$200 Find Deals on Flights from Hilton Head Island

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 7/26. 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.
1 adult
1 adult, Economy, 0 bags

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Find Cheap Flights from Hilton Head Island

Where can I fly from Hilton Head Island?Prices from HHH, departing Fri 7/31 and returning Fri 8/7

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 29 - Sat, Sep 5
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 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, Jul 11 - Sat, Jul 25
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
$298Breeze Airways
Tue, Dec 1 - Tue, Dec 8
United Airlines Logo
10:23 am - 7:45 am
CHS
-
MAD
15h 22m
1 stop
United Airlines Logo
1:25 pm - 3:24 pm
MAD
-
CHS
31h 59m
2 stops
$711United Airlines
Tue, Nov 3 - Tue, Nov 10
Air Canada Logo
7:00 am - 8:00 am
CHS
-
MAD
19h 00m
2 stops
Air Canada Logo
1:25 pm - 2:34 pm
MAD
-
CHS
31h 09m
2 stops
$714Air Canada
Fri, Oct 2 - Fri, Oct 16
Air Canada Logo
4:58 pm - 8:50 am
CHS
-
MAD
57h 52m
2 stops
Air Canada Logo
12:45 pm - 11:59 pm
MAD
-
CHS
41h 14m
2 stops
$724Air Canada
Tue, Nov 3 - Tue, Nov 24
ANA Logo
1:00 pm - 9:05 pm
CHS
-
HND
18h 05m
1 stop
ANA Logo
6:20 pm - 9:19 pm
HND
-
CHS
16h 59m
1 stop
$887ANA
Tue, Dec 1 - Tue, Dec 8
KLM Logo
1:00 pm - 8:50 am
CHS
-
LCY
14h 50m
2 stops
KLM Logo
10:00 am - 9:46 pm
LCY
-
CHS
16h 46m
2 stops
$890KLM
Tue, Sep 1 - Thu, Sep 10
ANA Logo
6:30 am - 9:15 pm
CHS
-
HND
25h 45m
1 stop
ANA Logo
5:15 pm - 9:34 pm
HND
-
CHS
17h 19m
1 stop
$892ANA
Wed, Sep 23 - Wed, Sep 30
Lufthansa Logo
10:19 am - 8:40 am
CHS
-
LCY
17h 21m
2 stops
Lufthansa Logo
9:15 am - 11:59 pm
LCY
-
CHS
19h 44m
2 stops
$895Lufthansa

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

Fri, Oct 30 - Tue, Nov 3
Delta Logo
4:00 pm - 6:10 pm
HHH
-
LGA
2h 10mnonstop
Delta Logo
8:59 am - 11:30 am
LGA
-
HHH
2h 31mnonstop
$249Delta
Wed, Aug 5 - Wed, Aug 19
American Airlines Logo
3:27 pm - 10:00 pm
HHH
-
EWR
6h 33m
1 stop
American Airlines Logo
6:00 am - 11:09 am
EWR
-
HHH
5h 09m
1 stop
$259American Airlines
Fri, Oct 30 - Tue, Nov 3
Delta Logo
4:00 pm - 6:10 pm
HHH
-
LGA
2h 10mnonstop
Delta Logo
9:00 am - 3:26 pm
LGA
-
HHH
6h 26m
1 stop
$259Delta
Wed, Aug 12 - Wed, Aug 19
American Airlines Logo
3:27 pm - 8:30 pm
HHH
-
EWR
5h 03m
1 stop
American Airlines Logo
6:00 am - 11:09 am
EWR
-
HHH
5h 09m
1 stop
$260American Airlines
Wed, Aug 5 - Wed, Aug 19
Delta Logo
12:15 pm - 5:54 pm
HHH
-
EWR
5h 39m
1 stop
Delta Logo
6:00 am - 3:32 pm
EWR
-
HHH
9h 32m
2 stops
$264Delta
Tue, Aug 11 - Tue, Aug 18
American Airlines Logo
1:52 pm - 3:30 pm
HHH
-
ORD
2h 38mnonstop
American Airlines Logo
9:53 am - 1:17 pm
ORD
-
HHH
2h 24mnonstop
$267American Airlines
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
1:52 pm - 3:30 pm
HHH
-
ORD
2h 38mnonstop
American Airlines Logo
9:53 am - 1:17 pm
ORD
-
HHH
2h 24mnonstop
$269American Airlines
Mon, Aug 24 - Mon, Aug 31
United Airlines Logo
2:58 pm - 8:29 pm
HHH
-
DTW
5h 31m
1 stop
United Airlines Logo
7:30 am - 2:03 pm
DTW
-
HHH
6h 33m
1 stop
$309United Airlines
Mon, Aug 24 - Mon, Aug 31
United Airlines Logo
2:58 pm - 8:29 pm
HHH
-
DTW
5h 31m
1 stop
United Airlines Logo
6:00 am - 2:03 pm
DTW
-
HHH
8h 03m
2 stops
$314United Airlines
Wed, Jul 15 - Sun, Jul 19
United Airlines Logo
3:05 pm - 10:19 pm
HHH
-
DTW
7h 14m
1 stop
United Airlines Logo
8:50 am - 2:21 pm
DTW
-
HHH
5h 31m
1 stop
$339United 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 (28% of total searches). The next most popular destinations are Washington, D.C. (12%) and Boston Logan Intl (6%).

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, London and Panama City.

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 New York and New York. On average, the cheapest of these destinations on KAYAK over the last 2 weeks for a return flight was New York at $163, while the most expensive was New York, at $248.

What is the longest direct flight from Hilton Head Island?

The longest direct flight you can take from Hilton Head Island is to Boston, with a duration of 2h 36m. The next longest is Chicago at 2h 29m, 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

Cheapest flight$114
Flight from Hilton Head Island to Boston

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 $263 one-way - $368 round-trip; Washington, D.C. $243 one-way - $308 round-trip; Chicago $253 one-way - $269 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 8452 reviews
7.8Comfort
7.8Entertainment
8.1Boarding
7.2Food
8.5Crew
Airline reviews

Crew was real good, flight was smooth and came in early.

10.0 ExcellentAnonymous, Jun 2026
DTW - SAN
Read more Delta reviews

Crew was real good, flight was smooth and came in early.

The CRJ-900 was clean but the overhead air vents were broken in our First Class row, making the cabin very hot until about 30 mins into the flight. The flight attendants were both extremely apologetic and accommodating though so that is why I rated the flight as very good. They checked on us many times and truly showed they cared. The snacks for an hour and a half flight could be better. Would be nice if there was a small plated meal over convenient store snacks. WiFi also was not working. And it would be nice if Delta had adjustable headrests on these planes.

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

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.

Staff could’ve been a little more cordial. The men were much more friendlier than the women. My daughter and I also missed the 2nd to last meal as we were sleeping but that is on us.

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

I was very disappointed with my experience at the United Airlines baggage check. The representative was rude and unhelpful. I was required to remove approximately 1.5 pounds from my two checked bags, even though it was a very small amount over the limit. The interaction was unnecessarily unpleasant, and I expected much better customer service. I hope United will review this incident and provide additional customer service training to its staff.

No extra snacks were available. Meals quality is terrible. Crew was not friendly.

I was exhausted from a long day. The flight was smooth. The first flight during my 3 week travel that took off on time.

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