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Hilton Head Island

$84+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — CUN
nov. 26 — dic. 31
mié. 11/26
mié. 12/3
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 octubre 27, 2025.

Cheapest one-way flight

$118

Cheapest round-trip flight

$258

Cheapest airline

United Airlines

Most popular destination

Charlotte Douglas (CLT)

Good round-trip deal

$248 or less

Good one-way deal

$188 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 $318).
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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 octubre 27, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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.
mar. 11/117:07 pmHHH - LGA
1 stop4h 14mAmerican Airlines
sáb. 11/157:59 amLGA - HHH
1 stop6h 20mAmerican Airlines
Deal found 10/27$159
This American Airlines deal was found by Cheapflights users on 10/27. 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.
lun. 12/296:13 pmHHH - FLL
1 stop6h 11mAmerican Airlines
jue. 1/17:16 amFLL - HHH
1 stop7h 00mAmerican Airlines
Deal found 10/27$219
This American Airlines deal was found by Cheapflights users on 10/27. 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.
jue. 12/2511:14 amHHH - SDF
1 stop3h 58mAmerican Airlines
vie. 1/25:00 amSDF - HHH
1 stop5h 44mAmerican Airlines
Deal found 10/27$229
This American Airlines deal was found by Cheapflights users on 10/26. 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.
mié. 11/121:02 pmHHH - SDF
2 stops9h 53mAmerican Airlines
dom. 11/166:25 amSDF - HHH
1 stop5h 24mAmerican Airlines
Deal found 10/26$239
This American Airlines deal was found by Cheapflights users on 10/25. 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.
lun. 11/103:27 pmHHH - MIA
1 stop5h 30mAmerican Airlines
vie. 11/141:30 pmMIA - HHH
1 stop5h 07mAmerican Airlines
Deal found 10/25$247
This American Airlines deal was found by Cheapflights users on 10/27. 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.
mar. 11/117:07 pmHHH - FLL
1 stop4h 25mAmerican Airlines
sáb. 11/157:00 amFLL - HHH
1 stop4h 16mAmerican Airlines
Deal found 10/27$247
This American Airlines deal was found by Cheapflights users on 10/25. 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.
sáb. 12/206:13 pmHHH - SDF
1 stop6h 08mAmerican Airlines
mar. 12/235:00 amSDF - HHH
1 stop5h 44mAmerican Airlines
Deal found 10/25$259
This American Airlines deal was found by Cheapflights users on 10/25. 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.
vie. 12/192:46 pmHHH - SDF
1 stop3h 46mAmerican Airlines
mié. 12/248:00 amSDF - HHH
1 stop6h 16mAmerican Airlines
Deal found 10/25$278
This American Airlines deal was found by Cheapflights users on 10/27. 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.
mar. 11/113:27 pmHHH - JFK
1 stop6h 44mAmerican Airlines
sáb. 11/157:59 amJFK - HHH
1 stop6h 20mAmerican Airlines
Deal found 10/27$283
This American Airlines deal was found by Cheapflights users on 10/25. 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.
vie. 12/1911:14 amHHH - SDF
2 stops10h 27mAmerican Airlines
mar. 12/235:00 amSDF - HHH
1 stop5h 44mAmerican Airlines
Deal found 10/25$283
This American Airlines deal was found by Cheapflights users on 10/25. 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.
dom. 11/96:40 pmHHH - FLL
1 stop4h 50mAmerican Airlines
jue. 11/137:00 amFLL - HHH
1 stop7h 19mAmerican Airlines
Deal found 10/25$290
This American Airlines deal was found by Cheapflights users on 10/26. 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.
jue. 12/1111:30 amHHH - JFK
1 stop3h 39mAmerican Airlines
sáb. 12/137:56 amJFK - HHH
1 stop5h 51mAmerican Airlines
Deal found 10/26$298

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 octubre 27, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Cancún

