$273 Find Cheap Flights from Hilton Head Island to Kentucky

This is the cheapest round-trip 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 12/25. 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$273
Nashville
Nashville1 stop$309
Louisville
Louisville1 stop$273
Nashville
Nashville1 stop$309

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

Thu, Dec 25 - Fri, Jan 2
American Airlines Logo
2:46 pm - 6:21 pmHHH-SDF
3h 35m1 stop
American Airlines Logo
8:00 am - 2:16 pmSDF-HHH
6h 16m1 stop
$273American 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
$278American Airlines
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Mon, Jan 26 - Wed, Jan 28
American Airlines Logo
3:29 pm - 8:05 pmHHH-BNA
5h 36m1 stop
American Airlines Logo
10:19 am - 2:59 pmBNA-HHH
3h 40m1 stop
$309American Airlines
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Wed, Feb 11 - Sun, Feb 15
American Airlines Logo
12:51 pm - 5:29 pmHHH-BNA
5h 38m1 stop
American Airlines Logo
7:15 am - 2:27 pmBNA-HHH
6h 12m1 stop
$313American Airlines
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Mon, Jan 26 - Wed, Jan 28
American Airlines Logo
12:51 pm - 9:35 pmHHH-BNA
9h 44m2 stops
American Airlines Logo
5:00 am - 12:20 pmBNA-HHH
6h 20m1 stop
$314American Airlines
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Thu, Feb 12 - Sun, Feb 15
American Airlines Logo
6:22 pm - 9:32 pmHHH-BNA
4h 10m1 stop
American Airlines Logo
7:15 am - 2:27 pmBNA-HHH
6h 12m1 stop
$333American Airlines
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Thu, Feb 12 - Sun, Feb 15
American Airlines Logo
3:20 pm - 11:54 pmHHH-BNA
9h 34m2 stops
American Airlines Logo
8:20 am - 2:27 pmBNA-HHH
5h 07m1 stop
$338American Airlines
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Wed, Feb 11 - Sun, Feb 15
American Airlines Logo
12:51 pm - 9:35 pmHHH-BNA
9h 44m2 stops
American Airlines Logo
8:20 am - 2:27 pmBNA-HHH
5h 07m1 stop
$349American Airlines
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Wed, Jan 21 - Sat, Jan 24
American Airlines Logo
12:51 pm - 4:38 pmHHH-CVG
3h 47m1 stop
American Airlines Logo
8:54 am - 2:59 pmCVG-HHH
6h 05m1 stop
$353American Airlines
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Mon, Apr 13 - Fri, Apr 17
Delta Logo
12:00 pm - 3:06 pmHHH-TYS
3h 06m1 stop
Delta Logo
10:05 am - 3:18 pmTYS-HHH
5h 13m1 stop
$517Delta
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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$273
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 11043 reviews
6.4Food
7.2Comfort
8.0Crew
6.9Entertainment
7.5Boarding
Airline reviews

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

8.0 ExcellentWayne, Nov 2025MIA - BWI
Read more American Airlines reviews

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

The flight was delayed multiple times, again no fault of American but again the extra cost, for everything makes it feel like a cheap airline! Especially when flights are outrageously expensive already

Horrible. Both legs of my flight were delayed more than 6 hours. No compensation, no screens on the plane, and the plane was not clean.

I had a positive experience on American. I'm blind and traveling with a guide dog and the flight attendants were so kind, friendly, and helpful towards us. They checked in on us during the flight and they made us feel comfortable and welcomed. There was an hour delay before depature, but overall the flight was a smooth ride. I appreciate that there were no issues on this long flight back home.

We were told the flight was delayed 5 times, then it was moved to the next day.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

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)