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 Breeze Airways 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 50% 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 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.

$293 Cheap Flights from Hilton Head Island to Florida Keys in 2026

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.

5:15 pm - 11:59 pmHHH Hilton Head Island-MIA Miami

6h 44m1 stop Charlotte Douglas

9:55 am - 4:45 pmMIA Miami-HHH Hilton Head Island

6h 50m1 stop Charlotte Douglas

$377American Airlines

Thu, Sep 10 - Thu, Sep 17

12:15 pm - 6:40 pmHHH Hilton Head Island-MIA Miami

6h 25m1 stop Atlanta Hartsfield-Jackson

10:35 am - 3:32 pmMIA Miami-HHH Hilton Head Island

4h 57m1 stop Atlanta Hartsfield-Jackson

$427Delta

Thu, Aug 27 - Wed, Sep 2

5:16 pm - 9:59 pmHHH Hilton Head Island-MIA Miami

4h 43m1 stop Charlotte Douglas

7:45 am - 2:57 pmMIA Miami-HHH Hilton Head Island

7h 12m1 stop Charlotte Douglas

$457American Airlines

Tue, Aug 25 - Sat, Aug 29

2:15 pm - 8:39 pmHHH Hilton Head Island-MIA Miami

6h 24m1 stop Charlotte Douglas

6:50 am - 4:45 pmMIA Miami-HHH Hilton Head Island

9h 55m2 stops Orlando Charlotte Douglas

$483American Airlines

Thu, Sep 10 - Thu, Sep 17

6:29 pm - 12:56 amHHH Hilton Head Island-MIA Miami

6h 27m1 stop Charlotte Douglas

6:12 am - 12:15 pmMIA Miami-HHH Hilton Head Island

6h 03m1 stop Charlotte Douglas

$545American Airlines

Sun, Sep 13 - Fri, Sep 18

11:40 am - 9:16 pmHHH Hilton Head Island-MIA Miami

9h 36m2 stops Charlotte Douglas Tampa

9:07 am - 2:57 pmMIA Miami-HHH Hilton Head Island

5h 50m1 stop Charlotte Douglas

$560American Airlines

Wed, Aug 26 - Wed, Sep 2

6:29 pm - 12:56 amHHH Hilton Head Island-MIA Miami

6h 27m1 stop Charlotte Douglas

6:50 am - 4:45 pmMIA Miami-HHH Hilton Head Island

9h 55m2 stops Orlando Charlotte Douglas

$625American Airlines

Sun, Sep 13 - Fri, Sep 18

2:48 pm - 2:51 pmHHH Hilton Head Island-MIA Miami

24h 03m1 stop Chicago O'Hare Intl

3:57 pm - 2:03 pmMIA Miami-HHH Hilton Head Island

22h 06m1 stop Chicago O'Hare Intl

$629United Airlines

Wed, Sep 9 - Sat, Sep 12

2:48 pm - 2:51 pmHHH Hilton Head Island-MIA Miami

24h 03m1 stop Chicago O'Hare Intl

11:30 am - 2:03 pmMIA Miami-HHH Hilton Head Island

26h 33m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$634United Airlines

Wed, Sep 9 - Sat, Sep 12

2:48 pm - 4:31 pmHHH Hilton Head Island-MIA Miami

25h 43m2 stops Chicago O'Hare Intl Newark

8:25 am - 2:03 pmMIA Miami-HHH Hilton Head Island

29h 38m2 stops Newark Chicago O'Hare Intl

$640United Airlines

Wed, Sep 9 - Sat, Sep 12

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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

