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Hilton Head Island

$80+ Cheap flights from Hilton Head Island

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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — IAD
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
1 adult, Economy
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What to know about flights from Hilton Head Island

Discover essential information about flights departing from Hilton Head Island, including flight schedules, destinations, airlines operating at the Hilton Head Island airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated January 15, 2026.

Cheapest one-way flight

$128

Cheapest round-trip flight

$276

Cheapest airline

United Airlines

Most popular destination

Charlotte Douglas (CLT)

Good round-trip deal

$397 or less

Good one-way deal

$202 or less
The cheapest one-way flight from Hilton Head Island is currently to Charlotte Douglas.
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The cheapest round-trip flight from Hilton Head Island is currently to Charlotte Douglas.
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On average, United Airlines currently has the cheapest one-way flight from Hilton Head Island (avg. price of $314).
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Charlotte Douglas (CLT) is currently the most popular flight destination from Hilton Head Island (average round-trip price of $258).
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Price to beat on a round-trip flight from Hilton Head Island.
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Price to beat on a one-way flight from Hilton Head Island.
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Find flights from Hilton Head Island

Cheapest flights from Hilton Head Island
Explore the most affordable flight options available from Hilton Head Island. Find the lowest fares based on data from user searches, with prices last updated on January 15, 2026.

This American Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/83:29 pm
HHH
-
JFK
1 stop6h 54m
American Airlines
Wed 2/117:55 am
JFK
-
HHH
1 stop7h 04m
American Airlines
Deal found 1/15$159
This American Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/612:51 pm
HHH
-
LGA
1 stop6h 30m
American Airlines
Sun 2/86:20 am
LGA
-
HHH
1 stop6h 00m
American Airlines
Deal found 1/15$159
This American Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/2812:51 pm
HHH
-
JFK
1 stop5h 39m
American Airlines
Thu 1/296:30 am
JFK
-
HHH
1 stop5h 50m
American Airlines
Deal found 1/14$177
This American Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/283:29 pm
HHH
-
LGA
1 stop5h 56m
American Airlines
Thu 1/296:20 am
LGA
-
HHH
1 stop6h 00m
American Airlines
Deal found 1/14$177
This American Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/262:58 pm
HHH
-
JFK
1 stop7h 01m
American Airlines
Mon 3/26:30 am
JFK
-
HHH
1 stop4h 03m
American Airlines
Deal found 1/13$179
This American Airlines deal was found by Cheapflights users on 1/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:20 pm
HHH
-
LGA
1 stop5h 05m
American Airlines
Mon 3/210:14 am
LGA
-
HHH
1 stop5h 27m
American Airlines
Deal found 1/12$179
This American Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/2712:51 pm
HHH
-
JFK
1 stop7h 12m
American Airlines
Sat 1/317:55 am
JFK
-
HHH
1 stop7h 04m
American Airlines
Deal found 1/13$197
This American Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/273:29 pm
HHH
-
LGA
1 stop3h 52m
American Airlines
Sat 1/317:40 am
LGA
-
HHH
1 stop7h 19m
American Airlines
Deal found 1/13$197
This American Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:20 pm
HHH
-
LGA
1 stop5h 13m
American Airlines
Mon 3/26:00 am
LGA
-
HHH
1 stop4h 33m
American Airlines
Deal found 1/14$198
This American Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1012:51 pm
HHH
-
JFK
1 stop5h 39m
American Airlines
Thu 2/126:30 am
JFK
-
HHH
1 stop4h 03m
American Airlines
Deal found 1/15$208
This American Airlines deal was found by Cheapflights users on 1/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/44:11 pm
HHH
-
LGA
1 stop4h 38m
American Airlines
Sat 3/76:00 am
LGA
-
HHH
1 stop4h 33m
American Airlines
Deal found 1/13$217
This American Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/142:58 pm
HHH
-
JFK
1 stop5h 31m
American Airlines
Mon 2/168:29 am
JFK
-
HHH
1 stop7h 12m
American Airlines
Deal found 1/14$228

Find flights from Hilton Head Island within your budget

 
Find flights departing from Hilton Head Island that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on January 15, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Dulles Intl

