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

American Airlines and Delta can get you from Cleveland to Hilton Head Island in just under 5h 30m. Your travel time can differ by up to 6h 43m. There are 638 mi between Cleveland and Hilton Head Island. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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 46% cheaper than the other options available to this destination.

What is the cheapest day to fly from Cleveland to Hilton Head Island?

Travelers seeking maximum savings on their Cleveland to Hilton Head Island flight should consider departing on Saturday at noon when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

What is the cheapest day to fly round-trip from Cleveland to Hilton Head Island?

Flights from Cleveland to Hilton Head Island are found to be more expensive on Saturday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Hilton Head Island.

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

Travelers have found it’s best to book a flight 35 days in advance to save up to 41% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 35 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Cleveland to Hilton Head Island 1-2 weeks in advance for as low as $303, or $343 for flights within the next 24 hours.

What is the cheapest month to fly from Cleveland to Hilton Head Island?

Flights from Cleveland to Hilton Head Island lean towards being more expensive in March. Prices are generally better when you fly from Cleveland to Hilton Head Island in December, with the cheapest ticket starting at $251.

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.

$139+ Flights from Cleveland to Hilton Head Island

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Hilton Head Island are usually found in December or July, booked 73 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from Cleveland to Hilton Head Island

Round-trip from	$249 (American Airlines)
One-way from	$139 (American Airlines)
Popular in	March
Cheapest in	December
Average price	$353

From Cleveland Hopkins Intl to Hilton Head Island

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One-way flight from Cleveland Hopkins Intl to Hilton Head Island

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Highest demand for flights based on searches. 12% potential increase in price ($54 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).

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Average for round-trip flights in September 2025

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Find 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 September 11, 2025.

Thu 12/116:01 amCLE - HHH

1 stop4h 58mAmerican Airlines

Tue 12/163:27 pmHHH - CLE

1 stop4h 51mAmerican Airlines

Deal found 9/11

$249

Wed 9/246:00 amCLE - HHH

1 stop5h 30mDelta

Mon 9/2912:14 pmHHH - CLE

1 stop6h 27mDelta

Deal found 9/9

$259

Wed 11/129:14 amCLE - HHH

1 stop5h 43mAmerican Airlines

Sun 11/166:40 pmHHH - CLE

1 stop6h 03mAmerican Airlines

Deal found 9/10

$273

Thu 10/26:00 amCLE - HHH

1 stop4h 34mAmerican Airlines

Thu 10/95:57 pmHHH - CLE

1 stop6h 28mAmerican Airlines

Deal found 9/11

$279

Sat 9/206:00 amCLE - HHH

1 stop4h 39mAmerican Airlines

Fri 9/265:20 pmHHH - CLE

1 stop5h 48mAmerican Airlines

Deal found 9/10

$284

Wed 9/245:24 amCLE - HHH

2 stops9h 32mAmerican Airlines

Mon 9/293:26 pmHHH - CLE

2 stops8h 12mAmerican Airlines

Deal found 9/11

$294

Sat 10/186:01 amCLE - HHH

1 stop4h 45mAmerican Airlines

Tue 10/213:32 pmHHH - CLE

1 stop5h 43mAmerican Airlines

Deal found 9/10

$304

Sat 9/2012:57 pmCLE - HHH

1 stop5h 57mAmerican Airlines

Tue 9/2311:04 amHHH - CLE

1 stop5h 30mAmerican Airlines

Deal found 9/10

$309

Best flights from Cleveland to Hilton Head Island
Discover carefully curated flight deals from Cleveland to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2025.

Wed 11/126:24 amCLE - HHH

2 stops12h 13mAmerican Airlines

Wed 11/1911:28 amHHH - CLE

1 stop3h 48mAmerican Airlines

Deal found 9/11

$254

Wed 9/246:00 amCLE - HHH

1 stop5h 30mDelta

Mon 9/2912:14 pmHHH - CLE

1 stop6h 27mDelta

Deal found 9/9

$259

Wed 10/296:45 amCLE - HHH

2 stops10h 06mAmerican Airlines

Tue 11/43:27 pmHHH - CLE

1 stop6h 09mAmerican Airlines

Deal found 9/11

$254

Thu 9/256:00 amCLE - HHH

1 stop5h 30mDelta

Mon 9/2912:14 pmHHH - CLE

1 stop6h 27mDelta

Deal found 9/10

$259

Wed 10/296:45 amCLE - HHH

2 stops8h 17mAmerican Airlines

Tue 11/113:27 pmHHH - CLE

2 stops8h 18mAmerican Airlines

Deal found 9/11

$259

Wed 9/245:00 amCLE - HHH

2 stops11h 47mAmerican Airlines

Sat 9/271:57 pmHHH - CLE

1 stop6h 21mAmerican Airlines

Deal found 9/9

$264

Last-minute flights from Cleveland to Hilton Head Island
Discover last-minute flight deals from Cleveland to Hilton Head Island. Data last updated September 11, 2025 and is based on user searches.

