How long does it take to fly to Hilton Head Island?

On average, it takes 4h 06m to fly from Wisconsin to Hilton Head Island if you fly out of Milwaukee (the most popular airport in Wisconsin) and into Charleston (the most popular airport in Hilton Head Island). If you’re flying out of Appleton and into Charleston, then the flight time is around 4h 26m.

What airlines fly to Hilton Head Island?

Allegiant Air, American Airlines and United Airlines are the top three most popular airlines that fly to Hilton Head Island from Wisconsin according to our data. Allegiant Air is the first choice among our users, with 35% of people opting to fly with this airline when traveling to Hilton Head Island. Keep in mind that there are 5 different airlines that fly to Hilton Head Island on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Wisconsin to Hilton Head Island Airport?

Prices for flights from Wisconsin to Hilton Head Island Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Wisconsin to Hilton Head Island Airport?

As of October 2026, there is 1 operator available to choose from for flights from Wisconsin to Hilton Head Island Airport.

How old do you have to be to fly from Wisconsin to Hilton Head Island Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to Hilton Head Island Airport.

What documentation or ID do you need to fly to Hilton Head Island Airport?

The travel and health documents required for your trip to Hilton Head Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hilton Head Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$359 Cheap Flights from Wisconsin to Hilton Head Island in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Wisconsin to Hilton Head Island

Round-trip

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Cheap round-trip flights

Enter your travel dates to find the best prices.

