Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Cleveland to Hilton Head Island from $153

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 8/15. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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
10:15 am - 3:32 pm
CLE
-
HHH
5h 17m
1 stop
Delta Logo
12:15 pm - 6:24 pm
HHH
-
CLE
6h 09m
1 stop
$305Delta
Tue, Aug 25 - Thu, Sep 3
American Airlines Logo
6:00 am - 10:27 am
CLE
-
HHH
4h 27m
1 stop
American Airlines Logo
5:46 pm - 10:01 pm
HHH
-
CLE
4h 15m
1 stop
$307American Airlines
Thu, Sep 3 - Sun, Sep 6
American Airlines Logo
1:17 pm - 4:45 pm
CLE
-
HHH
3h 28m
1 stop
American Airlines Logo
5:15 pm - 11:23 pm
HHH
-
CLE
6h 08m
1 stop
$309American Airlines
Wed, Sep 9 - Sat, Sep 12
Delta Logo
8:18 am - 3:32 pm
CLE
-
HHH
7h 14m
2 stops
Delta Logo
12:15 pm - 6:25 pm
HHH
-
CLE
6h 10m
1 stop
$310Delta
Tue, Aug 25 - Tue, Sep 1
Delta Logo
10:15 am - 3:32 pm
CLE
-
HHH
5h 17m
1 stop
Delta Logo
12:15 pm - 6:25 pm
HHH
-
CLE
6h 10m
1 stop
$312Delta
Thu, Aug 27 - Wed, Sep 2
American Airlines Logo
9:30 am - 2:57 pm
CLE
-
HHH
5h 27m
1 stop
American Airlines Logo
12:50 pm - 8:32 pm
HHH
-
CLE
7h 42m
1 stop
$315American Airlines
Mon, Aug 24 - Sat, Aug 29
Delta Logo
11:00 am - 3:32 pm
CLE
-
HHH
4h 32m
1 stop
Delta Logo
4:17 pm - 10:42 pm
HHH
-
CLE
6h 25m
1 stop
$316Delta
Mon, Aug 31 - Wed, Sep 9
American Airlines Logo
6:00 am - 10:27 am
CLE
-
HHH
4h 27m
1 stop
American Airlines Logo
5:46 pm - 12:23 am
HHH
-
CLE
6h 37m
1 stop
$317American Airlines
Thu, Aug 20 - Sun, Aug 23
American Airlines Logo
12:47 pm - 4:38 pm
CLE
-
HHH
3h 51m
1 stop
American Airlines Logo
2:15 pm - 9:04 pm
HHH
-
CLE
6h 49m
1 stop
$319American Airlines
Fri, Sep 4 - Wed, Sep 9
Delta Logo
6:30 am - 3:27 pm
CLE
-
HHH
8h 57m
2 stops
Delta Logo
12:17 pm - 6:10 pm
HHH
-
CLE
5h 53m
1 stop
$320Delta
Wed, Sep 9 - Wed, Sep 16

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Delta flights from Cleveland to Hilton Head Island

Our best Delta deals on Cleveland to Hilton Head Island flight tickets
Delta
Aug 25
CLE10:15 amCleveland Hopkins Intl
5h 17m
1 stop
HHH3:32 pmHilton Head Island
Sep 3
HHH12:15 pmHilton Head Island
6h 09m
1 stop
CLE6:24 pmCleveland Hopkins Intl
$305
Delta
Aug 25
CLE8:18 amCleveland Hopkins Intl
7h 14m
2 stops
HHH3:32 pmHilton Head Island
Sep 1
HHH12:15 pmHilton Head Island
6h 10m
1 stop
CLE6:25 pmCleveland Hopkins Intl
$310
Delta
Aug 27
CLE10:15 amCleveland Hopkins Intl
5h 17m
1 stop
HHH3:32 pmHilton Head Island
Aug 31
HHH12:15 pmHilton Head Island
5h 59m
1 stop
CLE6:14 pmCleveland Hopkins Intl
$312

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 9
CLE1:17 pmCleveland Hopkins Intl
3h 28m
1 stop
HHH4:45 pmHilton Head Island
Sep 12
HHH5:15 pmHilton Head Island
6h 08m
1 stop
CLE11:23 pmCleveland Hopkins Intl
$309
American Airlines
Aug 24
CLE9:30 amCleveland Hopkins Intl
5h 27m
1 stop
HHH2:57 pmHilton Head Island
Aug 29
HHH12:50 pmHilton Head Island
7h 42m
1 stop
CLE8:32 pmCleveland Hopkins Intl
$315
American Airlines
Sep 25
CLE5:30 amCleveland Hopkins Intl
5h 07m
1 stop
HHH10:37 amHilton Head Island
Oct 3
HHH11:07 amHilton Head Island
4h 23m
1 stop
CLE3:30 pmCleveland Hopkins Intl
$317

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 July 26, 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

Tue 8/25

10:15 am-3:32 pm

1 stop5h 17m

Hilton Head Island

Thu 9/3

12:15 pm-6:24 pm

1 stop6h 09m

$305
Quickest round-trip

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Thu 9/3

6:00 am-10:27 am

1 stop4h 27m

Hilton Head Island

Sun 9/6

5:46 pm-10:01 pm

1 stop4h 15m

$307

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 9/9

1:17 pm-4:45 pm

1 stop3h 28m

Hilton Head Island

Sat 9/12

5:15 pm-11:23 pm

1 stop6h 08m

$309

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Tue 8/25

8:18 am-3:32 pm

2 stops7h 14m

Hilton Head Island

Tue 9/1

12:15 pm-6:25 pm

1 stop6h 10m

$310

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Thu 8/27

10:15 am-3:32 pm

1 stop5h 17m

Hilton Head Island

Wed 9/2

12:15 pm-6:25 pm

1 stop6h 10m

$312

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Mon 8/24

9:30 am-2:57 pm

1 stop5h 27m

Hilton Head Island

Sat 8/29

12:50 pm-8:32 pm

1 stop7h 42m

$315

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Mon 8/31

11:00 am-3:32 pm

1 stop4h 32m

Hilton Head Island

Wed 9/9

4:17 pm-10:42 pm

1 stop6h 25m

$316

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Thu 8/20

6:00 am-10:27 am

1 stop4h 27m

Hilton Head Island

Sun 8/23

5:46 pm-12:23 am

1 stop6h 37m

$317

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Fri 9/4

12:47 pm-4:38 pm

1 stop3h 51m

Hilton Head Island

Wed 9/9

2:15 pm-9:04 pm

1 stop6h 49m

$319

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 9/9

6:30 am-3:27 pm

2 stops8h 57m

Hilton Head Island

Wed 9/16

12:17 pm-6:10 pm

1 stop5h 53m

$320

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

Prices are currently low for flights on this route.

Typical prices usually range from $350 to $482.
The lowest price recently found on this route was $305.

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 $363.

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 $460 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 $346 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 15m

Direct flights

None
The fastest flight from Cleveland to Hilton Head Island takes 4h 15m
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 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
7.8
8,487 reviews
Search Delta flights
American AirlinesPriceFrom $288Free CancellationRating
7.1
11,844 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 8/25
Tue 9/1
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States