What is the cheapest airline that flies from Connecticut to Hilton Head Island?

Delta and United Airlines are the most popular carriers operating from Connecticut to Hilton Head Island

How many flights depart from Connecticut to Hilton Head Island on average per week?

As of August 2026, there are 11 flights per week flying from Connecticut to Hilton Head Island. The most common day of the week flights depart is Mon, with 18% of flights taking off on this day.

How long does it take to fly to Hilton Head Island?

On average, it takes 2h 11m to fly from Connecticut to Hilton Head Island if you fly out of New Haven (the most popular airport in Connecticut) and into Charleston (the most popular airport in Hilton Head Island). If you’re flying out of Hartford and into Charleston, then the flight time is around 2h 18m.

What airlines fly to Hilton Head Island?

Breeze Airways, American Airlines and Avelo Airlines are the top three most popular airlines that fly to Hilton Head Island from Connecticut according to our data. Breeze Airways is the first choice among our users, with 72% of people opting to fly with this airline when traveling to Hilton Head Island. Keep in mind that there are 6 different airlines that fly to Hilton Head Island on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Connecticut to Hilton Head Island Airport?

Prices for flights from Connecticut to Hilton Head Island Airport are updated daily.

How many operators does momondo search for flights from Connecticut to Hilton Head Island Airport?

As of August 2026, there are 3 operators available to choose from for flights from Connecticut to Hilton Head Island Airport.

How old do you have to be to fly from Connecticut to Hilton Head Island Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Hilton Head Island Airport.

What documentation or ID do you need to fly to Hilton Head Island Airport?

The required travel and health documents for your Hilton Head Island Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Hilton Head Island Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$118 Cheap Flights from Connecticut to Hilton Head Island in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Connecticut to Hilton Head Island

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:10 am - 2:03 pmLGA New York LaGuardia-HHH Hilton Head Island

