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Hilton Head Island

$137+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — HHH
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/15. 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 12/255:10 amEVV - HHH
1 stop4h 34mAmerican Airlines
Mon 12/296:13 pmHHH - EVV
1 stop6h 11mAmerican Airlines
Deal found 12/15$443
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/198:26 amCVG - HHH
1 stop5h 50mAmerican Airlines
Tue 12/302:46 pmHHH - CVG
1 stop3h 44mAmerican Airlines
Deal found 12/17$456
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/247:00 amTYS - HHH
1 stop3h 44mAmerican Airlines
Sat 12/276:13 pmHHH - TYS
1 stop3h 45mAmerican Airlines
Deal found 12/16$483
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Mon 12/226:09 amLEX - HHH
1 stop4h 35mAmerican Airlines
Mon 12/296:13 pmHHH - LEX
1 stop3h 48mAmerican Airlines
Deal found 12/15$487
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/317:30 amBNA - HHH
1 stop5h 46mAmerican Airlines
Sun 1/46:13 pmHHH - BNA
1 stop4h 08mAmerican Airlines
Deal found 12/16$504
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/191:55 pmCVG - HHH
1 stop3h 48mAmerican Airlines
Sun 12/212:46 pmHHH - CVG
1 stop3h 44mAmerican Airlines
Deal found 12/17$523
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/207:53 amSDF - HHH
1 stop6h 23mAmerican Airlines
Fri 12/2611:14 amHHH - SDF
1 stop3h 58mAmerican Airlines
Deal found 12/17$527
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/238:38 amCVG - HHH
2 stops9h 05mAmerican Airlines
Thu 12/2511:14 amHHH - CVG
2 stops11h 12mAmerican Airlines
Deal found 12/17$530
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/206:27 amSDF - HHH
2 stops7h 49mAmerican Airlines
Sat 12/272:46 pmHHH - SDF
2 stops8h 44mAmerican Airlines
Deal found 12/17$537
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/198:45 amBNA - HHH
1 stop4h 31mAmerican Airlines
Sun 12/212:46 pmHHH - BNA
1 stop4h 52mAmerican Airlines
Deal found 12/15$547
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/311:55 pmCVG - HHH
1 stop3h 48mAmerican Airlines
Sun 1/46:13 pmHHH - CVG
1 stop5h 38mAmerican Airlines
Deal found 12/16$577
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/316:09 amLEX - HHH
1 stop4h 35mAmerican Airlines
Sun 1/46:13 pmHHH - LEX
1 stop5h 43mAmerican Airlines
Deal found 12/16$609

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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$251
(American Airlines)

One-way from

$137
(American Airlines)

Popular in

November

Cheapest in

December

Average price

$228
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. 23% potential increase in price ($120 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($48 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 18, 2025.
Use the filters below to find and compare flights from Kentucky to Hilton Head Island that are best for you.

Fly from

Kentucky

Fly to

Hilton Head Island

Route

Depart

Return

Price

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Wed 1/14

6:00 am-12:20 pm

1 stop6h 20m

Hilton Head Island

Wed 1/21

12:51 pm-6:31 pm

1 stop5h 40m

$251

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Sat 2/21

7:54 am-5:12 pm

2 stops9h 18m

Hilton Head Island

Wed 3/4

12:22 pm-11:19 pm

2 stops10h 57m

$293

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

$305

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Sat 1/24

6:00 am-12:20 pm

1 stop6h 20m

Hilton Head Island

Sat 1/31

12:54 pm-6:30 pm

1 stop5h 36m

$317

LouisvilleHilton Head Island

SDF - HHH

SDFHHH

Louisville Intl

Sat 4/11

6:01 am-11:04 am

1 stop5h 03m

Hilton Head Island

Tue 4/14

4:05 pm-9:56 pm

1 stop5h 51m

$317

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Sat 4/11

6:54 am-10:14 am

1 stop3h 20m

Hilton Head Island

Wed 4/15

6:07 pm-9:55 pm

1 stop3h 48m

$336

CincinnatiHilton Head Island

CVG - HHH

CVGHHH

Cincinnati Cinci./N. Kentucky

Wed 1/21

8:54 am-2:59 pm

1 stop6h 05m

Hilton Head Island

Sun 1/25

12:51 pm-4:38 pm

1 stop3h 47m

$338

NashvilleHilton Head Island

BNA - HHH

BNAHHH

Nashville Intl

Thu 1/1

8:45 am-2:16 pm

1 stop4h 31m

Hilton Head Island

Mon 1/5

6:13 pm-9:21 pm

1 stop4h 08m

$348

LexingtonHilton Head Island

LEX - HHH

LEXHHH

Lexington Blue Grass

Thu 1/1

11:00 am-2:16 pm

1 stop3h 16m

Hilton Head Island

Mon 1/5

6:13 pm-10:01 pm

1 stop3h 48m

$357

KnoxvilleHilton Head Island

TYS - HHH

TYSHHH

Knoxville McGhee Tyson

Thu 3/5

5:00 am-10:32 am

1 stop5h 32m

Hilton Head Island

Thu 3/19

6:20 pm-11:40 pm

1 stop5h 20m

$363

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 40 results
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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

What is the cheapest month to book a flight from Kentucky to Hilton Head Island?

Currently, July is the cheapest month in which you can book a flight from Kentucky to Hilton Head Island (average of $77). Flying from Kentucky to Hilton Head Island in April is currently the most expensive (average of $213). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from KY to HHH?

Find hourly flight availability from Kentucky to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

One of the essential ways to save on airfare from Kentucky to Hilton Head Island is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 66% on airfare.

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 American Airlines fly from Kentucky to Hilton Head Island in about 6h 20m. The time it takes to get you to your destination can typically vary by up to . There are 499 mi between Kentucky and Hilton Head Island.

  • 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, Louisville Intl - Hilton Head Island or Nashville Intl - 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.

  • What is the cheapest month to book a flight from Kentucky to Hilton Head Island?

    Currently, July is the cheapest month in which you can book a flight from Kentucky to Hilton Head Island (average of $77). Flying from Kentucky to Hilton Head Island in April is currently the most expensive (average of $213). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

See prices for flight routes from nearby airports that may be better suited for you.
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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$383FlexibilityNo cancel feeOn-time71%

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