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$153 Cheap Flights from Cleveland (CLE) to Hilton Head Island (HHH)

View $153 flight on Fri, Sep 11, 2026Opens in a new window

Popular airlines from Cleveland Hopkins International Airport (CLE) to Hilton Head Island Airport (HHH)

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Cheap Flights from Cleveland to Hilton Head Island (CLE-HHH)

Prices were available within the past 7 days and start at $153 for one-way flights and $305 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, Sep 6 - Fri, Sep 11
CLE
Cleveland
HHH
Hilton Head Island
$305 Roundtrip, found 3 days ago
$305
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Sep 6 from Cleveland to Hilton Head Island, returning Fri, Sep 11, priced at $305 found 3 days ago
Delta
Sat, Sep 5 - Sat, Sep 12
CLE
Cleveland
HHH
Hilton Head Island
$312 Roundtrip, found 9 hours ago
$312
Roundtrip
found 9 hours ago
Select Delta flight, departing Sat, Sep 5 from Cleveland to Hilton Head Island, returning Sat, Sep 12, priced at $312 found 9 hours ago
American Airlines
Wed, Sep 23 - Mon, Sep 28
CLE
Cleveland
HHH
Hilton Head Island
$319 Roundtrip, just found
$319
Roundtrip
just found
Select American Airlines flight, departing Wed, Sep 23 from Cleveland to Hilton Head Island, returning Mon, Sep 28, priced at $319 just found
Delta
Wed, Sep 16 - Wed, Sep 23
CLE
Cleveland
HHH
Hilton Head Island
$324 Roundtrip, found 5 days ago
$324
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Sep 16 from Cleveland to Hilton Head Island, returning Wed, Sep 23, priced at $324 found 5 days ago
American Airlines
Sat, May 22 - Sat, May 29
CLE
Cleveland
HHH
Hilton Head Island
$329 Roundtrip, found 1 day ago
$329
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, May 22 from Cleveland to Hilton Head Island, returning Sat, May 29, priced at $329 found 1 day ago
American Airlines
Fri, Aug 28 - Mon, Aug 31
CLE
Cleveland
HHH
Hilton Head Island
$334 Roundtrip, found 15 hours ago
$334
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Fri, Aug 28 from Cleveland to Hilton Head Island, returning Mon, Aug 31, priced at $334 found 15 hours ago
American Airlines
Sat, Sep 5 - Sat, Sep 12
CLE
Cleveland
HHH
Hilton Head Island
$337 Roundtrip, found 9 hours ago
$337
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sat, Sep 5 from Cleveland to Hilton Head Island, returning Sat, Sep 12, priced at $337 found 9 hours ago
Delta
Wed, Sep 2 - Sun, Sep 6
CLE
Cleveland
HHH
Hilton Head Island
$343 Roundtrip, found 2 hours ago
$343
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Sep 2 from Cleveland to Hilton Head Island, returning Sun, Sep 6, priced at $343 found 2 hours ago
American Airlines
Thu, Oct 22 - Mon, Oct 26
CLE
Cleveland
HHH
Hilton Head Island
$344 Roundtrip, found 1 hour ago
$344
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Oct 22 from Cleveland to Hilton Head Island, returning Mon, Oct 26, priced at $344 found 1 hour ago
United
Tue, Sep 1 - Sat, Sep 5
CLE
Cleveland
HHH
Hilton Head Island
$544 Roundtrip, found 1 day ago
$544
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 1 from Cleveland to Hilton Head Island, returning Sat, Sep 5, priced at $544 found 1 day ago

Alternative airports near Hilton Head Island

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Savannah - Hilton Head Intl. SAV. Cheapest option available. Average driving time to city center is 59 minutes. Flights from $384
SAV
Savannah - Hilton Head Intl.
Cheapest
Average driving time to city center59 min
Flights from $384

Find the cheapest month to fly from Cleveland (CLE) to Hilton Head Island (HHH)

February is typically the cheapest month to fly

From $270 - $738 per traveler.

