CLE - HHH

$159 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 5/15. 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

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 23% 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.

Cheap Flights from Cleveland to Hilton Head Island

 
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.

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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Cleveland to Hilton Head Island.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
American Airlines Logo
6:23 am - 10:41 amCLE-HHH
4h 18m1 stop
American Airlines Logo
6:22 pm - 9:44 pmHHH-CLE
3h 22m1 stop
$249American Airlines
Find Deal
Mon, Sep 22 - Sat, Sep 27
American Airlines Logo
8:00 am - 5:36 pmCLE-HHH
9h 36m2 stops
American Airlines Logo
6:20 pm - 9:53 pmHHH-CLE
3h 33m1 stop
$254American Airlines
Find Deal
Wed, Apr 30 - Wed, May 7
American Airlines Logo
5:40 am - 2:20 pmCLE-HHH
8h 40m2 stops
American Airlines Logo
12:51 pm - 6:30 pmHHH-CLE
5h 39m2 stops
$259American Airlines
Find Deal
Wed, Apr 30 - Wed, May 7
American Airlines Logo
2:00 pm - 5:50 pmCLE-HHH
3h 50m1 stop
American Airlines Logo
6:20 pm - 9:53 pmHHH-CLE
3h 33m1 stop
$279American Airlines
Find Deal
Thu, May 15 - Tue, May 20
American Airlines Logo
2:00 pm - 5:50 pmCLE-HHH
3h 50m1 stop
American Airlines Logo
3:13 pm - 11:15 pmHHH-CLE
8h 02m2 stops
$284American Airlines
Find Deal
Thu, May 15 - Tue, May 20
Delta Logo
10:15 am - 3:20 pmCLE-HHH
5h 05m1 stop
Delta Logo
3:58 pm - 10:07 pmHHH-CLE
6h 09m1 stop
$373Delta
Find Deal
Thu, Jun 5 - Mon, Jun 9
United Airlines Logo
8:30 am - 3:37 pmCLE-HHH
7h 07m1 stop
United Airlines Logo
5:11 pm - 10:45 pmHHH-CLE
29h 34m2 stops
$692United Airlines
Find Deal
Fri, Apr 18 - Sat, Apr 26
United Airlines Logo
8:30 am - 3:37 pmCLE-HHH
7h 07m1 stop
United Airlines Logo
5:11 pm - 10:45 pmHHH-CLE
29h 34m2 stops
$766United Airlines
Find Deal
Fri, Apr 18 - Sat, Apr 26
United Airlines Logo
8:30 am - 3:37 pmCLE-HHH
7h 07m1 stop
United Airlines Logo
5:11 pm - 9:53 amHHH-CLE
16h 42m1 stop
$777United Airlines
Find Deal
Fri, Apr 18 - Sat, Apr 26
Delta Logo
6:05 am - 3:20 pmCLE-HHH
9h 15m2 stops
Delta Logo
12:05 pm - 11:57 pmHHH-CLE
11h 52m2 stops
$1,530Delta
Find Deal
Thu, May 8 - Sun, May 11

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 $303 (return) on average. On the other hand, the most expensive months are June and March, where the average cost of round-trip tickets is $545 and $512 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 6 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low season

January

High season

May

Cheapest flight

$159
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 9% 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 $159 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 $368 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 $428 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.

See more FAQs

Top 3 airlines serving 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.
8.1
Breeze AirwaysOverall score based on 157 reviews
8.2Comfort
6.7Food
8.8Crew
6.6Entertainment
8.3Boarding
Airline reviews

My original booking was a nonstop flight. It got changed to a flight with a 6vhour layover that became a 7+ hour lay over. I'll never fly this airline again after this roundtrip is over.

2.0 MediocreAnonymous, Mar 2025TPA - PVD
Read more Breeze Airways reviews

My original booking was a nonstop flight. It got changed to a flight with a 6vhour layover that became a 7+ hour lay over. I'll never fly this airline again after this roundtrip is over.

I was surprised at how wonderful it was. The aircraft was clean. The crew was warm and welcoming and as a result the passengers were friendly. One warning the only free thing was water. I kind of liked picking wet hat I was willing to pay for and what I was willing to skip.

The flight wasn’t big on frills, which is fine with me. I flew into Islip MacArthur Airport, which saved me from having to go through LaGuardia to visit friends on Long Island. It was inexpensive and super convenient!

Great experience! This was my first time flying with them and I could not have been happier.

Airplane was newer and very clean, lots of space. Crew was great. There was no food and entertainment but that was expected so not an issue.

I like that the price is right! The airplane is clean and the staff is friendly. We landed safely, so that is always a gold star in my book! Great job!

Purposely delayed the flight by 2 hours and 58 minutes so that they would not have to give me the FAA mandated refund for a delay of 3 hours. Offered flight credit instead. All that is offered on board is water and coffee, everything else costs money. They charge you for carry on and checked bags. Would not fly again.

nice flight. no frills but a 3 hour flight I caught up on my sleep. Stan O

First time flying Breeze, was very impressed. I will use Breeze again.

The flight was rescheduled and canceled. I had to go with another airline last minute to honor my school commitment. The reimbursement is a joke -$150 for a one way plane ticket.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

The WiFi didn't seem as fast as it normally is

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

The crew was wonderful and attentive. The seats near exit row were restrictive. Offer healthy snacks please

Delta is a premier airline so my expectations are most always met.

Wonderful crew and early arrival to our destination. It was so nice to have free wifi access and movies too. Thank you!

Very friendly and efficient and smooth boarding. We were even way early arriving at my destination. Thank you.

The trip was very smooth and they provided great customer service

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Wonderful as usual except for other guests that were unruly and not kept in check by the Crew.

The flight was initially delayed, then cancelled. American Airlines says the cancellation was weather related, though the actual weather was not bad in both Washington and Providence and between. There were very few cancellations that day. In fact, AA2120 from Washington, DC to Boston flew with a minor delay at about the same time. So, the weather somehow affected only this particular flight AA5230. The next available flight was the following morning. The American Airlines refused to reimburse accommodation (hotel at DCA)

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

One bottle of water and a package of cookies for comfort plus. We had to literally beg a flight attendant for an extra bottle of water later in the flight due to feeling dehydrated.

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

Cabin was roomy enough to easily slide my carry on under the seat in front of me!

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.