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Hilton Head Island

$104+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — HHH
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
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 June 10, 2026.

This Delta deal was found by Cheapflights users on 6/9. 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.
Sat 9/59:10 am
LGA
-
HHH
Nonstop2h 24m
Delta
Sat 9/124:00 pm
HHH
-
LGA
Nonstop2h 15m
Delta
Deal found 6/9$227
This Delta deal was found by Cheapflights users on 6/6. 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 7/159:00 am
LGA
-
HHH
Nonstop2h 24m
Delta
Fri 7/174:14 pm
HHH
-
LGA
Nonstop2h 11m
Delta
Deal found 6/6$247
This American Airlines deal was found by Cheapflights users on 6/8. 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 6/226:50 am
LGA
-
HHH
1 stop4h 20m
American Airlines
Wed 7/1511:47 am
HHH
-
LGA
1 stop5h 28m
American Airlines
Deal found 6/8$257
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Thu 9/310:36 am
EWR
-
HHH
Nonstop2h 23m
United Airlines
Thu 9/101:50 pm
HHH
-
EWR
Nonstop2h 11m
United Airlines
Deal found 6/9$257
This American Airlines deal was found by Cheapflights users on 6/8. 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 6/226:30 am
JFK
-
HHH
1 stop4h 40m
American Airlines
Wed 7/154:55 pm
HHH
-
JFK
1 stop6h 05m
American Airlines
Deal found 6/8$257
This American Airlines deal was found by Cheapflights users on 6/10. 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 6/256:15 am
LGA
-
HHH
1 stop4h 12m
American Airlines
Mon 6/295:21 pm
HHH
-
LGA
1 stop6h 09m
American Airlines
Deal found 6/10$267
This American Airlines deal was found by Cheapflights users on 6/10. 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 6/255:01 am
EWR
-
HHH
1 stop6h 09m
American Airlines
Mon 6/295:21 pm
HHH
-
EWR
1 stop4h 47m
American Airlines
Deal found 6/10$267
This American Airlines deal was found by Cheapflights users on 6/10. 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 6/256:30 am
JFK
-
HHH
1 stop4h 40m
American Airlines
Mon 6/2910:57 am
HHH
-
JFK
1 stop5h 02m
American Airlines
Deal found 6/10$267
This American Airlines deal was found by Cheapflights users on 6/7. 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 9/58:12 am
JFK
-
HHH
1 stop4h 48m
American Airlines
Sat 9/125:15 pm
HHH
-
JFK
1 stop5h 28m
American Airlines
Deal found 6/7$269
This American Airlines deal was found by Cheapflights users on 6/7. 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 7/16:50 am
LGA
-
HHH
1 stop4h 20m
American Airlines
Tue 7/711:07 am
HHH
-
LGA
1 stop5h 26m
American Airlines
Deal found 6/7$272
This American Airlines deal was found by Cheapflights users on 6/9. 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 9/56:52 am
LGA
-
HHH
1 stop4h 17m
American Airlines
Sat 9/125:15 pm
HHH
-
LGA
1 stop6h 29m
American Airlines
Deal found 6/9$277
This American Airlines deal was found by Cheapflights users on 6/6. 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 7/77:30 am
EWR
-
HHH
1 stop6h 46m
American Airlines
Fri 7/102:48 pm
HHH
-
EWR
1 stop7h 24m
American Airlines
Deal found 6/6$277

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 June 10, 2026.

Round-trip from

$227
(Delta)

One-way from

$104
(Delta)

Popular in

January

Cheapest in

October

Average price

$368
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. 14% potential increase in price ($75 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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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 June 10, 2026.
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

NewarkHilton Head Island

EWR - HHH

EWRHHH

Newark

Thu 9/3

10:30 am-3:32 pm

1 stop5h 02m

Hilton Head Island

Thu 9/10

12:00 pm-7:42 pm

2 stops7h 42m

$292

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Wed 7/1

6:30 am-11:10 am

1 stop4h 40m

Hilton Head Island

Tue 7/7

4:55 pm-11:00 pm

1 stop6h 05m

$305

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Mon 7/27

6:30 am-10:37 am

1 stop4h 07m

Hilton Head Island

Thu 7/30

2:48 pm-8:06 pm

1 stop5h 18m

$312

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Fri 8/28

6:35 am-11:09 am

1 stop4h 34m

Hilton Head Island

Mon 8/31

3:27 pm-8:00 pm

1 stop4h 33m

$357

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Tue 8/25

11:57 am-4:38 pm

1 stop4h 41m

Hilton Head Island

Mon 8/31

3:27 pm-8:00 pm

1 stop4h 33m

$367

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Thu 9/3

8:00 am-2:57 pm

1 stop6h 57m

Hilton Head Island

Thu 9/10

6:29 pm-10:59 pm

1 stop4h 30m

$374

New YorkHilton Head Island

JFK - HHH

JFKHHH

New York John F Kennedy Intl

Thu 9/3

11:00 am-3:32 pm

1 stop4h 32m

Hilton Head Island

Thu 9/10

12:00 pm-7:41 pm

1 stop7h 41m

$383

HartfordHilton Head Island

BDL - HHH

BDLHHH

Hartford Bradley Intl

Sat 8/29

6:00 am-2:03 pm

1 stop8h 03m

Hilton Head Island

Tue 9/1

2:48 pm-9:38 pm

1 stop6h 50m

$389

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Thu 8/27

8:05 am-2:03 pm

1 stop5h 58m

Hilton Head Island

Mon 8/31

2:48 pm-9:50 pm

1 stop7h 02m

$392

New YorkHilton Head Island

LGA - HHH

LGAHHH

New York LaGuardia

Thu 7/23

9:00 am-11:24 am

Nonstop2h 24m

Hilton Head Island

Sun 7/26

4:14 pm-6:25 pm

Nonstop2h 11m

$398

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 60 resultsSorted by cheapest first
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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, August is the cheapest month in which you can book a flight from Connecticut to Hilton Head Island (average of $248). Flying from Connecticut to Hilton Head Island in January is currently the most expensive (average of $705). 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.

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 $305, Delta can have you in Hilton Head Island from Connecticut in 4h 40m. The distance between Connecticut and Hilton Head Island is about 696 mi. This flight may include one or multiple stops.

  • 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 LaGuardia - 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, August is the cheapest month in which you can book a flight from Connecticut to Hilton Head Island (average of $248). Flying from Connecticut to Hilton Head Island in January is currently the most expensive (average of $705). 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 June 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$293Average$440FlexibilityNo cancel feeOn-time71%

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