Route

Depart

Return

Price

Hilton Head IslandNew York

HHH - LGA

HHHLGA

Hilton Head Island

mar. 11/11

7:07 pm-11:21 pm

1 stop4h 14m

New York LaGuardia

sáb. 11/15

7:59 am-2:19 pm

1 stop6h 20m

$159

Hilton Head IslandFort Lauderdale

HHH - FLL

HHHFLL

Hilton Head Island

lun. 12/29

6:13 pm-12:24 am

1 stop6h 11m

Fort Lauderdale

jue. 1/1

7:16 am-2:16 pm

1 stop7h 00m

$219

Hilton Head IslandLouisville

HHH - SDF

HHHSDF

Hilton Head Island

vie. 12/19

6:13 pm-12:16 am

1 stop6h 03m

Louisville Intl

mar. 12/23

5:00 am-10:44 am

1 stop5h 44m

$229

Hilton Head IslandLouisville

HHH - SDF

HHHSDF

Hilton Head Island

jue. 12/25

11:14 am-3:12 pm

1 stop3h 58m

Louisville Intl

vie. 1/2

5:00 am-10:44 am

1 stop5h 44m

$229

Hilton Head IslandLouisville

HHH - SDF

HHHSDF

Hilton Head Island

mié. 11/12

1:02 pm-6:08 pm

1 stop5h 06m

Louisville Intl

dom. 11/16

6:01 am-10:53 am

1 stop4h 52m

$234

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

lun. 11/10

3:27 pm-8:57 pm

1 stop5h 30m

Miami

vie. 11/14

1:30 pm-6:37 pm

1 stop5h 07m

$247

Hilton Head IslandMiami

HHH - MIA

HHHMIA

Hilton Head Island

mar. 11/11

7:07 pm-11:49 pm

1 stop4h 42m

Miami

sáb. 11/15

8:35 am-2:19 pm

1 stop5h 44m

$247

Hilton Head IslandFort Lauderdale

HHH - FLL

HHHFLL

Hilton Head Island

mar. 11/11

7:07 pm-11:32 pm

1 stop4h 25m

Fort Lauderdale

sáb. 11/15

7:00 am-11:16 am

1 stop4h 16m

$247

Hilton Head IslandLouisville

HHH - SDF

HHHSDF

Hilton Head Island

sáb. 12/20

6:13 pm-12:21 am

1 stop6h 08m

Louisville Intl

mar. 12/23

5:00 am-10:44 am

1 stop5h 44m

$259

Hilton Head IslandLouisville

HHH - SDF

HHHSDF

Hilton Head Island

vie. 12/19

2:46 pm-6:32 pm

1 stop3h 46m

Louisville Intl

mié. 12/24

8:00 am-2:16 pm

1 stop6h 16m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 60 results
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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, October is the cheapest month in which you can book a flight from Hilton Head Island (average of $185). Flying from Hilton Head Island in August will prove the most costly (average of $398). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

What are popular destinations to fly to from Hilton Head Island?

Some of the most frequent flights departing from Hilton Head Island everyday are: Charlotte (21 flights per day), Washington, D.C. (14 flights per day), and Atlanta (5 flights per day).

Charlotte Douglas
Charlotte Douglas
From $123
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $239
Washington, D.C.
Washington, D.C.
From $194
New York
New York
From $148

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 $123. Explore other affordable destinations below.

Charlotte Douglas
Charlotte Douglas
From $123
New York
New York
From $148
Washington, D.C.
Washington, D.C.
From $194
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $239

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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 octubre 27, 2025.

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

    This month, the top selected destinations from Hilton Head Island are Pittsburgh, New York, Washington, D.C. Reagan-National Airport. Throughout the year, Pittsburgh, New York, Chicago O'Hare Intl Airport 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 $118 to Charlotte (prices may vary depending on the airline and departure time). On average, users have booked flights for $384 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 New York LaGuardia ($89), American Airlines flights from Hilton Head Island to Albany Intl ($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?

    October is currently the cheapest month to fly from Hilton Head Island. At this moment in time August 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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