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Hilton Head Island

$160+ Cheap flights from Cleveland to Hilton Head Island (CLE - HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — HHH
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap flight deals from Cleveland to Hilton Head Island

Cheapest flights from Cleveland to Hilton Head Island
Explore the most affordable flight options available from Cleveland to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:01 am
CLE
-
HHH
1 stop4h 32m
American Airlines
Wed 3/43:31 pm
HHH
-
CLE
1 stop5h 37m
American Airlines
Deal found 1/26$277
This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/171:05 pm
CLE
-
HHH
1 stop3h 39m
American Airlines
Sat 3/216:15 pm
HHH
-
CLE
1 stop6h 19m
American Airlines
Deal found 1/26$289
This American Airlines deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/411:06 am
CLE
-
HHH
1 stop5h 38m
American Airlines
Thu 3/126:15 pm
HHH
-
CLE
1 stop3h 44m
American Airlines
Deal found 1/25$297
This American Airlines deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:33 am
CLE
-
HHH
1 stop5h 08m
American Airlines
Thu 3/126:15 pm
HHH
-
CLE
1 stop3h 44m
American Airlines
Deal found 1/25$329
This American Airlines deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:01 am
CLE
-
HHH
1 stop4h 32m
American Airlines
Tue 2/173:31 pm
HHH
-
CLE
1 stop5h 37m
American Airlines
Deal found 1/25$332
This American Airlines deal was found by Cheapflights users on 1/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/255:44 am
CLE
-
HHH
1 stop5h 26m
American Airlines
Wed 7/295:54 pm
HHH
-
CLE
1 stop6h 23m
American Airlines
Deal found 1/24$344
This American Airlines deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/15:35 am
CLE
-
HHH
2 stops8h 47m
American Airlines
Tue 4/75:51 pm
HHH
-
CLE
1 stop3h 42m
American Airlines
Deal found 1/26$349

Find flight deals from Cleveland to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Hilton Head Island (HHH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$277
(American Airlines)

One-way from

$160
(American Airlines)

Popular in

January

Cheapest in

September

Average price

$649
Provider with most accurate pricing for Cleveland Hopkins Intl-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Hilton Head Island flights.
Search Deals
From Cleveland Hopkins Intl to Hilton Head Island
Search Deals
One-way flight from Cleveland Hopkins Intl to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($110 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated January 26, 2026.
Use the filters below to find and compare flights from Cleveland to Hilton Head Island that are best for you.

Fly from

Cleveland

Fly to

Hilton Head Island

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-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

Sat 5/2

6:50 pm-12:23 am

1 stop5h 33m

$289

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 3/4

6:49 am-4:44 pm

2 stops9h 55m

Hilton Head Island

Thu 3/12

6:15 pm-12:34 am

1 stop6h 19m

$302

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 7/25

5:44 am-11:10 am

1 stop5h 26m

Hilton Head Island

Wed 7/29

5:54 pm-12:17 am

1 stop6h 23m

$344

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 2/28

6:01 am-10:33 am

1 stop4h 32m

Hilton Head Island

Fri 3/6

6:20 pm-9:59 pm

1 stop3h 39m

$364

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 2/14

6:01 am-10:33 am

1 stop4h 32m

$160

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 3/11

10:33 am-3:41 pm

1 stop5h 08m

$183

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 4/4

9:58 am-3:30 pm

1 stop5h 32m

$249

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Thu 3/12

5:35 am-2:22 pm

2 stops8h 47m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 13 results
1
2

Compare providers for flights from Cleveland to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cleveland to Hilton Head Island in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Cleveland-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cleveland-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Cleveland-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cleveland-Hilton Head Island flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Cleveland-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Cleveland to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Cleveland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Cleveland to Hilton Head Island

How far ahead should I book a flight from Cleveland to Hilton Head Island?

Use this chart to determine the optimal time to book a round-trip flight from Cleveland to Hilton Head Island. Price data was last updated on January 23, 2026.

Booking 72 days in advance of your planned departure date is, on average, the best time to get cheap flights from Cleveland to Hilton Head Island. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Cleveland to Hilton Head Island?

Currently, October is the cheapest month in which you can book a flight from Cleveland to Hilton Head Island (average of $62). Flying from Cleveland to Hilton Head Island in July is currently the most expensive (average of $109). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hilton Head Island. Reviews last updated January 26, 2026.
See what other customers who have flown with Delta and American Airlines from Cleveland to Hilton Head Island have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,111 reviews

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,111 reviews
Delta
7.9
Good
8,111 reviews

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,189 reviews
Delta
7.9
Good
8,111 reviews

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Crew

8.5

Overall

7.9

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Cleveland to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Cleveland to Hilton Head Island?

    American Airlines can get you from Cleveland to Hilton Head Island in just under 4h 32m. Your travel time can differ by up to . There are 638 mi between Cleveland and Hilton Head Island.

  • What are the cheapest airlines flying from Cleveland to Hilton Head Island round-trip?

    Flying on Delta is currently your cheapest option to Hilton Head Island, with prices starting at $188. Another option worth looking into is American Airlines, starting at $248 round trip. Users have found that Delta is 54% cheaper than the other options available to this destination.

  • Can I find deals for flights from Cleveland to Hilton Head Island that include hotel bookings?

    Yes. In addition to deals on Cleveland to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cleveland to Hilton Head Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cleveland to Hilton Head Island.

  • Can I find deals for business class flights from Cleveland to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Cleveland to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cleveland to Hilton Head Island?

    Currently, October is the cheapest month in which you can book a flight from Cleveland to Hilton Head Island (average of $62). Flying from Cleveland to Hilton Head Island in July is currently the most expensive (average of $109). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Hilton Head Island?

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

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Top 2 airlines flying from Cleveland to Hilton Head Island

Discover the top 2 airlines that operate flights from Cleveland to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$188Average$313FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$408FlexibilityNo cancel feeOn-time71%

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