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Cheap flights from Cleveland to Hilton Head Island from $152

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 10/20. 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.
Delta Logo
6:05 am - 11:37 am
CLE
-
HHH
5h 32m
1 stop
Delta Logo
4:15 pm - 10:29 pm
HHH
-
CLE
6h 14m
1 stop
$303Delta
Wed, Jun 3 - Tue, Jun 9
American Airlines Logo
6:39 am - 10:10 am
CLE
-
HHH
3h 31m
1 stop
American Airlines Logo
6:07 pm - 9:50 pm
HHH
-
CLE
3h 43m
1 stop
$306American Airlines
Sat, Sep 19 - Wed, Sep 23
American Airlines Logo
5:35 am - 2:13 pm
CLE
-
HHH
8h 38m
2 stops
American Airlines Logo
2:43 pm - 6:37 pm
HHH
-
CLE
3h 54m
1 stop
$308American Airlines
Wed, Jun 3 - Tue, Jun 9
American Airlines Logo
5:45 am - 11:10 am
CLE
-
HHH
5h 25m
1 stop
American Airlines Logo
2:03 pm - 10:00 pm
HHH
-
CLE
7h 57m
1 stop
$309American Airlines
Fri, Jun 26 - Thu, Jul 2
American Airlines Logo
7:32 am - 5:37 pm
CLE
-
HHH
10h 05m
2 stops
American Airlines Logo
12:37 pm - 5:49 pm
HHH
-
CLE
5h 12m
1 stop
$311American Airlines
Sat, Sep 19 - Wed, Sep 23
American Airlines Logo
5:51 am - 4:32 pm
CLE
-
HHH
10h 41m
2 stops
American Airlines Logo
2:43 pm - 10:28 pm
HHH
-
CLE
7h 45m
2 stops
$313American Airlines
Wed, Jun 3 - Tue, Jun 9
American Airlines Logo
7:07 am - 4:32 pm
CLE
-
HHH
9h 25m
2 stops
American Airlines Logo
2:02 pm - 9:54 pm
HHH
-
CLE
7h 52m
1 stop
$314American Airlines
Fri, Jun 5 - Fri, Jun 12
American Airlines Logo
9:32 am - 5:37 pm
CLE
-
HHH
8h 05m
2 stops
American Airlines Logo
4:03 pm - 10:41 pm
HHH
-
CLE
6h 38m
2 stops
$316American Airlines
Sat, Sep 19 - Wed, Sep 23
American Airlines Logo
5:45 am - 11:10 am
CLE
-
HHH
5h 25m
1 stop
American Airlines Logo
4:55 pm - 10:22 pm
HHH
-
CLE
5h 27m
1 stop
$319American Airlines
Fri, Jun 26 - Fri, Jul 3
Delta Logo
6:05 am - 11:37 am
CLE
-
HHH
5h 32m
1 stop
Delta Logo
4:15 pm - 10:29 pm
HHH
-
CLE
6h 14m
1 stop
$321Delta
Wed, Jun 3 - Tue, Jun 9

American Airlines flights from Cleveland to Hilton Head Island

Our best American Airlines deals on Cleveland to Hilton Head Island flight tickets
American Airlines
Sep 19
CLE6:39 amCleveland Hopkins Intl
3h 31m
1 stop
HHH10:10 amHilton Head Island
Sep 23
HHH6:07 pmHilton Head Island
3h 43m
1 stop
CLE9:50 pmCleveland Hopkins Intl
$306
American Airlines
Jun 3
CLE5:35 amCleveland Hopkins Intl
8h 38m
2 stops
HHH2:13 pmHilton Head Island
Jun 9
HHH2:43 pmHilton Head Island
3h 54m
1 stop
CLE6:37 pmCleveland Hopkins Intl
$308
American Airlines
Jun 26
CLE5:45 amCleveland Hopkins Intl
5h 25m
1 stop
HHH11:10 amHilton Head Island
Jul 2
HHH2:03 pmHilton Head Island
7h 57m
1 stop
CLE10:00 pmCleveland Hopkins Intl
$309

Delta flights from Cleveland to Hilton Head Island

Our best Delta deals on Cleveland to Hilton Head Island flight tickets
Delta
Jun 3
CLE6:05 amCleveland Hopkins Intl
5h 32m
1 stop
HHH11:37 amHilton Head Island
Jun 9
HHH4:15 pmHilton Head Island
6h 14m
1 stop
CLE10:29 pmCleveland Hopkins Intl
$303
Delta
Jun 3
CLE6:05 amCleveland Hopkins Intl
5h 32m
1 stop
HHH11:37 amHilton Head Island
Jun 9
HHH4:15 pmHilton Head Island
6h 14m
1 stop
CLE10:29 pmCleveland Hopkins Intl
$321
Delta
May 28
CLE6:05 amCleveland Hopkins Intl
5h 32m
1 stop
HHH11:37 amHilton Head Island
Jun 4
HHH12:18 pmHilton Head Island
6h 19m
1 stop
CLE6:37 pmCleveland Hopkins Intl
$334

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 May 16, 2026.
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

Cheapest round-trip

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 6/3

6:05 am-11:37 am

1 stop5h 32m

Hilton Head Island

Tue 6/9

4:15 pm-10:29 pm

1 stop6h 14m

$303
Quickest round-trip

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 9/19

6:39 am-10:10 am

1 stop3h 31m

Hilton Head Island

Wed 9/23

6:07 pm-9:50 pm

1 stop3h 43m

$306

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 6/3

5:35 am-2:13 pm

2 stops8h 38m

Hilton Head Island

Tue 6/9

2:43 pm-6:37 pm

1 stop3h 54m

$308

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Fri 6/26

5:45 am-11:10 am

1 stop5h 25m

Hilton Head Island

Thu 7/2

2:03 pm-10:00 pm

1 stop7h 57m

$309

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 9/19

7:32 am-5:37 pm

2 stops10h 05m

Hilton Head Island

Wed 9/23

12:37 pm-5:49 pm

1 stop5h 12m

$311

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 6/3

5:51 am-4:32 pm

2 stops10h 41m

Hilton Head Island

Tue 6/9

2:43 pm-10:28 pm

2 stops7h 45m

$313

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Fri 6/5

7:07 am-4:32 pm

2 stops9h 25m

Hilton Head Island

Fri 6/12

2:02 pm-9:54 pm

1 stop7h 52m

$314

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 9/19

9:32 am-5:37 pm

2 stops8h 05m

Hilton Head Island

Wed 9/23

4:03 pm-10:41 pm

2 stops6h 38m

$316

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Fri 6/26

5:45 am-11:10 am

1 stop5h 25m

Hilton Head Island

Fri 7/3

4:55 pm-10:22 pm

1 stop5h 27m

$319

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 6/3

6:05 am-11:37 am

1 stop5h 32m

Hilton Head Island

Tue 6/9

4:15 pm-10:29 pm

1 stop6h 14m

$321

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Hilton Head Island from

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 typical price of a round-trip flight between Cleveland and Hilton Head Island?

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

If you don’t want to visit Hilton Head Island in December, then you should wait until September to fly from Cleveland, when ticket prices are also cheap, with an average price of $305.

How far in advance should I book a flight from Cleveland 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 $420 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 $293 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

5h 03m

Direct flights

None
The fastest flight from Cleveland to Hilton Head Island takes 5h 03m
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

Frequently asked questions about flying from Cleveland to Hilton Head Island

  • 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 5h 03m.

  • 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
8,455 reviews
Search Delta flights
American AirlinesPriceFrom $268Free CancellationRating
7.1
11,662 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

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