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$274 Cheap Flights from Dayton (DAY) to Hilton Head Island (HHH)

View $274 flight on Tue, Nov 10, 2026Opens in a new window

Popular airlines from Dayton Intl. Airport (DAY) to Hilton Head Island Airport (HHH)

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Cheap Flights from Dayton to Hilton Head Island (DAY-HHH)

Prices were available within the past 7 days and start at $274 for one-way flights and $301 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Sep 9 - Sat, Sep 12
DAY
Dayton
HHH
Hilton Head Island
$301 Roundtrip, found 4 days ago
$301
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Sep 9 from Dayton to Hilton Head Island, returning Sat, Sep 12, priced at $301 found 4 days ago
American Airlines
Sat, Oct 31 - Thu, Nov 5
DAY
Dayton
HHH
Hilton Head Island
$310 Roundtrip, found 1 day ago
$310
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 31 from Dayton to Hilton Head Island, returning Thu, Nov 5, priced at $310 found 1 day ago
American Airlines
Fri, Nov 27 - Sun, Dec 6
DAY
Dayton
HHH
Hilton Head Island
$319 Roundtrip, found 7 hours ago
$319
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, Nov 27 from Dayton to Hilton Head Island, returning Sun, Dec 6, priced at $319 found 7 hours ago
American Airlines
Fri, Sep 25 - Tue, Sep 29
DAY
Dayton
HHH
Hilton Head Island
$334 Roundtrip, found 17 hours ago
$334
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Fri, Sep 25 from Dayton to Hilton Head Island, returning Tue, Sep 29, priced at $334 found 17 hours ago
American Airlines
Sat, Sep 26 - Tue, Sep 29
DAY
Dayton
HHH
Hilton Head Island
$360 Roundtrip, found 5 hours ago
$360
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Sep 26 from Dayton to Hilton Head Island, returning Tue, Sep 29, priced at $360 found 5 hours ago
American Airlines
Sat, Oct 31 - Thu, Nov 5
DAY
Dayton
HHH
Hilton Head Island
$370 Roundtrip, found 1 day ago
$370
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 31 from Dayton to Hilton Head Island, returning Thu, Nov 5, priced at $370 found 1 day ago
American Airlines
Fri, Sep 25 - Tue, Sep 29
DAY
Dayton
HHH
Hilton Head Island
$375 Roundtrip, found 17 hours ago
$375
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Fri, Sep 25 from Dayton to Hilton Head Island, returning Tue, Sep 29, priced at $375 found 17 hours ago
American Airlines
Fri, Nov 27 - Sun, Dec 6
DAY
Dayton
HHH
Hilton Head Island
$379 Roundtrip, found 7 hours ago
$379
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Fri, Nov 27 from Dayton to Hilton Head Island, returning Sun, Dec 6, priced at $379 found 7 hours ago
United
Fri, Sep 18 - Mon, Sep 21
DAY
Dayton
HHH
Hilton Head Island
$399 Roundtrip, found 1 day ago
$399
Roundtrip
found 1 day ago
Select United flight, departing Fri, Sep 18 from Dayton to Hilton Head Island, returning Mon, Sep 21, priced at $399 found 1 day ago
Delta
Sat, Sep 26 - Tue, Sep 29
DAY
Dayton
HHH
Hilton Head Island
$693 Roundtrip, found 5 hours ago
$693
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, Sep 26 from Dayton to Hilton Head Island, returning Tue, Sep 29, priced at $693 found 5 hours ago

What you need to know for your flight from James M. Cox Dayton Intl. to Hilton Head Island

Dayton (DAY) to Hilton Head Island (HHH) at a glance

Experience the convenience of flying with various airlines that connect Dayton (DAY) to Hilton Head Island (HHH) on this domestic short-haul route. Explore options from full-service carriers to find an itinerary that aligns with your budget, schedule, and travel preferences as you discover the iconic sights and charming neighborhoods of Hilton Head Island. Here are the essential details for flights departing from James M. Cox Dayton International Airport (DAY) to Hilton Head Island Airport (HHH).

  • Fastest flight duration: around 3 hours in-flight, plus roughly 1h 15m layover with one stop
  • Route distance: roughly 600 miles (970 km)
  • Flights per week: around 7 departures on average
  • Typical fares (one-way): economy tickets often range from $150–$950, depending on seasonality and how far ahead you book

Flights from James M. Cox Dayton International Airport (DAY) to Hilton Head Island Airport (HHH)

According to recent traveler bookings, the top airlines flying from Dayton to Hilton Head Island are often selected for their one-stop services. Popular layover airports include Charlotte-Douglas International Airport (CLT) with a layover of about 1 hour and 45 minutes, Ronald Reagan Washington National Airport (DCA) at approximately 1 hour and 15 minutes, and Hartsfield-Jackson Atlanta International Airport (ATL), also around 1 hour and 15 minutes. These options allow travelers to mix and match price, total travel time, and cabin class for the ideal itinerary.

