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

On average, it takes 3h 50m 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 Green Bay and into Charleston, then the flight time is around 4h 01m.

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 March 2026, there are 3 operators 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.

$188 Cheap Flights from Wisconsin to Hilton Head Island in 2026

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Find the cheapest flights from Wisconsin to Hilton Head Island

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:50 am - 2:16 pm

ORD

HHH

2h 26mnonstop

3:05 pm - 4:49 pm

HHH

ORD

2h 44mnonstop

$269United Airlines

Wed, Apr 22 - Wed, Apr 29

8:03 am - 3:32 pm

ORD

HHH

6h 29m

1 stop

12:11 pm - 6:42 pm

HHH

ORD

7h 31m

1 stop

$289Delta

Tue, Jun 23 - Mon, Jun 29

7:00 am - 3:33 pm

ORD

HHH

7h 33m

2 stops

4:16 pm - 10:36 pm

HHH

ORD

7h 20m

1 stop

$294Delta

Tue, May 26 - Tue, Jun 2

8:03 am - 3:32 pm

ORD

HHH

6h 29m

1 stop

4:12 pm - 10:48 pm

HHH

ORD

7h 36m

1 stop

$309Delta

Thu, Jun 25 - Fri, Jul 3

8:03 am - 3:32 pm

ORD

HHH

6h 29m

1 stop

12:11 pm - 8:31 pm

HHH

ORD

9h 20m

2 stops

$314Delta

Fri, Jun 12 - Tue, Jun 16

7:00 am - 3:33 pm

ORD

HHH

7h 33m

2 stops

12:18 pm - 8:14 pm

HHH

ORD

8h 56m

2 stops

$319Delta

Tue, May 26 - Tue, Jun 2

10:45 am - 2:21 pm

ORD

HHH

2h 36mnonstop

3:05 pm - 4:51 pm

HHH

ORD

2h 46mnonstop

$321United Airlines

Thu, Jun 18 - Mon, Jun 22

6:00 am - 3:14 pm

MSN

HHH

8h 14m

1 stop

3:44 pm - 9:52 pm

HHH

MSN

7h 08m

1 stop

$326American Airlines

Fri, Apr 24 - Wed, Apr 29

6:00 am - 5:45 pm

MSN

HHH

10h 45m

2 stops

11:33 am - 3:51 pm

HHH

MSN

5h 18m

1 stop

$328American Airlines

Sat, Sep 5 - Sat, Sep 12

8:11 am - 6:20 pm

MKE

HHH

9h 09m

2 stops

4:10 pm - 9:23 pm

HHH

MKE

6h 13m

1 stop

$328American Airlines

Sat, May 9 - Sat, May 16

American Airlines flights from Wisconsin to Hilton Head Island

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

American Airlines

Apr 24

MSN6:00 amMadison Truax Field

8h 14m

1 stop

HHH3:14 pmHilton Head Island

Apr 29

HHH3:44 pmHilton Head Island

7h 08m

1 stop

MSN9:52 pmMadison Truax Field

$326

American Airlines

Sep 5

MSN6:00 amMadison Truax Field

10h 45m

2 stops

HHH5:45 pmHilton Head Island

Sep 12

HHH11:33 amHilton Head Island

5h 18m

1 stop

MSN3:51 pmMadison Truax Field

$328

American Airlines

Aug 12

MSN6:00 amMadison Truax Field

10h 45m

2 stops

HHH5:45 pmHilton Head Island

Aug 17

HHH11:18 amHilton Head Island

5h 33m

1 stop

MSN3:51 pmMadison Truax Field

$331

United Airlines flights from Wisconsin to Hilton Head Island

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

United Airlines

Apr 22

ORD10:50 amChicago O'Hare Intl

2h 26m

HHH2:16 pmHilton Head Island

Apr 29

HHH3:05 pmHilton Head Island

2h 44m

ORD4:49 pmChicago O'Hare Intl

$269

United Airlines

Jun 18

ORD10:45 amChicago O'Hare Intl

2h 36m

HHH2:21 pmHilton Head Island

Jun 22

HHH3:05 pmHilton Head Island

2h 46m

ORD4:51 pmChicago O'Hare Intl

$321

United Airlines

Jul 30

ORD10:45 amChicago O'Hare Intl

2h 36m

HHH2:21 pmHilton Head Island

Aug 2

HHH3:05 pmHilton Head Island

2h 46m

ORD4:51 pmChicago O'Hare Intl

$336

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

Quickest round-trip

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Wed 4/22

10:50 am-2:16 pm

Nonstop2h 26m

Hilton Head Island

Wed 4/29

3:05 pm-4:49 pm

Nonstop2h 44m

$269

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 6/23

8:03 am-3:32 pm

1 stop6h 29m

Hilton Head Island

Mon 6/29

12:11 pm-6:42 pm

1 stop7h 31m

$289

