What are the cheapest airlines flying from White Plains to Hilton Head Island round-trip?

Cheapflights users have booked flights from White Plains to Hilton Head Island round-trip from $297. Another airline that can offer you cheap pricing is Delta. These flights start at 34% lower than the current average price 3 months from now.

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

Travelers seeking maximum savings on their White Plains to Hilton Head Island flight should consider departing on Wednesday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

What is the cheapest day to fly round-trip from White Plains to Hilton Head Island?

Flying to your destination on a Saturday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Hilton Head Island. Check prices with Cheapflights to find a great deal for your trip.

How far in advance should I book a flight from White Plains to Hilton Head Island?

Users have found that booking a flight from White Plains to Hilton Head Island at least 47 days early can save you up to 136% on average compared to booking a flight this week. If booking 47 days before your flight isn’t an option for you, users have found flights from White Plains to Hilton Head Island for as little as $298 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $479 for flights departing within the next 3 days.

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

March can be a great time to fly to Hilton Head Island from White Plains with a flight ticket averaging about $354. Cheapflights users have found deals in the month of March for as cheap as $157. The most expensive prices can be found in the month of May.

What is the cheapest time of day to fly from HPN to HHH?

When flying from White Plains to Hilton Head Island, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 1% versus a flight at noon.

How can I find direct flights from White Plains to Hilton Head Island?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from White Plains to Hilton Head Island.

Can I find deals for business class flights from White Plains to Hilton Head Island?

Yes. Cheapflights offers flight deals from White Plains to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$131+ Flights from White Plains to Hilton Head Island

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Cheap flight deals from White Plains to Hilton Head Island

Round-trip from	$297 (American Airlines)
One-way from	$131 (American Airlines)
Popular in	November
Cheapest in	July
Average price	$265

From White Plains Westchester County to Hilton Head Island

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One-way flight from White Plains Westchester County to Hilton Head Island

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Highest demand for flights based on searches. 16% potential increase in price ($87 potential increase over avg. RT price).

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Cheapest flight prices on average. 7% potential price decrease ($31 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from White Plains to Hilton Head Island

Cheapest flights from White Plains to Hilton Head Island
Explore the most affordable flight options available from White Plains to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

Sat 10/116:30 amHPN - HHH

1 stop4h 16mAmerican Airlines

Tue 10/143:32 pmHHH - HPN

1 stop4h 57mAmerican Airlines

Deal found 7/31

$297

Wed 8/610:29 amHPN - HHH

1 stop4h 49mDelta

Wed 8/1312:11 pmHHH - HPN

1 stop4h 23mDelta

Deal found 7/30

$387

Best flights from White Plains to Hilton Head Island
Discover carefully curated flight deals from White Plains to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 31, 2025.

Sat 10/116:30 amHPN - HHH

1 stop4h 16mAmerican Airlines

Tue 10/143:32 pmHHH - HPN

1 stop4h 57mAmerican Airlines

Deal found 7/31

$297

Sun 8/1010:29 amHPN - HHH

1 stop4h 49mDelta

Sun 8/1712:11 pmHHH - HPN

1 stop4h 23mDelta

Deal found 7/31

$1,059

Last-minute flights from White Plains to Hilton Head Island
Discover last-minute flight deals from White Plains to Hilton Head Island. Data last updated July 31, 2025 and is based on user searches.

Wed 8/610:29 amHPN - HHH

1 stop4h 49mDelta

Wed 8/1312:11 pmHHH - HPN

1 stop4h 23mDelta

Deal found 7/30

$387

Sat 8/910:05 amHPN - HHH

1 stop4h 07mAmerican Airlines

Wed 8/133:35 pmHHH - HPN

1 stop4h 25mAmerican Airlines

Deal found 7/29

$460

Thu 8/146:30 amHPN - HHH

1 stop4h 19mAmerican Airlines

Tue 8/193:35 pmHHH - HPN

1 stop4h 25mAmerican Airlines

Deal found 7/28

$337

One-way flights from White Plains to Hilton Head Island
Search for one-way flight options from White Plains to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated July 31, 2025.

