22 pm

1 stop6h 32m

$481

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Wed 2/25

5:19 pm-10:45 pm

1 stop5h 26m

Miami

Sun 3/1

7:00 am-2:22 pm

1 stop7h 22m

$562

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Sat 4/4

6:15 pm-11:43 pm

1 stop5h 28m

Miami

Sat 4/11

6:54 am-12:37 pm

1 stop5h 43m

$567

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Sun 2/22

6:20 pm-11:43 pm

1 stop5h 23m

Miami

Mon 2/23

11:10 am-5:44 pm

1 stop6h 34m

$602

Hilton Head IslandKey West

HHH - EYW

HHHEYW

Hilton Head Island

Thu 2/26

6:20 pm-10:37 pm

1 stop4h 17m

Key West

Mon 3/2

12:55 pm-5:44 pm

1 stop4h 49m

$616

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

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

No. A direct flight is the cheapest option for a flight between Hilton Head Island to Florida Keys.

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 17m
Direct flights	None

The fastest flight from Hilton Head Island to Florida Keys takes 4h 17m

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?
As of February 2026, there is 1 operator available to choose from 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?
Based on momondo bookings for flights between Hilton Head Island and Florida Keys, the leading plane model is Embraer 175, making up 12.87% of the total bookings. Other popular models include Airbus A220-300 with 12.28%, Embraer 170 with 9.94%, and Embraer 175 (Enhanced Winglets) with 8.19%.

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.