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Hilton Head Island

$143+ Cheap flights from Kentucky to Hilton Head Island (HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HHH
Jul 9 — Jul 161
Thu 7/9
Thu 7/16
1 adult, Economy
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Cheap flight deals from Kentucky to Hilton Head Island

Cheapest flights from Kentucky to Hilton Head Island
Explore the most affordable flight options available from Kentucky to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 9, 2026.

This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:04 am
SDF
-
HHH
1 stop6h 13m
American Airlines
Wed 7/154:55 pm
HHH
-
SDF
1 stop5h 44m
American Airlines
Deal found 6/8$261
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/305:04 am
SDF
-
HHH
1 stop6h 13m
American Airlines
Tue 8/44:55 pm
HHH
-
SDF
1 stop5h 44m
American Airlines
Deal found 6/5$275
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:00 am
SDF
-
HHH
2 stops6h 52m
United Airlines
Wed 7/153:05 pm
HHH
-
SDF
1 stop5h 18m
United Airlines
Deal found 6/8$291
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:00 am
SDF
-
HHH
1 stop4h 37m
American Airlines
Mon 7/134:55 pm
HHH
-
SDF
1 stop5h 44m
American Airlines
Deal found 6/7$299
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:15 am
LEX
-
HHH
1 stop5h 23m
American Airlines
Mon 8/243:27 pm
HHH
-
LEX
1 stop5h 24m
American Airlines
Deal found 6/8$299
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:45 am
BNA
-
HHH
1 stop3h 53m
American Airlines
Sat 9/52:54 pm
HHH
-
BNA
1 stop4h 30m
American Airlines
Deal found 6/5$303
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:05 am
SDF
-
HHH
1 stop5h 04m
American Airlines
Tue 8/111:52 pm
HHH
-
SDF
1 stop7h 33m
American Airlines
Deal found 6/5$304
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:00 am
CVG
-
HHH
1 stop5h 24m
Delta
Wed 8/54:18 pm
HHH
-
CVG
1 stop6h 36m
Delta
Deal found 6/9$307
This American Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:08 am
CVG
-
HHH
1 stop6h 09m
American Airlines
Mon 8/311:07 am
HHH
-
CVG
1 stop4h 41m
American Airlines
Deal found 6/4$309
This United Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:00 am
BNA
-
HHH
1 stop7h 03m
United Airlines
Mon 8/172:48 pm
HHH
-
BNA
1 stop6h 18m
United Airlines
Deal found 6/6$314
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:15 am
BNA
-
HHH
1 stop6h 07m
American Airlines
Tue 11/32:51 pm
HHH
-
BNA
1 stop4h 56m
American Airlines
Deal found 6/5$316
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:16 am
CVG
-
HHH
1 stop6h 41m
American Airlines
Sat 8/223:27 pm
HHH
-
CVG
1 stop3h 59m
American Airlines
Deal found 6/5$316

Find flight deals from Kentucky to Hilton Head Island

Keep the following information in mind while searching for Kentucky to Hilton Head Island flight deals. Data was last updated June 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$261
(Delta)

One-way from

$143
(United Airlines)

Popular in

November

Cheapest in

December

Average price

$406
Provider with most accurate pricing for Louisville Intl-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Louisville Intl-Hilton Head Island flights.
Search Deals
From Kentucky to Hilton Head Island
Search Deals
One-way flight from Kentucky to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($83 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($49 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to Hilton Head Island 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, Cheapflights users made 2,558,603 searches. Data last updated June 9, 2026.
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 - HHH

SDFHHH

Louisville Intl

Tue 9/1

6:00 am-11:34 am

1 stop5h 34m

Hilton Head Island

Tue 9/8

12:00 pm-4:52 pm

1 stop4h 52m

$261

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Wed 7/8

6:00 am-12:52 pm

2 stops6h 52m

Hilton Head Island

Wed 7/15

3:05 pm-8:23 pm

1 stop5h 18m

$291

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Tue 9/1

11:45 am-4:38 pm

1 stop3h 53m

Hilton Head Island

Sat 9/5

2:54 pm-6:24 pm

1 stop4h 30m

$303

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Wed 7/29

6:00 am-11:24 am

1 stop5h 24m

Hilton Head Island

Wed 8/5

4:18 pm-10:54 pm

1 stop6h 36m

$307

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Fri 10/30

7:15 am-2:22 pm

1 stop6h 07m

Hilton Head Island

Tue 11/3

2:51 pm-6:47 pm

1 stop4h 56m

$316

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Sun 9/27

5:06 am-11:18 am

1 stop6h 12m

Hilton Head Island

Sat 10/3

2:15 pm-7:10 pm

1 stop4h 55m

$320

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Fri 10/30

9:35 am-3:19 pm

1 stop4h 44m

Hilton Head Island

Tue 11/3

12:00 pm-4:39 pm

1 stop5h 39m

$320

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Tue 7/7

6:00 am-11:24 am

1 stop5h 24m

Hilton Head Island

Tue 7/14

12:11 pm-10:44 pm

2 stops10h 33m

$324

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Thu 8/6

11:05 am-4:38 pm

1 stop5h 33m

Hilton Head Island

Sun 8/9

2:48 pm-7:25 pm

1 stop4h 37m

$334

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Tue 7/28

6:25 am-3:29 pm

2 stops9h 04m

Hilton Head Island

Tue 8/4

12:15 pm-4:42 pm

1 stop4h 27m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/4

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Kentucky to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Kentucky with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Kentucky to Hilton Head Island

How much does it cost to fly round-trip from Kentucky to Hilton Head Island?

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Hilton Head Island from Kentucky?

    Hilton Head Island (HHH) is the airport you will fly into if you book a flight from Kentucky to Hilton Head Island. It is only a 3.3 mi journey from Hilton Head (HHH) to Hilton Head Island’s city center.

  • How long is the flight from Kentucky to Hilton Head Island?

    Airlines like Delta, United Airlines, and American Airlines fly from Kentucky to Hilton Head Island in about 4h 57m. The time it takes to get you to your destination can typically vary by up to 1h 55m. There are 435 mi between Kentucky and Hilton Head Island. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Kentucky to Hilton Head Island?

    When deciding which route to take from Kentucky to Hilton Head Island consider Cincinnati Cinci./N. Kentucky - Hilton Head Island, Nashville Intl - Hilton Head Island or Knoxville McGhee Tyson - Hilton Head Island as they are the most popular.

  • Can I find deals for flights from Kentucky to Hilton Head Island that include hotel bookings?

    Yes. In addition to deals on Kentucky to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to Hilton Head Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to Hilton Head Island.

  • Can I find deals for business class flights from Kentucky to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Kentucky to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort

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Alternative routes for Kentucky to Hilton Head Island

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Top airline flying from Kentucky to Hilton Head Island

Discover the top airline that operate flights from Kentucky to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$531FlexibilityNo cancel feeOn-time71%

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