CLE - HHH

$207 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 6/16. 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 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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$297
American Airlines
Wed 2/25Mon 3/2
CLE - HHH • 1 stop
Cheapest one-way
$207
Typical prices: $199-$279
Delta
Tue 6/16
CLE - HHH • 1 stop
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 24% compared to booking last minute.
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Hilton Head Island!
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

Wed, Feb 25 - Mon, Mar 2
American Airlines Logo
11:06 am - 4:44 pm
CLE
-
HHH
5h 38m
1 stop
American Airlines Logo
6:20 pm - 12:34 am
HHH
-
CLE
6h 14m
1 stop
$297American Airlines
Wed, Feb 25 - Mon, Mar 2
American Airlines Logo
6:01 am - 11:53 am
CLE
-
HHH
5h 52m
1 stop
American Airlines Logo
11:03 am - 10:59 pm
HHH
-
CLE
11h 56m
2 stops
$302American Airlines
Wed, Feb 25 - Mon, Mar 2
American Airlines Logo
6:49 am - 4:44 pm
CLE
-
HHH
9h 55m
2 stops
American Airlines Logo
2:58 pm - 12:38 am
HHH
-
CLE
9h 40m
2 stops
$307American Airlines
Wed, Mar 4 - Thu, Mar 12
American Airlines Logo
11:06 am - 3:01 pm
CLE
-
HHH
3h 55m
1 stop
American Airlines Logo
6:15 pm - 12:34 am
HHH
-
CLE
6h 19m
1 stop
$309American Airlines
Wed, Mar 4 - Thu, Mar 12
American Airlines Logo
5:35 am - 3:01 pm
CLE
-
HHH
9h 26m
2 stops
American Airlines Logo
6:15 pm - 12:34 am
HHH
-
CLE
6h 19m
1 stop
$314American Airlines
Sat, Feb 28 - Wed, Mar 4
American Airlines Logo
6:01 am - 10:33 am
CLE
-
HHH
4h 32m
1 stop
American Airlines Logo
5:19 pm - 9:08 pm
HHH
-
CLE
3h 49m
1 stop
$327American Airlines
Mon, Mar 2 - Mon, Mar 9
American Airlines Logo
6:01 am - 10:33 am
CLE
-
HHH
4h 32m
1 stop
American Airlines Logo
6:15 pm - 12:34 am
HHH
-
CLE
6h 19m
1 stop
$329American Airlines
Sat, Feb 28 - Wed, Mar 4
American Airlines Logo
6:01 am - 10:33 am
CLE
-
HHH
4h 32m
1 stop
American Airlines Logo
12:23 pm - 10:59 pm
HHH
-
CLE
10h 36m
2 stops
$332American Airlines
Sat, Feb 28 - Wed, Mar 4
American Airlines Logo
6:01 am - 10:33 am
CLE
-
HHH
4h 32m
1 stop
American Airlines Logo
5:19 pm - 9:08 pm
HHH
-
CLE
3h 49m
1 stop
$334American Airlines
Tue, Feb 24 - Tue, Mar 3
American Airlines Logo
7:55 am - 11:53 am
CLE
-
HHH
3h 58m
1 stop
American Airlines Logo
5:19 pm - 9:08 pm
HHH
-
CLE
3h 49m
1 stop
$335American Airlines
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 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 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$207
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 5% 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 $214 for a one-way ticket and $297 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?

    SkyTeam, and oneworld 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 $314 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 $408 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 8128 reviews
7.2Food
8.1Boarding
8.5Crew
7.9Comfort
7.8Entertainment
Airline reviews

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

2.0 MediocreTodd, Jan 2026
IAH - ATL
Read more Delta reviews

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

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

Information on your arrival and departure airports