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

American Airlines and United Airlines are the most popular carriers operating from Kentucky to Hilton Head Island

What airlines fly to Hilton Head Island?

American Airlines, Delta and Breeze Airways are the top three most popular airlines that fly to Hilton Head Island from Kentucky according to our data. American Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Hilton Head Island. Keep in mind that there are 7 different airlines that fly to Hilton Head Island on a routine basis, so you have a few additional options to choose from.

How long does it take to fly to Hilton Head Island?

On average, it takes 1h 36m to fly from Kentucky to Hilton Head Island if you fly out of Louisville (the most popular airport in Kentucky) and into Charleston (the most popular airport in Hilton Head Island). If you’re flying out of Lexington and into Charleston, then the flight time is around 5h 21m.

When did momondo last update prices for flights from Kentucky to Hilton Head Island Airport?

Prices for flights from Kentucky to Hilton Head Island Airport were last updated today.

How many operators does momondo search for flights from Kentucky to Hilton Head Island Airport?

As of December 2025, there are 3 operators available to choose from for flights from Kentucky to Hilton Head Island Airport.

How old do you have to be to fly from Kentucky to Hilton Head Island Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Kentucky to Hilton Head Island Airport.

What documentation or ID do you need to fly to Hilton Head Island Airport?

The travel and health documents required for your trip to Hilton Head Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hilton Head Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$206 Cheap Flights from Kentucky to Hilton Head Island in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Kentucky to Hilton Head Island

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:24 am - 3:48 pm

CVG

HHH

4h 24m1 stop

5:20 pm - 11:35 pm

HHH

CVG

6h 15m1 stop

$283American Airlines

Sat, Feb 21 - Wed, Mar 4

7:54 am - 2:27 pm

CVG

HHH

6h 33m2 stops

4:15 pm - 9:37 pm

HHH

CVG

5h 22m1 stop

$288American Airlines

Sat, Feb 21 - Wed, Mar 4

7:54 am - 2:27 pm

CVG

HHH

6h 33m2 stops

12:22 pm - 9:37 pm

HHH

CVG

9h 15m2 stops

$293American Airlines

Sat, Feb 21 - Wed, Mar 4

6:05 pm - 12:20 pm

BNA

HHH

17h 15m2 stops

3:29 pm - 7:55 pm

HHH

BNA

5h 26m1 stop

$297American Airlines

Mon, Jan 26 - Fri, Jan 30

6:05 pm - 12:20 pm

BNA

HHH

17h 15m2 stops

3:29 pm - 11:28 pm

HHH

BNA

8h 59m2 stops

$302American Airlines

Mon, Jan 26 - Fri, Jan 30

5:15 am - 10:56 am

BNA

HHH

4h 41m1 stop

5:20 pm - 11:05 pm

HHH

BNA

6h 45m1 stop

$308American Airlines

Thu, Feb 12 - Tue, Feb 17

5:15 am - 10:56 am

BNA

HHH

4h 41m1 stop

3:35 pm - 11:54 pm

HHH

BNA

9h 19m2 stops

$313American Airlines

Thu, Feb 12 - Tue, Feb 17

11:14 am - 2:59 pm

SDF

HHH

3h 45m1 stop

3:29 pm - 10:12 pm

HHH

SDF

6h 43m1 stop

$317American Airlines

Wed, Jan 28 - Sun, Feb 1

7:05 am - 2:49 pm

BNA

HHH

6h 44m1 stop

12:22 pm - 2:54 pm

HHH

BNA

3h 32m1 stop

$318American Airlines

Thu, Feb 12 - Tue, Feb 17

5:50 pm - 2:01 pm

LEX

HHH

20h 11m1 stop

3:00 pm - 8:23 pm

HHH

LEX

5h 23m1 stop

$674United Airlines

Sat, May 16 - Sat, May 23

American Airlines flights from Kentucky to Hilton Head Island

Our best American Airlines deals on Kentucky to Hilton Head Island flight tickets