7h 53m1 stop Chicago O'Hare Intl

2:48 pm - 11:35 pmHHH Hilton Head Island-LGA New York LaGuardia

8h 47m1 stop Chicago O'Hare Intl

$277United Airlines

Wed, Sep 16 - Wed, Sep 23

10:36 am - 12:59 pmEWR Newark-HHH Hilton Head Island

2h 23mnonstop

1:45 pm - 3:56 pmHHH Hilton Head Island-EWR Newark

2h 11mnonstop

$279United Airlines

Tue, Sep 8 - Tue, Sep 15

7:59 am - 1:45 pmJFK New York John F Kennedy Intl-HHH Hilton Head Island

5h 46m1 stop Charlotte Douglas

5:15 pm - 10:43 pmHHH Hilton Head Island-JFK New York John F Kennedy Intl

5h 28m1 stop Charlotte Douglas

$291American Airlines

Wed, Sep 23 - Wed, Sep 30

6:30 am - 12:15 pmJFK New York John F Kennedy Intl-HHH Hilton Head Island

5h 45m1 stop Charlotte Douglas

2:15 pm - 8:00 pmHHH Hilton Head Island-JFK New York John F Kennedy Intl

5h 45m1 stop Charlotte Douglas

$291American Airlines

Wed, Sep 9 - Wed, Sep 16

6:35 am - 11:09 amJFK New York John F Kennedy Intl-HHH Hilton Head Island

4h 34m1 stop Charlotte Douglas

12:50 pm - 8:00 pmHHH Hilton Head Island-JFK New York John F Kennedy Intl

7h 10m1 stop Charlotte Douglas

$291American Airlines

Tue, Sep 8 - Wed, Sep 16

9:03 am - 11:29 amLGA New York LaGuardia-HHH Hilton Head Island

2h 26mnonstop

4:17 pm - 6:21 pmHHH Hilton Head Island-LGA New York LaGuardia

2h 04mnonstop

$299Delta

Tue, Sep 22 - Sat, Sep 26

9:03 am - 11:29 amLGA New York LaGuardia-HHH Hilton Head Island

2h 26mnonstop

4:17 pm - 6:21 pmHHH Hilton Head Island-LGA New York LaGuardia

2h 04mnonstop

$299Delta

Wed, Sep 23 - Wed, Sep 30

6:00 am - 2:10 pmLGA New York LaGuardia-HHH Hilton Head Island

8h 10m1 stop Chicago O'Hare Intl

2:51 pm - 9:25 pmHHH Hilton Head Island-LGA New York LaGuardia

6h 34m1 stop Chicago O'Hare Intl

$299United Airlines

Sat, Oct 3 - Sat, Oct 10

9:03 am - 11:29 amLGA New York LaGuardia-HHH Hilton Head Island

2h 26mnonstop

4:17 pm - 6:21 pmHHH Hilton Head Island-LGA New York LaGuardia

2h 04mnonstop

$299Delta

Tue, Sep 15 - Tue, Sep 22

6:00 am - 2:10 pmLGA New York LaGuardia-HHH Hilton Head Island

8h 10m1 stop Chicago O'Hare Intl

2:51 pm - 9:25 pmHHH Hilton Head Island-LGA New York LaGuardia

6h 34m1 stop Chicago O'Hare Intl

$299United Airlines

Sat, Oct 3 - Sat, Oct 10

Cheap last minute flights

Enter your travel dates to find the best prices.

