HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Hilton Head Island

$89+ Cheap flights from Connecticut to Hilton Head Island (HHH)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — HHH
Oct 29 — Nov 51
Wed 10/29
Wed 11/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Connecticut to Hilton Head Island with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Connecticut to Hilton Head Island

Keep the following information in mind while searching for Connecticut to Hilton Head Island flight deals. Data was last updated September 29, 2025.

Round-trip from

$159
(American Airlines)

One-way from

$89
(American Airlines)

Popular in

February

Cheapest in

December

Average price

$362
From Connecticut to Hilton Head Island
Search Deals
One-way flight from Connecticut to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find flight deals from Connecticut to Hilton Head Island

Cheapest flights from Connecticut to Hilton Head Island
Explore the most affordable flight options available from Connecticut to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 29, 2025.

This American Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/107:51 amLGA - HHH
1 stop4h 38mAmerican Airlines
Fri 11/143:27 pmHHH - LGA
1 stop4h 20mAmerican Airlines
Deal found 9/29$159
This American Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/286:00 amEWR - HHH
1 stop6h 15mAmerican Airlines
Tue 11/43:27 pmHHH - EWR
1 stop6h 38mAmerican Airlines
Deal found 9/28$159
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2812:02 pmJFK - HHH
1 stop4h 49mAmerican Airlines
Tue 11/43:27 pmHHH - JFK
1 stop6h 44mAmerican Airlines
Deal found 9/27$159
This American Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:30 amLGA - HHH
2 stops8h 27mAmerican Airlines
Thu 11/136:40 pmHHH - LGA
1 stop4h 00mAmerican Airlines
Deal found 9/28$164
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:58 amLGA - HHH
1 stop3h 53mAmerican Airlines
Mon 12/87:08 pmHHH - LGA
1 stop4h 29mAmerican Airlines
Deal found 9/27$167
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:30 amJFK - HHH
1 stop5h 21mAmerican Airlines
Mon 12/83:27 pmHHH - JFK
1 stop6h 33mAmerican Airlines
Deal found 9/27$167
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:30 amJFK - HHH
1 stop5h 21mAmerican Airlines
Sun 12/712:21 pmHHH - JFK
2 stops8h 36mAmerican Airlines
Deal found 9/27$172
This American Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:20 amLGA - HHH
2 stops6h 02mAmerican Airlines
Sun 12/76:52 pmHHH - LGA
1 stop3h 48mAmerican Airlines
Deal found 9/29$202
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/108:00 amEWR - HHH
1 stop6h 57mAmerican Airlines
Mon 11/173:27 pmHHH - EWR
1 stop6h 38mAmerican Airlines
Deal found 9/27$204
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:26 amEWR - HHH
1 stop5h 25mAmerican Airlines
Sun 12/712:21 pmHHH - EWR
1 stop6h 27mAmerican Airlines
Deal found 9/27$208
This American Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/306:30 amJFK - HHH
1 stop4h 16mAmerican Airlines
Tue 11/411:28 amHHH - JFK
1 stop3h 51mAmerican Airlines
Deal found 9/26$208
This American Airlines deal was found by Cheapflights users on 9/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/145:00 amEWR - HHH
1 stop7h 15mAmerican Airlines
Fri 10/175:57 pmHHH - EWR
1 stop4h 47mAmerican Airlines
Deal found 9/27$217

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to Hilton Head Island that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 29, 2025.
Use the filters below to find and compare flights from Connecticut to Hilton Head Island that are best for you.

