$133 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 8/15. 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 Mon 8/17 and returning Mon 8/24

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 15 - 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
$279Breeze Airways
Sat, Aug 1 - Sat, Aug 8
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
$360Breeze Airways
Tue, Dec 1 - Sat, Dec 5
American Airlines Logo
9:02 am - 2:10 pm
CHS
-
CUN
5h 08m
1 stop
American Airlines Logo
3:13 pm - 11:45 pm
CUN
-
CHS
8h 32m
1 stop
$387American Airlines
Tue, Oct 6 - Fri, Oct 16
United Airlines Logo
2:10 pm - 8:05 am
SAV
-
MAD
11h 55m
1 stop
United Airlines Logo
12:45 pm - 10:59 pm
MAD
-
SAV
40h 14m
2 stops
$690United Airlines
Tue, Oct 6 - Fri, Oct 16
Air Canada Logo
6:25 am - 6:50 am
SAV
-
MAD
18h 25m
2 stops
Air Canada Logo
12:45 pm - 10:59 pm
MAD
-
SAV
40h 14m
2 stops
$693Air Canada
Mon, Sep 21 - Fri, Oct 9
United Airlines Logo
10:10 am - 8:05 am
CHS
-
MAD
15h 55m
1 stop
United Airlines Logo
1:30 pm - 6:02 pm
MAD
-
CHS
34h 32m
2 stops
$695United Airlines
Sun, Oct 18 - Wed, Nov 11
Delta Logo
6:05 am - 9:30 am
CHS
-
LCY
22h 25m
2 stops
Delta Logo
9:20 am - 9:05 pm
LCY
-
CHS
16h 45m
2 stops
$893Delta
Sat, Oct 24 - Tue, Nov 10
Delta Logo
5:50 pm - 9:10 am
CHS
-
LCY
34h 20m
2 stops
Delta Logo
7:45 am - 8:42 pm
LCY
-
CHS
17h 57m
2 stops
$898Delta
Tue, Sep 29 - Fri, Oct 9
Lufthansa Logo
11:05 am - 5:55 pm
CHS
-
LCY
25h 50m
2 stops
Lufthansa Logo
9:15 am - 11:59 pm
LCY
-
CHS
19h 44m
2 stops
$920Lufthansa
Thu, Oct 1 - Thu, Oct 29
Etihad Airways Logo
2:20 pm - 1:10 pm
SAV
-
BOM
37h 20m
2 stops
Etihad Airways Logo
10:55 pm - 1:24 pm
BOM
-
SAV
23h 59m
2 stops
$932Etihad Airways