Wed 8/276:30 amHPN - HHH

1 stop4h 19mAmerican Airlines

Deal found 7/29

$131

Cheapflights Fare Finder

Use the filters below to find and compare flights from White Plains to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

White PlainsHilton Head Island

HPN - HHH

HPNHHH

White Plains Westchester County

Sat 10/11

6:30 am-10:46 am

1 stop4h 16m

Hilton Head Island

Tue 10/14

3:32 pm-8:29 pm

1 stop4h 57m

$297

White PlainsHilton Head Island

HPN - HHH

HPNHHH

White Plains Westchester County

Sun 8/10

10:29 am-3:18 pm

1 stop4h 49m

Hilton Head Island

Sun 8/17

12:11 pm-4:34 pm

1 stop4h 23m

$1,059

White PlainsHilton Head Island

HPN - HHH

HPNHHH

White Plains Westchester County

Wed 8/27

6:30 am-10:49 am

1 stop4h 19m

$131

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Best time to book a flight from White Plains to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from White Plains with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from White Plains to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from White Plains to Hilton Head Island (average of $275). Flying from White Plains to Hilton Head Island in March is currently the most expensive (average of $480). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Hilton Head Island

Get a feel of what it's like to fly with Delta and American Airlines from White Plains to Hilton Head Island by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Delta

8.0

Very good

7,981 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

Related info for your journey

What are the cheapest airlines flying from White Plains to Hilton Head Island round-trip?
Cheapflights users have booked flights from White Plains to Hilton Head Island round-trip from $297. Another airline that can offer you cheap pricing is Delta. These flights start at 34% lower than the current average price 3 months from now.
Can I find deals for flights from White Plains to Hilton Head Island that include hotel bookings?
Yes. In addition to deals on White Plains to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from White Plains to Hilton Head Island?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from White Plains to Hilton Head Island.
Can I find deals for business class flights from White Plains to Hilton Head Island?
Yes. Cheapflights offers flight deals from White Plains to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from White Plains to Hilton Head Island?
Currently, January is the cheapest month in which you can book a flight from White Plains to Hilton Head Island (average of $275). Flying from White Plains to Hilton Head Island in March is currently the most expensive (average of $480). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Beaufort

Bluffton

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Top airline flying from White Plains to Hilton Head Island

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$266	Average$346	FlexibilityNo cancel fee	On-time71%

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$131+ Cheap flights from White Plains to Hilton Head Island (HPN - HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/27. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from White Plains to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from White Plains to Hilton Head Island

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from White Plains to Hilton Head Island

Cheapest flights from White Plains to Hilton Head IslandExplore the most affordable flight options available from White Plains to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

Explore the most affordable flight options available from White Plains to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from White Plains to Hilton Head Island that are best for you.

Best time to book a flight from White Plains to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from White Plains with our price prediction graph.

Cheapflights Insights

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

What is the cheapest month to book a flight from White Plains to Hilton Head Island?

Reviews of airlines servicing Hilton Head Island

Get a feel of what it's like to fly with Delta and American Airlines from White Plains to Hilton Head Island by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from White Plains to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What are the cheapest airlines flying from White Plains to Hilton Head Island round-trip?

Can I find deals for flights from White Plains to Hilton Head Island that include hotel bookings?

How can I find direct flights from White Plains to Hilton Head Island?

Can I find deals for business class flights from White Plains to Hilton Head Island?

What is the cheapest month to book a flight from White Plains to Hilton Head Island?

Traveling to a place near Hilton Head Island?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for White Plains to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from White Plains to Hilton Head Island

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Travel Smart

Cheapest flights from White Plains to Hilton Head Island
Explore the most affordable flight options available from White Plains to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.