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Cheap flights from Cleveland to Hilton Head Island from $230

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cleveland to Hilton Head Island departing on 5/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Cleveland to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:38 am - 11:04 am
CLE
-
HHH
5h 26m1 stop
American Airlines Logo
12:57 pm - 5:08 pm
HHH
-
CLE
4h 11m1 stop
$289American Airlines
Tue, May 19 - Sat, May 23
American Airlines Logo
10:43 am - 5:36 pm
CLE
-
HHH
6h 53m2 stops
American Airlines Logo
12:57 pm - 5:08 pm
HHH
-
CLE
4h 11m1 stop
$294American Airlines
Tue, May 19 - Sat, May 23
American Airlines Logo
7:58 am - 2:59 pm
CLE
-
HHH
7h 01m1 stop
American Airlines Logo
12:51 pm - 10:46 pm
HHH
-
CLE
9h 55m2 stops
$314American Airlines
Sat, Jan 10 - Mon, Jan 12
American Airlines Logo
6:00 am - 2:59 pm
CLE
-
HHH
8h 59m2 stops
American Airlines Logo
3:29 pm - 10:46 pm
HHH
-
CLE
7h 17m2 stops
$319American Airlines
Sat, Jan 10 - Mon, Jan 12
American Airlines Logo
2:05 pm - 5:36 pm
CLE
-
HHH
3h 31m1 stop
American Airlines Logo
12:57 pm - 5:08 pm
HHH
-
CLE
4h 11m1 stop
$344American Airlines
Sat, May 16 - Sat, May 23
American Airlines Logo
5:39 am - 2:20 pm
CLE
-
HHH
8h 41m2 stops
American Airlines Logo
12:57 pm - 5:08 pm
HHH
-
CLE
4h 11m1 stop
$349American Airlines
Sat, May 16 - Sat, May 23
American Airlines Logo
10:43 am - 5:36 pm
CLE
-
HHH
6h 53m2 stops
American Airlines Logo
6:24 pm - 12:25 am
HHH
-
CLE
6h 01m2 stops
$354American Airlines
Tue, May 19 - Sat, May 23
American Airlines Logo
6:00 am - 10:33 am
CLE
-
HHH
4h 33m1 stop
American Airlines Logo
6:20 pm - 9:59 pm
HHH
-
CLE
3h 39m1 stop
$386American Airlines
Fri, Mar 13 - Wed, Mar 18
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
$389American Airlines
Tue, Dec 30 - Tue, Jan 6
American Airlines Logo
2:05 pm - 5:36 pm
CLE
-
HHH
3h 31m1 stop
American Airlines Logo
6:24 pm - 11:59 pm
HHH
-
CLE
5h 35m1 stop
$399American Airlines
Sat, May 16 - Sat, May 23

American Airlines flights from Cleveland to Hilton Head Island

Our best American Airlines deals on Cleveland to Hilton Head Island flight tickets
American Airlines
Feb 13
CLE10:30 amCleveland Hopkins Intl
5h 06m
1 stop
HHH3:36 pmHilton Head Island
Feb 18
HHH5:20 pmHilton Head Island
3h 50m
1 stop
CLE9:10 pmCleveland Hopkins Intl
$309
Find similar
American Airlines
Feb 13
CLE1:18 pmCleveland Hopkins Intl
4h 34m
1 stop
HHH5:52 pmHilton Head Island
Feb 18
HHH3:35 pmHilton Head Island
8h 24m
2 stops
CLE11:59 pmCleveland Hopkins Intl
$314
Find similar
American Airlines
Feb 14
CLE9:57 amCleveland Hopkins Intl
4h 30m
1 stop
HHH2:27 pmHilton Head Island
Feb 18
HHH5:20 pmHilton Head Island
3h 50m
1 stop
CLE9:10 pmCleveland Hopkins Intl
$359
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Cleveland to Hilton Head Island that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 8, 2025.
Use the filters below to find and compare flights from Cleveland to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Tue 5/19