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 1 - Sat, Sep 5
Delta Logo
4:18 pm - 6:29 pm
HHH
-
LGA
2h 11mnonstop
Delta Logo
9:10 am - 11:34 am
LGA
-
HHH
2h 24mnonstop
$239Delta
Tue, Sep 1 - Sat, Sep 5
Delta Logo
12:15 pm - 4:50 pm
HHH
-
LGA
4h 35m
1 stop
Delta Logo
9:10 am - 11:34 am
LGA
-
HHH
2h 24mnonstop
$249Delta
Wed, Sep 2 - Sun, Sep 6
American Airlines Logo
5:16 pm - 11:00 pm
HHH
-
JFK
5h 44m
1 stop
American Airlines Logo
7:59 am - 2:16 pm
JFK
-
HHH
6h 17m
1 stop
$257American Airlines
Wed, Sep 2 - Sun, Sep 6
United Airlines Logo
2:58 pm - 11:10 pm
HHH
-
LGA
8h 12m
1 stop
United Airlines Logo
8:05 am - 2:03 pm
LGA
-
HHH
5h 58m
1 stop
$257United Airlines
Tue, Aug 25 - Tue, Sep 1
American Airlines Logo
3:27 pm - 8:00 pm
HHH
-
JFK
4h 33m
1 stop
American Airlines Logo
6:35 am - 11:09 am
JFK
-
HHH
4h 34m
1 stop
$259American Airlines
Tue, Sep 22 - Tue, Sep 29
American Airlines Logo
12:50 pm - 6:35 pm
HHH
-
EWR
5h 45m
1 stop
American Airlines Logo
7:37 am - 1:45 pm
EWR
-
HHH
6h 08m
1 stop
$259American Airlines
Tue, Aug 25 - Tue, Sep 1
Delta Logo
12:15 pm - 8:25 pm
HHH
-
JFK
8h 10m
2 stops
Delta Logo
8:35 am - 3:32 pm
JFK
-
HHH
6h 57m
1 stop
$262Delta
Wed, Aug 12 - Tue, Aug 18
United Airlines Logo
2:58 pm - 5:15 pm
HHH
-
ORD
3h 17mnonstop
United Airlines Logo
10:25 am - 2:03 pm
ORD
-
HHH
2h 38mnonstop
$269United Airlines
Tue, Sep 22 - Tue, Sep 29
American Airlines Logo
2:15 pm - 6:35 pm
HHH
-
EWR
4h 20m
1 stop
American Airlines Logo
7:37 am - 1:45 pm
EWR
-
HHH
6h 08m
1 stop
$269American Airlines
Thu, Sep 10 - Sun, Sep 13
United Airlines Logo
2:48 pm - 8:25 pm
HHH
-
DTW
5h 37m
1 stop
United Airlines Logo
9:15 am - 2:03 pm
DTW
-
HHH
4h 48m
1 stop
$309United 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 (45% of total searches). The next most popular destinations are Washington, D.C. (5%) and Boston Logan Intl (3%).

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 Edinburgh, Cancún and London.

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 36m. 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 Atlanta and cost $132. The next cheapest destinations were Charlotte at $133 and Washington, D.C. at $134.

Good to know

Low season

September

Cheapest flight

$129
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 34% increase in price.
Flight from Hilton Head Island to New York John F Kennedy 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 $223 one-way - $378 round-trip; Washington, D.C. $243 one-way - $398 round-trip; Chicago $253 one-way - $289 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 8478 reviews
7.8Entertainment
7.8Comfort
8.5Crew
7.2Food
8.1Boarding
Airline reviews

Seat was too small for someone as tall as I am. I was behind an exit row making my leg room even less. There flights were delayed by multiple hours. Some weather related and others staff related. The plane was hot. Horrible experience.

2.0 MediocreJacob, Jul 2026
ATL - RIC
Read more Delta reviews

Seat was too small for someone as tall as I am. I was behind an exit row making my leg room even less. There flights were delayed by multiple hours. Some weather related and others staff related. The plane was hot. Horrible experience.

The Atlanta airport had thunderstorms, which caused our flight to be delayed by multiple hours. Once we were able to board.the gate agent was rude and was trying to rush us onto the plane because the team in the plane was about to run out of hours once we were all aboard the plane they ran into an issue where the catering truck was filling up the back of the plane and they left and had to come back because they didn’t fill it up all the way, causing even more of a delay. My seat was very tight. I didn’t have a lot of legroom overall this was a miserable experience.

Flight delayed due to ground hold. Republic airways did a great job.

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.

We flew business fares. Was amazing. However, the check in didn't offer business fares preboarding which is less hectic. 8/10 due to this. Staff compared to Canadian carriers go above and beyond. Would gladly fly United again.

It was extremely hot in the cabin the entire flight, vent air was worn

The Wi-Fi did not work, so you weren't able to watch entertainment on your own device. They did not have wired headphones so you couldn't watch it on the in-seat entertainment screen either. There was plenty of time to do a drink and snag service but the flight attendants chose not to.

Great experience, boarding was fast and efficient, so much so that we arrived to Chicago very early

Comfortable seating POS to IAH. Food options were satisfactory. Good seat from IAH to ANC. Food options could be better.

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