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

American Airlines is the most popular carrier 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 38% of people opting to fly with this airline when traveling to Hilton Head Island. Keep in mind that there are 6 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 35m 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 4h.

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 October 2026, there are 2 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.

$236 Cheap Flights from Kentucky to Hilton Head Island in 2026/27

Discover deals from 900+ travel sites with momondo.

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.

6:04 am - 11:53 amSDF Louisville Intl-HHH Hilton Head Island

5h 49m1 stop Charlotte Douglas

1:55 pm - 9:36 pmHHH Hilton Head Island-SDF Louisville Intl

7h 41m1 stop Chicago O'Hare Intl

$334American Airlines

Wed, Nov 11 - Sat, Nov 14

6:15 am - 12:35 pmSDF Louisville Intl-HHH Hilton Head Island

6h 20m1 stop Newark

2:51 pm - 8:31 pmHHH Hilton Head Island-SDF Louisville Intl

5h 40m1 stop Chicago O'Hare Intl

$334United Airlines

Sat, Oct 17 - Sat, Oct 24

6:00 am - 10:25 amSDF Louisville Intl-HHH Hilton Head Island

4h 25m1 stop Washington, D.C. Reagan-National

10:55 am - 5:23 pmHHH Hilton Head Island-SDF Louisville Intl

6h 28m1 stop Washington, D.C. Reagan-National

$349American Airlines

Sat, Oct 17 - Wed, Oct 21

5:00 am - 10:34 amSDF Louisville Intl-HHH Hilton Head Island

5h 34m1 stop Charlotte Douglas

4:17 pm - 10:37 pmHHH Hilton Head Island-SDF Louisville Intl

6h 20m1 stop Charlotte Douglas

$361American Airlines

Thu, Nov 12 - Sat, Nov 14

5:02 am - 10:36 amSDF Louisville Intl-HHH Hilton Head Island

5h 34m1 stop Charlotte Douglas

5:47 pm - 12:20 amHHH Hilton Head Island-SDF Louisville Intl

6h 33m1 stop Charlotte Douglas

$376American Airlines

Tue, Nov 24 - Wed, Nov 25

9:51 am - 3:30 pmSDF Louisville Intl-HHH Hilton Head Island

5h 39m1 stop Atlanta Hartsfield-Jackson

12:23 pm - 9:13 pmHHH Hilton Head Island-SDF Louisville Intl

8h 50m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

$543Delta

Fri, Oct 16 - Wed, Oct 21

6:00 am - 11:43 amSDF Louisville Intl-HHH Hilton Head Island

5h 43m1 stop New York LaGuardia

12:23 pm - 4:49 pmHHH Hilton Head Island-SDF Louisville Intl

4h 26m1 stop Atlanta Hartsfield-Jackson

$649Delta

Fri, Oct 30 - Mon, Nov 2

7:55 am - 3:30 pmSDF Louisville Intl-HHH Hilton Head Island

7h 35m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

12:23 pm - 4:49 pmHHH Hilton Head Island-SDF Louisville Intl

4h 26m1 stop Atlanta Hartsfield-Jackson

$654Delta

Fri, Oct 30 - Mon, Nov 2

5:00 am - 12:35 pmPAH Paducah Barkley Regional-HHH Hilton Head Island

30h 35m2 stops Chicago O'Hare Intl Newark

1:16 pm - 1:32 pmHHH Hilton Head Island-PAH Paducah Barkley Regional

25h 16m2 stops Newark Chicago O'Hare Intl

$847United Airlines

Fri, Oct 16 - Tue, Oct 20

5:00 am - 2:10 pmPAH Paducah Barkley Regional-HHH Hilton Head Island

8h 10m1 stop Chicago O'Hare Intl

1:20 pm - 1:32 pmHHH Hilton Head Island-PAH Paducah Barkley Regional

25h 12m2 stops Newark Chicago O'Hare Intl

$902United Airlines

Sat, Oct 17 - Wed, Oct 21

Cheap last minute flights

Enter your travel dates to find the best prices.

