$204 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 6/6. 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.
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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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Flights Deals

Best Kentucky Flight Deals from Hilton Head Island

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Louisville
Louisville1 stop$273
Nashville
Nashville1 stop$288
Louisville
Louisville1 stop$273
Nashville
Nashville1 stop$288

Cheap Flight Deals from Hilton Head Island to Kentucky (HHH-USKY)

 
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.

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

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Hilton Head Island to Kentucky.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
5:50 pm - 12:26 amHHH-CVG
6h 36m1 stop
American Airlines Logo
6:03 am - 10:41 amCVG-HHH
4h 38m1 stop
$249American Airlines
Find Deal
Fri, Jun 6 - Sun, Jun 8
American Airlines Logo
2:45 pm - 8:49 pmHHH-CVG
6h 04m1 stop
American Airlines Logo
5:30 am - 2:15 pmCVG-HHH
8h 45m2 stops
$254American Airlines
Find Deal
Fri, Jun 6 - Sun, Jun 8
American Airlines Logo
2:45 pm - 9:50 pmHHH-CVG
7h 05m2 stops
American Airlines Logo
5:30 am - 2:15 pmCVG-HHH
8h 45m2 stops
$259American Airlines
Find Deal
Fri, Jun 6 - Sun, Jun 8
American Airlines Logo
6:20 pm - 9:53 pmHHH-SDF
3h 33m1 stop
American Airlines Logo
6:15 am - 10:55 amSDF-HHH
4h 40m1 stop
$273American Airlines
Find Deal
Thu, May 29 - Sun, Jun 1
American Airlines Logo
11:25 am - 8:13 pmHHH-SDF
8h 48m2 stops
American Airlines Logo
6:00 am - 10:15 amSDF-HHH
4h 15m1 stop
$278American Airlines
Find Deal
Thu, May 29 - Sun, Jun 1
American Airlines Logo
4:07 pm - 8:48 pmHHH-BNA
5h 41m1 stop
American Airlines Logo
10:03 am - 5:33 pmBNA-HHH
6h 30m1 stop
$288American Airlines
Find Deal
Mon, Sep 15 - Wed, Sep 17
American Airlines Logo
6:22 pm - 8:48 pmHHH-BNA
3h 26m1 stop
American Airlines Logo
7:30 am - 5:33 pmBNA-HHH
9h 03m2 stops
$401American Airlines
Find Deal
Mon, Sep 15 - Wed, Sep 17
American Airlines Logo
11:25 am - 8:13 pmHHH-SDF
8h 48m2 stops
American Airlines Logo
7:25 am - 2:43 pmSDF-HHH
7h 18m2 stops
$433American Airlines
Find Deal
Thu, May 29 - Sun, Jun 1
United Airlines Logo
4:10 pm - 10:24 pmHHH-TYS
30h 14m2 stops
United Airlines Logo
5:38 pm - 2:01 pmTYS-HHH
20h 23m1 stop
$841United Airlines
Find Deal
Mon, May 19 - Fri, May 23
United Airlines Logo
4:10 pm - 10:24 pmHHH-TYS
30h 14m2 stops
United Airlines Logo
7:25 pm - 2:01 pmTYS-HHH
18h 36m2 stops
$862United Airlines
Find Deal
Mon, May 19 - Fri, May 23
Useful Info

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 ($249) and United Airlines ($841).


Good to know

Cheapest flight$204
Flight from Hilton Head Island to Cincinnati

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.

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 10000 reviews
7.2Comfort
6.5Food
8.0Crew
6.9Entertainment
7.5Boarding
Airline reviews

The boarding was pretty easy. However, the first class seats are not lay flat as other airlines (like JetBlue) has and therefore sleeping was a challenge.

6.0 GoodBob, May 2025LAS - MIA
Read more American Airlines reviews

The boarding was pretty easy. However, the first class seats are not lay flat as other airlines (like JetBlue) has and therefore sleeping was a challenge.

It was nobody’s fault - but the plane came 4-hrs late and we were updated randomly in 20-30 mins increments which left us hostage to sit and wait expectantly. It was very long and got very late. Our plane didn’t land until nearly 1 am! Also the toilet wasn’t working. The hosts were nice enough but were clearly “about to pass out” as one told me. Lastly, there was no snack or even time for it. Just a bad experience overall.

In flight connectivity (via T-Mobile) was often not working.

Pitch was very small. Knees were on the seat back in front of me.

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

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

Information on your arrival and departure airports

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