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Hilton Head Island

$386+ Cheap flights from Charlottesville to Hilton Head Island (CHO - HHH)

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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHO — HHH
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap flight deals from Charlottesville to Hilton Head Island

Cheapest flights from Charlottesville to Hilton Head Island
Explore the most affordable flight options available from Charlottesville to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This American Airlines deal was found by Cheapflights users on 2/3. 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 4/710:19 am
CHO
-
HHH
1 stop4h 05m
American Airlines
Wed 4/155:04 pm
HHH
-
CHO
1 stop4h 42m
American Airlines
Deal found 2/3$386
This American Airlines deal was found by Cheapflights users on 2/3. 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 5/165:05 am
CHO
-
HHH
1 stop5h 27m
American Airlines
Thu 5/215:54 pm
HHH
-
CHO
1 stop6h 05m
American Airlines
Deal found 2/3$536
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:15 am
CHO
-
HHH
1 stop4h 18m
American Airlines
Wed 4/82:58 pm
HHH
-
CHO
1 stop6h 48m
American Airlines
Deal found 2/2$592
This American Airlines deal was found by Cheapflights users on 2/4. 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 3/86:15 am
CHO
-
HHH
1 stop4h 18m
American Airlines
Sun 3/156:15 pm
HHH
-
CHO
1 stop5h 40m
American Airlines
Deal found 2/4$629
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/261:40 pm
CHO
-
HHH
1 stop4h 04m
American Airlines
Sun 3/292:58 pm
HHH
-
CHO
1 stop4h 34m
American Airlines
Deal found 2/2$656
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.
Fri 4/38:25 pm
CHO
-
HHH
2 stops17h 41m
United Airlines
Wed 4/83:00 pm
HHH
-
CHO
1 stop9h 36m
United Airlines
Deal found 2/2$706
This American Airlines deal was found by Cheapflights users on 2/3. 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 2/188:02 am
CHO
-
HHH
1 stop3h 51m
American Airlines
Sun 2/222:58 pm
HHH
-
CHO
1 stop4h 34m
American Airlines
Deal found 2/3$760

Find flight deals from Charlottesville to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Charlottesville (CHO) to Hilton Head Island (HHH). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$386
(American Airlines)
Provider with most accurate pricing for Charlottesville Albemarle-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charlottesville Albemarle-Hilton Head Island flights.
Search Deals
From Charlottesville Albemarle to Hilton Head Island
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charlottesville 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 February 4, 2026.
Use the filters below to find and compare flights from Charlottesville to Hilton Head Island that are best for you.

Fly from

Charlottesville

Fly to

Hilton Head Island

Route

Depart

Return

Price

CharlottesvilleHilton Head Island

CHO - HHH

CHOHHH

Charlottesville Albemarle

Tue 4/7

10:19 am-2:24 pm

1 stop4h 05m

Hilton Head Island

Wed 4/15

5:04 pm-9:46 pm

1 stop4h 42m

$386

CharlottesvilleHilton Head Island

CHO - HHH

CHOHHH

Charlottesville Albemarle

Sat 5/16

5:05 am-10:32 am

1 stop5h 27m

Hilton Head Island

Thu 5/21

5:54 pm-11:59 pm

1 stop6h 05m

$536

CharlottesvilleHilton Head Island

CHO - HHH

CHOHHH

Charlottesville Albemarle

Fri 4/3

6:15 am-10:33 am

1 stop4h 18m

Hilton Head Island

Wed 4/8

2:58 pm-9:46 pm

1 stop6h 48m

$592

CharlottesvilleHilton Head Island

CHO - HHH

CHOHHH

Charlottesville Albemarle

Sun 3/8

6:15 am-10:33 am

1 stop4h 18m

Hilton Head Island

Sun 3/15

6:15 pm-11:55 pm

1 stop5h 40m

$629

CharlottesvilleHilton Head Island

CHO - HHH

CHOHHH

Charlottesville Albemarle

Thu 3/26

1:40 pm-5:44 pm

1 stop4h 04m

Hilton Head Island

Sun 3/29

2:58 pm-7:32 pm

1 stop4h 34m

$656

CharlottesvilleHilton Head Island

CHO - HHH

CHOHHH

Charlottesville Albemarle

Fri 4/3

8:25 pm-2:06 pm

2 stops17h 41m

Hilton Head Island

Wed 4/8

3:00 pm-12:36 am

1 stop9h 36m

$706

CharlottesvilleHilton Head Island

CHO - HHH

CHOHHH

Charlottesville Albemarle

Wed 2/18

8:02 am-11:53 am

1 stop3h 51m

Hilton Head Island

Sun 2/22

2:58 pm-7:32 pm

1 stop4h 34m

$760

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Compare providers for flights from Charlottesville to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Charlottesville to Hilton Head Island in February.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Charlottesville-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Charlottesville-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Charlottesville-Hilton Head Island flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Charlottesville-Hilton Head Island flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Charlottesville-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Charlottesville to Hilton Head Island

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

What is the cheapest month to book a flight from Charlottesville to Hilton Head Island?

Currently, July is the cheapest month in which you can book a flight from Charlottesville to Hilton Head Island (average of $51). Flying from Charlottesville to Hilton Head Island in January is currently the most expensive (average of $180). 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 Hilton Head Island

Get insights into the airlines that provide service to Hilton Head Island. 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 Hilton Head Island. Reviews last updated February 4, 2026.
Get a feel of what it's like to fly with American Airlines from Charlottesville to Hilton Head Island by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,222 reviews

Crew

8.0

Food

6.4

Boarding

7.5

Overall

7.2

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
11,222 reviews
American Airlines
7.2
Good
11,222 reviews

Crew

8.0

Food

6.4

Boarding

7.5

Overall

7.2

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 Charlottesville 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.

  • How long is the flight from Charlottesville to Hilton Head Island?

    There are many flights that can get you from Charlottesville to Hilton Head Island in 4h 05m. Fly via American Airlines to get the fastest option. Charlottesville and Hilton Head Island are separated by a distance of 428 mi.

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

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

  • How can I find direct flights from Charlottesville 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 Charlottesville to Hilton Head Island.

  • Can I find deals for business class flights from Charlottesville to Hilton Head Island?

    Yes. Cheapflights offers flight deals from Charlottesville 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 Charlottesville to Hilton Head Island?

    Currently, July is the cheapest month in which you can book a flight from Charlottesville to Hilton Head Island (average of $51). Flying from Charlottesville to Hilton Head Island in January is currently the most expensive (average of $180). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Charlottesville to Hilton Head Island

Discover the top airline that operate flights from Charlottesville 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 February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$233Average$499FlexibilityNo cancel feeOn-time71%

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