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$216+ Cheap flights from Hilton Head Island (HHH) to Kentucky

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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — SDF
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Kentucky

Keep the following information in mind while searching for Hilton Head Island to Kentucky flight deals. Data was last updated March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(American Airlines)

One-way from

$216
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for Hilton Head Island-Louisville Intl flights.
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From Hilton Head Island to Kentucky
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One-way flight from Hilton Head Island to Kentucky
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Find flight deals from Hilton Head Island to Kentucky

Cheapest flights from Hilton Head Island to Kentucky
Explore the most affordable flight options available from Hilton Head Island to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 28, 2025.

This American Airlines deal was found by Cheapflights users on 3/27. 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 4/116:06 pmHHH - SDF
1 stop6h 07mAmerican Airlines
Tue 4/158:58 amSDF - HHH
1 stop5h 22mAmerican Airlines
Deal found 3/27$239
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/112:50 pmHHH - CVG
1 stop4h 11mAmerican Airlines
Tue 4/155:35 amCVG - HHH
1 stop6h 42mAmerican Airlines
Deal found 3/27$284
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/242:50 pmHHH - TYS
1 stop4h 16mAmerican Airlines
Mon 4/2812:44 pmTYS - HHH
1 stop4h 52mAmerican Airlines
Deal found 3/27$407

Cheapflights Fare Finder

Customize your flight search to find flights from Hilton Head Island to Kentucky 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 March 28, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Kentucky that are best for you.

Fly from

Hilton Head Island

Fly to

Kentucky

Route

Depart

Return

Price

Hilton Head IslandLouisville

HHH - SDF

HHHSDF

Hilton Head Island

Fri 4/11

6:06 pm-12:13 am

1 stop6h 07m

Louisville Intl

Tue 4/15

8:58 am-2:20 pm

1 stop5h 22m

$239

Hilton Head IslandCincinnati

HHH - CVG

HHHCVG

Hilton Head Island

Fri 4/11

2:50 pm-7:01 pm

1 stop4h 11m

Cincinnati Cinci./N. Kentucky

Tue 4/15

5:35 am-12:17 pm

1 stop6h 42m

$284

Hilton Head IslandKnoxville

HHH - TYS

HHHTYS

Hilton Head Island

Thu 4/24

2:50 pm-7:06 pm

1 stop4h 16m

Knoxville McGhee Tyson

Mon 4/28

12:44 pm-5:36 pm

1 stop4h 52m

$407

Hilton Head IslandNashville

HHH - BNA

HHHBNA

Hilton Head Island

Wed 4/9

6:06 pm-11:26 pm

1 stop6h 20m

$216

Hilton Head IslandLouisville

HHH - SDF

HHHSDF

Hilton Head Island

Fri 4/4

2:50 pm-7:29 pm

1 stop4h 39m

$254

Hilton Head IslandNashville

HHH - BNA

HHHBNA

Hilton Head Island

Tue 4/8

4:18 pm-10:44 pm

1 stop7h 26m

$259

Hilton Head IslandKnoxville

HHH - TYS

HHHTYS

Hilton Head Island

Sat 5/31

12:51 pm-5:21 pm

1 stop4h 30m

$299

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Best time to book a flight from Hilton Head Island to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Hilton Head Island 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 Hilton Head Island to Kentucky

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

Currently, January is the cheapest month in which you can book a flight from Hilton Head Island to Kentucky (average of $299). Flying from Hilton Head Island to Kentucky in April is currently the most expensive (average of $369). 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.

Rainfall in Kentucky by month

Plan your trip to Kentucky by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kentucky ranges from 3.1 - 5.3 inches per month. May is typically the wettest month, when rainfall can reach 5.3 in. September is typically the driest time to visit Kentucky when rainfall is around 3.1 in.

Temperature in Kentucky by month

Plan your trip to Kentucky by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kentucky, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated March 28, 2025.
United Airlines
7.4
Good
8,603 reviews

Overall

7.4

Comfort

7.3

Entertainment

7.0

Food

6.6

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,603 reviews
United Airlines
7.4
Good
8,603 reviews

Overall

7.4

Comfort

7.3

Entertainment

7.0

Food

6.6

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,603 reviews

Overall

7.4

Comfort

7.3

Entertainment

7.0

Food

6.6

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Kentucky. 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 from for flights from Hilton Head Island to Kentucky?

    Located just 3.3 mi from the city center, Hilton Head Island (HHH) is the airport most travelers will use when flying to Kentucky from Hilton Head Island.

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

    Most travelers choose Hilton Head Island - Knoxville McGhee Tyson, Hilton Head Island - Cincinnati Cinci./N. Kentucky or Hilton Head Island - Nashville Intl when deciding on the best route from Hilton Head Island to Kentucky.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Hilton Head Island to Kentucky 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 Hilton Head Island to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from Hilton Head Island to Kentucky (average of $299). Flying from Hilton Head Island to Kentucky in April is currently the most expensive (average of $369). 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

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Alternative routes for Hilton Head Island to Kentucky

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Top airline flying from Hilton Head Island to Kentucky

Discover the top airline that operate flights from Hilton Head Island to Kentucky. 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$238Average$309FlexibilityNo cancel feeOn-time71%
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