Sat 9/206:00 amCLE - HHH

1 stop4h 39mAmerican Airlines

Fri 9/265:20 pmHHH - CLE

1 stop5h 48mAmerican Airlines

Deal found 9/10

$284

Sat 9/2012:57 pmCLE - HHH

1 stop5h 57mAmerican Airlines

Tue 9/2312:56 pmHHH - CLE

2 stops10h 41mAmerican Airlines

Deal found 9/9

$289

Wed 9/246:00 amCLE - HHH

1 stop5h 30mDelta

Mon 9/2912:14 pmHHH - CLE

1 stop6h 27mDelta

Deal found 9/9

$259

Wed 9/245:24 amCLE - HHH

2 stops9h 32mAmerican Airlines

Mon 9/293:26 pmHHH - CLE

2 stops7h 44mAmerican Airlines

Deal found 9/10

$294

Thu 10/26:00 amCLE - HHH

1 stop4h 34mAmerican Airlines

Thu 10/95:57 pmHHH - CLE

1 stop6h 28mAmerican Airlines

Deal found 9/11

$279

Sat 10/186:01 amCLE - HHH

1 stop4h 45mAmerican Airlines

Tue 10/213:32 pmHHH - CLE

1 stop5h 43mAmerican Airlines

Deal found 9/10

$304

Tue 10/285:30 amCLE - HHH

1 stop5h 16mAmerican Airlines

Sun 11/26:40 pmHHH - CLE

1 stop6h 03mAmerican Airlines

Deal found 9/10

$273

Wed 10/295:30 amCLE - HHH

1 stop5h 16mAmerican Airlines

Fri 11/77:14 pmHHH - CLE

1 stop4h 35mAmerican Airlines

Deal found 9/8

$249

One-way flights from Cleveland to Hilton Head Island
Search for one-way flight options from Cleveland to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated September 11, 2025.

Mon 11/109:14 amCLE - HHH

1 stop5h 43mAmerican Airlines

Deal found 9/10

$139

Thu 10/95:30 amCLE - HHH

1 stop5h 16mAmerican Airlines

Deal found 9/9

$300

Thu 10/95:20 amCLE - HHH

2 stops10h 10mDelta

Deal found 9/9

$367

Wed 10/82:40 pmCLE - HHH

3 stops20h 36mUnited Airlines

Deal found 9/10

$769

Thu 10/92:40 pmCLE - HHH

3 stops20h 36mUnited Airlines

Deal found 9/9

$3,186

Cheapflights Fare Finder

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

Wed 11/12

6:24 am-6:37 pm

2 stops12h 13m

Hilton Head Island

Wed 11/19

11:28 am-3:16 pm

1 stop3h 48m

$254

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 10/29

6:45 am-4:51 pm

2 stops10h 06m

Hilton Head Island

Tue 11/4

3:27 pm-9:36 pm

1 stop6h 09m

$254

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 9/24

6:00 am-11:30 am

1 stop5h 30m

Hilton Head Island

Mon 9/29

12:14 pm-6:41 pm

1 stop6h 27m

$259

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Thu 9/25

6:00 am-11:30 am

1 stop5h 30m

Hilton Head Island

Mon 9/29

12:14 pm-6:41 pm

1 stop6h 27m

$259

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 10/29

6:45 am-3:02 pm

2 stops8h 17m

Hilton Head Island

Tue 11/11

3:27 pm-11:45 pm

2 stops8h 18m

$259

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 9/24

5:00 am-4:47 pm

2 stops11h 47m

Hilton Head Island

Sat 9/27

1:57 pm-8:18 pm

1 stop6h 21m

$264

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Mon 11/10

9:14 am-2:57 pm

1 stop5h 43m

$139

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 10/8

6:00 am-11:37 am

1 stop5h 37m

$139

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Wed 10/8

5:30 am-3:02 pm

2 stops9h 32m

$144

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

Thu 10/9

5:30 am-10:46 am

1 stop5h 16m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 13 results

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?

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, January is the cheapest month in which you can book a flight from Cleveland to Hilton Head Island (average of $275). Flying from Cleveland to Hilton Head Island in March is currently the most expensive (average of $480). 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.

What is the cheapest time of day to fly from CLE to HHH?

One of the essential ways to save on airfare from Cleveland to Hilton Head Island is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 58% on airfare.

Reviews of airlines servicing Hilton Head Island

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

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,960 reviews

Delta

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

How long is the flight from Cleveland to Hilton Head Island?
American Airlines and Delta can get you from Cleveland to Hilton Head Island in just under 5h 30m. Your travel time can differ by up to 6h 43m. There are 638 mi between Cleveland and Hilton Head Island. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.
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 46% 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, January is the cheapest month in which you can book a flight from Cleveland to Hilton Head Island (average of $275). Flying from Cleveland to Hilton Head Island in March is currently the most expensive (average of $480). 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

Beaufort

Bluffton

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Cleveland to Hilton Head Island

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$207	Average$306	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$248	Average$400	FlexibilityNo cancel fee	On-time71%

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$139+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Cleveland to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Hilton Head Island are usually found in December or July, booked 73 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from Cleveland to Hilton Head Island

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Cleveland to Hilton Head Island

Cheapest flights from Cleveland to Hilton Head IslandExplore 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 September 11, 2025.

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 September 11, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Cleveland to Hilton Head Island that are best for you.

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.

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?

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

What is the cheapest time of day to fly from CLE to HHH?

Reviews of airlines servicing Hilton Head Island

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.

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?

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

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

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

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

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

Traveling to a place near Hilton Head Island?

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Alternative routes for Cleveland to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Cleveland to Hilton Head Island

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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 September 11, 2025.