$96 Find Cheap Flights from Hilton Head Island to Kentucky

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hilton Head Island to Kentucky departing on 3/31. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Kentucky

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hilton Head Island to Kentucky, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hilton Head Island to Kentucky, as well as popular online travel agencies
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Cheap Flights from Hilton Head Island to Kentucky

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisville1 stop$289
Nashville
Nashville1 stop$191
Louisville
Louisville1 stop$289
Nashville
Nashville1 stop$191

Book Cheap Hilton Head Island to Kentucky Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hilton Head Island to Kentucky that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hilton Head Island to Kentucky

Mon, Feb 23 - Thu, Feb 26
American Airlines Logo
6:20 pm - 11:39 pm
HHH
-
BNA
6h 19m
1 stop
American Airlines Logo
5:15 am - 10:33 am
BNA
-
HHH
4h 18m
1 stop
$191American Airlines
Wed, Apr 8 - Thu, Apr 9
American Airlines Logo
6:39 pm - 9:28 pm
HHH
-
BNA
3h 49m
1 stop
American Airlines Logo
8:43 am - 2:26 pm
BNA
-
HHH
4h 43m
1 stop
$255American Airlines
Thu, Feb 26 - Sat, Feb 28
American Airlines Logo
6:20 pm - 10:43 pm
HHH
-
SDF
4h 23m
1 stop
American Airlines Logo
5:00 am - 10:33 am
SDF
-
HHH
5h 33m
1 stop
$289American Airlines
Thu, Feb 26 - Sat, Feb 28
American Airlines Logo
6:20 pm - 10:43 pm
HHH
-
SDF
4h 23m
1 stop
American Airlines Logo
11:19 am - 5:44 pm
SDF
-
HHH
6h 25m
2 stops
$363American Airlines
Mon, Feb 16 - Wed, Feb 18
American Airlines Logo
4:11 pm - 9:48 pm
HHH
-
CVG
5h 37m
1 stop
American Airlines Logo
7:30 am - 11:53 am
CVG
-
HHH
4h 23m
1 stop
$374American Airlines
Mon, Feb 16 - Wed, Feb 18
American Airlines Logo
6:20 pm - 11:59 pm
HHH
-
CVG
5h 39m
1 stop
American Airlines Logo
7:57 am - 4:44 pm
CVG
-
HHH
8h 47m
2 stops
$379American Airlines
Tue, Feb 3 - Wed, Feb 11
American Airlines Logo
12:51 pm - 4:38 pm
HHH
-
CVG
3h 47m
1 stop
American Airlines Logo
7:03 am - 12:20 pm
CVG
-
HHH
5h 17m
1 stop
$387American Airlines
Sat, Jan 31 - Sat, Feb 7
American Airlines Logo
12:54 pm - 4:41 pm
HHH
-
CVG
3h 47m
1 stop
American Airlines Logo
7:03 am - 12:20 pm
CVG
-
HHH
5h 17m
1 stop
$389American Airlines
Mon, Apr 13 - Fri, Apr 17
Delta Logo
11:58 am - 4:54 pm
HHH
-
TYS
4h 56m
1 stop
Delta Logo
8:50 am - 3:10 pm
TYS
-
HHH
6h 20m
1 stop
$480Delta
Mon, Apr 13 - Fri, Apr 17
United Airlines Logo
4:11 pm - 4:52 pm
HHH
-
TYS
24h 41m
2 stops
United Airlines Logo
5:48 pm - 2:06 pm
TYS
-
HHH
20h 18m
1 stop
$752United Airlines
Booking Insights

KAYAK's insights & trends for Hilton Head Island to Kentucky flights

Get data-powered insights and trends into flights from Hilton Head Island to Kentucky to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Hilton Head Island to Kentucky?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Hilton Head Island to Kentucky were found on American Airlines ($191) and Delta ($480).

Find deals

Good to know

Low seasonJuly
Cheapest flight$96
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Hilton Head Island to Nashville

FAQs - booking Kentucky flights

  • How does KAYAK find such low prices on flights from Hilton Head Island to Kentucky?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hilton Head Island to Kentucky.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hilton Head Island to Kentucky?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hilton Head Island to Kentucky is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hilton Head Island to Kentucky?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Hilton Head Island to Kentucky with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hilton Head Island to Kentucky?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Hilton Head Island to Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Hilton Head Island to Kentucky

 
See real verified KAYAK customer reviews for airlines flying from Hilton Head Island to Kentucky. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hilton Head Island to Kentucky? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11155 reviews
6.4Food
7.2Comfort
8.0Crew
6.9Entertainment
7.5Boarding
Airline reviews

It was a good trip. Flight Attendants were friendly and responsive.

10.0 ExcellentR, Jan 2026
DTW - CLT
Read more American Airlines reviews

It was a good trip. Flight Attendants were friendly and responsive.

Qatar airways ,boarding arrangements at Hamid international airport could been better

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

My seat tv didn’t work the whole trip. And the seat space is too small despite being seated at the front.

The seat cushions were very worn so they were extremely uncomfortable.

Delayed, no updates, had a rewards number but was not working

The seats from lax to DFW was so tight that I could not move my legs . No WiFi and had to pay . Not a good selection of entertainment

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

We were upgraded to First Class and it was a great flight

Amazing I love American. I’ll never fly anyone else if I can help it.

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

Information on your arrival and departure airports

Hilton Head Island (HHH)