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 5/26

7:00 am-3:33 pm

2 stops7h 33m

Hilton Head Island

Tue 6/2

4:16 pm-10:36 pm

1 stop7h 20m

$294

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Thu 6/25

8:03 am-3:32 pm

1 stop6h 29m

Hilton Head Island

Fri 7/3

4:12 pm-10:48 pm

1 stop7h 36m

$309

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Fri 6/12

8:03 am-3:32 pm

1 stop6h 29m

Hilton Head Island

Tue 6/16

12:11 pm-8:31 pm

2 stops9h 20m

$314

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Tue 5/26

7:00 am-3:33 pm

2 stops7h 33m

Hilton Head Island

Tue 6/2

12:18 pm-8:14 pm

2 stops8h 56m

$319

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Thu 6/18

10:45 am-2:21 pm

Nonstop2h 36m

Hilton Head Island

Mon 6/22

3:05 pm-4:51 pm

Nonstop2h 46m

$321

MadisonHilton Head Island

MSN - HHH

MSNHHH

Madison Truax Field

Fri 4/24

6:00 am-3:14 pm

1 stop8h 14m

Hilton Head Island

Wed 4/29

3:44 pm-9:52 pm

1 stop7h 08m

$326

MadisonHilton Head Island

MSN - HHH

MSNHHH

Madison Truax Field

Sat 9/5

6:00 am-5:45 pm

2 stops10h 45m

Hilton Head Island

Sat 9/12

11:33 am-3:51 pm

1 stop5h 18m

$328

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 5/9

8:11 am-6:20 pm

2 stops9h 09m

Hilton Head Island

Sat 5/16

4:10 pm-9:23 pm

1 stop6h 13m

$328

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted 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

Airlines

Other information

What is the cheapest airline that flies from Wisconsin to Hilton Head Island?

Delta, United Airlines, and American Airlines are the most popular carriers operating from Wisconsin to Hilton Head Island

What airlines fly to Hilton Head Island?

Allegiant Air, American Airlines and Delta 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 32% 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.

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

Fastest flight time	2h 26m
Direct flights	Every day
Airports in Hilton Head Island	1 airport

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

Direct flights go from Wisconsin to Hilton Head Island every day.

There is 1 airport in Hilton Head Island. From Wisconsin there are direct flights to Hilton Head Island (HHH).

Search flight deals

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 March 2026, there are 3 operators 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 $233	Free Cancellation	Rating 7.1 11,493 reviews		Search American Airlines flights
Delta	PriceFrom $323	Free Cancellation	Rating 7.9 8,327 reviews		Search Delta 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.

An easier way to manage your Hilton Head Island trip

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Cheap flights from Wisconsin to Hilton Head Island from $188

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Hilton Head Island departing on 4/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Filter for what you want

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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

United Airlines flights from Wisconsin to Hilton Head Island

Our best United 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

What is the cheapest airline that flies from Wisconsin to Hilton Head Island?

What airlines fly to Hilton Head Island?

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

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

Fastest flight time

Direct flights

Airports in 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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Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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