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Cheap flights from Cleveland to Hilton Head Island from $119

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 9/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Cleveland to Hilton Head Island (CLE-HHH)

Cheap round-trip flights

American Airlines Logo
10:47 am - 2:16 pmCLE-HHH
3h 29m1 stop
American Airlines Logo
6:21 pm - 9:53 pmHHH-CLE
3h 32m1 stop
$237American Airlines
Find Deal
Thu, Dec 11 - Tue, Dec 16
American Airlines Logo
8:40 am - 2:16 pmCLE-HHH
5h 36m1 stop
American Airlines Logo
4:09 pm - 11:27 pmHHH-CLE
7h 18m2 stops
$242American Airlines
Find Deal
Thu, Dec 11 - Tue, Dec 16
Delta Logo
6:00 am - 11:31 amCLE-HHH
5h 31m1 stop
Delta Logo
12:11 pm - 6:53 pmHHH-CLE
6h 42m1 stop
$243Delta
Find Deal
Wed, Sep 3 - Wed, Sep 10
American Airlines Logo
6:43 am - 2:16 pmCLE-HHH
7h 33m2 stops
American Airlines Logo
4:09 pm - 11:27 pmHHH-CLE
7h 18m2 stops
$247American Airlines
Find Deal
Thu, Dec 11 - Tue, Dec 16
Delta Logo
9:30 am - 3:22 pmCLE-HHH
5h 52m1 stop
Delta Logo
12:11 pm - 6:48 pmHHH-CLE
6h 37m2 stops
$248Delta
Find Deal
Wed, Sep 3 - Wed, Sep 10
American Airlines Logo
6:00 am - 10:34 amCLE-HHH
4h 34m1 stop
American Airlines Logo
5:20 pm - 11:08 pmHHH-CLE
5h 48m1 stop
$249American Airlines
Find Deal
Fri, Sep 5 - Mon, Sep 8
American Airlines Logo
9:29 am - 4:47 pmCLE-HHH
7h 18m2 stops
American Airlines Logo
12:56 pm - 11:37 pmHHH-CLE
10h 41m2 stops
$253American Airlines
Find Deal
Wed, Sep 3 - Wed, Sep 10
American Airlines Logo
6:00 am - 10:34 amCLE-HHH
4h 34m1 stop
American Airlines Logo
3:26 pm - 11:10 pmHHH-CLE
7h 44m2 stops
$254American Airlines
Find Deal
Fri, Sep 5 - Mon, Sep 8
Delta Logo
6:00 am - 11:30 amCLE-HHH
5h 30m1 stop
Delta Logo
12:14 pm - 6:46 pmHHH-CLE
6h 32m1 stop
$263Delta
Find Deal
Sun, Sep 21 - Sat, Sep 27
American Airlines Logo
8:16 am - 2:19 pmCLE-HHH
6h 03m1 stop
American Airlines Logo
6:40 pm - 12:43 amHHH-CLE
6h 03m1 stop
$267American Airlines
Find Deal
Sun, Nov 16 - Sat, Nov 22

American Airlines flights from Cleveland to Hilton Head Island

Our best American Airlines deals on Cleveland to Hilton Head Island flight tickets
American Airlines
Dec 11
CLE10:47 amCleveland Hopkins Intl
3h 29m
1 stop
HHH2:16 pmHilton Head Island
Dec 16
HHH6:21 pmHilton Head Island
3h 32m
1 stop
CLE9:53 pmCleveland Hopkins Intl
$237
Find similar
American Airlines
Dec 11
CLE8:40 amCleveland Hopkins Intl
5h 36m
1 stop
HHH2:16 pmHilton Head Island
Dec 16
HHH4:09 pmHilton Head Island
7h 18m
2 stops
CLE11:27 pmCleveland Hopkins Intl
$242
Find similar
American Airlines
Dec 11
CLE6:43 amCleveland Hopkins Intl
7h 33m
2 stops
HHH2:16 pmHilton Head Island
Dec 16
HHH4:09 pmHilton Head Island
7h 18m
2 stops
CLE11:27 pmCleveland Hopkins Intl
$247
Find similar

