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 10/18. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% 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 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
1:08 pm - 6:21 pmCLE-HHH
5h 13m1 stop
American Airlines Logo
7:08 pm - 11:49 pmHHH-CLE
4h 41m1 stop
$249American Airlines
Find Deal
Thu, Dec 11 - Tue, Dec 16
American Airlines Logo
6:10 am - 1:47 pmCLE-HHH
7h 37m2 stops
American Airlines Logo
7:08 pm - 11:49 pmHHH-CLE
4h 41m1 stop
$254American Airlines
Find Deal
Thu, Dec 11 - Tue, Dec 16
American Airlines Logo
6:01 am - 11:51 amCLE-HHH
5h 50m2 stops
American Airlines Logo
12:52 pm - 10:34 pmHHH-CLE
9h 42m2 stops
$259American Airlines
Find Deal
Tue, Sep 30 - Sat, Oct 4
American Airlines Logo
5:24 am - 2:56 pmCLE-HHH
9h 32m2 stops
American Airlines Logo
5:19 pm - 11:08 pmHHH-CLE
5h 49m1 stop
$264American Airlines
Find Deal
Sat, Oct 18 - Tue, Oct 21
American Airlines Logo
6:01 am - 10:46 amCLE-HHH
4h 45m1 stop
American Airlines Logo
5:21 pm - 11:28 pmHHH-CLE
6h 07m1 stop
$269American Airlines
Find Deal
Thu, Oct 30 - Sun, Nov 2
American Airlines Logo
5:30 am - 10:46 amCLE-HHH
5h 16m1 stop
American Airlines Logo
6:40 pm - 12:43 amHHH-CLE
6h 03m1 stop
$273American Airlines
Find Deal
Sat, Oct 18 - Tue, Oct 21
American Airlines Logo
6:01 am - 10:46 amCLE-HHH
4h 45m1 stop
American Airlines Logo
3:32 pm - 11:59 pmHHH-CLE
8h 27m2 stops
$274American Airlines
Find Deal
Sun, Oct 19 - Wed, Oct 22
Delta Logo
6:00 am - 11:37 amCLE-HHH
5h 37m1 stop
Delta Logo
4:10 pm - 10:03 pmHHH-CLE
5h 53m1 stop
$322Delta
Find Deal
Sun, Oct 19 - Tue, Oct 21
Delta Logo
6:00 am - 11:37 amCLE-HHH
5h 37m1 stop
Delta Logo
4:10 pm - 11:49 pmHHH-CLE
7h 39m2 stops
$327Delta
Find Deal
Sat, Oct 18 - Sat, Oct 25
United Airlines Logo
7:00 am - 11:40 amCLE-HHH
4h 40m1 stop
United Airlines Logo
12:21 pm - 8:09 pmHHH-CLE
7h 48m1 stop
$344United Airlines
Find Deal

Everything you should know

Top airlines
American Airlines
Cheapest • from $249 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 32% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
December
Cheapest • 22% price drop
April
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$249
Typical prices: $299-399
American Airlines
Thu 12/11Tue 12/16
CLE - HHH • 1 stop
Cheapest one-way
$149
Typical prices: $124-263
American Airlines
Sat 10/18
CLE - HHH • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Hilton Head Island!
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.

How much is a round-trip flight from Cleveland to Hilton Head Island?

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 $303 (return) on average. On the other hand, the most expensive months are March and April, where the average cost of round-trip tickets is $509 and $444 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 3 weeks before departure, which saves you about 32% 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 but there is an average 10% increase in price.
Most popular time to fly with an average 14% increase in price.
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, SkyTeam, and Star Alliance 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 $306 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $404 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.
7.9
DeltaOverall score based on 7954 reviews
7.9Comfort
7.9Entertainment
8.5Crew
8.2Boarding
7.3Food
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

The entertainment package was vast and the selections were very current. Keep updating it was great.

The seat was so hard my tailbone was aching The crew was kind of a b**** because I made a joke that I didn't care if they close the door I total c*** when she was trying to f****** act like she was mad at me because I said that The flight was bumpy. Sure you didnt have control over that.

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.