6:10 am - 2:03 pmLGA New York LaGuardia-HHH Hilton Head Island

7h 53m1 stop Chicago O'Hare Intl

2:58 pm - 11:10 pmHHH Hilton Head Island-LGA New York LaGuardia

8h 12m1 stop Chicago O'Hare Intl

$382United Airlines

Thu, Aug 13 - Thu, Aug 20

6:00 am - 11:09 amEWR Newark-HHH Hilton Head Island

5h 09m1 stop Charlotte Douglas

3:27 pm - 10:00 pmHHH Hilton Head Island-EWR Newark

6h 33m1 stop Charlotte Douglas

$433American Airlines

Fri, Aug 14 - Fri, Aug 21

5:00 am - 11:09 amEWR Newark-HHH Hilton Head Island

6h 09m1 stop Charlotte Douglas

5:16 pm - 10:00 pmHHH Hilton Head Island-EWR Newark

4h 44m1 stop Charlotte Douglas

$469American Airlines

Fri, Aug 14 - Mon, Aug 17

6:00 am - 11:09 amEWR Newark-HHH Hilton Head Island

5h 09m1 stop Charlotte Douglas

5:16 pm - 10:00 pmHHH Hilton Head Island-EWR Newark

4h 44m1 stop Charlotte Douglas

$469American Airlines

Thu, Aug 13 - Mon, Aug 17

6:00 am - 2:03 pmBDL Hartford Bradley Intl-HHH Hilton Head Island

8h 03m1 stop Chicago O'Hare Intl

2:58 pm - 9:38 pmHHH Hilton Head Island-BDL Hartford Bradley Intl

6h 40m1 stop Chicago O'Hare Intl

$504United Airlines

Thu, Aug 13 - Mon, Aug 17

6:00 am - 2:03 pmBDL Hartford Bradley Intl-HHH Hilton Head Island

8h 03m1 stop Chicago O'Hare Intl

1:50 pm - 11:59 pmHHH Hilton Head Island-BDL Hartford Bradley Intl

10h 09m2 stops Newark Washington, D.C. Dulles Intl

$509United Airlines

Thu, Aug 13 - Mon, Aug 17

9:10 am - 11:34 amLGA New York LaGuardia-HHH Hilton Head Island

2h 24mnonstop

12:15 pm - 5:50 pmHHH Hilton Head Island-LGA New York LaGuardia

5h 35m1 stop Atlanta Hartsfield-Jackson

$519Delta

Thu, Aug 13 - Thu, Aug 20

8:35 am - 3:32 pmJFK New York John F Kennedy Intl-HHH Hilton Head Island

6h 57m1 stop Atlanta Hartsfield-Jackson

12:15 pm - 7:52 pmHHH Hilton Head Island-JFK New York John F Kennedy Intl

7h 37m1 stop Atlanta Hartsfield-Jackson

$527Delta

Thu, Aug 13 - Thu, Aug 20

8:59 am - 3:32 pmLGA New York LaGuardia-HHH Hilton Head Island

6h 33m1 stop Atlanta Hartsfield-Jackson

12:15 pm - 4:50 pmHHH Hilton Head Island-LGA New York LaGuardia

4h 35m1 stop Atlanta Hartsfield-Jackson

$529Delta

Fri, Aug 14 - Fri, Aug 21

10:42 am - 1:05 pmEWR Newark-HHH Hilton Head Island

2h 23mnonstop

2:58 pm - 9:32 pmHHH Hilton Head Island-EWR Newark

6h 34m1 stop Chicago O'Hare Intl

$539United Airlines

Thu, Aug 13 - Mon, Aug 17

Cheap direct flights

Enter your travel dates to find the best prices.

10:36 am - 12:59 pmEWR Newark-HHH Hilton Head Island

2h 23mnonstop

1:45 pm - 3:56 pmHHH Hilton Head Island-EWR Newark

2h 11mnonstop

$279United Airlines

Tue, Sep 8 - Tue, Sep 15

10:42 am - 1:05 pmEWR Newark-HHH Hilton Head Island

2h 23mnonstop

1:50 pm - 4:01 pmHHH Hilton Head Island-EWR Newark

2h 11mnonstop

$299United Airlines

Thu, Aug 27 - Thu, Sep 3

9:03 am - 11:29 amLGA New York LaGuardia-HHH Hilton Head Island

2h 26mnonstop

4:17 pm - 6:21 pmHHH Hilton Head Island-LGA New York LaGuardia

2h 04mnonstop

$299Delta

Tue, Sep 22 - Sat, Sep 26

9:03 am - 11:29 amLGA New York LaGuardia-HHH Hilton Head Island

2h 26mnonstop

4:17 pm - 6:21 pmHHH Hilton Head Island-LGA New York LaGuardia

2h 04mnonstop

$299Delta

Wed, Sep 9 - Wed, Sep 16

9:03 am - 11:29 amLGA New York LaGuardia-HHH Hilton Head Island

2h 26mnonstop

4:17 pm - 6:21 pmHHH Hilton Head Island-LGA New York LaGuardia

2h 04mnonstop

$299Delta

Wed, Sep 23 - Wed, Sep 30

9:15 am - 11:43 amLGA New York LaGuardia-HHH Hilton Head Island

2h 28mnonstop

4:13 pm - 6:20 pmHHH Hilton Head Island-LGA New York LaGuardia

2h 07mnonstop

$299Delta

Tue, Nov 3 - Sat, Nov 7

9:03 am - 11:29 amLGA New York LaGuardia-HHH Hilton Head Island

2h 26mnonstop

4:17 pm - 6:21 pmHHH Hilton Head Island-LGA New York LaGuardia

2h 04mnonstop

$299Delta

Wed, Sep 16 - Wed, Sep 23

9:03 am - 11:29 amLGA New York LaGuardia-HHH Hilton Head Island

2h 26mnonstop

4:17 pm - 6:21 pmHHH Hilton Head Island-LGA New York LaGuardia

2h 04mnonstop

$299Delta

Wed, Sep 16 - Tue, Sep 22

9:15 am - 11:43 amLGA New York LaGuardia-HHH Hilton Head Island

2h 28mnonstop

4:13 pm - 6:20 pmHHH Hilton Head Island-LGA New York LaGuardia

2h 07mnonstop

$299Delta

Wed, Oct 7 - Wed, Oct 21

10:12 am - 12:35 pmEWR Newark-HHH Hilton Head Island

2h 23mnonstop

1:20 pm - 3:31 pmHHH Hilton Head Island-EWR Newark

2h 11mnonstop

$320United Airlines

Mon, Sep 28 - Thu, Oct 1

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United Airlines flights from Connecticut to Hilton Head Island

Our best United Airlines deals on Connecticut to Hilton Head Island flight tickets

