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

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

What airlines fly to Hilton Head Island?

Breeze Airways, American Airlines and Southwest 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 59% 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.

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

On average, it takes 2h 09m 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 28m.

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

As of September 2025, there are 14 flights per week flying from Connecticut to Hilton Head Island. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.

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 September 2025, 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.

$89 Cheap Flights from Connecticut to Hilton Head Island in 2025/26

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Find the cheapest flights from Connecticut to Hilton Head Island

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

6:30 am - 10:46 amLGA-HHH

4h 16m1 stop

5:21 pm - 11:45 pmHHH-LGA

6h 24m1 stop

$159American Airlines

Find Deal

Fri, Oct 24 - Wed, Oct 29

5:00 am - 12:15 pmEWR-HHH

7h 15m1 stop

3:27 pm - 8:25 pmHHH-EWR

4h 58m1 stop

$159American Airlines

Find Deal

Tue, Oct 28 - Tue, Nov 4

6:30 am - 10:46 amJFK-HHH

4h 16m1 stop

11:28 am - 3:19 pmHHH-JFK

3h 51m1 stop

$159American Airlines

Find Deal

Tue, Oct 28 - Tue, Nov 4

7:51 am - 2:57 pmLGA-HHH

7h 06m1 stop

7:08 pm - 11:37 pmHHH-LGA

4h 29m1 stop

$163American Airlines

Find Deal

Wed, Nov 19 - Wed, Dec 3

9:00 am - 11:16 amEWR-HHH

2h 16mnonstop

11:57 am - 1:59 pmHHH-EWR

2h 02mnonstop

$209United Airlines

Find Deal

Wed, Oct 15 - Wed, Oct 22

9:00 am - 11:16 amEWR-HHH

2h 16mnonstop

11:57 am - 1:59 pmHHH-EWR

2h 02mnonstop

$235United Airlines

Find Deal

Tue, Oct 14 - Tue, Oct 21

9:00 am - 11:16 amEWR-HHH

2h 16mnonstop

12:21 pm - 2:29 pmHHH-EWR

2h 08mnonstop

$236United Airlines

Find Deal

Wed, Oct 15 - Sat, Oct 18

9:00 am - 11:30 amLGA-HHH

2h 30mnonstop

4:10 pm - 6:17 pmHHH-LGA

2h 07mnonstop

$267Delta

Find Deal

Tue, Sep 30 - Sat, Oct 11

7:59 am - 3:25 pmLGA-HHH

7h 26m1 stop

4:10 pm - 6:17 pmHHH-LGA

2h 07mnonstop

$277Delta

Find Deal

Thu, Oct 2 - Sat, Oct 11

9:05 am - 11:37 amLGA-HHH

2h 32mnonstop

4:10 pm - 6:14 pmHHH-LGA

2h 04mnonstop

$278Delta

Find Deal

Sat, Oct 18 - Mon, Oct 20

American Airlines flights from Connecticut to Hilton Head Island

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

American Airlines

Oct 24

LGA6:30 amNew York LaGuardia

4h 16m

1 stop

HHH10:46 amHilton Head Island

Oct 29

HHH5:21 pmHilton Head Island

6h 24m

1 stop

LGA11:45 pmNew York LaGuardia

$159

Find similar

American Airlines

Nov 19

LGA7:51 amNew York LaGuardia

7h 06m

1 stop

HHH2:57 pmHilton Head Island

Dec 3

HHH7:08 pmHilton Head Island

4h 29m

1 stop

LGA11:37 pmNew York LaGuardia

$163

Find similar

American Airlines

Oct 28

JFK7:00 amNew York John F Kennedy Intl

9h 51m

2 stops

HHH4:51 pmHilton Head Island

Nov 4

HHH11:28 amHilton Head Island

3h 51m

1 stop

JFK3:19 pmNew York John F Kennedy Intl

$164

Find similar

Delta flights from Connecticut to Hilton Head Island

Our best Delta deals on Connecticut to Hilton Head Island flight tickets

Delta

Sep 30

LGA9:00 amNew York LaGuardia

2h 30m

HHH11:30 amHilton Head Island

Oct 11

HHH4:10 pmHilton Head Island

2h 07m

LGA6:17 pmNew York LaGuardia

$267

Find similar

Delta

Oct 2

LGA7:59 amNew York LaGuardia

7h 26m

1 stop

HHH3:25 pmHilton Head Island

Oct 11

HHH4:10 pmHilton Head Island

2h 07m

LGA6:17 pmNew York LaGuardia

$277

Find similar

Delta

Oct 18

LGA9:05 amNew York LaGuardia

2h 32m

HHH11:37 amHilton Head Island

Oct 20

HHH4:10 pmHilton Head Island

2h 04m

LGA6:14 pmNew York LaGuardia

$278

Find similar

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

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Fri 10/24

6:30 am-10:46 am

1 stop4h 16m

Hilton Head Island

Wed 10/29

5:21 pm-11:45 pm

1 stop6h 24m

$159

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Tue 10/28

5:00 am-12:15 pm

1 stop7h 15m

Hilton Head Island

Tue 11/4

3:27 pm-8:25 pm

1 stop4h 58m

$159

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Tue 10/28

