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Hilton Head Island

$80+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — HHH
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheap 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 December 23, 2025.

This American Airlines deal was found by Cheapflights users on 12/21. 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 12/286:10 amEWR - HHH
1 stop4h 34mAmerican Airlines
Wed 12/316:13 pmHHH - EWR
1 stop4h 13mAmerican Airlines
Deal found 12/21$558
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/266:00 amLGA - HHH
1 stop4h 44mAmerican Airlines
Thu 1/12:46 pmHHH - LGA
2 stops7h 38mAmerican Airlines
Deal found 12/21$603
This American Airlines deal was found by Cheapflights users on 12/20. 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 12/226:05 amBDL - HHH
1 stop4h 39mAmerican Airlines
Thu 1/12:46 pmHHH - BDL
1 stop6h 38mAmerican Airlines
Deal found 12/20$609
This American Airlines deal was found by Cheapflights users on 12/20. 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 12/226:05 amBDL - HHH
1 stop4h 39mAmerican Airlines
Wed 1/73:29 pmHHH - BDL
1 stop4h 30mAmerican Airlines
Deal found 12/20$612
This American Airlines deal was found by Cheapflights users on 12/20. 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 12/236:20 amBDL - HHH
2 stops7h 56mAmerican Airlines
Thu 1/12:46 pmHHH - BDL
1 stop6h 38mAmerican Airlines
Deal found 12/20$614
This American Airlines deal was found by Cheapflights users on 12/20. 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 12/226:05 amBDL - HHH
1 stop4h 39mAmerican Airlines
Tue 1/612:51 pmHHH - BDL
2 stops9h 52mAmerican Airlines
Deal found 12/20$617
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/301:40 pmEWR - HHH
1 stop4h 03mAmerican Airlines
Fri 1/26:13 pmHHH - EWR
1 stop4h 13mAmerican Airlines
Deal found 12/22$618
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/256:03 amPVD - HHH
1 stop4h 41mAmerican Airlines
Sun 1/42:46 pmHHH - PVD
2 stops8h 44mAmerican Airlines
Deal found 12/22$636
This American Airlines deal was found by Cheapflights users on 12/20. 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 12/226:05 amBDL - HHH
1 stop4h 39mAmerican Airlines
Fri 1/26:13 pmHHH - BDL
1 stop6h 05mAmerican Airlines
Deal found 12/20$637
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/296:00 amLGA - HHH
1 stop4h 44mAmerican Airlines
Thu 1/12:46 pmHHH - LGA
2 stops7h 38mAmerican Airlines
Deal found 12/21$638
This American Airlines deal was found by Cheapflights users on 12/20. 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 12/286:05 amBDL - HHH
1 stop4h 39mAmerican Airlines
Thu 1/12:46 pmHHH - BDL
1 stop6h 38mAmerican Airlines
Deal found 12/20$640
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/276:10 amEWR - HHH
1 stop4h 34mAmerican Airlines
Wed 12/316:13 pmHHH - EWR
1 stop4h 13mAmerican Airlines
Deal found 12/21$643

Find 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 December 23, 2025.

Round-trip from

$159
(American Airlines)

One-way from

$80
(American Airlines)

Popular in

February

Cheapest in

October

Average price

$411
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. 18% potential increase in price ($104 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 23, 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

LGA - HHH

LGAHHH

New York LaGuardia

Wed 1/14

7:30 am-2:59 pm

2 stops7h 29m

Hilton Head Island

Wed 1/21

12:51 pm-5:59 pm

1 stop5h 08m

$164

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Fri 1/9

6:30 am-12:20 pm

1 stop5h 50m

Hilton Head Island

Thu 1/15

3:29 pm-10:23 pm

1 stop6h 54m

$168

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Mon 1/5

6:00 am-10:44 am

1 stop4h 44m

Hilton Head Island

Fri 1/9

3:29 pm-9:25 pm

1 stop5h 56m

$197

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Fri 1/9

7:40 am-12:20 pm

1 stop4h 40m

Hilton Head Island

Thu 1/15

3:29 pm-9:25 pm

1 stop5h 56m

$197

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Fri 1/16

7:40 am-2:59 pm

1 stop7h 19m

Hilton Head Island

Sun 1/18

3:29 pm-7:21 pm

1 stop3h 52m

$213

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Fri 2/6

8:00 am-2:59 pm

1 stop6h 59m

Hilton Head Island

Mon 2/9

3:29 pm-10:00 pm

1 stop6h 31m

$229

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Fri 2/27

6:00 am-10:32 am

1 stop4h 32m

Hilton Head Island

Fri 3/6

2:58 pm-9:00 pm

1 stop6h 02m

$229

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Wed 2/18

9:48 am-4:50 pm

1 stop7h 02m

Hilton Head Island

Mon 2/23

6:22 pm-10:26 pm

1 stop4h 04m

$229

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Tue 1/20

8:00 am-12:20 pm

1 stop4h 20m

Hilton Head Island

Sat 1/24

3:29 pm-8:27 pm

1 stop4h 58m

$229

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Mon 1/12

7:55 am-12:20 pm

1 stop4h 25m

Hilton Head Island

Wed 1/14

3:29 pm-8:03 pm

1 stop4h 34m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

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, May is the cheapest month in which you can book a flight from Connecticut to Hilton Head Island (average of $39). Flying from Connecticut to Hilton Head Island in December is currently the most expensive (average of $101). 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 December 23, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 64% on flights from Connecticut to Hilton Head Island by exploring options for tickets in the afternoon.

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 $164, American Airlines can have you in Hilton Head Island from Connecticut in 7h 29m. The distance between Connecticut and Hilton Head Island is about 701 mi.

  • 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, May is the cheapest month in which you can book a flight from Connecticut to Hilton Head Island (average of $39). Flying from Connecticut to Hilton Head Island in December is currently the most expensive (average of $101). 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

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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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$288Average$442FlexibilityNo cancel feeOn-time71%

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