10:46 am - 5:21 pmMKE Milwaukee-Mitchell-HHH Hilton Head Island

5h 35m1 stop Charlotte Douglas

5:54 pm - 11:55 pmHHH Hilton Head Island-MKE Milwaukee-Mitchell

7h 01m1 stop Charlotte Douglas

$359American Airlines

Thu, Dec 3 - Sun, Dec 6

7:00 am - 2:22 pmMKE Milwaukee-Mitchell-HHH Hilton Head Island

6h 22m1 stop Charlotte Douglas

5:54 pm - 11:55 pmHHH Hilton Head Island-MKE Milwaukee-Mitchell

7h 01m1 stop Charlotte Douglas

$359American Airlines

Fri, Dec 4 - Sun, Dec 6

7:04 am - 1:29 pmATW Appleton Intl-HHH Hilton Head Island

5h 25m1 stop Chicago O'Hare Intl

4:24 pm - 9:59 pmHHH Hilton Head Island-ATW Appleton Intl

6h 35m1 stop Charlotte Douglas

$363American Airlines

Sat, Dec 5 - Tue, Dec 8

6:01 am - 3:14 pmMSN Madison Truax Field-HHH Hilton Head Island

8h 13m1 stop Washington, D.C. Reagan-National

3:44 pm - 10:03 pmHHH Hilton Head Island-MSN Madison Truax Field

7h 19m1 stop Washington, D.C. Reagan-National

$404American Airlines

Mon, Apr 19 - Sat, Apr 24

7:00 am - 2:22 pmMKE Milwaukee-Mitchell-HHH Hilton Head Island

6h 22m1 stop Charlotte Douglas

12:33 pm - 8:00 pmHHH Hilton Head Island-MKE Milwaukee-Mitchell

8h 27m2 stops Charlotte Douglas Chicago O'Hare Intl

$425American Airlines

Thu, Dec 3 - Tue, Dec 8

12:00 pm - 6:09 pmMKE Milwaukee-Mitchell-HHH Hilton Head Island

5h 09m1 stop Charlotte Douglas

6:39 pm - 10:47 pmHHH Hilton Head Island-MKE Milwaukee-Mitchell

5h 08m1 stop Charlotte Douglas

$430American Airlines

Sat, Apr 17 - Sat, Apr 24

8:12 pm - 2:22 pmMKE Milwaukee-Mitchell-HHH Hilton Head Island

17h 10m2 stops Chicago O'Hare Intl Charlotte Douglas

5:54 pm - 11:55 pmHHH Hilton Head Island-MKE Milwaukee-Mitchell

7h 01m1 stop Charlotte Douglas

$435American Airlines

Thu, Dec 3 - Sun, Dec 6

12:00 pm - 6:09 pmMKE Milwaukee-Mitchell-HHH Hilton Head Island

5h 09m1 stop Charlotte Douglas

11:03 am - 6:00 pmHHH Hilton Head Island-MKE Milwaukee-Mitchell

7h 57m2 stops Charlotte Douglas Chicago O'Hare Intl

$445American Airlines

Sat, Apr 17 - Sat, Apr 24

8:12 pm - 4:33 pmMKE Milwaukee-Mitchell-HHH Hilton Head Island

19h 21m2 stops Chicago O'Hare Intl Charlotte Douglas

5:54 pm - 11:55 pmHHH Hilton Head Island-MKE Milwaukee-Mitchell

7h 01m1 stop Charlotte Douglas

$459American Airlines

Fri, Dec 4 - Sun, Dec 6

10:46 am - 5:21 pmMKE Milwaukee-Mitchell-HHH Hilton Head Island

5h 35m1 stop Charlotte Douglas

4:24 pm - 11:17 amHHH Hilton Head Island-MKE Milwaukee-Mitchell

19h 53m2 stops Charlotte Douglas Chicago O'Hare Intl

$460American Airlines

Fri, Dec 4 - Mon, Dec 7

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American Airlines flights from Wisconsin to Hilton Head Island

Our best American Airlines deals on Wisconsin to Hilton Head Island flight tickets

American Airlines

Dec 3

MKE10:46 amMilwaukee-Mitchell

5h 35m

1 stop

HHH5:21 pmHilton Head Island

Dec 6

HHH5:54 pmHilton Head Island

7h 01m

1 stop

MKE11:55 pmMilwaukee-Mitchell

$359

American Airlines

Dec 5

ATW7:04 amAppleton Intl

5h 25m

1 stop

HHH1:29 pmHilton Head Island

Dec 8

HHH4:24 pmHilton Head Island

6h 35m

1 stop

ATW9:59 pmAppleton Intl

$363

American Airlines

Apr 19

MSN6:01 amMadison Truax Field

8h 13m

1 stop

HHH3:14 pmHilton Head Island

Apr 24

HHH3:44 pmHilton Head Island

7h 19m

1 stop

MSN10:03 pmMadison Truax Field

$404

momondo Fare Finder

Use the filters below to find and compare flights from Wisconsin to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeHilton Head Island

