$177 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 11/17. 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

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$229
Nashville
Nashville1 stop$254
Louisville
Louisville1 stop$229
Nashville
Nashville1 stop$254

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

Wed, Nov 12 - Sun, Nov 16
American Airlines Logo
3:27 pm - 9:39 pmHHH-SDF
6h 12m1 stop
American Airlines Logo
6:01 am - 10:53 amSDF-HHH
4h 52m1 stop
$229American Airlines
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Wed, Nov 12 - Sun, Nov 16
American Airlines Logo
3:27 pm - 10:55 pmHHH-SDF
7h 28m2 stops
American Airlines Logo
6:25 am - 11:49 amSDF-HHH
5h 24m1 stop
$234American Airlines
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Fri, Oct 24 - Mon, Oct 27
American Airlines Logo
5:21 pm - 10:25 pmHHH-BNA
6h 04m1 stop
American Airlines Logo
12:59 pm - 5:27 pmBNA-HHH
3h 28m1 stop
$254American Airlines
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Fri, Oct 24 - Mon, Oct 27
American Airlines Logo
3:32 pm - 11:55 pmHHH-BNA
9h 23m2 stops
American Airlines Logo
12:59 pm - 5:27 pmBNA-HHH
3h 28m1 stop
$259American Airlines
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Thu, Dec 25 - Fri, Jan 2
American Airlines Logo
11:14 am - 3:12 pmHHH-SDF
3h 58m1 stop
American Airlines Logo
8:00 am - 2:16 pmSDF-HHH
6h 16m1 stop
$259American Airlines
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Tue, Oct 28 - Sat, Nov 1
American Airlines Logo
5:21 pm - 10:25 pmHHH-BNA
6h 04m1 stop
American Airlines Logo
5:30 am - 11:32 amBNA-HHH
5h 02m1 stop
$264American Airlines
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Thu, Dec 25 - Fri, Jan 2
American Airlines Logo
11:14 am - 3:12 pmHHH-SDF
3h 58m1 stop
American Airlines Logo
6:27 am - 2:16 pmSDF-HHH
7h 49m2 stops
$264American Airlines
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Tue, Oct 28 - Sat, Nov 1
American Airlines Logo
3:32 pm - 10:18 pmHHH-BNA
7h 46m2 stops
American Airlines Logo
5:30 am - 11:32 amBNA-HHH
5h 02m1 stop
$269American Airlines
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Mon, Jan 12 - Wed, Jan 14
American Airlines Logo
12:51 pm - 5:39 pmHHH-BNA
5h 48m1 stop
American Airlines Logo
7:00 am - 12:20 pmBNA-HHH
4h 20m1 stop
$308American Airlines
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Mon, Jan 12 - Wed, Jan 14
American Airlines Logo
3:29 pm - 11:28 pmHHH-BNA
8h 59m2 stops
American Airlines Logo
10:19 am - 2:59 pmBNA-HHH
3h 40m1 stop
$313American Airlines
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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 fly non-stop between Hilton Head Island and Kentucky?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Hilton Head Island to Kentucky.

There is just one airline that flies from Hilton Head Island to Kentucky direct and that is American Airlines. The best round-trip deal found from American Airlines for the route is to Louisville (SDF) and costs $228.

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Good to know

Low seasonNovember
Cheapest flight$177
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from Hilton Head Island to Louisville

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.

  • What is the cheapest time of day to fly to Kentucky?

    The cheapest time of day to fly to Kentucky is generally in the evening, when round-trip flights cost $273 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Kentucky is generally in the evening, which is peak travel time and where the average cost of a ticket is $273.

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 11046 reviews
6.9Entertainment
6.4Food
7.5Boarding
8.0Crew
7.2Comfort
Airline reviews

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

8.0 ExcellentMaryann, Oct 2025SFO - CLT
Read more American Airlines reviews

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Flight attendants on this flight were very attentive and friendly

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

the trip to madrid was uncomfortable with my legs touching the seat in front of me

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

We were delayed for a “couple of maintenance issues.” They were resolved rather quickly but a computer glitch caused someone in the airport to have to bring a physical copy of the paperwork so we could leave. I don’t know where they had to drive from to get to our plane but it took forever & we were 1 1/2 hrs late in leaving. The flight itself was fine.

You can plug your phone in & use their wifi to watch movies, etc, but the plane’s wifi was disconnected for most of the flight.

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)

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