6:30 am-10:46 am

1 stop4h 16m

Hilton Head Island

Tue 11/4

11:28 am-3:19 pm

1 stop3h 51m

$159

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Wed 11/19

7:51 am-2:57 pm

1 stop7h 06m

Hilton Head Island

Wed 12/3

7:08 pm-11:37 pm

1 stop4h 29m

$163

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Wed 10/15

9:00 am-11:16 am

Nonstop2h 16m

Hilton Head Island

Wed 10/22

11:57 am-1:59 pm

Nonstop2h 02m

$209

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Tue 10/14

9:00 am-11:16 am

Nonstop2h 16m

Hilton Head Island

Tue 10/21

11:57 am-1:59 pm

Nonstop2h 02m

$235

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Wed 10/15

9:00 am-11:16 am

Nonstop2h 16m

Hilton Head Island

Sat 10/18

12:21 pm-2:29 pm

Nonstop2h 08m

$236

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Tue 9/30

9:00 am-11:30 am

Nonstop2h 30m

Hilton Head Island

Sat 10/11

4:10 pm-6:17 pm

Nonstop2h 07m

$267

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Thu 10/2

7:59 am-3:25 pm

1 stop7h 26m

Hilton Head Island

Sat 10/11

4:10 pm-6:17 pm

Nonstop2h 07m

$277

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Sat 10/18

9:05 am-11:37 am

Nonstop2h 32m

Hilton Head Island

Mon 10/20

4:10 pm-6:14 pm

Nonstop2h 04m

$278

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 December, then you should wait until September to fly from Connecticut, when ticket prices are also cheap, with an average price of $362.

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	2h 16m
Direct flights	Tue, Wed, Thu, Fri, Sat and Sun
Airports in Hilton Head Island	1 airport

The fastest flight from Connecticut to Hilton Head Island takes 2h 16m

Direct flights go from Connecticut to Hilton Head Island on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There is 1 airport near Hilton Head Island: Hilton Head Island (HHH)

Search flight deals

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 September 2025, 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 $278	Free Cancellation	Rating 7.2 10,000 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

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.

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Cheap flights from Connecticut to Hilton Head Island from $89

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 10/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

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Find the cheapest flights from Connecticut to Hilton Head Island

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

American Airlines flights from Connecticut to Hilton Head Island

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

Delta flights from Connecticut to Hilton Head Island

Our best Delta deals on Connecticut to Hilton Head Island flight tickets

momondo Fare Finder

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

See travel insights to Hilton Head Island from

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

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

If you don’t want to visit Hilton Head Island in December, then you should wait until September to fly from Connecticut, when ticket prices are also cheap, with an average price of $362.

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

American Airlines, Delta, and United Airlines are the most popular carriers operating 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?

As of September 2025, there are 14 flights per week flying from Connecticut to Hilton Head Island. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.

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

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

Direct flights

Airports in Hilton Head Island

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

How many operators does momondo search 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?

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

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?

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

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

How can momondo help me find flights 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?

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