MKE Milwaukee-Mitchell - HHH Hilton Head Island

MKEHHH

Milwaukee-Mitchell

Thu 12/3

10:46 am-5:21 pm

1 stop5h 35m

Hilton Head Island

Sun 12/6

5:54 pm-11:55 pm

1 stop7h 01m

$359

MilwaukeeHilton Head Island

MKE Milwaukee-Mitchell - HHH Hilton Head Island

MKEHHH

Milwaukee-Mitchell

Fri 12/4

7:00 am-2:22 pm

1 stop6h 22m

Hilton Head Island

Sun 12/6

5:54 pm-11:55 pm

1 stop7h 01m

$359

AppletonHilton Head Island

ATW Appleton Intl - HHH Hilton Head Island

ATWHHH

Appleton Intl

Sat 12/5

7:04 am-1:29 pm

1 stop5h 25m

Hilton Head Island

Tue 12/8

4:24 pm-9:59 pm

1 stop6h 35m

$363

MadisonHilton Head Island

MSN Madison Truax Field - HHH Hilton Head Island

MSNHHH

Madison Truax Field

Mon 4/19

6:01 am-3:14 pm

1 stop8h 13m

Hilton Head Island

Sat 4/24

3:44 pm-10:03 pm

1 stop7h 19m

$404

MilwaukeeHilton Head Island

MKE Milwaukee-Mitchell - HHH Hilton Head Island

MKEHHH

Milwaukee-Mitchell

Thu 12/3

7:00 am-2:22 pm

1 stop6h 22m

Hilton Head Island

Tue 12/8

12:33 pm-8:00 pm

2 stops8h 27m

$425

Quickest round-trip

MilwaukeeHilton Head Island

MKE Milwaukee-Mitchell - HHH Hilton Head Island

MKEHHH

Milwaukee-Mitchell

Sat 4/17

12:00 pm-6:09 pm

1 stop5h 09m

Hilton Head Island

Sat 4/24

6:39 pm-10:47 pm

1 stop5h 08m

$430

MilwaukeeHilton Head Island

MKE Milwaukee-Mitchell - HHH Hilton Head Island

MKEHHH

Milwaukee-Mitchell

Thu 12/3

8:12 pm-2:22 pm

2 stops17h 10m

Hilton Head Island

Sun 12/6

5:54 pm-11:55 pm

1 stop7h 01m

$435

MilwaukeeHilton Head Island

MKE Milwaukee-Mitchell - HHH Hilton Head Island

MKEHHH

Milwaukee-Mitchell

Sat 4/17

12:00 pm-6:09 pm

1 stop5h 09m

Hilton Head Island

Sat 4/24

11:03 am-6:00 pm

2 stops7h 57m

$445

MilwaukeeHilton Head Island

MKE Milwaukee-Mitchell - HHH Hilton Head Island

MKEHHH

Milwaukee-Mitchell

Fri 12/4

8:12 pm-4:33 pm

2 stops19h 21m

Hilton Head Island

Sun 12/6

5:54 pm-11:55 pm

1 stop7h 01m

$459

MilwaukeeHilton Head Island

MKE Milwaukee-Mitchell - HHH Hilton Head Island

MKEHHH

Milwaukee-Mitchell

Fri 12/4

10:46 am-5:21 pm

1 stop5h 35m

Hilton Head Island

Mon 12/7

4:24 pm-11:17 am

2 stops19h 53m

$460

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

How to get the cheapest flight ticket from Wisconsin to Hilton Head Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Hilton Head Island?

If you don’t want to visit Hilton Head Island in June, then you should wait until January to fly from Wisconsin, when ticket prices are also cheap, with an average price of $334.

Cheap Wisconsin to Hilton Head Island flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wisconsin to Hilton Head Island

Best Price Found	$359
Fastest flight time	2h 26m
Direct flights	None

The best flight deal from Wisconsin to Hilton Head Island found on momondo in the last 72 hours is $359

The fastest flight from Wisconsin to Hilton Head Island takes 2h 26m

There are no direct flights from Wisconsin to Hilton Head Island. There are no popular flight routes from Wisconsin to Hilton Head Island.

Search flight deals

Frequently asked questions about flying from Wisconsin to Hilton Head Island

When did momondo last update prices for flights from Wisconsin to Hilton Head Island Airport?
Prices for flights from Wisconsin to Hilton Head Island Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Wisconsin to Hilton Head Island Airport?
As of October 2026, there is 1 operator available to choose from for flights from Wisconsin to Hilton Head Island Airport.
How old do you have to be to fly from Wisconsin to Hilton Head Island Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to Hilton Head Island Airport.
What documentation or ID do you need to fly to Hilton Head Island Airport?
The travel and health documents required for your trip to Hilton Head Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hilton Head Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Wisconsin to Hilton Head Island

Compare and see reviews for airlines that fly from Wisconsin to Hilton Head Island with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $260	Free Cancellation	Rating 7.0 12,192 reviews		Search American Airlines flights

Beaufort

Bluffton

Daufuskie Island

Why use momondo?

Why should I use momondo to find a flight deal from Wisconsin to Hilton Head Island?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Wisconsin to Hilton Head Island for you.

Can I find flights from Wisconsin to Hilton Head Island with flexible booking policies on momondo?

All flight searches from Wisconsin to Hilton Head Island on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Wisconsin to Hilton Head Island?

Once you have performed a search for Wisconsin to Hilton Head Island flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Wisconsin to Hilton Head Island right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Wisconsin to Hilton Head Island flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Cheap flights from Wisconsin to Hilton Head Island from $359

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Big names and deals

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American Airlines flights from Wisconsin to Hilton Head Island

Our best American Airlines deals on Wisconsin to Hilton Head Island flight tickets

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Use the filters below to find and compare flights from Wisconsin to Hilton Head Island that are best for you.

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How to get the cheapest flight ticket from Wisconsin to Hilton Head Island

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How long does it take to fly to Hilton Head Island?

Cheap Wisconsin to Hilton Head Island flight deals and tips

Best Price Found

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Frequently asked questions about flying from Wisconsin to Hilton Head Island

Best airlines flying from Wisconsin to Hilton Head Island

Compare and see reviews for airlines that fly from Wisconsin to Hilton Head Island with momondo

Traveling to a place near Hilton Head Island?

Why use momondo?

An easier way to manage your Hilton Head Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing South Carolina

Fly your favorite airline to Hilton Head Island

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Hilton Head Island

List of cabin classes available on flights landing in Hilton Head Island. Availability may vary depending on flight origin and airline.

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