$129 Find Deals on Flights from Hilton Head Island - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hilton Head Island to Worldwide departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Find Cheap Flights from Hilton Head Island

Where can I fly from Hilton Head Island?Prices from HHH, departing Thu 8/27 and returning Thu 9/3

Book Cheap International Flights from Hilton Head Island

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hilton Head Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip international flight deals from Hilton Head Island to anywhere

Sat, Aug 22 - Sat, Aug 29
Breeze Airways Logo
3:15 pm - 4:55 pm
CHS
-
CUN
2h 40mnonstop
Breeze Airways Logo
5:55 pm - 9:30 pm
CUN
-
CHS
2h 35mnonstop
$274Breeze Airways
Sat, Aug 15 - Sat, Aug 22
Breeze Airways Logo
3:15 pm - 4:55 pm
CHS
-
CUN
2h 40mnonstop
Breeze Airways Logo
5:55 pm - 9:30 pm
CUN
-
CHS
2h 35mnonstop
$279Breeze Airways
Sat, Aug 8 - Sat, Aug 15
Breeze Airways Logo
3:15 pm - 4:55 pm
CHS
-
CUN
2h 40mnonstop
Breeze Airways Logo
5:55 pm - 9:30 pm
CUN
-
CHS
2h 35mnonstop
$288Breeze Airways
Sun, Oct 11 - Tue, Oct 20
United Airlines Logo
2:10 pm - 8:05 am
SAV
-
MAD
11h 55m
1 stop
United Airlines Logo
1:30 pm - 7:40 pm
MAD
-
SAV
36h 10m
2 stops
$700United Airlines
Mon, Sep 21 - Tue, Oct 6
Multiple Airlines Logo
6:40 pm - 12:50 pm
CHS
-
MAD
12h 10m
1 stop
Multiple Airlines Logo
4:25 pm - 11:59 pm
MAD
-
CHS
13h 34m
1 stop
$702Multiple Airlines
Sun, Oct 11 - Tue, Oct 20
United Airlines Logo
6:25 am - 8:05 am
SAV
-
MAD
19h 40m
2 stops
United Airlines Logo
1:30 pm - 7:40 pm
MAD
-
SAV
36h 10m
2 stops
$704United Airlines
Wed, Oct 14 - Fri, Oct 23
Delta Logo
2:05 pm - 8:50 am
CHS
-
LCY
13h 45m
2 stops
Delta Logo
9:20 am - 8:58 pm
LCY
-
CHS
16h 38m
2 stops
$892Delta
Mon, Sep 14 - Mon, Sep 28
Air Canada Logo
4:58 pm - 3:40 pm
CHS
-
HND
33h 42m
2 stops
Air Canada Logo
6:05 pm - 2:04 pm
HND
-
CHS
32h 59m
2 stops
$919Air Canada
Thu, Aug 20 - Sun, Sep 13
Etihad Airways Logo
10:55 am - 7:10 am
SAV
-
BOM
34h 45m
2 stops
Etihad Airways Logo
11:10 pm - 1:18 pm
BOM
-
SAV
23h 38m
2 stops
$928Etihad Airways
Mon, Sep 14 - Mon, Sep 28
Air Canada Logo
4:58 pm - 3:40 pm
CHS
-
HND
33h 42m
2 stops
Air Canada Logo
6:05 pm - 2:04 pm
HND
-
CHS
32h 59m
2 stops
$931Air Canada

Book Cheap Domestic Flights from Hilton Head Island

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hilton Head Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip domestic flight deals from Hilton Head Island

