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Find Cheap Flights from Hilton Head Island

Where can I fly from Hilton Head Island?Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
United States
United States
1h 13mNonstop
from $279per person
Spain
Spain
11h 09m2 stops
from $616per person
Jamaica
Jamaica
18h 10m3 stops
from $655per person
United Kingdom
United Kingdom
10h 59m2 stops
from $801per person
Mexico
Mexico
21h 15m3 stops
from $891per person
Costa Rica
Costa Rica
18h 21m2 stops
from $942per person
Italy
Italy
15h 38m4 stops
from $1,043per person
Booking Insights

KAYAK's insights & trends for flights from Hilton Head Island

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

Which are the most popular places to fly to from Hilton Head Island?

Based on KAYAK flight searches, the most popular place to fly from Hilton Head Island is New York (26% of total searches). The next most popular destinations are Washington, D.C. (8%) and Boston Logan Intl (7%).

What are the most popular international flights out of Hilton Head Island?

There are many international destinations you can fly to from Hilton Head Island. The most popular international destinations among KAYAK users are Mexico City, Venice and Madrid.

Which cities can I fly to direct from Hilton Head Island?

There are loads of places you can fly direct to from Hilton Head Island. The most popular destinations for direct flights among KAYAK users are Chicago, New York and New York. On average, the cheapest of these destinations on KAYAK over the last 2 weeks for a return flight was Chicago at $258, while the most expensive was New York, at $438.

What is the longest direct flight from Hilton Head Island?

The longest direct flight you can take from Hilton Head Island is to Chicago, with a duration of 2h 42m. The next longest is Boston at 2h 32m, followed by a flight to New York at 2h 11m.

What are the cheapest places to fly to from Hilton Head Island?

The cheapest destination for a flight from Hilton Head Island found on KAYAK in the last two weeks was Chicago and cost $147. The next cheapest destinations were New York at $164 and Atlanta at $168.

Good to know

Cheapest flight

$149
Flight from Hilton Head Island to New York LaGuardia Airport

FAQs for booking flights out of Hilton Head Island

  • What is Hilton Head Island also known as?

    Hilton Head Island Airport’s airport code is HHH. It can also be referred to as Hilton Head.

  • How does KAYAK find such low prices on flights from 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 Hilton Head Island.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Hilton Head Island 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 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 your destination with an airline and back to Hilton Head Island with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from 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 from Hilton Head Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding a cheap flight out of Hilton Head Island

  • Looking for a cheap flight? 25% of our users found tickets from Hilton Head Island to the following destinations at these prices or less: Charlotte $277 one-way - $378 round-trip; Newark $303 one-way - $359 round-trip; Chicago $314 one-way - $347 round-trip

Reviews of the top 3 airlines serving from Hilton Head Island to Worldwide

 
Need help choosing which airline to fly with from Hilton Head Island to Worldwide? 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.
7.8
DeltaOverall score based on 8564 reviews
8.1Boarding
7.2Food
8.5Crew
7.8Comfort
7.8Entertainment
Airline reviews

Flight was delayed at airport with large backlog and WiFi was spotty

6.0 GoodAnn, Sep 2026
Read more Delta reviews

Flight was delayed at airport with large backlog and WiFi was spotty

I don’t like mushrooms and that’s all they had with pasta

Delta staff was exceptionally helpful and considerate. However, the first two of three flight legs were delayed making connections tentative and stressful.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

I just can’t understand why are you sell to many tickets ???? We had to wait 2 hours before 13 people from our flight take money and go to next day flight!

The only real hiccups in the flight were things beyond Delta’s control - turbulence which delayed food service and a departure delay caused by some VIP plane which stopped all departures and landings for 30 minutes - and was never explained to us by the crew. Otherwise good flight. I would fly Delta again.

The plane was frigid, and leaked water from the ceiling all over me and my seat.

Very disappointing that on an international business class flight they would not give me access to the lounge in Boston. They said it was because it was a codeshare flight. International business class should include lounge access regardless of codeshare.

They did not have free WIFI and I was not okay with that!

Food was very bad Crew was not so welcoming. Chairs was so uncomfortable

Flight was on time, clean, etc. Despite connecting to your wi fi I was unable to use your app to watch entertainment.

I initially boarded in a very comfortable and large plane and was told there was a mechanical issue with a waste receptacle. We sat on the plan for a good few hours, then were told we can deplane and that we would take off shortly. Delays continued and four hours later my flight was cancelled, and I had to quickly rebook another. The flight I rebooked was also delayed, and I when we boarded, I wound up on a small plane in a middle seat for the 6-hour journey and it was extremely uncomfortable. No issues with the staff in any way, just the overall experience of the delays, cancellations, and downgrade in comfort on such a long flight. It is significantly impactful on how you feel post travel and I was exhausted and sore from the experience.

Even through the flight was delayed due to storms near IAH The flight was great! The crew was so hospitable and professional

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

The attendant were friendly. I suggest you have a medical attendant on board every flight so that in case someone is sick , he/she will help them.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

I paid extra for a seat up front and at last minute was moved to the 2nd to last row - which I could have had for free. No reason and no refund. Really great customer service American

The first flight was delayed by an hour and a half, so we missed the second flight. They rebooked us on the later flight and I have to sit in the middle for more than 5 hours. Terrible experience. No more American Airlines.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

Flight was fine, but not having WiFi was a major negative

Everything was excellent and I enjoyed myself. Thank for everything

One of our group members was struggling to walk. In Charlotte we asked for a wheelchair and she was accompanied by Desmond. I was impressed by his patience and attention. In Boston she received the same service. I didn’t get the name of the helper but she went above and beyond in assisting us. A great AA service

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

Would have thought that they would gas up plane before everyone got on board

The flights were terribly delayed and then cancelled which forced us booking another night at the hotel. Very poor management from American Airlines

When my flight was delayed due to weather, I was rebooked to another flight since it showed that I would miss my connection. It was a lot of work to get back onto my originally connecting flight which was also delayed. That part caused a lot of stress and frustration. The ticketing agent at the desk was not very helpful.

More options for your flight from Hilton Head Island

Complete your trip to Worldwide with a hotel stay or car rental