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Hilton Head Island

$161+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — HHH
Apr 10 — Apr 171
Fri 4/10
Fri 4/17
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 March 11, 2026.

This American Airlines deal was found by Cheapflights users on 3/6. 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.
Fri 5/295:44 am
CLE
-
HHH
1 stop5h 26m
American Airlines
Wed 6/35:21 pm
HHH
-
CLE
1 stop4h 55m
American Airlines
Deal found 3/6$289
This American Airlines deal was found by Cheapflights users on 3/9. 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.
Mon 5/47:42 am
CLE
-
HHH
2 stops8h 52m
American Airlines
Sat 5/96:50 pm
HHH
-
CLE
1 stop5h 36m
American Airlines
Deal found 3/9$294
This American Airlines deal was found by Cheapflights users on 3/9. 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 3/2510:33 am
CLE
-
HHH
1 stop5h 08m
American Airlines
Wed 4/12:58 pm
HHH
-
CLE
2 stops8h 01m
American Airlines
Deal found 3/9$299
This American Airlines deal was found by Cheapflights users on 3/8. 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 7/296:00 am
CLE
-
HHH
2 stops10h 25m
American Airlines
Tue 8/44:55 pm
HHH
-
CLE
2 stops7h 04m
American Airlines
Deal found 3/8$300
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:13 am
CLE
-
HHH
1 stop5h 07m
Delta
Tue 5/194:05 pm
HHH
-
CLE
1 stop6h 13m
Delta
Deal found 3/10$301
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:30 am
CLE
-
HHH
1 stop4h 58m
Delta
Tue 5/194:05 pm
HHH
-
CLE
1 stop6h 13m
Delta
Deal found 3/10$305
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am
CLE
-
HHH
1 stop5h 23m
Delta
Wed 9/234:00 pm
HHH
-
CLE
1 stop5h 30m
Delta
Deal found 3/10$309
This United Airlines deal was found by Cheapflights users on 3/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:15 am
CLE
-
HHH
1 stop5h 37m
United Airlines
Mon 6/13:05 pm
HHH
-
CLE
1 stop7h 25m
United Airlines
Deal found 3/8$310
This American Airlines deal was found by Cheapflights users on 3/11. 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.
Fri 4/101:32 pm
CLE
-
HHH
1 stop4h 37m
American Airlines
Mon 4/132:58 pm
HHH
-
CLE
2 stops7h 50m
American Airlines
Deal found 3/11$314
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/410:24 am
CLE
-
HHH
1 stop4h 58m
Delta
Tue 6/94:00 pm
HHH
-
CLE
2 stops7h 44m
Delta
Deal found 3/8$324
This Delta deal was found by Cheapflights users on 3/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2810:24 am
CLE
-
HHH
1 stop4h 58m
Delta
Thu 6/412:07 pm
HHH
-
CLE
1 stop4h 21m
Delta
Deal found 3/6$327

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 March 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(American Airlines)

One-way from

$161
(Delta)

Popular in

January

Cheapest in

September

Average price

$476
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. 24% potential increase in price ($135 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 March 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 March 11, 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 5/12

6:05 am-11:25 am

1 stop5h 20m

Hilton Head Island

Tue 5/19

12:07 pm-6:44 pm

1 stop6h 37m

$289

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Mon 5/4

6:00 am-11:28 am

1 stop5h 28m

Hilton Head Island

Tue 5/19

4:05 pm-10:18 pm

1 stop6h 13m

$305

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Thu 5/28

6:00 am-3:22 pm

2 stops9h 22m

Hilton Head Island

Thu 6/4

12:07 pm-4:28 pm

1 stop4h 21m

$332
Quickest round-trip

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Fri 7/3

10:25 am-3:18 pm

1 stop4h 53m

Hilton Head Island

Tue 7/14

12:00 pm-5:09 pm

1 stop5h 09m

$354

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Tue 6/2

7:46 pm-11:25 am

2 stops15h 39m

Hilton Head Island

Wed 6/10

4:00 pm-11:44 pm

2 stops7h 44m

$364

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sat 8/15

8:25 am-2:01 pm

1 stop5h 36m

Hilton Head Island

Sat 8/22

3:00 pm-10:30 pm

1 stop7h 30m

$379

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Thu 6/18

10:25 am-3:18 pm

1 stop4h 53m

Hilton Head Island

Mon 6/22

12:00 pm-5:09 pm

1 stop5h 09m

$384

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Thu 6/18

7:15 am-12:52 pm

1 stop5h 37m

Hilton Head Island

Mon 6/22

3:05 pm-10:30 pm

1 stop7h 25m

$387

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Thu 5/7

9:01 am-3:41 pm

1 stop6h 40m

Hilton Head Island

Wed 5/20

3:08 pm-10:25 pm

1 stop7h 17m

$389

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Sun 4/26

6:30 am-11:28 am

1 stop4h 58m

Hilton Head Island

Wed 4/29

4:00 pm-10:58 pm

1 stop6h 58m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
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 FlightHub the most. FlightHub 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 March 6, 2026.

Booking 90 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 April is currently the most expensive (average of $111). 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.

How much does it cost to fly round-trip from Cleveland to Hilton Head Island?

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 March 11, 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
8,278 reviews

Food

7.2

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

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
8,278 reviews
Delta
7.9
Good
8,278 reviews

Food

7.2

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

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
7.1
Good
11,421 reviews
Delta
7.9
Good
8,278 reviews

Food

7.2

Boarding

8.1

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.9

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?

    Delta can get you from Cleveland to Hilton Head Island in just under 5h 20m. 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 $207. Another option worth looking into is American Airlines, starting at $248 round trip. Users have found that Delta is 51% 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 April is currently the most expensive (average of $111). 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 March 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$207Average$337FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$403FlexibilityNo cancel feeOn-time71%

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