$119 Cheap Flights from White Plains (HPN) to Hilton Head Island (HHH)

Popular airlines from Westchester County Airport (HPN) to Hilton Head Island Airport (HHH)

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Cheap Flights from White Plains to Hilton Head Island (HPN-HHH)

Prices were available within the past 7 days and start at $119 for one-way flights and $217 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
American Airlines
Delta

Find the cheapest month to fly from White Plains (HPN) to Hilton Head Island (HHH)

September is typically the cheapest month to fly

From $216 - $484 per traveler.

Alternative airports near Hilton Head Island

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

Flights from White Plains (HPN) to Hilton Head Island (HHH)
Origin airport
Westchester County
Destination airport
Hilton Head Island
Airlines serving
American Airlines, Delta
Roundtrip price
$216
Distance
722 mi

White Plains to Hilton Head Island Flights

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

 

The best time to book a flight from White Plains to Hilton Head Island

Sunday is one of the best days to book for cheap flights from White Plains 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 White Plains 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 White Plains to Hilton Head Island in 2025. You can also book with separate airlines for your outbound and return journeys, from $119 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 White Plains 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 White Plains 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.

 

Frequently asked questions

How much does a flight from Westchester County Airport (HPN) to Hilton Head Island Airport (HHH) cost?
Secure a cheap one-way flight from $119 or cheap return flight from $217 from Westchester County Airport (HPN) to Hilton Head Island Airport (HHH) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Westchester County Airport (HPN) to Hilton Head Island Airport (HHH)?
Planning your getaway for November can help you save, as it's the cheapest month for flights between HPN and HHH. You'll typically find the lowest fares during the off-season.
What is the cheapest airline that flies from Westchester County Airport (HPN) to Hilton Head Island Airport (HHH)?
To find the cheapest airline flying from HPN to HHH, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Westchester County Airport (HPN) to Hilton Head Island Airport (HHH)?
Nonstop flights from Westchester County Airport (HPN) to Hilton Head Island Airport (HHH) aren't available daily, so you'll need to take a flight with a layover. Explore your options with our filter tool. Enter your travel dates and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from HPN to HHH?
Generally you'll find the most flight options available on a Friday. Tuesdays tend to be the quietest.* However, this can change depending on the season, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Westchester County Airport (HPN) to Hilton Head Island Airport (HHH)?
Opt for a flight from Westchester County Airport (HPN) to Hilton Head Island Airport (HHH) that takes off before 3 PM to reduce the likelihood of delays. Departures after this hour have a 22% higher chance of being canceled, on average.**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 Westchester County Airport (HPN) to Hilton Head Island Airport (HHH) last-minute?
Booking your ticket from HPN to HHH just before your journey is usually more expensive. However, if you're flexible with your travel times and dates, you could snag a cheap last-minute fare.
Is it cheaper to book a HPN to HHH flight and hotel package?
Compared with arranging flights and hotels separately, booking a HPN to HHH flight and hotel package with Expedia could result in significant savings. Better yet, having it all in one place will take the stress out of planning your trip. Just pick your flights and select from our wide range of stays, then personalize your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from Westchester County Airport (HPN) to Hilton Head Island Airport (HHH)?
If you reserved your HPN to HHH flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for further details.

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*Available to One Key members.