What you need to know for your flight from Hopkins Intl. to Hilton Head Island

Cleveland (CLE) to Hilton Head Island (HHH) at a glance

Travel from Cleveland (CLE) to Hilton Head Island (HHH) with a range of airlines on this convenient domestic route. Compare flights from Cleveland to Hilton Head Island, exploring options that suit your budget and schedule. Whether you're seeking cheap flights from Cleveland or looking for specific itineraries, you can find the ideal choice to discover the beautiful sights and neighborhoods of Hilton Head Island. Check out the essential details for flights departing from Hopkins International Airport to Hilton Head Island Airport.

  • Fastest flight duration: around 3h 15m in-flight, plus roughly 1h 30m layover with one stop
  • Route distance: roughly 600 miles (970 km)
  • Flights per week: around 9 departures on average
  • Typical fares (one-way): economy tickets often range from $125–$360, depending on seasonality and how far ahead you book

Flights from Hopkins International Airport (CLE) to Hilton Head Island Airport (HHH)

Based on the latest traveler bookings, here are the top airlines favored for flights from Cleveland to Hilton Head Island. These options usually include one-stop services with popular layover points at Charlotte-Douglas International Airport (CLT) for about 1 hour and 15 minutes, Ronald Reagan Washington National Airport (DCA) for approximately 1 hour and 30 minutes, and Philadelphia International Airport (PHL) for around 1 hour and 45 minutes. This variety allows you to balance cost, total travel time, and cabin class to find the perfect itinerary.

  • American Airlines: As a comprehensive service airline, American Airlines provides one-stop flights with one-way fares generally falling between $125 and $365. This carrier operates around 82% of the departures on this route, featuring an in-flight duration of 3 hours and 15 minutes, with a total travel time of approximately 4 hours and 45 minutes, including layover.
  • Delta: Delta, another full-service airline, offers one-stop flights with typical one-way fares ranging from $130 to $285. It represents about 14% of the departures for this route, boasting an in-flight time of 3 hours and 15 minutes, leading to an overall journey time of around 4 hours and 45 minutes, including layover.
  • United: United Airlines is a full-service option that provides one-stop service, with one-way fares usually between $160 and $360. This airline accounts for roughly 4% of the departures on this route, featuring an in-flight duration of 3 hours and 15 minutes and a total travel time of about 4 hours and 45 minutes, which includes layover time.

Best time to fly from Cleveland (CLE) to Hilton Head Island (HHH)

The most popular months for travelers flying from Cleveland to Hilton Head Island are April, May, and July, when peak temperatures in Hilton Head Island reach up to 82°F in July. If you prefer quieter travel, consider January, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 52.3°F. For better deals, September usually offers the lowest average one-way fare around $170. Flight availability peaks in May and July, with approximately 11 flights per week, making it easier to find convenient departure times.

  • Cheapest time to fly: September usually offers good deals with average one-way fare around $170, roughly 22% cheaper than the yearly average.
  • Another budget-friendly time to fly: August typically offers an average one-way fare of around $193.
  • Most flight options: May and July have the highest number of flights from Cleveland to Hilton Head Island, with approximately 11 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January52.3°F (11.3°C)Low7$197
February55.6°F (13.1°C)Average8$277
March60.1°F (15.6°C)Average8$227
April66.6°F (19.2°C)High9$251
May73.4°F (23.0°C)High11$218
June79.7°F (26.5°C)Average10$205
July82.0°F (27.8°C)High11$213
August81.7°F (27.6°C)Average9$193
September78.3°F (25.7°C)Average10$170
October70.5°F (21.4°C)Average8$203
November61.3°F (16.3°C)Low7$223
December56.7°F (13.7°C)Low7$256

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative routes from Cleveland (CLE) to Hilton Head Island (HHH)

