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 5/8. 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.
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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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Cheap Flight Deals 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.

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

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Cleveland to Hilton Head Island.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:40 am - 10:24 amCLE-HHH
3h 44m1 stop
11:34 am - 6:27 pmHHH-CLE
6h 53m1 stop
$249American Airlines
Find Deal
Mon, Mar 31 - Mon, Apr 7
6:40 am - 10:24 amCLE-HHH
3h 44m1 stop
12:47 pm - 10:47 pmHHH-CLE
10h 00m2 stops
$254American Airlines
Find Deal
Mon, Mar 31 - Mon, Apr 7
6:25 am - 2:19 pmCLE-HHH
7h 54m2 stops
12:47 pm - 10:47 pmHHH-CLE
10h 00m2 stops
$259American Airlines
Find Deal
Mon, Mar 31 - Mon, Apr 7
12:33 pm - 4:41 pmCLE-HHH
4h 08m1 stop
12:05 pm - 6:45 pmHHH-CLE
6h 40m1 stop
$274Delta
Find Deal
Sat, May 3 - Fri, May 9
1:50 pm - 5:36 pmCLE-HHH
3h 46m1 stop
3:13 pm - 11:53 pmHHH-CLE
8h 40m2 stops
$279American Airlines
Find Deal
Wed, Apr 30 - Mon, May 5
6:10 am - 5:29 pmCLE-HHH
11h 19m2 stops
2:50 pm - 11:41 pmHHH-CLE
8h 51m2 stops
$284American Airlines
Find Deal
Wed, Apr 2 - Tue, Apr 8
12:33 pm - 4:41 pmCLE-HHH
4h 08m1 stop
12:05 pm - 6:45 pmHHH-CLE
6h 40m1 stop
$298Delta
Find Deal
Sat, May 3 - Fri, May 9
8:10 am - 3:22 pmCLE-HHH
7h 12m2 stops
12:00 pm - 6:48 pmHHH-CLE
6h 48m1 stop
$303Delta
Find Deal
Tue, Jun 10 - Wed, Jun 18
5:00 am - 2:20 pmCLE-HHH
9h 20m2 stops
6:20 pm - 12:39 amHHH-CLE
6h 19m1 stop
$304American Airlines
Find Deal
Sat, May 3 - Fri, May 9
7:51 pm - 11:21 amCLE-HHH
15h 30m3 stops
1:11 pm - 10:59 amHHH-CLE
21h 48m2 stops
$793United Airlines
Find Deal
Sat, Aug 9 - Sat, Aug 16

Flights from Cleveland to Hilton Head Island - Travel Insights & Trends

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 $522 and $509 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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low season

January

High season

May

Cheapest flight

$159
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 10% 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?

    SkyTeam, oneworld, 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 $322 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 $413 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 152 reviews
6.6Entertainment
8.2Comfort
8.3Boarding
8.8Crew
6.7Food
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.

Seats are much much more comfortable than United, which is what I usually fly

Zero updates from the pilots for 30 minutes in the tarmac

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

This was the second flight this week with flight attendant Marcus I’m not sure if his last name is Lane or Lang but this guy is awesome. He funny, attentive and his service is 5 stars. Marcus makes business travel more enjoyable !

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Lower number on this flight so spaced out passengers. Able to enjoy more room to relax during flight. It was lovely.

Kind staff. Snacks are small but that’s the new normal.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

Awkward carry on process. Forced to check all carry on. No overhead space of worthiness. Left delayed, but made up the time. Crew was amicable.

Standard. No different than a discount carrier on a short trip.

At least it was a short flight. Greyhound with wings.

They have lost any customer service care and support. Terrible airline now and been for awhile.

April was the flight attendant in first class and was the most pleasant, cordial and efficient person I have seen on a flight in years. Good example of the type of people AA should hire to increase customer satisfacdtion.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Two flight changes before the scheduled flight. On the day of the flight, the flight was delayed, which caused the connecting flight to be missed. Then, I was directed to another airport (CUN) and traveled to Tulum. American gave a $12 voucher for lunch. The least expensive item on the menu at a Mexican restaurant was $9.99. Driving to Tulum was a bad auto crash, and traffic was delayed two-plus hours. The bottom line is that we should have been at the hotel at noon, but it ended up at 11:30 PM.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

Bigger seats. Board back to front! Disembark front to back!

We were delayed Al ost / hours after boarding so that maintenance had to add oil to the engines. Then the oil they grabbed had been left out in the Dallas record cold and was frozen. They had to go back to the hanger and grab some that was not frozen.

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

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