CLE - HHH

$182 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 1/31. 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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Everything you should know

Cheapest round-trip
$294
Overall average: $431
American Airlines
Tue 1/13Tue 1/27
CLE - HHH • 1 stop
Cheapest one-way
$182
Typical prices: $213-$348
American Airlines
Sat 1/31
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 27% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 21% price drop
April
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Tue, Jan 13 - Tue, Jan 27
American Airlines Logo
6:00 am - 12:20 pm
CLE
-
HHH
6h 20m1 stop
American Airlines Logo
12:51 pm - 10:43 pm
HHH
-
CLE
9h 52m2 stops
$294American Airlines
Tue, Jan 13 - Tue, Jan 20
American Airlines Logo
6:00 am - 2:59 pm
CLE
-
HHH
8h 59m2 stops
American Airlines Logo
3:29 pm - 11:57 pm
HHH
-
CLE
8h 28m2 stops
$299American Airlines
Fri, Jan 23 - Mon, Jan 26
American Airlines Logo
7:58 am - 12:20 pm
CLE
-
HHH
4h 22m1 stop
American Airlines Logo
12:51 pm - 10:43 pm
HHH
-
CLE
9h 52m2 stops
$334American Airlines
Fri, Jan 23 - Mon, Jan 26
American Airlines Logo
6:05 pm - 12:20 pm
CLE
-
HHH
18h 15m2 stops
American Airlines Logo
3:29 pm - 10:22 am
HHH
-
CLE
18h 53m2 stops
$336American Airlines
Thu, Jan 1 - Wed, Jan 7
American Airlines Logo
6:00 am - 10:44 am
CLE
-
HHH
4h 44m1 stop
American Airlines Logo
3:29 pm - 10:46 pm
HHH
-
CLE
7h 17m2 stops
$339American Airlines
Tue, May 19 - Sat, May 23
American Airlines Logo
10:47 am - 5:36 pm
CLE
-
HHH
6h 49m1 stop
American Airlines Logo
6:24 pm - 9:48 pm
HHH
-
CLE
3h 24m1 stop
$344American Airlines
Tue, May 19 - Sat, May 23
American Airlines Logo
2:05 pm - 5:36 pm
CLE
-
HHH
3h 31m1 stop
American Airlines Logo
6:24 pm - 12:25 am
HHH
-
CLE
6h 01m2 stops
$349American Airlines
Tue, May 19 - Sat, May 23
American Airlines Logo
6:24 am - 2:20 pm
CLE
-
HHH
7h 56m2 stops
American Airlines Logo
6:24 pm - 12:25 am
HHH
-
CLE
6h 01m2 stops
$354American Airlines
Fri, Jan 9 - Fri, Jan 16
American Airlines Logo
7:58 am - 12:20 pm
CLE
-
HHH
4h 22m1 stop
American Airlines Logo
3:29 pm - 11:57 pm
HHH
-
CLE
8h 28m2 stops
$359American Airlines
Fri, Jan 9 - Fri, Jan 16
American Airlines Logo
6:00 am - 2:59 pm
CLE
-
HHH
8h 59m2 stops
American Airlines Logo
12:51 pm - 11:57 pm
HHH
-
CLE
11h 06m2 stops
$364American 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 much is a round-trip flight from Cleveland to Hilton Head Island?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Cleveland to Hilton Head Island departing in January.

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 September, where tickets cost $314 (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 $438 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 27% 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$182
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly with an average 10% 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 $182 for a one-way ticket and $294 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 $406 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 8010 reviews
7.9Comfort
8.5Crew
7.9Entertainment
7.3Food
8.1Boarding
Airline reviews

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

6.0 GoodJeff, Dec 2025
JFK - MIA
Read more Delta reviews

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

Gate was overcrowded. Gate agents performed very well. Flight crew was top notch! Efficient & professional & courteous. Both meals not thermalized well. Dinner main dish was actually cold in the center. Almost inedible. Breakfast sandwich was lukewarm.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

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

Information on your arrival and departure airports