  • Cleveland to Savannah (CLE-SAV): Savannah - Hilton Head International Airport (SAV) lies approximately 31 miles from Hilton Head Island Airport (HHH). One-way economy prices for this route generally fall between $100 and $360, influenced by factors such as the season and when you book. Travelers can choose from both one-stop and non-stop flights, with common layover points including Charlotte-Douglas International Airport (CLT) and Hartsfield-Jackson Atlanta International Airport (ATL). Major airlines operating on this route are American Airlines and Delta, and first-class service is also offered.
  • Akron to Hilton Head Island (CAK-HHH): Akron-Canton Airport (CAK) is located about 40 miles from Hopkins International Airport (CLE). For this route, one-way economy fares typically range from $130 to $355, depending on the time of year and how far in advance you book. Flights are usually available as one-stop options, with popular layover cities including Charlotte-Douglas International Airport (CLT) and Ronald Reagan Washington National Airport (DCA). American Airlines and United are the leading carriers on this route, and first-class service is an option as well.

How to find the best prices for flights from Cleveland (CLE) to Hilton Head Island (HHH)

Getting some of the best deals on flights from Cleveland to Hilton Head Island is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually available when booking 2-8 weeks in advance, which is also when most travelers make their reservations. Morning departures between 5 am and 12 pm generally offer lower prices and are popular among flyers. Additionally, flying on Thursday can yield cheaper rates, although Saturday remains the busiest travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find Hilton Head Island hotel and flight deals.
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Hilton Head Island Airport from Hopkins International Airport

Hilton Head Island welcomes travelers from Cleveland with a range of transport options based on price, convenience, and proximity. Here's how to reach Hilton Head Island efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Hilton Head Island, with options including free hotel shuttles and private rides, which can be arranged in advance with your hotel.
  • Car rental: Renting a car from Hilton Head Island Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Hilton Head Island Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Hilton Head Island Airport, St Phillips Island Seaport, a seaport, is located about 6.4 miles from the airport.

Frequently asked questions

How much does a flight from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH) cost?
You can find cheap one-way flights from $153 and cheap return flights from $305 Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH) with Expedia. One-way flights usually range from $138 to $537, and return flights typically cost between $336 and $1098. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH)?
The cheapest month to fly from CLE to HHH is September when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH)?
Enter CLE to HHH and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH)?
American Airlines is one of the cheapest airlines offering connecting flights from Hopkins Intl. (CLE) to Hilton Head Island (HHH), with round-trip tickets starting from around $236 with a layover in LaGuardia (LGA). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH)?
To find a cheap flight from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from CLE to HHH. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH)?
For flights from Cleveland (CLE) to Hilton Head Island (HHH), the most popular departure times are from 6am to 9am. This time window accounts for about 50% of passenger traffic. American Airlines and Delta Airlines are the main carriers for this route. Many travelers prefer this timing as it allows for an early start to their vacation.
How long does it take to fly from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH)?
Flying from CLE to HHH with a connection usually takes about 5 hours 30 minutes, traveling roughly 638 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH)?
First class is available on flights from CLE to HHH. First class cabins are available on:

  • American Airlines
  • United Airlines
  • Delta Air Lines

How do I earn miles on a Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH) flight with Expedia?
It's easy to earn miles on a Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH) at the last minute?
Typically, booking a last minute flight from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH) flight and hotel package?
Securing a Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH) Hilton Head Island Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH)?
If you booked your Cleveland, OH (CLE-Hopkins Intl.) to Hilton Head Island, SC (HHH) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Hopkins Intl.
Destination airport
Hilton Head Island
Airlines serving
American Airlines, Delta, United
Roundtrip price
$304
Distance
637 mi

Book with confidence

Cleveland to Hilton Head Island Flights

The cheapest times to fly from Cleveland to Hilton Head Island

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Cleveland to Hilton Head Island are during the month of September. You can find some of the cheapest flights from Cleveland to Hilton Head Island with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Cleveland to Hilton Head Island

Sunday is one of the best days to book for cheap flights from Cleveland to Hilton Head Island: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Cleveland to Hilton Head Island

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Cleveland to Hilton Head Island in 2026. You can also book with separate airlines for your outbound and return journeys, from $153 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Cleveland to Hilton Head Island flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Cleveland to Hilton Head Island airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Cleveland to Hilton Head Island Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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