United Airlines

Sep 16

LGA6:10 amNew York LaGuardia

7h 53m

1 stop

HHH2:03 pmHilton Head Island

Sep 23

HHH2:48 pmHilton Head Island

8h 47m

1 stop

LGA11:35 pmNew York LaGuardia

$277

United Airlines

Sep 8

EWR10:36 amNewark

2h 23m

HHH12:59 pmHilton Head Island

Sep 15

HHH1:45 pmHilton Head Island

2h 11m

EWR3:56 pmNewark

$279

United Airlines

Sep 26

LGA6:00 amNew York LaGuardia

8h 10m

1 stop

HHH2:10 pmHilton Head Island

Oct 3

HHH2:51 pmHilton Head Island

8h 19m

1 stop

LGA11:10 pmNew York LaGuardia

$301

American Airlines flights from Connecticut to Hilton Head Island

Our best American Airlines deals on Connecticut to Hilton Head Island flight tickets

American Airlines

Sep 8

JFK6:35 amNew York John F Kennedy Intl

4h 34m

1 stop

HHH11:09 amHilton Head Island

Sep 16

HHH12:50 pmHilton Head Island

7h 10m

1 stop

JFK8:00 pmNew York John F Kennedy Intl

$291

American Airlines

Sep 8

EWR6:00 amNewark

5h 09m

1 stop

HHH11:09 amHilton Head Island

Sep 16

HHH12:50 pmHilton Head Island

5h 40m

1 stop

EWR6:30 pmNewark

$299

American Airlines

Oct 3

BDL5:30 amHartford Bradley Intl

5h 07m

1 stop

HHH10:37 amHilton Head Island

Oct 10

HHH2:56 pmHilton Head Island

6h 39m

1 stop

BDL9:35 pmHartford Bradley Intl

$313

momondo Fare Finder

Use the filters below to find and compare flights from Connecticut to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkHilton Head Island