American Airlines

Feb 21

CVG11:24 amCincinnati Cinci./N. Kentucky

4h 24m

1 stop

HHH3:48 pmHilton Head Island

Mar 4

HHH5:20 pmHilton Head Island

6h 15m

1 stop

CVG11:35 pmCincinnati Cinci./N. Kentucky

$283

Find similar

American Airlines

Feb 21

CVG8:27 amCincinnati Cinci./N. Kentucky

6h 00m

1 stop

HHH2:27 pmHilton Head Island

Mar 4

HHH12:22 pmHilton Head Island

8h 33m

2 stops

CVG8:55 pmCincinnati Cinci./N. Kentucky

$288

Find similar

American Airlines

Feb 21

CVG5:25 amCincinnati Cinci./N. Kentucky

11h 47m

2 stops

HHH5:12 pmHilton Head Island

Mar 4

HHH3:35 pmHilton Head Island

7h 44m

2 stops

CVG11:19 pmCincinnati Cinci./N. Kentucky

$293

Find similar

United Airlines flights from Kentucky to Hilton Head Island

Our best United Airlines deals on Kentucky to Hilton Head Island flight tickets

United Airlines

May 30

SDF9:00 amLouisville Intl

5h 01m

1 stop

HHH2:01 pmHilton Head Island

Jun 6

HHH3:00 pmHilton Head Island

7h 09m

1 stop

SDF10:09 pmLouisville Intl

$521

Find similar

United Airlines

May 16

LEX5:50 pmLexington Blue Grass

20h 11m

1 stop

HHH2:01 pmHilton Head Island

May 23

HHH3:00 pmHilton Head Island

5h 23m

1 stop

LEX8:23 pmLexington Blue Grass

$674

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Kentucky to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Sat 2/21

11:24 am-3:48 pm

1 stop4h 24m

Hilton Head Island

Wed 3/4

5:20 pm-11:35 pm

1 stop6h 15m

$283

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Sat 2/21

7:54 am-2:27 pm

2 stops6h 33m

Hilton Head Island

Wed 3/4

4:15 pm-9:37 pm

1 stop5h 22m

$288

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Sat 2/21

7:54 am-2:27 pm

2 stops6h 33m

Hilton Head Island

Wed 3/4

12:22 pm-9:37 pm

2 stops9h 15m

$293

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Mon 1/26

6:05 pm-12:20 pm

2 stops17h 15m

Hilton Head Island

Fri 1/30

3:29 pm-7:55 pm

1 stop5h 26m

$297

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Mon 1/26

6:05 pm-12:20 pm

2 stops17h 15m

Hilton Head Island

Fri 1/30

3:29 pm-11:28 pm

2 stops8h 59m

$302

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Thu 2/12

5:15 am-10:56 am

1 stop4h 41m

Hilton Head Island

Tue 2/17

5:20 pm-11:05 pm

1 stop6h 45m

$308

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Thu 2/12

5:15 am-10:56 am

1 stop4h 41m

Hilton Head Island

Tue 2/17

3:35 pm-11:54 pm

2 stops9h 19m

$313

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Wed 1/28

11:14 am-2:59 pm

1 stop3h 45m

Hilton Head Island

Sun 2/1

3:29 pm-10:12 pm

1 stop6h 43m

$317

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Thu 2/12

7:05 am-2:49 pm

1 stop6h 44m

Hilton Head Island

Tue 2/17

12:22 pm-2:54 pm

1 stop3h 32m

$318

LexingtonHilton Head Island

LEX - HHH

LEXHHH

Lexington Blue Grass

Sat 5/16

5:50 pm-2:01 pm

1 stop20h 11m

Hilton Head Island

Sat 5/23

3:00 pm-8:23 pm

1 stop5h 23m

$674

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 Kentucky to Hilton Head Island

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

Other information

What is the cheapest month to fly to Hilton Head Island?