5:38 am-11:04 am

1 stop5h 26m

Hilton Head Island

Sat 5/23

12:57 pm-5:08 pm

1 stop4h 11m

$289

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Tue 5/19

10:43 am-5:36 pm

2 stops6h 53m

Hilton Head Island

Sat 5/23

12:57 pm-5:08 pm

1 stop4h 11m

$294

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 1/10

7:58 am-2:59 pm

1 stop7h 01m

Hilton Head Island

Mon 1/12

12:51 pm-10:46 pm

2 stops9h 55m

$314

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 1/10

6:00 am-2:59 pm

2 stops8h 59m

Hilton Head Island

Mon 1/12

3:29 pm-10:46 pm

2 stops7h 17m

$319

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 5/16

2:05 pm-5:36 pm

1 stop3h 31m

Hilton Head Island

Sat 5/23

12:57 pm-5:08 pm

1 stop4h 11m

$344

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 5/16

5:39 am-2:20 pm

2 stops8h 41m

Hilton Head Island

Sat 5/23

12:57 pm-5:08 pm

1 stop4h 11m

$349

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Tue 5/19

10:43 am-5:36 pm

2 stops6h 53m

Hilton Head Island

Sat 5/23

6:24 pm-12:25 am

2 stops6h 01m

$354

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Fri 3/13

6:00 am-10:33 am

1 stop4h 33m

Hilton Head Island

Wed 3/18

6:20 pm-9:59 pm

1 stop3h 39m

$386

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Tue 12/30

6:00 am-10:44 am

1 stop4h 44m

Hilton Head Island

Tue 1/6

3:29 pm-10:46 pm

2 stops7h 17m

$389

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 5/16

2:05 pm-5:36 pm

1 stop3h 31m

Hilton Head Island

Sat 5/23

6:24 pm-11:59 pm

1 stop5h 35m

$399

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Cleveland to Hilton Head Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Hilton Head Island?

If you don’t want to visit Hilton Head Island in September, then you should wait until November to fly from Cleveland, when ticket prices are also cheap, with an average price of $344.

What is the cheapest day to depart on your flight to Hilton Head Island?

The cheapest day to depart from Cleveland to Hilton Head Island is on a Tuesday. Travelers who choose to depart for Hilton Head Island on a Tuesday will often find tickets for as low as $364. On the other hand, Sunday is the most expensive day to depart from Cleveland because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $499.

What is the cheapest time of day to depart on your flight to Hilton Head Island?

Flying to Hilton Head Island from Cleveland in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $174 when looking at flights departing in the afternoon. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $405 on average. Flights to Hilton Head Island from Cleveland at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

How far in advance should I book a flight to Hilton Head Island?

You are more likely to see cheaper flights to Hilton Head Island from Cleveland when booking weeks ahead of your departure date. In general, you can expect to find flights to Hilton Head Island for around $397 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Hilton Head Island from Cleveland for as low as $248 on momondo.

How have Cleveland to Hilton Head Island flight prices changed over time?

When to book flights from Cleveland to Hilton Head Island

Are you open to changing your travel dates? Check out the ideal times to fly from Cleveland to Hilton Head Island according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Cleveland to Hilton Head Island (CLE to HHH) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cleveland to Hilton Head Island

Fastest flight time

4h 33m

Direct flights

None
The fastest flight from Cleveland to Hilton Head Island takes 4h 33m
There are no direct flights from Cleveland to Hilton Head Island. There are no popular flight routes from Cleveland to Hilton Head Island.
Search flight deals

  • How far is Cleveland Hopkins Intl to Hilton Head Island by plane?

    A flight from Cleveland Hopkins Intl to Hilton Head Island will travel around 643.0 mi. A reasonable flight in good conditions will take 4h 15m.

  • When did momondo last update prices for flights from Cleveland Hopkins Intl Airport to Hilton Head Island Airport?

    Prices for flights from Cleveland Hopkins Intl Airport to Hilton Head Island Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Cleveland Hopkins Intl Airport to Hilton Head Island Airport?

  • How old do you have to be to fly from Cleveland Hopkins Intl Airport to Hilton Head Island Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Cleveland Hopkins Intl Airport to Hilton Head Island Airport.

  • What documentation or ID do you need to fly to Hilton Head Island Airport?

    The travel and health documents required for your trip to Hilton Head Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hilton Head Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Cleveland to Hilton Head Island?

Best airlines flying from Cleveland to Hilton Head Island

Compare and see reviews for airlines that fly from Cleveland to Hilton Head Island with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $207Free CancellationRating
7.9
8,013 reviews
Search Delta flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort
Bluffton
Daufuskie Island

Why use momondo?

Why should I use momondo to find a flight deal from Cleveland to Hilton Head Island?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Cleveland to Hilton Head Island. momondo saves you time and could save you money on your trip.

Can I find flights from Cleveland to Hilton Head Island with flexible booking policies on momondo?

Yes. All flights to Hilton Head Island from Cleveland on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Cleveland to Hilton Head Island?

Once all potential Cleveland to Hilton Head Island flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Cleveland to Hilton Head Island right now. Can momondo alert me if prices change?

Price alerts on flights to Hilton Head Island from Cleveland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Hilton Head Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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