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Cheap flights from Hilton Head Island to Florida Keys from $120

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 9/15. 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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0 bags

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Find the cheapest flights from Hilton Head Island to Florida Keys

Cheap round-trip flights

American Airlines Logo
6:20 pm - 12:34 amHHH-MIA
6h 14m1 stop
American Airlines Logo
8:20 am - 2:56 pmMIA-HHH
6h 36m1 stop
$238American Airlines
Find Deal
Thu, Sep 18 - Tue, Sep 23
American Airlines Logo
6:40 pm - 12:48 amHHH-MIA
6h 08m1 stop
American Airlines Logo
5:43 am - 10:15 amMIA-HHH
4h 32m1 stop
$259American Airlines
Find Deal
Mon, Nov 24 - Thu, Nov 27
American Airlines Logo
3:02 pm - 10:01 pmHHH-MIA
6h 59m1 stop
American Airlines Logo
11:50 am - 4:51 pmMIA-HHH
5h 01m1 stop
$298American Airlines
Find Deal
Fri, Oct 10 - Wed, Oct 15
American Airlines Logo
6:40 pm - 12:48 amHHH-MIA
6h 08m1 stop
American Airlines Logo
7:03 am - 11:46 amMIA-HHH
4h 43m1 stop
$299American Airlines
Find Deal
Thu, Nov 6 - Mon, Nov 10
American Airlines Logo
6:20 pm - 11:15 pmHHH-MIA
4h 55m1 stop
American Airlines Logo
7:06 am - 4:47 pmMIA-HHH
9h 41m2 stops
$301American Airlines
Find Deal
Thu, Sep 18 - Tue, Sep 23
American Airlines Logo
6:40 pm - 12:48 amHHH-MIA
6h 08m1 stop
American Airlines Logo
6:00 am - 10:17 amMIA-HHH
4h 17m1 stop
$309American Airlines
Find Deal
Thu, Nov 20 - Mon, Nov 24
American Airlines Logo
6:40 pm - 12:48 amHHH-MIA
6h 08m1 stop
American Airlines Logo
10:23 am - 5:33 pmMIA-HHH
7h 10m1 stop
$313American Airlines
Find Deal
Mon, Nov 24 - Fri, Nov 28
American Airlines Logo
6:50 pm - 11:47 pmHHH-MIA
4h 57m1 stop
American Airlines Logo
5:45 am - 11:46 amMIA-HHH
6h 01m1 stop
$333American Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10
American Airlines Logo
6:40 pm - 12:48 amHHH-MIA
6h 08m1 stop
American Airlines Logo
6:00 am - 10:17 amMIA-HHH
4h 17m1 stop
$363American Airlines
Find Deal
Thu, Nov 20 - Tue, Nov 25
American Airlines Logo
2:51 pm - 8:46 pmHHH-MIA
5h 55m1 stop
American Airlines Logo
6:00 am - 10:17 amMIA-HHH
4h 17m1 stop
$367American Airlines
Find Deal
Fri, Nov 21 - Wed, Nov 26

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 18
HHH6:20 pmHilton Head Island
6h 14m
1 stop
MIA12:34 amMiami
Sep 23
MIA8:20 amMiami
6h 36m
1 stop
HHH2:56 pmHilton Head Island
$238
Find similar
American Airlines
Nov 24
HHH6:40 pmHilton Head Island
6h 08m
1 stop
MIA12:48 amMiami
Nov 27
MIA5:43 amMiami
4h 32m
1 stop
HHH10:15 amHilton Head Island
$259
Find similar
American Airlines
Oct 10
HHH3:02 pmHilton Head Island
6h 59m
1 stop
MIA10:01 pmMiami
Oct 15
MIA11:50 amMiami
5h 01m
1 stop
HHH4:51 pmHilton Head Island
$298
Find similar

Delta flights from Hilton Head Island to Florida Keys

Our best Delta deals on Hilton Head Island to Florida Keys flight tickets
Delta
Aug 26
HHH12:11 pmHilton Head Island
5h 01m
1 stop
EYW5:12 pmKey West
Aug 30
EYW7:00 amKey West
8h 22m
1 stop
HHH3:22 pmHilton Head Island
$817
Find similar
Delta
Aug 26
HHH12:11 pmHilton Head Island
5h 01m
1 stop
EYW5:12 pmKey West
Aug 30
EYW7:00 amKey West
8h 22m
1 stop
HHH3:22 pmHilton Head Island
$877
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 August 20, 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

Thu 9/18

6:20 pm-12:34 am

1 stop6h 14m

Miami

Tue 9/23

8:20 am-2:56 pm

1 stop6h 36m

$238

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Mon 11/24

6:40 pm-12:48 am

1 stop6h 08m

Miami

Thu 11/27

5:43 am-10:15 am

1 stop4h 32m

$259

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Fri 10/10

3:02 pm-10:01 pm

1 stop6h 59m

Miami

Wed 10/15

11:50 am-4:51 pm

1 stop5h 01m

$298

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Thu 11/6

6:40 pm-12:48 am

1 stop6h 08m

Miami

Mon 11/10

7:03 am-11:46 am

1 stop4h 43m

$299

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Thu 9/18

6:20 pm-11:15 pm

1 stop4h 55m

Miami

Tue 9/23

7:06 am-4:47 pm

2 stops9h 41m

$301

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Thu 11/20

6:40 pm-12:48 am

1 stop6h 08m

Miami

Mon 11/24

6:00 am-10:17 am

1 stop4h 17m

$309

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Mon 11/24

6:40 pm-12:48 am

1 stop6h 08m

Miami

Fri 11/28

10:23 am-5:33 pm

1 stop7h 10m

$313

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Fri 11/7

6:50 pm-11:47 pm

1 stop4h 57m

Miami

Mon 11/10

5:45 am-11:46 am

1 stop6h 01m

$333

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Thu 11/20

6:40 pm-12:48 am

1 stop6h 08m

Miami

Tue 11/25

6:00 am-10:17 am

1 stop4h 17m

$363

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

Fri 11/21

2:51 pm-8:46 pm

1 stop5h 55m

Miami

Wed 11/26

6:00 am-10:17 am

1 stop4h 17m

$367

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 44% 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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