If you don’t want to visit Hilton Head Island in December, then you should wait until February to fly from Kentucky, when ticket prices are also cheap, with an average price of $234.

What is the cheapest day to depart on your flight to Hilton Head Island?

The cheapest day to depart from Kentucky to Hilton Head Island is on a Wednesday. Travelers who choose to depart for Hilton Head Island on a Wednesday will often find tickets for as low as $343. On the other hand, Tuesday is the most expensive day to depart from Kentucky because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $599.

Cheap Kentucky to Hilton Head Island flight deals and tips

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

Fastest flight time	3h 24m
Direct flights	None

The fastest flight from Kentucky to Hilton Head Island takes 3h 24m

There are no direct flights from Kentucky to Hilton Head Island. There are no popular flight routes from Kentucky to Hilton Head Island.

Search flight deals

When did momondo last update prices for flights from Kentucky to Hilton Head Island Airport?
Prices for flights from Kentucky to Hilton Head Island Airport were last updated today.
How many operators does momondo search for flights from Kentucky to Hilton Head Island Airport?
As of December 2025, there are 3 operators available to choose from for flights from Kentucky to Hilton Head Island Airport.
How old do you have to be to fly from Kentucky to Hilton Head Island Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Kentucky to Hilton Head Island Airport.
What documentation or ID do you need to fly to Hilton Head Island Airport?
The travel and health documents required for your trip to Hilton Head Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hilton Head Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Kentucky to Hilton Head Island

Compare and see reviews for airlines that fly from Kentucky to Hilton Head Island with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $228	Free Cancellation	Rating 7.2 11,067 reviews		Search American Airlines flights

Beaufort

Bluffton

Daufuskie Island

Why use momondo?

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

Finding the right flight to Hilton Head Island from Kentucky is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Hilton Head Island quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Hilton Head Island from Kentucky which offer a flexible booking policy as well as other useful filters and features.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Kentucky to Hilton Head Island.

I’m not ready to book a flight from Kentucky to Hilton Head Island right now. Can momondo alert me if prices change?

Price alerts on flights to Hilton Head Island from Kentucky are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Hilton Head Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Mon 1/26

Mon 2/2

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Cheap flights from Kentucky to Hilton Head Island from $206

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to Hilton Head Island departing on 1/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Kentucky to Hilton Head Island

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

American Airlines flights from Kentucky to Hilton Head Island

Our best American Airlines deals on Kentucky to Hilton Head Island flight tickets

United Airlines flights from Kentucky to Hilton Head Island

Our best United Airlines deals on Kentucky to Hilton Head Island flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Kentucky to Hilton Head Island that are best for you.

See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Kentucky to Hilton Head Island

What is the cheapest month to fly to Hilton Head Island?

If you don’t want to visit Hilton Head Island in December, then you should wait until February to fly from Kentucky, when ticket prices are also cheap, with an average price of $234.

What is the cheapest day to depart on your flight to Hilton Head Island?

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

American Airlines and United Airlines are the most popular carriers operating from Kentucky to Hilton Head Island

What airlines fly to Hilton Head Island?

How long does it take to fly to Hilton Head Island?

Cheap Kentucky to Hilton Head Island flight deals and tips

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

Fastest flight time

Direct flights

When did momondo last update prices for flights from Kentucky to Hilton Head Island Airport?

How many operators does momondo search for flights from Kentucky to Hilton Head Island Airport?

How old do you have to be to fly from Kentucky to Hilton Head Island Airport?

What documentation or ID do you need to fly to Hilton Head Island Airport?

Best airlines flying from Kentucky to Hilton Head Island

Compare and see reviews for airlines that fly from Kentucky to Hilton Head Island with momondo

Traveling to a place near Hilton Head Island?

Why use momondo?

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

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

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

I’m not ready to book a flight from Kentucky to Hilton Head Island right now. Can momondo alert me if prices change?

An easier way to manage your Hilton Head Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing South Carolina