Sep 10

HHH5:15 pmHilton Head Island

6h 44m

1 stop

MIA11:59 pmMiami

Sep 17

MIA9:55 amMiami

6h 50m

1 stop

HHH4:45 pmHilton Head Island

$377

American Airlines

Aug 25

HHH5:16 pmHilton Head Island

4h 43m

1 stop

MIA9:59 pmMiami

Aug 29

MIA7:45 amMiami

7h 12m

1 stop

HHH2:57 pmHilton Head Island

$457

American Airlines

Sep 10

HHH2:15 pmHilton Head Island

6h 24m

1 stop

MIA8:39 pmMiami

Sep 17

MIA6:50 amMiami

9h 55m

2 stops

HHH4:45 pmHilton Head Island

$483

Delta flights from Hilton Head Island to Florida Keys

Our best Delta deals on Hilton Head Island to Florida Keys flight tickets

Delta

Aug 27

HHH12:15 pmHilton Head Island

6h 25m

1 stop

MIA6:40 pmMiami

Sep 2

MIA10:35 amMiami

4h 57m

1 stop

HHH3:32 pmHilton Head Island

$427

Delta

Aug 13

HHH12:15 pmHilton Head Island

4h 42m

1 stop

MIA4:57 pmMiami

Aug 16

MIA8:25 amMiami

7h 07m

1 stop

HHH3:32 pmHilton Head Island

$582

Delta

Sep 25

HHH12:17 pmHilton Head Island

6h 12m

1 stop

MIA6:29 pmMiami

Sep 28

MIA10:30 amMiami

4h 57m

1 stop

HHH3:27 pmHilton Head Island

$1,911

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

Cheapest round-trip

Hilton Head IslandMiami

HHH Hilton Head Island - MIA Miami

HHHMIA

Hilton Head Island

Thu 9/10

5:15 pm-11:59 pm

1 stop6h 44m

Miami

Thu 9/17

9:55 am-4:45 pm

1 stop6h 50m

$377

Quickest round-trip

Hilton Head IslandMiami

HHH Hilton Head Island - MIA Miami

HHHMIA

Hilton Head Island

Thu 8/27

12:15 pm-6:40 pm

1 stop6h 25m

Miami

Wed 9/2

10:35 am-3:32 pm

1 stop4h 57m

$427

Hilton Head IslandMiami

HHH Hilton Head Island - MIA Miami

HHHMIA

Hilton Head Island

Tue 8/25

5:16 pm-9:59 pm

1 stop4h 43m

Miami

Sat 8/29

7:45 am-2:57 pm

1 stop7h 12m

$457

Hilton Head IslandMiami

HHH Hilton Head Island - MIA Miami

HHHMIA

Hilton Head Island

Thu 9/10

2:15 pm-8:39 pm

1 stop6h 24m

Miami

Thu 9/17

6:50 am-4:45 pm

2 stops9h 55m

$483

Hilton Head IslandMiami

HHH Hilton Head Island - MIA Miami

HHHMIA

Hilton Head Island

Sun 9/13

6:29 pm-12:56 am

1 stop6h 27m

Miami

Fri 9/18

6:12 am-12:15 pm

1 stop6h 03m

$545

Hilton Head IslandMiami

HHH Hilton Head Island - MIA Miami

HHHMIA

Hilton Head Island

Wed 8/26

11:40 am-9:16 pm

2 stops9h 36m

Miami

Wed 9/2

9:07 am-2:57 pm

1 stop5h 50m

$560

Hilton Head IslandMiami

HHH Hilton Head Island - MIA Miami

HHHMIA

Hilton Head Island

Sun 9/13

6:29 pm-12:56 am

1 stop6h 27m

Miami

Fri 9/18

6:50 am-4:45 pm

2 stops9h 55m

$625

Hilton Head IslandMiami

HHH Hilton Head Island - MIA Miami

HHHMIA

Hilton Head Island

Wed 9/9

2:48 pm-2:51 pm

1 stop24h 03m

Miami

Sat 9/12

3:57 pm-2:03 pm

1 stop22h 06m

$629

Hilton Head IslandMiami

HHH Hilton Head Island - MIA Miami

HHHMIA

Hilton Head Island

Wed 9/9

2:48 pm-2:51 pm

1 stop24h 03m

Miami

Sat 9/12

11:30 am-2:03 pm

2 stops26h 33m

$634

Hilton Head IslandMiami

HHH Hilton Head Island - MIA Miami

HHHMIA

Hilton Head Island

Wed 9/9

2:48 pm-4:31 pm

2 stops25h 43m

Miami

Sat 9/12

8:25 am-2:03 pm

2 stops29h 38m

$640

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?

You could potentially save up to 20% 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 22m
Direct flights	None

The fastest flight from Hilton Head Island to Florida Keys takes 4h 22m

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

Frequently asked questions about flying from Hilton Head Island to Florida Keys

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 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 (Enhanced Winglets), making up 20.30% of the total bookings. Other popular models include Embraer 175 with 14.33%, Embraer 170 with 11.34%, and Airbus A220-300 with 11.04%.

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.