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Cheap flights from Cleveland to Hilton Head Island from $160

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 2/14. 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
6:01 am - 10:33 am
CLE
-
HHH
4h 32m
1 stop
American Airlines Logo
3:31 pm - 9:08 pm
HHH
-
CLE
5h 37m
1 stop
$277American Airlines
Sat, Feb 28 - Wed, Mar 4
American Airlines Logo
6:01 am - 10:33 am
CLE
-
HHH
4h 32m
1 stop
American Airlines Logo
3:31 pm - 11:54 pm
HHH
-
CLE
8h 23m
2 stops
$282American Airlines
Sat, Feb 28 - Wed, Mar 4
American Airlines Logo
6:00 am - 10:32 am
CLE
-
HHH
4h 32m
1 stop
American Airlines Logo
5:04 pm - 10:00 pm
HHH
-
CLE
4h 56m
1 stop
$289American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
6:00 am - 10:32 am
CLE
-
HHH
4h 32m
1 stop
American Airlines Logo
2:58 pm - 11:54 pm
HHH
-
CLE
8h 56m
2 stops
$294American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
4:59 pm - 12:20 pm
CLE
-
HHH
19h 21m
2 stops
American Airlines Logo
3:29 pm - 10:16 am
HHH
-
CLE
18h 47m
2 stops
$331American Airlines
Sat, Feb 7 - Wed, Feb 11
American Airlines Logo
6:01 am - 10:33 am
CLE
-
HHH
4h 32m
1 stop
American Airlines Logo
3:31 pm - 9:08 pm
HHH
-
CLE
5h 37m
1 stop
$332American Airlines
Sat, Feb 14 - Tue, Feb 17
American Airlines Logo
11:27 am - 5:44 pm
CLE
-
HHH
6h 17m
2 stops
American Airlines Logo
5:19 pm - 9:08 pm
HHH
-
CLE
3h 49m
1 stop
$337American Airlines
Sat, Feb 14 - Tue, Feb 17
American Airlines Logo
11:27 am - 5:44 pm
CLE
-
HHH
6h 17m
2 stops
American Airlines Logo
3:31 pm - 10:59 pm
HHH
-
CLE
7h 28m
2 stops
$343American Airlines
Sat, Feb 14 - Tue, Feb 17
American Airlines Logo
1:27 pm - 6:20 pm
CLE
-
HHH
4h 53m
1 stop
American Airlines Logo
2:54 pm - 9:37 pm
HHH
-
CLE
6h 43m
1 stop
$344American Airlines
Sat, Apr 11 - Sat, Apr 18
American Airlines Logo
10:05 am - 4:34 pm
CLE
-
HHH
6h 29m
1 stop
American Airlines Logo
2:54 pm - 11:54 pm
HHH
-
CLE
9h 00m
2 stops
$349American Airlines
Sat, Apr 11 - Sat, Apr 18

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 28
CLE6:01 amCleveland Hopkins Intl
4h 32m
1 stop
HHH10:33 amHilton Head Island
Mar 4
HHH3:31 pmHilton Head Island
5h 37m
1 stop
CLE9:08 pmCleveland Hopkins Intl
$277
American Airlines
Feb 28
CLE6:01 amCleveland Hopkins Intl
4h 32m
1 stop
HHH10:33 amHilton Head Island
Mar 4
HHH3:31 pmHilton Head Island
8h 23m
2 stops
CLE11:54 pmCleveland Hopkins Intl
$282
American Airlines
Apr 22
CLE6:00 amCleveland Hopkins Intl
4h 32m
1 stop
HHH10:32 amHilton Head Island
Apr 29
HHH5:04 pmHilton Head Island
4h 56m
1 stop
CLE10:00 pmCleveland Hopkins Intl
$289

Delta flights from Cleveland to Hilton Head Island

Our best Delta deals on Cleveland to Hilton Head Island flight tickets
Delta
May 28
CLE10:25 amCleveland Hopkins Intl
4h 53m
1 stop
HHH3:18 pmHilton Head Island
Jun 4
HHH4:00 pmHilton Head Island
5h 30m
1 stop
CLE9:30 pmCleveland Hopkins Intl
$388
Delta
May 4
CLE10:13 amCleveland Hopkins Intl
5h 07m
1 stop
HHH3:20 pmHilton Head Island
May 8
HHH4:00 pmHilton Head Island
5h 30m
1 stop
CLE9:30 pmCleveland Hopkins Intl
$396
Delta
May 4
CLE6:00 amCleveland Hopkins Intl
5h 28m
1 stop
HHH11:28 amHilton Head Island
May 8
HHH4:00 pmHilton Head Island
7h 44m
2 stops
CLE11:44 pmCleveland Hopkins Intl
$401

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 January 25, 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

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 2/28

6:01 am-10:33 am

1 stop4h 32m

Hilton Head Island

Wed 3/4

3:31 pm-9:08 pm

1 stop5h 37m

$277

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 2/28

6:01 am-10:33 am

1 stop4h 32m

Hilton Head Island

Wed 3/4

3:31 pm-11:54 pm

2 stops8h 23m

$282

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 4/22

6:00 am-10:32 am

1 stop4h 32m

Hilton Head Island

Wed 4/29

5:04 pm-10:00 pm

1 stop4h 56m

$289

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 4/22

6:00 am-10:32 am

1 stop4h 32m

Hilton Head Island

Wed 4/29

2:58 pm-11:54 pm

2 stops8h 56m

$294

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 2/7

4:59 pm-12:20 pm

2 stops19h 21m

Hilton Head Island

Wed 2/11

3:29 pm-10:16 am

2 stops18h 47m

$331

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 2/14

6:01 am-10:33 am

1 stop4h 32m

Hilton Head Island

Tue 2/17

3:31 pm-9:08 pm

1 stop5h 37m

$332

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 2/14

11:27 am-5:44 pm

2 stops6h 17m

Hilton Head Island

Tue 2/17

5:19 pm-9:08 pm

1 stop3h 49m

$337

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 2/14

11:27 am-5:44 pm

2 stops6h 17m

Hilton Head Island

Tue 2/17

3:31 pm-10:59 pm

2 stops7h 28m

$343

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 4/11

1:27 pm-6:20 pm

1 stop4h 53m

Hilton Head Island

Sat 4/18

2:54 pm-9:37 pm

1 stop6h 43m

$344

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 4/11

10:05 am-4:34 pm

1 stop6h 29m

Hilton Head Island

Sat 4/18

2:54 pm-11:54 pm

2 stops9h 00m

$349

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

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 $417 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 $273 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 14m

Direct flights

None
The fastest flight from Cleveland to Hilton Head Island takes 4h 14m
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 14m.

  • 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 $188Free CancellationRating
7.9
8,111 reviews
Search Delta flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,189 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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