6:00 am - 11:43 amSDF Louisville Intl-HHH Hilton Head Island

5h 43m1 stop New York LaGuardia

12:23 pm - 4:49 pmHHH Hilton Head Island-SDF Louisville Intl

4h 26m1 stop Atlanta Hartsfield-Jackson

$383Delta

Tue, Oct 6 - Thu, Oct 15

6:00 am - 11:43 amSDF Louisville Intl-HHH Hilton Head Island

5h 43m1 stop New York LaGuardia

12:23 pm - 4:49 pmHHH Hilton Head Island-SDF Louisville Intl

4h 26m1 stop Atlanta Hartsfield-Jackson

$383Delta

Wed, Oct 7 - Thu, Oct 15

9:53 am - 3:30 pmSDF Louisville Intl-HHH Hilton Head Island

5h 37m1 stop Atlanta Hartsfield-Jackson

12:23 pm - 4:49 pmHHH Hilton Head Island-SDF Louisville Intl

4h 26m1 stop Atlanta Hartsfield-Jackson

$415Delta

Thu, Oct 8 - Thu, Oct 15

7:55 am - 3:30 pmSDF Louisville Intl-HHH Hilton Head Island

7h 35m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

12:23 pm - 4:49 pmHHH Hilton Head Island-SDF Louisville Intl

4h 26m1 stop Atlanta Hartsfield-Jackson

$420Delta

Thu, Oct 8 - Thu, Oct 15

5:06 am - 11:18 amSDF Louisville Intl-HHH Hilton Head Island

6h 12m1 stop Charlotte Douglas

10:55 am - 5:46 pmHHH Hilton Head Island-SDF Louisville Intl

6h 51m1 stop Washington, D.C. Reagan-National

$461American Airlines

Sun, Oct 4 - Sat, Oct 10

5:04 am - 11:05 amSDF Louisville Intl-HHH Hilton Head Island

6h 01m1 stop Charlotte Douglas

6:08 pm - 10:04 pmHHH Hilton Head Island-SDF Louisville Intl

3h 56m1 stop Charlotte Douglas

$461American Airlines

Wed, Oct 7 - Mon, Oct 12

8:40 am - 12:33 pmSDF Louisville Intl-HHH Hilton Head Island

3h 53m1 stop Charlotte Douglas

1:50 pm - 9:35 pmHHH Hilton Head Island-SDF Louisville Intl

7h 45m1 stop Chicago O'Hare Intl

$467American Airlines

Sun, Oct 4 - Sat, Oct 10

6:15 am - 12:35 pmSDF Louisville Intl-HHH Hilton Head Island

6h 20m1 stop Newark

1:20 pm - 8:13 pmHHH Hilton Head Island-SDF Louisville Intl

6h 53m1 stop Newark

$499United Airlines

Mon, Oct 5 - Thu, Oct 15

6:15 am - 12:35 pmSDF Louisville Intl-HHH Hilton Head Island

6h 20m1 stop Newark

1:16 pm - 11:59 pmHHH Hilton Head Island-SDF Louisville Intl

10h 43m2 stops Newark Chicago O'Hare Intl

$627United Airlines

Wed, Oct 7 - Sat, Oct 10

6:15 am - 12:35 pmSDF Louisville Intl-HHH Hilton Head Island

6h 20m1 stop Newark

1:16 pm - 11:59 pmHHH Hilton Head Island-SDF Louisville Intl

10h 43m2 stops Newark Chicago O'Hare Intl

$643United Airlines

Mon, Oct 5 - Sat, Oct 10

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American Airlines flights from Kentucky to Hilton Head Island

