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Isle of Wight

$231+ Cheap flights from Hilton Head Island (HHH) to Isle of Wight, VA

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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — RIC
Mar 4 — Mar 111
Wed 3/4
Wed 3/11
1 adult, Economy
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Cheap 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 February 2, 2026.

This United Airlines deal was found by Cheapflights users on 2/2. 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 5/74:39 pm
HHH
-
ORF
2 stops7h 05m
United Airlines
Sun 5/106:00 am
ORF
-
HHH
1 stop8h 11m
United Airlines
Deal found 2/2$505
This American Airlines deal was found by Cheapflights users on 1/31. 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 2/152:58 pm
HHH
-
ORF
1 stop4h 29m
American Airlines
Thu 2/196:00 am
ORF
-
HHH
2 stops11h 44m
American Airlines
Deal found 1/31$810
This United Airlines deal was found by Cheapflights users on 2/1. 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 4/93:00 pm
HHH
-
ORF
1 stop6h 08m
United Airlines
Sun 4/126:00 am
ORF
-
HHH
1 stop8h 06m
United Airlines
Deal found 2/1$1,012

Find 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 February 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$505
(United Airlines)

One-way from

$231
(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
Search Deals
One-way flight 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 February 2, 2026.
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

Thu 5/7

4:39 pm-11:44 pm

2 stops7h 05m

Norfolk

Sun 5/10

6:00 am-2:11 pm

1 stop8h 11m

$505

Hilton Head IslandNorfolk

HHH - ORF

HHHORF

Hilton Head Island

Sun 2/15

2:58 pm-7:27 pm

1 stop4h 29m

Norfolk

Thu 2/19

6:00 am-5:44 pm

2 stops11h 44m

$810

Hilton Head IslandNorfolk

HHH - ORF

HHHORF

Hilton Head Island

Thu 4/9

3:00 pm-9:08 pm

1 stop6h 08m

Norfolk

Sun 4/12

6:00 am-2:06 pm

1 stop8h 06m

$1,012

Hilton Head IslandNorfolk

HHH - ORF

HHHORF

Hilton Head Island

Tue 4/7

5:51 pm-11:10 pm

1 stop5h 19m

$231

Hilton Head IslandNorfolk

HHH - ORF

HHHORF

Hilton Head Island

Sun 4/5

11:03 am-5:36 pm

1 stop6h 33m

$428

Hilton Head IslandNorfolk

HHH - ORF

HHHORF

Hilton Head Island

Mon 4/6

11:03 am-10:53 pm

2 stops11h 50m

$433

Hilton Head IslandNorfolk

HHH - ORF

HHHORF

Hilton Head Island

Mon 4/6

3:00 pm-11:54 am

3 stops44h 54m

$602

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

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 December is currently the most expensive (average of $243). 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 February 2, 2026.
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
11,211 reviews

Food

6.4

Overall

7.2

Crew

8.0

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,211 reviews
American Airlines
7.2
Good
11,211 reviews

Food

6.4

Overall

7.2

Crew

8.0

Boarding

7.5

Comfort

7.2

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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?

    United Airlines and American Airlines can get you from Hilton Head Island to Isle of Wight in just under 4h 29m. Your travel time can differ by up to 2h 36m. Airlines will cover a distance of 412 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 December is currently the most expensive (average of $243). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 February 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$228Average$427FlexibilityNo cancel feeOn-time71%

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