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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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — HHH
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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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 August 14, 2025.

Round-trip from

$157
(Delta)

One-way from

$89
(American Airlines)

Popular in

February

Cheapest in

December

Average price

$391
From Connecticut to Hilton Head Island
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One-way flight from Connecticut to Hilton Head Island
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Highest demand for flights based on searches. 12% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 14, 2025.

This Delta deal was found by Cheapflights users on 8/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/38:00 amJFK - HHH
1 stop7h 22mDelta
Wed 9/1012:11 pmHHH - JFK
1 stop7h 24mDelta
Deal found 8/13$157
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/16:30 amJFK - HHH
1 stop5h 00mAmerican Airlines
Thu 9/43:26 pmHHH - JFK
1 stop6h 10mAmerican Airlines
Deal found 8/12$159
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 8/306:30 amJFK - HHH
1 stop5h 00mAmerican Airlines
Mon 9/83:26 pmHHH - JFK
1 stop6h 10mAmerican Airlines
Deal found 8/14$160
This American Airlines deal was found by Cheapflights users on 8/13. 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 10/307:51 amLGA - HHH
1 stop7h 11mAmerican Airlines
Tue 11/46:50 pmHHH - LGA
1 stop4h 31mAmerican Airlines
Deal found 8/13$168
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sun 8/316:30 amJFK - HHH
1 stop4h 19mAmerican Airlines
Thu 9/43:26 pmHHH - JFK
1 stop6h 10mAmerican Airlines
Deal found 8/14$168
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 9/36:30 amJFK - HHH
2 stops10h 17mAmerican Airlines
Wed 9/1012:56 pmHHH - JFK
2 stops7h 03mAmerican Airlines
Deal found 8/13$169
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Sun 8/318:59 amLGA - HHH
1 stop5h 13mAmerican Airlines
Thu 9/412:56 pmHHH - LGA
1 stop5h 33mAmerican Airlines
Deal found 8/12$177
This American Airlines deal was found by Cheapflights users on 8/13. 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 11/411:29 amHHH - JFK
1 stop3h 49mAmerican Airlines
Deal found 8/13$198
This United Airlines deal was found by Cheapflights users on 8/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/169:04 amEWR - HHH
Nonstop2h 21mUnited Airlines
Tue 9/2312:06 pmHHH - EWR
Nonstop2h 08mUnited Airlines
Deal found 8/13$199
This American Airlines deal was found by Cheapflights users on 8/13. 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 8/286:30 amJFK - HHH
1 stop4h 19mAmerican Airlines
Thu 9/1111:04 amHHH - JFK
1 stop5h 54mAmerican Airlines
Deal found 8/13$199
This American Airlines deal was found by Cheapflights users on 8/14. 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 9/236:33 amJFK - HHH
1 stop5h 44mAmerican Airlines
Thu 9/2512:00 pmHHH - JFK
1 stop4h 25mAmerican Airlines
Deal found 8/14$207
This American Airlines deal was found by Cheapflights users on 8/11. 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 9/511:59 amJFK - HHH
1 stop4h 48mAmerican Airlines
Tue 9/93:26 pmHHH - JFK
1 stop6h 10mAmerican Airlines
Deal found 8/11$208

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 August 14, 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

Wed 9/3

8:00 am-3:22 pm

1 stop7h 22m

Hilton Head Island

Wed 9/10

12:11 pm-7:35 pm

1 stop7h 24m

$157

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Mon 11/10

7:55 am-2:57 pm

1 stop7h 02m

Hilton Head Island

Thu 11/13

2:51 pm-8:29 pm

1 stop5h 38m

$159

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Thu 9/4

11:59 am-4:47 pm

1 stop4h 48m

Hilton Head Island

Mon 9/8

5:20 pm-9:36 pm

1 stop4h 16m

$159

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Mon 9/1

6:30 am-11:30 am

1 stop5h 00m

Hilton Head Island

Thu 9/4

3:26 pm-9:36 pm

1 stop6h 10m

$159

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Tue 9/9

7:24 am-12:17 pm

1 stop4h 53m

Hilton Head Island

Tue 9/16

3:26 pm-9:36 pm

1 stop6h 10m

$159

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Sat 8/30

6:30 am-11:30 am

1 stop5h 00m

Hilton Head Island

Mon 9/8

3:26 pm-9:36 pm

1 stop6h 10m

$160

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Wed 9/3

6:30 am-4:47 pm

2 stops10h 17m

Hilton Head Island

Wed 9/10

3:26 pm-7:59 pm

1 stop4h 33m

$164

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Thu 10/30

11:00 am-4:51 pm

1 stop5h 51m

Hilton Head Island

Tue 11/4

6:50 pm-11:21 pm

1 stop4h 31m

$168

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Wed 9/17

6:00 am-10:34 am

1 stop4h 34m

Hilton Head Island

Mon 9/29

11:04 am-4:21 pm

1 stop5h 17m

$168

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Sun 9/21

6:05 am-11:30 am

1 stop5h 25m

Hilton Head Island

Thu 9/25

6:20 pm-11:45 pm

1 stop5h 25m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 60 results
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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 August 14, 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.

  • 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 New York LaGuardia - Hilton Head Island, Newark - Hilton Head Island and New York John F Kennedy Intl - 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

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Alternative routes for Connecticut to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.
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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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$278Average$421FlexibilityNo cancel feeOn-time71%

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