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

American Airlines

Oct 17

SDF6:00 amLouisville Intl

4h 25m

1 stop

HHH10:25 amHilton Head Island

Oct 21

HHH10:55 amHilton Head Island

6h 28m

1 stop

SDF5:23 pmLouisville Intl

$349

American Airlines

Oct 12

SDF6:00 amLouisville Intl

4h 25m

1 stop

HHH10:25 amHilton Head Island

Oct 22

HHH6:08 pmHilton Head Island

3h 56m

1 stop

SDF10:04 pmLouisville Intl

$354

American Airlines

Nov 12

SDF5:00 amLouisville Intl

5h 34m

1 stop

HHH10:34 amHilton Head Island

Nov 14

HHH4:17 pmHilton Head Island

6h 20m

1 stop

SDF10:37 pmLouisville Intl

$361

United Airlines flights from Kentucky to Hilton Head Island

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

United Airlines

Oct 17

SDF6:15 amLouisville Intl

6h 20m

1 stop

HHH12:35 pmHilton Head Island

Oct 24

HHH2:51 pmHilton Head Island

5h 40m

1 stop

SDF8:31 pmLouisville Intl

$334

United Airlines

Oct 10

SDF7:00 amLouisville Intl

7h 10m

1 stop

HHH2:10 pmHilton Head Island

Oct 15

HHH1:20 pmHilton Head Island

6h 53m

1 stop

SDF8:13 pmLouisville Intl

$483

United Airlines

Oct 5

SDF6:15 amLouisville Intl

6h 20m

1 stop

HHH12:35 pmHilton Head Island

Oct 15

HHH1:20 pmHilton Head Island

6h 53m

1 stop

SDF8:13 pmLouisville Intl

$499

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

Cheapest round-trip

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Wed 11/11

6:04 am-11:53 am

1 stop5h 49m

Hilton Head Island

Sat 11/14

1:55 pm-9:36 pm

1 stop7h 41m

$334

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Sat 10/17

6:15 am-12:35 pm

1 stop6h 20m

Hilton Head Island

Sat 10/24

2:51 pm-8:31 pm

1 stop5h 40m

$334

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Sat 10/17

6:00 am-10:25 am

1 stop4h 25m

Hilton Head Island

Wed 10/21

10:55 am-5:23 pm

1 stop6h 28m

$349

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Thu 11/12

5:00 am-10:34 am

1 stop5h 34m

Hilton Head Island

Sat 11/14

4:17 pm-10:37 pm

1 stop6h 20m

$361

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Tue 11/24

5:02 am-10:36 am

1 stop5h 34m

Hilton Head Island

Wed 11/25

5:47 pm-12:20 am

1 stop6h 33m

$376

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Fri 10/16

9:51 am-3:30 pm

1 stop5h 39m

Hilton Head Island

Wed 10/21

12:23 pm-9:13 pm

2 stops8h 50m

$543

Quickest round-trip

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Fri 10/30

6:00 am-11:43 am

1 stop5h 43m

Hilton Head Island

Mon 11/2

12:23 pm-4:49 pm

1 stop4h 26m

$649

LouisvilleHilton Head Island

SDF Louisville Intl - HHH Hilton Head Island

SDFHHH

Louisville Intl

Fri 10/30

7:55 am-3:30 pm

2 stops7h 35m

Hilton Head Island

Mon 11/2

12:23 pm-4:49 pm

1 stop4h 26m

$654

PaducahHilton Head Island

PAH Paducah Barkley Regional - HHH Hilton Head Island

PAHHHH

Paducah Barkley Regional

Fri 10/16

5:00 am-12:35 pm

2 stops30h 35m

Hilton Head Island

Tue 10/20

1:16 pm-1:32 pm

2 stops25h 16m

$847

PaducahHilton Head Island

PAH Paducah Barkley Regional - HHH Hilton Head Island

PAHHHH

Paducah Barkley Regional

Sat 10/17

5:00 am-2:10 pm

1 stop8h 10m

Hilton Head Island

Wed 10/21

1:20 pm-1:32 pm

2 stops25h 12m

$902

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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 January, then you should wait until December to fly from Kentucky, when ticket prices are also cheap, with an average price of $228.

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

Best Price Found	$236
Fastest flight time	3h 48m
Direct flights	None

The best one-way flight to Hilton Head Island from Kentucky in the past 72 hours is $236. The best round-trip flight deal from Kentucky to Hilton Head Island found on momondo in the last 72 hours is $334.

The fastest flight from Kentucky to Hilton Head Island takes 3h 48m

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

Frequently asked questions about flying from Kentucky to Hilton Head Island

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 October 2026, there are 2 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 $234	Free Cancellation	Rating 7.0 12,130 reviews		Search American Airlines flights
Delta	PriceFrom $260	Free Cancellation	Rating 7.8 8,626 reviews		Search Delta flights

Beaufort

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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

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Cheap flights from Kentucky to Hilton Head Island from $236

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 3/3. 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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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?

What is the cheapest airline that flies 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

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Kentucky to Hilton Head Island

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?

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

Fly your favorite airline to Hilton Head Island

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Hilton Head Island

List of cabin classes available on flights landing in Hilton Head Island. Availability may vary depending on flight origin and airline.

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Popular flights according to clicks in the last 7 days on momondo

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