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Isle of Wight

$457+ Cheap flights from Hilton Head Island (HHH) to Isle of Wight, VA

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — RIC
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find flight deals from Hilton Head Island to Isle of Wight

Cheapest flights from Hilton Head Island to Isle of Wight
Explore the most affordable flight options available from Hilton Head Island to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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 10/2712:02 pmHHH - ORF
1 stop3h 08mAmerican Airlines
Tue 10/288:00 amORF - HHH
1 stop4h 15mAmerican Airlines
Deal found 10/27$698

Cheap flight deals from Hilton Head Island to Isle of Wight

Keep the following information in mind while searching for Hilton Head Island to Isle of Wight flight deals. Data was last updated October 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$457
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Norfolk flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilton Head Island-Norfolk flights.
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From Hilton Head Island to Isle of Wight
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Isle of Wight 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 October 28, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Isle of Wight that are best for you.

Fly from

Hilton Head Island

Fly to

Isle of Wight

Route

Depart

Return

Price

Hilton Head IslandNorfolk

HHH - ORF

HHHORF

Hilton Head Island

Sat 3/14

4:10 pm-10:48 pm

2 stops6h 38m

Norfolk

Wed 3/18

5:10 am-10:24 am

1 stop5h 14m

$457

Hilton Head IslandNorfolk

HHH - ORF

HHHORF

Hilton Head Island

Thu 4/9

3:00 pm-9:32 pm

1 stop6h 32m

Norfolk

Sun 4/12

6:15 am-1:52 pm

1 stop7h 37m

$1,490

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Best time to book a flight from Hilton Head Island to Isle of Wight

Have a flexible travel schedule? Discover the best time to fly to Isle of Wight from Hilton Head Island 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 Hilton Head Island to Isle of Wight

What is the cheapest month to book a flight from Hilton Head Island to Isle of Wight?

Currently, May is the cheapest month in which you can book a flight from Hilton Head Island to Isle of Wight (average of $42). Flying from Hilton Head Island to Isle of Wight in March is currently the most expensive (average of $205). 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.

Reviews of airlines servicing Isle of Wight

Get insights into the airlines that provide service to Isle of Wight. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Isle of Wight. Reviews last updated October 28, 2025.
Peruse reviews from past customers who have flown with American Airlines from Hilton Head Island to Isle of Wight to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,032 reviews

Crew

8.0

Boarding

7.5

Overall

7.2

Comfort

7.2

Food

6.4

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,032 reviews
American Airlines
7.2
Good
11,032 reviews

Crew

8.0

Boarding

7.5

Overall

7.2

Comfort

7.2

Food

6.4

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Isle of Wight. 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 from for flights from Hilton Head Island to Isle of Wight?

    Hilton Head Island (HHH), located 3.3 mi from the city center, is the airport you fly out of when you book flights from Hilton Head Island to Isle of Wight. 1 airline have flights from Hilton Head to Isle of Wight on a regular basis. Booking flights from Hilton Head Island to Isle of Wight should not be difficult; the airport handles an average of 0 outbound flights to Isle of Wight per day.

  • How long is the flight from Hilton Head Island to Isle of Wight?

    American Airlines can get you from Hilton Head Island to Isle of Wight in just under 6h 38m. Your travel time can differ by up to . Airlines will cover a distance of 412 mi.

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

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

  • How can I find direct flights from Hilton Head Island to Isle of Wight?

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

  • Can I find deals for business class flights from Hilton Head Island to Isle of Wight?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Isle of Wight 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 Hilton Head Island to Isle of Wight?

    Currently, May is the cheapest month in which you can book a flight from Hilton Head Island to Isle of Wight (average of $42). Flying from Hilton Head Island to Isle of Wight in March is currently the most expensive (average of $205). 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.

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Alternative routes for Hilton Head Island to Isle of Wight

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Top airline flying from Hilton Head Island to Isle of Wight

Discover the top airline that operate flights from Hilton Head Island to Isle of Wight. 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$427FlexibilityNo cancel feeOn-time71%

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