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$706+ Cheap flights from Hilton Head Island (HHH) to Italy

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 11/28. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — NAP
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Italy

Keep the following information in mind while searching for Hilton Head Island to Italy flight deals. Data was last updated November 3, 2025.

Round-trip from

$706
(American Airlines)
From Hilton Head Island to Italy
Search Deals

Find flight deals from Hilton Head Island to Italy

Cheapest flights from Hilton Head Island to Italy
Explore the most affordable flight options available from Hilton Head Island to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This American Airlines deal was found by Cheapflights users on 10/31. 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.
Fri 11/286:40 pmHHH - MXP
2 stops17h 40mAmerican Airlines
Tue 12/211:45 amMXP - HHH
2 stops36h 48mAmerican Airlines
Deal found 10/31$706
This American Airlines deal was found by Cheapflights users on 11/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1711:30 amHHH - FCO
2 stops15h 30mAmerican Airlines
Wed 12/241:10 pmFCO - HHH
2 stops31h 06mAmerican Airlines
Deal found 11/1$881

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Italy 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 November 3, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Italy that are best for you.

Fly from

Hilton Head Island

Fly to

Italy

Route

Depart

Return

Price

Hilton Head IslandMilan

HHH - MXP

HHHMXP

Hilton Head Island

Fri 11/28

6:40 pm-6:20 pm

2 stops17h 40m

Milan Malpensa

Tue 12/2

11:45 am-6:33 pm

2 stops36h 48m

$706

Hilton Head IslandRome

HHH - FCO

HHHFCO

Hilton Head Island

Wed 12/17

11:30 am-9:00 am

2 stops15h 30m

Rome Fiumicino

Wed 12/24

1:10 pm-2:16 pm

2 stops31h 06m

$881

Hilton Head IslandRome

HHH - FCO

HHHFCO

Hilton Head Island

Fri 3/27

11:04 am-10:35 am

2 stops18h 31m

Rome Fiumicino

Tue 3/31

1:25 pm-2:19 pm

2 stops30h 54m

$1,375

Hilton Head IslandVenice

HHH - VCE

HHHVCE

Hilton Head Island

Fri 3/27

4:10 pm-4:55 pm

2 stops19h 45m

Venice Marco Polo

Tue 3/31

1:40 pm-10:24 am

2 stops26h 44m

$1,420

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

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

Have a flexible travel schedule? Discover the best time to fly to Italy 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 Italy

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

Currently, October is the cheapest month in which you can book a flight from Hilton Head Island to Italy (average of $181). Flying from Hilton Head Island to Italy in July is currently the most expensive (average of $859). 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 Hilton Head Island to Italy. 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 Italy?

    For a flight from Hilton Head Island to Italy, you will be flying from Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city.

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

    Airlines like American Airlines fly from Hilton Head Island to Italy in about 17h 40m. The time it takes to get you to your destination can typically vary by up to . The distance between Hilton Head Island and Italy is about 4642 mi.

  • What are the most popular routes from Hilton Head Island to Italy?

    The most popular flight routes from Hilton Head Island to Italy are Hilton Head Island - Rome Fiumicino, Hilton Head Island - Venice Marco Polo and Hilton Head Island - Milan Malpensa.

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

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

  • How can I find direct flights from Hilton Head Island to Italy?

    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 Italy.

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

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

    Currently, October is the cheapest month in which you can book a flight from Hilton Head Island to Italy (average of $181). Flying from Hilton Head Island to Italy in July is currently the most expensive (average of $859). 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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