LGA New York LaGuardia - HHH Hilton Head Island

LGAHHH

New York LaGuardia

Wed 9/16

6:10 am-2:03 pm

1 stop7h 53m

Hilton Head Island

Wed 9/23

2:48 pm-11:35 pm

1 stop8h 47m

$277

NewarkHilton Head Island

EWR Newark - HHH Hilton Head Island

EWRHHH

Newark

Tue 9/8

10:36 am-12:59 pm

Nonstop2h 23m

Hilton Head Island

Tue 9/15

1:45 pm-3:56 pm

Nonstop2h 11m

$279

New YorkHilton Head Island

JFK New York John F Kennedy Intl - HHH Hilton Head Island

JFKHHH

New York John F Kennedy Intl

Wed 9/23

7:59 am-1:45 pm

1 stop5h 46m

Hilton Head Island

Wed 9/30

5:15 pm-10:43 pm

1 stop5h 28m

$291

New YorkHilton Head Island

JFK New York John F Kennedy Intl - HHH Hilton Head Island

JFKHHH

New York John F Kennedy Intl

Wed 9/9

6:30 am-12:15 pm

1 stop5h 45m

Hilton Head Island

Wed 9/16

2:15 pm-8:00 pm

1 stop5h 45m

$291

New YorkHilton Head Island

JFK New York John F Kennedy Intl - HHH Hilton Head Island

JFKHHH

New York John F Kennedy Intl

Tue 9/8

6:35 am-11:09 am

1 stop4h 34m

Hilton Head Island

Wed 9/16

12:50 pm-8:00 pm

1 stop7h 10m

$291

Quickest round-trip

New YorkHilton Head Island

LGA New York LaGuardia - HHH Hilton Head Island

LGAHHH

New York LaGuardia

Tue 9/22

9:03 am-11:29 am

Nonstop2h 26m

Hilton Head Island

Sat 9/26

4:17 pm-6:21 pm

Nonstop2h 04m

$299

New YorkHilton Head Island

LGA New York LaGuardia - HHH Hilton Head Island

LGAHHH

New York LaGuardia

Wed 9/23

9:03 am-11:29 am

Nonstop2h 26m

Hilton Head Island

Wed 9/30

4:17 pm-6:21 pm

Nonstop2h 04m

$299

New YorkHilton Head Island

LGA New York LaGuardia - HHH Hilton Head Island

LGAHHH

New York LaGuardia

Sat 10/3

6:00 am-2:10 pm

1 stop8h 10m

Hilton Head Island

Sat 10/10

2:51 pm-9:25 pm

1 stop6h 34m

$299

New YorkHilton Head Island

LGA New York LaGuardia - HHH Hilton Head Island

LGAHHH

New York LaGuardia

Tue 9/15

9:03 am-11:29 am

Nonstop2h 26m

Hilton Head Island

Tue 9/22

4:17 pm-6:21 pm

Nonstop2h 04m

$299

New YorkHilton Head Island

LGA New York LaGuardia - HHH Hilton Head Island

LGAHHH

New York LaGuardia

Sat 10/3

6:00 am-2:10 pm

1 stop8h 10m

Hilton Head Island

Sat 10/10

2:51 pm-9:25 pm

1 stop6h 34m

$299

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Connecticut to Hilton Head Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

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

If you don’t want to visit Hilton Head Island in November, then you should wait until October to fly from Connecticut, when ticket prices are also cheap, with an average price of $306.

Cheap Connecticut to Hilton Head Island flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Connecticut to Hilton Head Island

Fastest flight time	1h 31m
Direct flights	Every day
Airports in Hilton Head Island	1 airport

The fastest flight from Connecticut to Hilton Head Island takes 1h 31m

Direct flights go from Connecticut to Hilton Head Island every day.

There is 1 airport in Hilton Head Island. From Connecticut there are direct flights to Hilton Head Island (HHH).

Search flight deals

Frequently asked questions about flying from Connecticut to Hilton Head Island

When did momondo last update prices for flights from Connecticut to Hilton Head Island Airport?
Prices for flights from Connecticut to Hilton Head Island Airport are updated daily.
How many operators does momondo search for flights from Connecticut to Hilton Head Island Airport?
As of August 2026, there are 3 operators available to choose from for flights from Connecticut to Hilton Head Island Airport.
How old do you have to be to fly from Connecticut to Hilton Head Island Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Connecticut to Hilton Head Island Airport.
What documentation or ID do you need to fly to Hilton Head Island Airport?
The required travel and health documents for your Hilton Head Island Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Hilton Head Island Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Connecticut to Hilton Head Island

Compare and see reviews for airlines that fly from Connecticut to Hilton Head Island with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $293	Free Cancellation	Rating 7.1 11,899 reviews		Search American Airlines flights

Beaufort

Bluffton

Daufuskie Island

Why use momondo?

Why should I use momondo to find a flight deal from Connecticut to Hilton Head Island?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Hilton Head Island from Connecticut.

Can I find flights from Connecticut to Hilton Head Island with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Connecticut to Hilton Head Island flights to just show those with flexible booking policies.

How can momondo help me find flights from Connecticut to Hilton Head Island?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Connecticut to Hilton Head Island.

I’m not ready to book a flight from Connecticut to Hilton Head Island right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Hilton Head Island from Connecticut. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Hilton Head Island trip

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Cheap flights from Connecticut to Hilton Head Island from $139

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Connecticut to Hilton Head Island departing on 9/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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United Airlines flights from Connecticut to Hilton Head Island

Our best United Airlines deals on Connecticut to Hilton Head Island flight tickets

American Airlines flights from Connecticut to Hilton Head Island

Our best American Airlines deals on Connecticut to Hilton Head Island flight tickets

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How to get the cheapest flight ticket from Connecticut to Hilton Head Island

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

What is the cheapest airline that flies from Connecticut to Hilton Head Island?

What airlines fly to Hilton Head Island?

How many flights depart from Connecticut to Hilton Head Island on average per week?

How long does it take to fly to Hilton Head Island?

Cheap Connecticut to Hilton Head Island flight deals and tips

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Airports in Hilton Head Island

Frequently asked questions about flying from Connecticut to Hilton Head Island

Best airlines flying from Connecticut to Hilton Head Island

Compare and see reviews for airlines that fly from Connecticut to Hilton Head Island with momondo

Traveling to a place near Hilton Head Island?

Why use momondo?

An easier way to manage your Hilton Head Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing South Carolina

Fly your favorite airline to Hilton Head Island

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Hilton Head Island

List of cabin classes available on flights landing in Hilton Head Island. Availability may vary depending on flight origin and airline.

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