HPN - HHH

$139 Find Cheap Flights from White Plains to Hilton Head Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from White Plains to Hilton Head Island departing on 10/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Hilton Head Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from White Plains to Hilton Head Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from White Plains to Hilton Head Island, as well as popular online travel agencies
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Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from White Plains to Hilton Head Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from White Plains to Hilton Head Island

Sun, Sep 7 - Thu, Sep 11
American Airlines Logo
6:30 am - 10:34 amHPN-HHH
4h 04m1 stop
American Airlines Logo
12:00 pm - 4:59 pmHHH-HPN
4h 59m1 stop
$217American Airlines
Find Deal
Sun, Sep 7 - Thu, Sep 11
American Airlines Logo
6:30 am - 10:34 amHPN-HHH
4h 04m1 stop
American Airlines Logo
2:36 pm - 11:26 pmHHH-HPN
8h 50m2 stops
$222American Airlines
Find Deal
Sat, Jan 17 - Sat, Jan 24
American Airlines Logo
1:30 pm - 5:34 pmHPN-HHH
4h 04m1 stop
American Airlines Logo
6:14 pm - 10:28 pmHHH-HPN
4h 14m1 stop
$257American Airlines
Find Deal
Thu, Sep 25 - Mon, Sep 29
American Airlines Logo
6:30 am - 10:34 amHPN-HHH
4h 04m1 stop
American Airlines Logo
11:04 am - 6:20 pmHHH-HPN
7h 16m1 stop
$298American Airlines
Find Deal
Thu, Oct 30 - Sat, Nov 1
American Airlines Logo
6:30 am - 3:02 pmHPN-HHH
8h 32m2 stops
American Airlines Logo
11:16 am - 6:20 pmHHH-HPN
7h 04m1 stop
$303American Airlines
Find Deal
Sun, Sep 7 - Thu, Sep 11
American Airlines Logo
6:30 am - 2:06 pmHPN-HHH
7h 36m2 stops
American Airlines Logo
2:36 pm - 11:26 pmHHH-HPN
8h 50m2 stops
$308American Airlines
Find Deal
Sat, Jan 17 - Sat, Jan 24
American Airlines Logo
6:11 am - 2:18 pmHPN-HHH
8h 07m2 stops
American Airlines Logo
4:00 pm - 10:28 pmHHH-HPN
6h 28m1 stop
$323American Airlines
Find Deal
Fri, Nov 14 - Mon, Nov 17
American Airlines Logo
6:30 am - 10:59 amHPN-HHH
4h 29m1 stop
American Airlines Logo
11:29 am - 6:13 pmHHH-HPN
6h 44m1 stop
$379American Airlines
Find Deal
Thu, Oct 30 - Sun, Nov 2
American Airlines Logo
6:30 am - 3:02 pmHPN-HHH
8h 32m2 stops
American Airlines Logo
11:29 am - 6:19 pmHHH-HPN
6h 50m1 stop
$384American Airlines
Find Deal
Wed, Oct 29 - Sat, Nov 1
American Airlines Logo
6:30 am - 10:46 amHPN-HHH
4h 16m1 stop
American Airlines Logo
12:02 pm - 6:20 pmHHH-HPN
6h 18m2 stops
$415American Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for White Plains to Hilton Head Island flights

Get data-powered insights and trends into flights from White Plains to Hilton Head Island to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from White Plains to Hilton Head Island?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from White Plains to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from White Plains to Hilton Head Island is July, where tickets cost $298 (return) on average. On the other hand, the most expensive months are November and April, where the average cost of round-trip tickets is $786 and $667 respectively.

Good to know

Low seasonJanuary
Cheapest flight$139
Best time to beat the crowds but there is an average 29% increase in price.
Most popular time to fly and prices are also 25% lower on average.
Flight from White Plains to Hilton Head Island

When to book flights from White Plains to Hilton Head Island

Are your dates flexible? Find out the best times to travel from White Plains to Hilton Head Island based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from White Plains to Hilton Head Island

  • What is the cheapest flight from White Plains to Hilton Head Island?

    In the last 3 days, the lowest price for a flight from White Plains to Hilton Head Island was $139 for a one-way ticket and $217 for a round-trip.

  • Do I need a passport to fly between White Plains and Hilton Head Island?

    A passport is not required to fly from White Plains to Hilton Head Island.

  • Which aircraft models fly most regularly from White Plains to Hilton Head Island?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from White Plains to Hilton Head Island?

    SkyTeam, and oneworld are the airline alliances operating flights between White Plains and Hilton Head Island, with SkyTeam being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from White Plains to Hilton Head Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from White Plains to Hilton Head Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from White Plains to Hilton Head Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hilton Head Island from White Plains is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from White Plains to Hilton Head Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Hilton Head Island with an airline and back to White Plains with another airline. Booking your flights between White Plains and HHH can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from White Plains to Hilton Head Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Hilton Head Island from White Plains up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from White Plains to Hilton Head Island

 
See real verified KAYAK customer reviews for airlines flying from White Plains to Hilton Head Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from White Plains to Hilton Head Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 10000 reviews
8.0Crew
7.2Comfort
7.5Boarding
6.9Entertainment
6.5Food
Airline reviews

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

10.0 ExcellentCaprice, Aug 2025JFK - CLT
Read more American Airlines reviews

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

Pathetic check in experience at JFK. Everything is self check in. Not enough staff present to help with when the check in process or the kiosk gets stuck. Staff present not welcoming or pleasant at all. On the other hand the NY based flight crew was great. Courteous and friendly throughout the flight. Special meals leave a lot to be desired. Kids meals should be made available when kids are flying and same goes for special kids meals too.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

Delays on all NY flights. There was no communication on why but they didn’t say it was weather. Other carriers were not delayed.

Extraordinary service in business class, and very good breakfast and snacks. A really lovely flight.

They cancelled our flight without warning OR a refund. Never doing business with American Airlines again! This is the second AA booked trip in a row that we've had challenges with.

I got bumped due to weight restrictions even tho there were empty seats on my flight. I got put on an other flight with a stopover. My flight that originally was going to take 5-6 hours ever up being 14+ hours and my luggage arrived to my destination without me because I was made to check in my luggage on my original flight when I was deemed ok to board only to be asked to deplane. Worst flight experience.

I was pleasantly surprised with an upgrade at boarding. I finally had a mostly gluten free food options and a very attentive attendant.

It was good. It’s been a long time since my wife and I fly any where and things have changed. Our trip was to see our new grandson. We fly economy and that was not good for my bad back. It was a quick flight but uncomfortable.

Everything you need to know for your flight from White Plains to Hilton Head Island

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