Delta flights from Cleveland to Hilton Head Island

Our best Delta deals on Cleveland to Hilton Head Island flight tickets
Delta
Sep 3
CLE6:00 amCleveland Hopkins Intl
5h 31m
1 stop
HHH11:31 amHilton Head Island
Sep 10
HHH12:11 pmHilton Head Island
6h 42m
1 stop
CLE6:53 pmCleveland Hopkins Intl
$243
Find similar
Delta
Sep 3
CLE9:30 amCleveland Hopkins Intl
5h 52m
1 stop
HHH3:22 pmHilton Head Island
Sep 10
HHH12:11 pmHilton Head Island
6h 37m
2 stops
CLE6:48 pmCleveland Hopkins Intl
$248
Find similar
Delta
Sep 21
CLE6:00 amCleveland Hopkins Intl
5h 30m
1 stop
HHH11:30 amHilton Head Island
Sep 27
HHH12:14 pmHilton Head Island
6h 32m
1 stop
CLE6:46 pmCleveland Hopkins Intl
$263
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 August 14, 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

Thu 12/11

10:47 am-2:16 pm

1 stop3h 29m

Hilton Head Island

Tue 12/16

6:21 pm-9:53 pm

1 stop3h 32m

$237

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Thu 12/11

8:40 am-2:16 pm

1 stop5h 36m

Hilton Head Island

Tue 12/16

4:09 pm-11:27 pm

2 stops7h 18m

$242

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 9/3

6:00 am-11:31 am

1 stop5h 31m

Hilton Head Island

Wed 9/10

12:11 pm-6:53 pm

1 stop6h 42m

$243

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Thu 12/11

6:43 am-2:16 pm

2 stops7h 33m

Hilton Head Island

Tue 12/16

4:09 pm-11:27 pm

2 stops7h 18m

$247

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 9/3

9:30 am-3:22 pm

1 stop5h 52m

Hilton Head Island

Wed 9/10

12:11 pm-6:48 pm

2 stops6h 37m

$248

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Fri 9/5

6:00 am-10:34 am

1 stop4h 34m

Hilton Head Island

Mon 9/8

5:20 pm-11:08 pm

1 stop5h 48m

$249

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 9/3

9:29 am-4:47 pm

2 stops7h 18m

Hilton Head Island

Wed 9/10

12:56 pm-11:37 pm

2 stops10h 41m

$253

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Fri 9/5

6:00 am-10:34 am

1 stop4h 34m

Hilton Head Island

Mon 9/8

3:26 pm-11:10 pm

2 stops7h 44m

$254

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sun 9/21

6:00 am-11:30 am

1 stop5h 30m

Hilton Head Island

Sat 9/27

12:14 pm-6:46 pm

1 stop6h 32m

$263

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sun 11/16

8:16 am-2:19 pm

1 stop6h 03m

Hilton Head Island

Sat 11/22

6:40 pm-12:43 am

1 stop6h 03m

$267

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 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 July to fly from Cleveland, when ticket prices are also cheap, with an average price of $346.

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 $395 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

Best Price Found

$119

Fastest flight time

3h 29m

Direct flights

None

Airports in Hilton Head Island

1 airport
The best one-way flight to Hilton Head Island from Cleveland in the past 72 hours is $119. The best round-trip flight deal from Cleveland to Hilton Head Island found on momondo in the last 72 hours is $237.
The fastest flight from Cleveland to Hilton Head Island takes 3h 29m
There are no direct flights from Cleveland to Hilton Head Island. Popular non-direct route for this connection is Cleveland Hopkins Intl Airport - Hilton Head Island Airport.
There is 1 airport near Hilton Head Island: Hilton Head Island (HHH)
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  • 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 3h 29m.

  • 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
8.0
7,980 reviews
Search Delta flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
10,000 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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