Tue, Sep 15 - Tue, Sep 22
United Airlines Logo
1:45 pm - 3:56 pm
HHH
-
EWR
2h 11mnonstop
United Airlines Logo
10:36 am - 12:59 pm
EWR
-
HHH
2h 23mnonstop
$269United Airlines
Wed, Sep 9 - Wed, Sep 16
Delta Logo
4:17 pm - 6:21 pm
HHH
-
LGA
2h 04mnonstop
Delta Logo
9:03 am - 11:29 am
LGA
-
HHH
2h 26mnonstop
$269Delta
Tue, Sep 1 - Sat, Sep 5
American Airlines Logo
5:16 pm - 10:00 pm
HHH
-
EWR
4h 44m
1 stop
American Airlines Logo
6:00 am - 11:09 am
EWR
-
HHH
5h 09m
1 stop
$279American Airlines
Fri, Oct 30 - Tue, Nov 3
Delta Logo
4:13 pm - 6:20 pm
HHH
-
LGA
2h 07mnonstop
Delta Logo
9:15 am - 11:43 am
LGA
-
HHH
2h 28mnonstop
$279Delta
Wed, Sep 9 - Wed, Sep 16
American Airlines Logo
5:15 pm - 10:26 pm
HHH
-
EWR
5h 11m
1 stop
American Airlines Logo
7:37 am - 12:15 pm
EWR
-
HHH
4h 38m
1 stop
$280American Airlines
Wed, Sep 9 - Wed, Sep 16
American Airlines Logo
5:15 pm - 11:44 pm
HHH
-
LGA
6h 29m
1 stop
American Airlines Logo
7:59 am - 12:15 pm
LGA
-
HHH
4h 16m
1 stop
$280American Airlines
Wed, Sep 2 - Wed, Sep 9
American Airlines Logo
3:27 pm - 7:39 pm
HHH
-
CMH
4h 12m
1 stop
American Airlines Logo
6:00 am - 12:15 pm
CMH
-
HHH
6h 15m
1 stop
$289American Airlines
Tue, Sep 22 - Tue, Sep 29
American Airlines Logo
2:15 pm - 7:09 pm
HHH
-
DEN
6h 54m
1 stop
American Airlines Logo
6:14 am - 1:45 pm
DEN
-
HHH
5h 31m
1 stop
$291American Airlines
Tue, Sep 1 - Sat, Sep 5
American Airlines Logo
5:16 pm - 11:00 pm
HHH
-
JFK
5h 44m
1 stop
American Airlines Logo
8:12 am - 1:00 pm
JFK
-
HHH
4h 48m
1 stop
$291American Airlines
Fri, Aug 7 - Tue, Aug 11
United Airlines Logo
3:05 pm - 10:36 pm
HHH
-
DFW
8h 31m
1 stop
United Airlines Logo
6:45 am - 2:03 pm
DFW
-
HHH
6h 18m
1 stop
$379United Airlines
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?

The domestic destinations KAYAK users have most searched for when searching for flights from Hilton Head Island.

Based on KAYAK flight searches, the most popular place to fly from Hilton Head Island is New York (41% of total searches). The next most popular destinations are Boston Logan Intl (5%) and Philadelphia (5%).

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

The international destinations KAYAK users have most searched for when searching for flights from 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 Venice, Edinburgh and Cancún.

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 44m. The next longest is Boston at 2h 36m, followed by a flight to New York at 2h 15m.

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 Washington, D.C. and cost $134. The next cheapest destinations were Atlanta at $172 and Charlotte at $175.

Good to know

Cheapest flight

$139
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 $243 one-way - $388 round-trip; New York $258 one-way - $259 round-trip; Chicago $280 one-way - $343 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 8482 reviews
7.8Comfort
8.1Boarding
7.8Entertainment
7.2Food
8.5Crew
Airline reviews

Delta is always late. Ruined our first day of a short vacation. Timing is important. We pay to stay on an itinerary

4.0 OkayAnonymous, Jul 2026
LAX - SFO
Read more Delta reviews

Delta is always late. Ruined our first day of a short vacation. Timing is important. We pay to stay on an itinerary

First flight was delayed which resulted in missing our connecting. As a result class was downgraded to economy on a later flight.

My son’s suitcase was left behind at SFO and did not make the flight.

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.

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

My flight was delayed so bad i missed u it so i just said never mind

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

Gluten free snack options and meals that offer both gluten free and dairy free.

The pilot was late so we didn’t take off til almost 2 hours late.

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.

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.

American switched my flight to a 5 hour layover then cancelled my whole reservation with no notice and refused refund. Won’t fly with them again.

We sat on runway for an 1 hour because they were short handed at key west airport was not fun

Everything you need to know for your flight from Hilton Head Island

Information on your arrival and departure airports