  • American Airlines: This comprehensive airline provides one-stop service with one-way ticket prices generally falling between $150 and $385. It dominates the route, handling around 91% of departures, with an in-flight duration of 3 hours, totaling approximately 4 hours and 30 minutes when including the layover.
  • Delta: Another full-service option, Delta offers one-stop flights with one-way fares that usually range from $270 to $950. It represents about 9% of the departures for this route, featuring an in-flight time of 3 hours and a total journey duration of roughly 4 hours and 30 minutes, factoring in the layover.

Alternative route from Dayton (DAY) to Hilton Head Island (HHH)

  • Dayton to Savannah (DAY-SAV): Located approximately 31 miles from Hilton Head Island Airport (HHH), Savannah - Hilton Head International Airport (SAV) serves as a convenient gateway. One-way economy fares for this journey generally fall between $125 and $420, influenced by the time of year and how early you secure your tickets. Travelers can expect primarily one-stop flights with common layover points at Hartsfield-Jackson Atlanta International Airport (ATL) and Charlotte-Douglas International Airport (CLT). American Airlines and Delta are among the leading carriers on this route, with first-class service also offered.

How to find the best prices for flights from Dayton (DAY) to Hilton Head Island (HHH)

Getting some of the best deals on flights from Dayton 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 typically available when booking 2-8 weeks in advance, which coincides with when most travelers make their reservations. Afternoon departures from 12 PM to 6 PM often provide lower prices, while morning flights from 5 AM to 12 PM are the most popular. Additionally, flying on Wednesday usually offers cheaper rates, although Thursday 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 James M. Cox Dayton International Airport

Hilton Head Island welcomes travelers from Dayton with a range of transport options based on price, convenience, and proximity. For departures, James M. Cox Dayton International Airport is roughly a 20-minute drive (covering about 14 miles) from central Dayton. 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 away, providing access to maritime activities and attractions.

Frequently asked questions

How much does a flight from Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH) cost?
You can find cheap one-way flights from $274 and cheap return flights from $301 Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH) with Expedia. One-way flights usually range from $188 to $459, and return flights typically cost between $348 and $944. 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 Dayton, OH (DAY-James M. Cox Dayton 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 Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH)?
The cheapest month to fly from DAY 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 Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH)?
Enter DAY to HHH and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH)?
American Airlines is one of the cheapest airlines offering connecting flights from James M. Cox Dayton Intl. (DAY) to Hilton Head Island (HHH), with round-trip tickets starting from around $248 with a layover in Ronald Reagan Washington National (DCA). 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 Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH)?
To find a cheap flight from Dayton, OH (DAY-James M. Cox Dayton 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 Dayton, OH (DAY-James M. Cox Dayton 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 Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from DAY 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 Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH)?
The most popular departure times for flights from Dayton (DAY) to Hilton Head Island (HHH) are in the early morning, from 6am to 9am. About 67% of passengers prefer this time window. Many major carriers, including American Airlines and United Airlines, offer flights during this window. This timing is favored as it allows you to arrive at your destination early and enjoy a full day of activities.
How long does it take to fly from Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH)?
A flight from DAY to HHH with a layover takes around 3 hours 50 minutes, with the route covering approximately 565 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 Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH)?
First class is available on flights from DAY to HHH. First class cabins are available on:

  • American Airlines
  • Delta Air Lines
  • United Airlines

How do I earn miles on a Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH) flight with Expedia?
It's easy to earn miles on a Dayton, OH (DAY-James M. Cox Dayton 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 Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH) at the last minute?
Typically, booking a last minute flight from Dayton, OH (DAY-James M. Cox Dayton 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 Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH) flight and hotel package?
Securing a Dayton, OH (DAY-James M. Cox Dayton 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 Dayton, OH (DAY-James M. Cox Dayton Intl.) to Hilton Head Island, SC (HHH)?
If you booked your Dayton, OH (DAY-James M. Cox Dayton 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
James M. Cox Dayton Intl.
Destination airport
Hilton Head Island
Airlines serving
American Airlines, Delta, United
Roundtrip price
$300
Distance
565 mi

Book with confidence

Dayton to Hilton Head Island Flights

The cheapest times to fly from Dayton 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 Dayton to Hilton Head Island are during the month of September. You can find some of the cheapest flights from Dayton to Hilton Head Island with Expedia's search tool and vast selection of airlines.

 

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

Sunday is one of the best days to book for cheap flights from Dayton 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 Dayton 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 Dayton to Hilton Head Island in 2026. You can also book with separate airlines for your outbound and return journeys, from $274 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 Dayton 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 Dayton 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.

 

Dayton to Hilton Head Island Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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