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

Flying on American Airlines is currently your cheapest option to Hilton Head Island, with prices starting at $249. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at $314 and $509, respectively. Users have found that American Airlines is 36% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Cleveland to Hilton Head Island one-way?

The cheapest airlines for a one-way flight from Cleveland to Hilton Head Island are Delta ($290), American Airlines ($307), and United Airlines ($722).

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 39% 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 $338 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.

$249+ Flights from Cleveland to Hilton Head Island

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

Airfare is below average for this route at the moment. Cleveland to Hilton Head Island flights typically cost between $298 and $548 in October. The cheapest round-trip price found within the last 3 days was $249 on American Airlines (Oct 18-Oct 21).

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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Hilton Head Island are usually found in December or January, 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)
Popular in	March
Cheapest in	December
Average price	$369

From Cleveland Hopkins Intl to Hilton Head Island

Search Deals

Highest demand for flights based on searches. 11% potential increase in price ($51 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in July 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 julio 28, 2025.

sáb. 10/186:01 amCLE - HHH

1 stop4h 45mAmerican Airlines

mar. 10/215:21 pmHHH - CLE

1 stop3h 51mAmerican Airlines

Deal found 7/26

$249

mar. 9/95:30 amCLE - HHH

2 stops9h 52mDelta

vie. 9/124:05 pmHHH - CLE

1 stop5h 58mDelta

Deal found 7/26

$314

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 julio 28, 2025.

sáb. 10/186:01 amCLE - HHH

1 stop4h 45mAmerican Airlines

mar. 10/215:21 pmHHH - CLE

1 stop3h 51mAmerican Airlines

Deal found 7/26

$249

mar. 9/95:30 amCLE - HHH

2 stops9h 52mDelta

vie. 9/124:05 pmHHH - CLE

1 stop5h 58mDelta

Deal found 7/26

$314

sáb. 10/47:00 amCLE - HHH

1 stop4h 40mUnited Airlines

mié. 10/811:57 amHHH - CLE

1 stop5h 56mUnited Airlines

Deal found 7/27

$509

Last-minute flights from Cleveland to Hilton Head Island
Discover last-minute flight deals from Cleveland to Hilton Head Island. Data last updated julio 28, 2025 and is based on user searches.

mié. 7/306:00 amCLE - HHH

1 stop5h 23mDelta

lun. 8/43:58 pmHHH - CLE

1 stop6h 15mDelta

Deal found 7/25

$321

mar. 8/56:00 amCLE - HHH

1 stop5h 23mDelta

vie. 8/83:58 pmHHH - CLE

1 stop6h 15mDelta

Deal found 7/26

$374

mié. 8/66:00 amCLE - HHH

1 stop5h 59mAmerican Airlines

lun. 8/111:15 pmHHH - CLE

1 stop7h 55mAmerican Airlines

Deal found 7/27

$284

vie. 8/227:00 amCLE - HHH

1 stop5h 44mAmerican Airlines

vie. 8/296:15 pmHHH - CLE

1 stop5h 51mAmerican Airlines

Deal found 7/28

$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 julio 28, 2025.

vie. 8/110:16 amCLE - HHH

1 stop5h 02mDelta

Deal found 7/26

$290

sáb. 8/210:44 amCLE - HHH

1 stop5h 53mAmerican Airlines

Deal found 7/26

$307

sáb. 8/23:17 pmCLE - HHH

3 stops20h 00mUnited Airlines

Deal found 7/26

$722

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

sáb. 10/18

6:01 am-10:46 am

1 stop4h 45m

Hilton Head Island

mar. 10/21

5:21 pm-9:12 pm

1 stop3h 51m

$249

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

mar. 9/9

5:30 am-3:22 pm

2 stops9h 52m

Hilton Head Island

vie. 9/12

4:05 pm-10:03 pm

1 stop5h 58m

$314

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

vie. 8/1

10:16 am-3:18 pm

1 stop5h 02m

$290

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

sáb. 8/2

10:44 am-4:37 pm

1 stop5h 53m

$307

ClevelandHilton Head Island

CLE - HHH

CLEHHH

Cleveland Hopkins Intl

sáb. 8/2

3:17 pm-11:17 am

3 stops20h 00m

$722

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

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 $479). 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.

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

Reviews of airlines servicing Hilton Head Island

See what other customers who have flown with Delta, United Airlines, 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

7,975 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

7,975 reviews

Delta

8.0

Very good

7,975 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!

United Airlines

7.4

Good

8,892 reviews

Delta

8.0

Very good

7,975 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

7,975 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

What are the cheapest airlines flying from Cleveland to Hilton Head Island round-trip?
Flying on American Airlines is currently your cheapest option to Hilton Head Island, with prices starting at $249. Additional round-trip tickets that might be worth considering are offered by Delta and United Airlines, with the lowest prices starting at $314 and $509, respectively. Users have found that American Airlines is 36% cheaper than the other options available to this destination.
What are the cheapest airlines to fly from Cleveland to Hilton Head Island one-way?
The cheapest airlines for a one-way flight from Cleveland to Hilton Head Island are Delta ($290), American Airlines ($307), and United Airlines ($722).
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 $479). 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

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Top 2 airlines flying from Cleveland to Hilton Head Island

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$248	Average$394	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$248	Average$316	FlexibilityNo cancel fee	On-timeN/A

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$249+ Cheap flights from Cleveland to Hilton Head Island (CLE - HHH)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/18. 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 January, 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

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 julio 28, 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 julio 28, 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?

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 July 25, 2025.

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?

Find hourly flight availability from Cleveland to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 28, 2025.

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

Reviews of airlines servicing Hilton Head Island

See what other customers who have flown with Delta, United Airlines, 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.

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

What are the cheapest airlines to fly from Cleveland to Hilton Head Island one-way?

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?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Cleveland to Hilton Head Island

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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 julio 28, 2025.