Fly from

Connecticut

Fly to

Hilton Head Island

Route

Depart

Return

Price

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Mon 11/10

7:55 am-12:29 pm

1 stop4h 34m

Hilton Head Island

Thu 11/13

2:51 pm-8:30 pm

1 stop5h 39m

$159

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Tue 10/28

6:30 am-12:15 pm

1 stop5h 45m

Hilton Head Island

Tue 11/4

3:27 pm-10:11 pm

1 stop6h 44m

$159

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Thu 12/4

8:10 am-6:21 pm

2 stops10h 11m

Hilton Head Island

Mon 12/8

3:27 pm-10:00 pm

1 stop6h 33m

$172

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Thu 12/4

8:10 am-6:21 pm

2 stops10h 11m

Hilton Head Island

Sun 12/7

12:21 pm-8:57 pm

2 stops8h 36m

$177

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Thu 12/4

6:26 am-11:51 am

1 stop5h 25m

Hilton Head Island

Mon 12/8

3:27 pm-10:00 pm

1 stop6h 33m

$208

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Thu 12/4

6:26 am-11:51 am

1 stop5h 25m

Hilton Head Island

Sun 12/7

12:21 pm-6:48 pm

1 stop6h 27m

$208

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Thu 10/30

6:30 am-10:46 am

1 stop4h 16m

Hilton Head Island

Tue 11/4

11:28 am-3:19 pm

1 stop3h 51m

$208

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Mon 10/13

11:06 am-5:27 pm

1 stop6h 21m

Hilton Head Island

Fri 10/17

5:57 pm-11:30 pm

1 stop5h 33m

$228

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

11:16 am-3:00 pm

1 stop3h 44m

$228

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Thu 11/6

6:30 am-10:58 am

1 stop4h 28m

Hilton Head Island

Mon 11/10

7:07 pm-11:21 pm

1 stop4h 14m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/28

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Connecticut to Hilton Head Island

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Connecticut with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Connecticut to Hilton Head Island

What is the cheapest month to book a flight from Connecticut to Hilton Head Island?

Currently, January is the cheapest month in which you can book a flight from Connecticut to Hilton Head Island (average of $275). Flying from Connecticut to Hilton Head Island in March is currently the most expensive (average of $480). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CT to HHH?

Find hourly flight availability from Connecticut to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Connecticut to Hilton Head Island as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Hilton Head Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Hilton Head Island from Connecticut?

    If you book a flight to Hilton Head Island from Connecticut, you will be flying to Hilton Head, which is the city’s only airport. Hilton Head Island (HHH) is located 3.3 mi from the center of Hilton Head Island.

  • How long is the flight from Connecticut to Hilton Head Island?

    For as low as $229, American Airlines can have you in Hilton Head Island from Connecticut in 2h 16m. The distance between Connecticut and Hilton Head Island is about 688 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Connecticut to Hilton Head Island one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $89. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Connecticut to Hilton Head Island for a low price.

  • What are the most popular routes from Connecticut to Hilton Head Island?

    The most popular flight routes from Connecticut to Hilton Head Island are Newark - Hilton Head Island, New York John F Kennedy Intl - Hilton Head Island and New York LaGuardia - Hilton Head Island.

  • Can I find deals for flights from Connecticut to Hilton Head Island that include hotel bookings?

    Yes. In addition to deals on Connecticut to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Hilton Head Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Hilton Head Island.

  • Can I find deals for business class flights from Connecticut to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Connecticut to Hilton Head Island by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Connecticut to Hilton Head Island?

    Currently, January is the cheapest month in which you can book a flight from Connecticut to Hilton Head Island (average of $275). Flying from Connecticut to Hilton Head Island in March is currently the most expensive (average of $480). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort
Bluffton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Connecticut to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Charlotte flights
Boston to Charlotte flights
Newark to Charlotte flights
Denver to Charlotte flights
LaGuardia to Charlotte flights
Newark to Charleston flights
Dallas/Fort Worth to Charlotte flights
John F Kennedy Intl to Charleston flights
O'Hare Intl to Charlotte flights
Dulles Intl to Charlotte flights
LaGuardia to Charleston flights
John F Kennedy Intl to Savannah flights
O'Hare Intl to Savannah flights
O'Hare Intl to Charleston flights
Boston to Charleston flights
Dulles Intl to Charleston flights
Newark to Myrtle Beach flights
LaGuardia to Savannah flights
John F Kennedy Intl to Myrtle Beach flights
Newark to Savannah flights
Boston to Savannah flights
Philadelphia to Savannah flights
Los Angeles to Charlotte flights
Baltimore to Charlotte flights
Philadelphia to Charlotte flights
Minneapolis to Charleston flights
Minneapolis to Charlotte flights
Seattle to Charlotte flights
LaGuardia to Myrtle Beach flights
Hobby to Charlotte flights
Reagan-National to Charleston flights
Philadelphia to Charleston flights
Fort Lauderdale to Charlotte flights
Detroit to Charlotte flights
George Bush Intcntl to Charlotte flights
Sky Harbor Intl to Charlotte flights
Denver to Charleston flights
White Plains to Charleston flights
Cleveland to Charlotte flights
Love Field to Charlotte flights
Reagan-National to Savannah flights
John F Kennedy Intl to Greenville flights
Denver to Savannah flights
Detroit to Savannah flights
Miami to Charlotte flights
Buffalo to Charlotte flights
Newark to Greenville flights
Minneapolis to Savannah flights
Hartford to Charlotte flights
San Francisco to Charlotte flights

Top airline flying from Connecticut to Hilton Head Island

Discover the top airline that operate flights from Connecticut to Hilton Head Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$288Average$431FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.