$183 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 3/18. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

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$339
Nashville
Nashville1 stop$260
Louisville
Louisville1 stop$339
Nashville
Nashville1 stop$260

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, Apr 13 - Mon, Apr 20
Delta Logo
12:08 pm - 4:25 pm
HHH
-
BNA
5h 17m
1 stop
Delta Logo
9:40 am - 3:20 pm
BNA
-
HHH
4h 40m
1 stop
$260Delta
Fri, Apr 3 - Sun, Apr 5
American Airlines Logo
6:15 pm - 11:42 pm
HHH
-
BNA
6h 27m
1 stop
American Airlines Logo
8:21 am - 2:22 pm
BNA
-
HHH
5h 01m
1 stop
$269American Airlines
Mon, Mar 23 - Fri, Mar 27
American Airlines Logo
6:15 pm - 11:42 pm
HHH
-
BNA
6h 27m
1 stop
American Airlines Logo
5:20 am - 10:33 am
BNA
-
HHH
4h 13m
1 stop
$285American Airlines
Fri, Mar 20 - Tue, Mar 24
American Airlines Logo
6:15 pm - 9:23 pm
HHH
-
BNA
4h 08m
1 stop
American Airlines Logo
10:45 am - 4:44 pm
BNA
-
HHH
4h 59m
1 stop
$318American Airlines
Tue, Jun 2 - Sat, Jun 6
American Airlines Logo
11:40 am - 3:58 pm
HHH
-
BNA
5h 18m
1 stop
American Airlines Logo
5:25 am - 11:10 am
BNA
-
HHH
4h 45m
1 stop
$319American Airlines
Thu, May 28 - Mon, Jun 8
United Airlines Logo
3:05 pm - 9:39 pm
HHH
-
BNA
7h 34m
1 stop
United Airlines Logo
6:00 am - 2:21 pm
BNA
-
HHH
7h 21m
1 stop
$329United Airlines
Sat, Apr 4 - Fri, Apr 10
American Airlines Logo
2:58 pm - 9:24 pm
HHH
-
SDF
6h 26m
1 stop
American Airlines Logo
7:33 am - 2:26 pm
SDF
-
HHH
6h 53m
1 stop
$339American Airlines
Tue, May 26 - Tue, Jun 2
Delta Logo
4:05 pm - 3:28 pm
HHH
-
BNA
24h 23m
1 stop
Delta Logo
8:30 am - 3:22 pm
BNA
-
HHH
5h 52m
1 stop
$356Delta
Wed, May 27 - Fri, Jun 5
United Airlines Logo
3:05 pm - 8:00 pm
HHH
-
BNA
5h 55m
1 stop
United Airlines Logo
6:00 am - 2:21 pm
BNA
-
HHH
7h 21m
1 stop
$364United Airlines
Wed, Apr 15 - Sat, Apr 18
United Airlines Logo
3:05 pm - 10:08 am
HHH
-
TYS
19h 03m
1 stop
United Airlines Logo
1:52 pm - 2:16 pm
TYS
-
HHH
24h 24m
1 stop
$557United 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 United Airlines ($260) and American Airlines ($285).

Find deals

Good to know

Cheapest flight$143
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.
7.1
American AirlinesOverall score based on 11414 reviews
7.9Crew
7.2Comfort
6.9Entertainment
6.4Food
7.5Boarding
Airline reviews

The crew was excellent and overall the flight was good. No complaints.

10.0 ExcellentMichelle, Mar 2026
DFW - LGA
Read more American Airlines reviews

The crew was excellent and overall the flight was good. No complaints.

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

Never had such a lazy first class attendant. Literally spent 60%+ of the flight playing games on her personal phone making up excuses of why she was unavailable.

The flight attendants and the service is getting worse by the day.

Not to have gotten delayed by 2+ hours for the fourth straight American flight. They're the worst.

Like all of the flights I took to get down to Dallas. They were delayed

Other than nearly three hour delay for maintenance issues, everything went smooth

Plane from partner PSA was filthy. Plastic needs to be thoroughly cleaned. Really disgusting to look at and wonder about cleanliness of parts less visible.

The baggage claim experience was poor. The plane crew and the AA app said that checked baggage in CLT would be at carousel 7 but the sign at Baggage Claim said carousel 1. The carousel 1 sign had the correct flight # listed above the belt. But the luggage never came. I went to an AA baggage claim office after about 1 hour and the clerk directed me to another AA room that was poorly marked, with a closed door and no obvious way to know what to do. Finally someone opened the door and my bag was inside. The clerk was totally unable to explain why.

They are rarely on time! Very hard to plan your travels when flights or connections keep getting delayed.

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)