Route

Depart

Return

Price

Hilton Head IslandNew York

HHH - JFK

HHHJFK

Hilton Head Island

Sun 2/8

3:29 pm-10:23 pm

1 stop6h 54m

New York John F Kennedy Intl

Wed 2/11

7:55 am-2:59 pm

1 stop7h 04m

$159

Hilton Head IslandNew York

HHH - JFK

HHHJFK

Hilton Head Island

Mon 3/2

2:58 pm-9:59 pm

1 stop7h 01m

New York John F Kennedy Intl

Wed 3/4

8:29 am-3:41 pm

1 stop7h 12m

$159

Hilton Head IslandNew York

HHH - LGA

HHHLGA

Hilton Head Island

Mon 3/2

2:58 pm-7:29 pm

1 stop4h 31m

New York LaGuardia

Wed 3/4

7:35 am-3:01 pm

2 stops7h 26m

$164

Hilton Head IslandNew York

HHH - JFK

HHHJFK

Hilton Head Island

Fri 1/30

3:29 pm-8:03 pm

1 stop4h 34m

New York John F Kennedy Intl

Tue 2/3

6:30 am-12:20 pm

1 stop5h 50m

$177

Hilton Head IslandNew York

HHH - LGA

HHHLGA

Hilton Head Island

Thu 2/5

12:51 pm-7:21 pm

1 stop6h 30m

New York LaGuardia

Sun 2/8

6:20 am-12:20 pm

1 stop6h 00m

$177

Hilton Head IslandNew York

HHH - LGA

HHHLGA

Hilton Head Island

Wed 1/28

3:29 pm-9:25 pm

1 stop5h 56m

New York LaGuardia

Thu 1/29

6:20 am-12:20 pm

1 stop6h 00m

$177

Hilton Head IslandNew York

HHH - JFK

HHHJFK

Hilton Head Island

Thu 2/26

2:58 pm-9:59 pm

1 stop7h 01m

New York John F Kennedy Intl

Mon 3/2

6:30 am-10:33 am

1 stop4h 03m

$179

Hilton Head IslandNew York

HHH - LGA

HHHLGA

Hilton Head Island

Fri 2/27

6:20 pm-11:25 pm

1 stop5h 05m

New York LaGuardia

Mon 3/2

10:14 am-3:41 pm

1 stop5h 27m

$179

Hilton Head IslandNew York

HHH - JFK

HHHJFK

Hilton Head Island

Wed 1/28

12:51 pm-9:00 pm

2 stops8h 09m

New York John F Kennedy Intl

Thu 1/29

7:55 am-12:20 pm

1 stop4h 25m

$182

Hilton Head IslandNew York

HHH - JFK

HHHJFK

Hilton Head Island

Tue 1/27

12:51 pm-8:03 pm

1 stop7h 12m

New York John F Kennedy Intl

Sat 1/31

7:55 am-2:59 pm

1 stop7h 04m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Showing 1-10 of 60 results
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Compare providers for flights from Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Hilton Head Island in January
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: Among all the travel providers offering deals on flights from Hilton Head Island, eDreams has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as eDreams about >95% of the time. This is based on searches for flights from Hilton Head Island made on Cheapflights over the past month and is updated monthly.
  • Most trusted provider: In terms of trustworthiness, Cheapflights users rate eDreams the highest out of those offering flight deals from Hilton Head Island. eDreams has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from Hilton Head Island. This info is gathered from Cheapflights searches over the past month.

Best time to book a flight from Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly from Hilton Head Island 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.

Travel insights for flights from Hilton Head Island

Get recent, data-driven insights about flights from Hilton Head Island including ideal travel times, pricing trends, and more.

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

Currently, May is the cheapest month in which you can book a flight from Hilton Head Island (average of $47). Flying from Hilton Head Island in September will prove the most costly (average of $195). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

What is the cheapest place to fly to from Hilton Head Island?

The cheapest city to fly to from Hilton Head Island is Charlotte Douglas, with prices starting at $128. Explore other affordable destinations below.

Charlotte Douglas
Charlotte Douglas
From $128
Washington, D.C.
Washington, D.C.
From $138
New York
New York
From $294
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $423

Browse thousands of different options on Cheapflights for your next trip

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Related info for your journey

Access useful and relevant information related to your journey from Hilton Head Island. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated January 15, 2026.

  • What are the most popular destinations to fly to from Hilton Head Island?

    This month, the top selected destinations from Hilton Head Island are Boston, Washington, D.C. Reagan-National Airport, Pittsburgh. Throughout the year, Pittsburgh, New York, Las Vegas are some of the top choices made by users flying from Hilton Head Island.

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

    Users have flown out of Hilton Head Island for as low as $128 to Charlotte (prices may vary depending on the airline and departure time). On average, users have booked flights for $416 to fly from Hilton Head Island.

  • What are the cheapest airlines flying from Hilton Head Island to anywhere?

    Over the past few days, we've found that Delta, American Airlines, and United Airlines have the cheapest prices from Hilton Head Island. Delta flights from Hilton Head Island to Atlanta Hartsfield-Jackson ($89), American Airlines flights from Hilton Head Island to Austin Bergstrom ($178), and United Airlines flights from Hilton Head Island to Newark ($227).

  • What is the cheapest premium economy flight from Hilton Head Island?

    Options for some of the cheapest premium economy flights from Hilton Head Island we have found on Cheapflights are as follows:
    Fly from Hilton Head Island to Newark Airport starting at $489
    Fly from Hilton Head Island to Atlanta starting at $617
    Fly from Hilton Head Island to Washington, D.C. Reagan-National Airport starting at $1,476
    Fly from Hilton Head Island to Charlotte starting at $1,977

  • What is the cheapest first class flight from Hilton Head Island?

    If you’re looking for a cheap first-class flight from Hilton Head Island, consider Washington, D.C.. Prices start at $666 so you can fly first-class even on a budget.

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

    May is currently the cheapest month to fly from Hilton Head Island. At this moment in time September is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

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