Hilton Head Island

$100+ 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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — IAD
Feb 8 — Feb 151
We work with more than 300 partners to bring you better travel deals

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 February 3, 2025.

Cheapest one-way flight

$134

Cheapest round-trip flight

$228

Cheapest airline

United Airlines

Most popular destination

Charlotte Douglas (CLT)

Good round-trip deal

$308 or less

Good one-way deal

$193 or less
The cheapest one-way flight from Hilton Head Island is currently to Charlotte Douglas.
The cheapest round-trip flight from Hilton Head Island is currently to Charlotte Douglas.
On average, United Airlines currently has the cheapest one-way flight from Hilton Head Island (avg. price of $361).
Charlotte Douglas (CLT) is currently the most popular flight destination from Hilton Head Island (average round-trip price of $244).
Price to beat on a round-trip flight from Hilton Head Island.
Price to beat on a one-way flight from Hilton Head Island.

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 February 3, 2025.

Wed 4/211:34 amHHH - ORD
1 stop5h 41mAmerican Airlines
Tue 4/87:00 amORD - HHH
1 stop6h 20mAmerican Airlines
Deal found 2/3$199
Thu 3/275:59 pmHHH - EWR
1 stop5h 06mAmerican Airlines
Mon 3/315:55 amEWR - HHH
1 stop4h 29mAmerican Airlines
Deal found 2/3$229
Thu 2/206:01 pmHHH - DEN
1 stop7h 19mAmerican Airlines
Tue 3/48:06 amDEN - HHH
1 stop7h 25mAmerican Airlines
Deal found 2/3$289
Tue 4/12:49 pmHHH - DCA
1 stop5h 50mAmerican Airlines
Tue 4/89:15 amDCA - HHH
Nonstop1h 49mAmerican Airlines
Deal found 2/2$349
Wed 3/56:01 pmHHH - IAD
1 stop5h 52mAmerican Airlines
Tue 3/111:52 pmIAD - HHH
1 stop3h 37mAmerican Airlines
Deal found 2/2$359
Tue 3/46:01 pmHHH - JFK
2 stops13h 18mAmerican Airlines
Fri 3/78:00 amJFK - HHH
1 stop6h 16mAmerican Airlines
Deal found 2/3$385
Tue 4/84:18 pmHHH - EWR
Nonstop2h 24mUnited Airlines
Sun 4/201:18 pmEWR - HHH
Nonstop2h 19mUnited Airlines
Deal found 2/3$389
Thu 2/276:01 pmHHH - FWA
2 stops16h 10mAmerican Airlines
Sun 3/211:53 amFWA - HHH
1 stop5h 38mAmerican Airlines
Deal found 2/3$429
Sat 3/16:04 pmHHH - LAS
1 stop7h 50mAmerican Airlines
Fri 3/710:55 pmLAS - HHH
1 stop8h 20mAmerican Airlines
Deal found 2/2$437
Tue 4/14:18 pmHHH - IAD
2 stops19h 22mUnited Airlines
Tue 4/88:25 amIAD - HHH
1 stop7h 12mUnited Airlines
Deal found 2/2$442
Tue 4/14:18 pmHHH - DCA
1 stop5h 23mUnited Airlines
Tue 4/88:00 pmDCA - HHH
2 stops19h 37mUnited Airlines
Deal found 2/2$457
Tue 2/186:01 pmHHH - PHX
1 stop9h 07mAmerican Airlines
Fri 2/219:35 amPHX - HHH
1 stop5h 56mAmerican Airlines
Deal found 2/3$461

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 February 3, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Any airport

Route

Depart

Return

Price

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 4/2

11:34 am-4:15 pm

1 stop5h 41m

Chicago O'Hare Intl

Tue 4/8

7:00 am-2:20 pm

1 stop6h 20m

$199

Hilton Head IslandNewark

HHH - EWR

HHHEWR

Hilton Head Island

Thu 3/27

5:59 pm-11:05 pm

1 stop5h 06m

Newark

Mon 3/31

5:55 am-10:24 am

1 stop4h 29m

$229

Hilton Head IslandDenver

HHH - DEN

HHHDEN

Hilton Head Island

Thu 2/20

6:01 pm-11:20 pm

1 stop7h 19m

Denver Intl

Tue 3/4

8:06 am-5:31 pm

1 stop7h 25m

$289

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Tue 4/1

2:49 pm-8:39 pm

1 stop5h 50m

Washington, D.C. Reagan-National

Tue 4/8

9:15 am-11:04 am

Nonstop1h 49m

$349

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Wed 3/5

6:01 pm-11:53 pm

1 stop5h 52m

Washington, D.C. Dulles Intl

Tue 3/11

1:52 pm-5:29 pm

1 stop3h 37m

$359

Hilton Head IslandNew York

HHH - JFK

HHHJFK

Hilton Head Island

Tue 3/4

6:01 pm-7:19 am

2 stops13h 18m

New York John F Kennedy Intl

Fri 3/7

8:00 am-2:16 pm

1 stop6h 16m

$385

Hilton Head IslandNewark

HHH - EWR

HHHEWR

Hilton Head Island

Tue 4/8

4:18 pm-6:42 pm

Nonstop2h 24m

Newark

Sun 4/20

1:18 pm-3:37 pm

Nonstop2h 19m

$389

Hilton Head IslandFort Wayne

HHH - FWA

HHHFWA

Hilton Head Island

Mon 6/9

5:30 pm-11:31 pm

2 stops30h 01m

Fort Wayne

Tue 6/17

11:40 am-11:55 am

2 stops24h 15m

$417

Hilton Head IslandFort Wayne

HHH - FWA

HHHFWA

Hilton Head Island

Thu 2/27

6:01 pm-10:11 am

2 stops16h 10m

Fort Wayne

Sun 3/2

11:53 am-5:31 pm

1 stop5h 38m

$429

Hilton Head IslandLas Vegas

HHH - LAS

HHHLAS

Hilton Head Island

Sat 3/1

6:04 pm-10:54 pm

1 stop7h 50m

Las Vegas Harry Reid Intl

Fri 3/7

10:55 pm-10:15 am

1 stop8h 20m

$437

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 35 results
1
2
3
4

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, April is the cheapest month in which you can book a flight from Hilton Head Island (average of $178). Flying from Hilton Head Island in June will prove the most costly (average of $226). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Airline reviews for flights from Hilton Head Island

Read reviews and ratings of airlines operating flights from Hilton Head Island. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Hilton Head Island travel. Please note that the reviews are sourced from user searches and were last updated on February 3, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.7

Boarding

7.7

Crew

8.1

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.7

Boarding

7.7

Crew

8.1

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.7

Boarding

7.7

Crew

8.1

Reviews

1 / 20

2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 February 3, 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 Chicago O'Hare Intl Airport, Philadelphia, Washington, D.C. Reagan-National Airport. Throughout the year, Newark Airport, Chicago O'Hare Intl Airport, 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 $134 to Charlotte (prices may vary depending on the airline and departure time). On average, users have booked flights for $475 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 ($164), American Airlines flights from Hilton Head Island to Albany Intl ($169), and United Airlines flights from Hilton Head Island to Newark ($184).

  • 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 Atlanta starting at $404
    Fly from Hilton Head Island to New York LaGuardia Airport starting at $742
    Fly from Hilton Head Island to Washington, D.C. Reagan-National Airport starting at $1,172
    Fly from Hilton Head Island to Charlotte starting at $1,464

  • 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 New York. Prices start at $733 so you can fly first-class even on a budget.

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

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

See more FAQs
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.