$180 Cheap Flights from Hilton Head Island (HHH) to Cleveland (CLE)

View $180 flight on Sun, Jan 4, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at $180 for one-way flights and $249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, Dec 7 - Sat, Dec 13
HHH
Hilton Head Island
CLE
Cleveland
$249 Roundtrip, found 3 days ago
$249
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Dec 7 from Hilton Head Island to Cleveland, returning Sat, Dec 13, priced at $249 found 3 days ago
American Airlines
Sun, Dec 7 - Sat, Dec 13
HHH
Hilton Head Island
CLE
Cleveland
$274 Roundtrip, found 3 days ago
$274
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Dec 7 from Hilton Head Island to Cleveland, returning Sat, Dec 13, priced at $274 found 3 days ago
American Airlines
Thu, Feb 19 - Sun, Feb 22
HHH
Hilton Head Island
CLE
Cleveland
$294 Roundtrip, found 1 day ago
$294
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Feb 19 from Hilton Head Island to Cleveland, returning Sun, Feb 22, priced at $294 found 1 day ago
American Airlines
Fri, Dec 5 - Thu, Dec 11
HHH
Hilton Head Island
CLE
Cleveland
$299 Roundtrip, found 3 days ago
$299
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Dec 5 from Hilton Head Island to Cleveland, returning Thu, Dec 11, priced at $299 found 3 days ago
American Airlines
Thu, Dec 25 - Sat, Jan 3
HHH
Hilton Head Island
CLE
Cleveland
$318 Roundtrip, found 6 days ago
$318
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Dec 25 from Hilton Head Island to Cleveland, returning Sat, Jan 3, priced at $318 found 6 days ago
American Airlines
Sun, Dec 7 - Sat, Dec 13
HHH
Hilton Head Island
CLE
Cleveland
$319 Roundtrip, found 3 days ago
$319
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Dec 7 from Hilton Head Island to Cleveland, returning Sat, Dec 13, priced at $319 found 3 days ago
American Airlines
Sat, Nov 8 - Tue, Nov 11
HHH
Hilton Head Island
CLE
Cleveland
$324 Roundtrip, found 5 days ago
$324
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Nov 8 from Hilton Head Island to Cleveland, returning Tue, Nov 11, priced at $324 found 5 days ago
American Airlines
Fri, Dec 5 - Thu, Dec 11
HHH
Hilton Head Island
CLE
Cleveland
$338 Roundtrip, found 3 days ago
$338
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Dec 5 from Hilton Head Island to Cleveland, returning Thu, Dec 11, priced at $338 found 3 days ago
American Airlines
Sun, Dec 7 - Sat, Dec 13
HHH
Hilton Head Island
CLE
Cleveland
$344 Roundtrip, found 3 days ago
$344
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Dec 7 from Hilton Head Island to Cleveland, returning Sat, Dec 13, priced at $344 found 3 days ago
American Airlines
Sat, Nov 8 - Tue, Nov 11
HHH
Hilton Head Island
CLE
Cleveland
$359 Roundtrip, found 5 days ago
$359
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Nov 8 from Hilton Head Island to Cleveland, returning Tue, Nov 11, priced at $359 found 5 days ago

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

September is typically the cheapest month to fly

From $236 - $429 per traveler.

Frequently asked questions

How much does a flight from Hilton Head Island Airport (HHH) to Hopkins Intl. Airport (CLE) cost?
Get a cheap one-way flight from $180 or cheap return flight from $249 from Hilton Head Island Airport (HHH) to Hopkins Intl. Airport (CLE) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Hilton Head Island Airport (HHH) to Hopkins Intl. Airport (CLE)?
December is the cheapest month to fly from HHH to CLE. Traveling during an off-peak travel window is often the key to scoring lower fares.
What is the cheapest airline that flies from Hilton Head Island Airport (HHH) to Hopkins Intl. Airport (CLE)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll fly you from HHH to CLE. Then, sort your results by "Price (lowest to highest)" to score a good deal.
How many flights per day from Hilton Head Island Airport (HHH) to Hopkins Intl. Airport (CLE)?
There aren't any daily direct flights available from Hilton Head Island Airport (HHH) to Hopkins Intl. Airport (CLE). But you can opt for flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be on your way in no time.
What day of the week has the most flights from HHH to CLE?
Friday is generally the busiest day for flights, while Tuesday tends to be the quietest.* Keep in mind that flight schedules can vary based on a number of factors, including the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Hilton Head Island Airport (HHH) to Hopkins Intl. Airport (CLE)?
To avoid possible delays on the Hilton Head Island Airport (HHH) to Hopkins Intl. Airport (CLE) route, travel before 3 PM. Departures after this hour have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Hilton Head Island Airport (HHH) to Hopkins Intl. Airport (CLE) last-minute?
Booking your plane ticket from HHH to CLE just before your trip is generally more expensive. But if there's some wiggle room with your departure times and dates, you could score a cheap last-minute fare.
Is it cheaper to book a HHH to CLE flight and hotel package?
Compared with arranging hotels and flights separately, booking a HHH to CLE flight and hotel package with Expedia could result in significant savings. Better still, having it all in one place will take the stress out of planning your trip. Simply pick your flights and select from our extensive range of hotels, then tailor your trip with other add-ons like tours, car rentals and activities.
Can I cancel or change the date of my flight from Hilton Head Island Airport (HHH) to Hopkins Intl. Airport (CLE)?
Typically, you're able to cancel or reschedule your HHH to CLE flight. However, additional charges may apply, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you'd like more information, go to our Customer Service portal.

Travel information

Origin airport
Hilton Head Island
Destination airport
Hopkins Intl.
Airlines serving
American Airlines
Roundtrip price
$248
Distance
637 mi

Book with confidence

Hilton Head Island to Cleveland Flights

The cheapest times to fly from Hilton Head Island to Cleveland

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 Hilton Head Island to Cleveland are during the month of December. You can find some of the cheapest flights from Hilton Head Island to Cleveland with Expedia's search tool and vast selection of airlines.

 

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

Sunday is one of the best days to book for cheap flights from Hilton Head Island to Cleveland: 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 Hilton Head Island to Cleveland

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 Hilton Head Island to Cleveland in 2025. You can also book with separate airlines for your outbound and return journeys, from $180 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 Hilton Head Island to Cleveland 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 Hilton Head Island to Cleveland 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.

 

Hilton Head Island to Cleveland Flights

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*Available to One Key members.