CLE - HHH

$149 Find Cheap Flights from Cleveland to Hilton Head Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cleveland to Hilton Head Island departing on 9/15. 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 Hilton Head Island

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

Cheap Flights from Cleveland to Hilton Head Island (CLE-HHH)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Cleveland to Hilton Head Island 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 Cleveland to Hilton Head Island

Thu, Dec 11 - Tue, Dec 16
American Airlines Logo
8:40 am - 2:16 pmCLE-HHH
5h 36m1 stop
American Airlines Logo
4:09 pm - 9:53 pmHHH-CLE
5h 44m1 stop
$249American Airlines
Find Deal
Thu, Dec 11 - Tue, Dec 16
American Airlines Logo
5:19 am - 2:16 pmCLE-HHH
8h 57m2 stops
American Airlines Logo
4:09 pm - 9:53 pmHHH-CLE
5h 44m1 stop
$254American Airlines
Find Deal
Thu, Dec 11 - Tue, Dec 16
American Airlines Logo
6:43 am - 2:16 pmCLE-HHH
7h 33m2 stops
American Airlines Logo
4:09 pm - 11:27 pmHHH-CLE
7h 18m2 stops
$259American Airlines
Find Deal
Thu, Oct 16 - Tue, Oct 21
Delta Logo
6:00 am - 11:27 amCLE-HHH
5h 27m1 stop
Delta Logo
12:17 pm - 5:18 pmHHH-CLE
5h 01m1 stop
$273Delta
Find Deal
Thu, Aug 21 - Mon, Aug 25
American Airlines Logo
5:29 am - 10:49 amCLE-HHH
5h 20m1 stop
American Airlines Logo
3:35 pm - 12:29 amHHH-CLE
8h 54m2 stops
$278American Airlines
Find Deal
Fri, Aug 22 - Mon, Aug 25
American Airlines Logo
7:00 am - 4:55 pmCLE-HHH
9h 55m2 stops
American Airlines Logo
3:35 pm - 12:29 amHHH-CLE
8h 54m2 stops
$283American Airlines
Find Deal
Sat, Aug 16 - Wed, Aug 20
American Airlines Logo
6:00 am - 12:44 pmCLE-HHH
6h 44m1 stop
American Airlines Logo
3:35 pm - 9:16 pmHHH-CLE
5h 41m1 stop
$284American Airlines
Find Deal
Sat, Aug 16 - Wed, Aug 20
American Airlines Logo
6:00 am - 12:44 pmCLE-HHH
6h 44m1 stop
American Airlines Logo
12:29 pm - 10:42 pmHHH-CLE
10h 13m2 stops
$289American Airlines
Find Deal
Mon, Sep 15 - Wed, Sep 17
Delta Logo
6:00 am - 11:30 amCLE-HHH
5h 30m1 stop
Delta Logo
12:14 pm - 6:46 pmHHH-CLE
6h 32m1 stop
$293Delta
Find Deal
Tue, Sep 16 - Fri, Sep 19
American Airlines Logo
9:49 am - 4:47 pmCLE-HHH
6h 58m1 stop
American Airlines Logo
5:20 pm - 11:08 pmHHH-CLE
5h 48m1 stop
$297American Airlines
Find Deal
Booking Insights

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

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

What’s the cheapest day of the week to fly from Cleveland to Hilton Head Island?

The average price of all round-trip flights from Cleveland to Hilton Head Island clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Cleveland to Hilton Head Island, look for departures on Tuesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Hilton Head Island, Friday is the cheapest day to fly and Thursday is the most expensive.

What is the cheapest month to fly from Cleveland to Hilton Head Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cleveland to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Cleveland to Hilton Head Island is December, where tickets cost $302 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $509 and $448 respectively.

How far in advance should I book a flight from Cleveland to Hilton Head Island?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Cleveland to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Cleveland to Hilton Head Island, you should book around 5 weeks before departure, which saves you about 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$149
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Cleveland to Hilton Head Island

When to book flights from Cleveland to Hilton Head Island

Are your dates flexible? Find out the best times to travel from Cleveland to Hilton Head Island based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Cleveland to Hilton Head Island

  • What is the cheapest flight from Cleveland to Hilton Head Island?

    In the last 3 days, the lowest price for a flight from Cleveland to Hilton Head Island was $149 for a one-way ticket and $249 for a round-trip.

  • Do I need a passport to fly between Cleveland and Hilton Head Island?

    No, a passport isn't needed to fly from Cleveland to Hilton Head Island. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Cleveland to Hilton Head Island?

    On your way to Hilton Head Island, you’ll fly out from Cleveland Hopkins Intl. You’ll be landing at Hilton Head Island.

  • Which aircraft models fly most regularly from Cleveland to Hilton Head Island?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Cleveland to Hilton Head Island?

    oneworld, Star Alliance, and SkyTeam are the airline alliances operating flights between Cleveland and Hilton Head Island, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Cleveland to Hilton Head Island, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Cleveland to Hilton Head Island are Delta and American Airlines. With an average price for the route of $316 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $394 and an overall rating of 7.2.

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

    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 Cleveland to Hilton Head Island.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hilton Head Island from Cleveland 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 Cleveland to Hilton Head Island?

    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 to Hilton Head Island with an airline and back to Cleveland with another airline. Booking your flights between Cleveland and HHH can sometimes prove cheaper using this method.

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

    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 to Hilton Head Island from Cleveland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Cleveland to Hilton Head Island

 
See real verified KAYAK customer reviews for airlines flying from Cleveland to Hilton Head Island. 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 Cleveland to Hilton Head Island? 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.
8.0
DeltaOverall score based on 7981 reviews
7.9Comfort
8.2Boarding
7.3Food
8.5Crew
7.9Entertainment
Airline reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

2.0 MediocreGim, Jul 2025BGM - DTW
Read more Delta reviews

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

We had to turn around and head back to Manchester. Problem with a plane engine.

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

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

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