HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Hilton Head Island

$172+ Cheap flights from Wisconsin to Hilton Head Island (HHH)

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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HHH
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin to Hilton Head Island with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Wisconsin to Hilton Head Island

Keep the following information in mind while searching for Wisconsin to Hilton Head Island flight deals. Data was last updated febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$234
(Delta)

One-way from

$172
(Delta)

Popular in

June

Cheapest in

November

Average price

$346
Provider with most accurate pricing for Milwaukee-Mitchell-Hilton Head Island flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Hilton Head Island flights.
Search Deals
From Wisconsin to Hilton Head Island
Search Deals
One-way flight from Wisconsin to Hilton Head Island
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals

Find flight deals from Wisconsin to Hilton Head Island

Cheapest flights from Wisconsin to Hilton Head Island
Explore the most affordable flight options available from Wisconsin to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febrero 20, 2025.

This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/57:00 amMKE - HHH
1 stop7h 22mDelta
mar. 8/1212:00 pmHHH - MKE
1 stop4h 06mDelta
Deal found 2/19$268
This American Airlines deal was found by Cheapflights users on 2/19. 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.
vie. 3/145:00 amORD - HHH
1 stop4h 24mAmerican Airlines
lun. 3/175:59 pmHHH - ORD
1 stop7h 13mAmerican Airlines
Deal found 2/19$269
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/159:45 amORD - HHH
1 stop5h 56mDelta
mar. 4/221:15 pmHHH - ORD
2 stops10h 08mDelta
Deal found 2/20$274
This American Airlines deal was found by Cheapflights users on 2/19. 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.
sáb. 4/56:34 amMSP - HHH
1 stop4h 43mAmerican Airlines
vie. 4/116:06 pmHHH - MSP
1 stop7h 32mAmerican Airlines
Deal found 2/19$299
This American Airlines deal was found by Cheapflights users on 2/19. 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.
mar. 12/96:24 amMKE - HHH
2 stops6h 52mAmerican Airlines
sáb. 12/134:09 pmHHH - MKE
1 stop6h 13mAmerican Airlines
Deal found 2/19$304
This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/198:25 amMSP - HHH
1 stop7h 16mDelta
mar. 4/221:15 pmHHH - MSP
2 stops8h 38mDelta
Deal found 2/19$304
This American Airlines deal was found by Cheapflights users on 2/20. 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.
mar. 3/116:00 amMSN - HHH
2 stops10h 29mAmerican Airlines
mar. 3/182:49 pmHHH - MSN
2 stops9h 24mAmerican Airlines
Deal found 2/20$380
This American Airlines deal was found by Cheapflights users on 2/19. 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.
sáb. 3/222:39 pmATW - HHH
2 stops19h 25mAmerican Airlines
mar. 3/2511:34 amHHH - ATW
2 stops9h 05mAmerican Airlines
Deal found 2/19$498
This United Airlines deal was found by Cheapflights users on 2/20. 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.
lun. 4/287:40 pmORD - HHH
2 stops18h 57mUnited Airlines
mié. 4/304:18 pmHHH - ORD
2 stops16h 32mUnited Airlines
Deal found 2/20$527
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/155:25 pmGRB - HHH
2 stops17h 30mDelta
mar. 7/2212:00 pmHHH - GRB
1 stop11h 00mDelta
Deal found 2/20$556
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/155:20 pmATW - HHH
2 stops17h 35mDelta
mar. 7/2212:00 pmHHH - ATW
1 stop10h 59mDelta
Deal found 2/20$566
This United deal was found by Cheapflights users on 2/20. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 3/306:00 amMSP - HHH
2 stops8h 37mUnited Airlines
vie. 4/44:18 pmHHH - MSP
3 stops19h 14mUnited Airlines
Deal found 2/20$570

Find flights from Wisconsin to Hilton Head Island within your budget

Customize your flight search to find flights from Wisconsin 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 febrero 20, 2025.

Fly from

Wisconsin

Fly to

Hilton Head Island

Route

Depart

Return

Price

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

mar. 8/5

7:00 am-3:22 pm

1 stop7h 22m

Hilton Head Island

mié. 8/13

12:00 pm-3:06 pm

1 stop4h 06m

$268

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

vie. 3/14

5:00 am-10:24 am

1 stop4h 24m

Hilton Head Island

lun. 3/17

5:59 pm-12:12 am

1 stop7h 13m

$269

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

mar. 4/15

9:45 am-4:41 pm

1 stop5h 56m

Hilton Head Island

mar. 4/22

1:15 pm-10:23 pm

2 stops10h 08m

$274

MinneapolisHilton Head Island

MSP - HHH

MSPHHH

Minneapolis St Paul

sáb. 4/5

6:34 am-12:17 pm

1 stop4h 43m

Hilton Head Island

vie. 4/11

6:06 pm-12:38 am

1 stop7h 32m

$299

MinneapolisHilton Head Island

MSP - HHH

MSPHHH

Minneapolis St Paul

sáb. 4/19

8:25 am-4:41 pm

1 stop7h 16m

Hilton Head Island

mar. 4/22

1:15 pm-8:53 pm

2 stops8h 38m

$304

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

jue. 3/6

6:47 am-2:16 pm

1 stop6h 29m

Hilton Head Island

lun. 3/10

5:59 pm-10:52 pm

1 stop5h 53m

$324

MadisonHilton Head Island

MSN - HHH

MSNHHH

Madison Truax Field

mar. 3/11

6:00 am-5:29 pm

2 stops10h 29m

Hilton Head Island

mar. 3/18

2:49 pm-11:13 pm

2 stops9h 24m

$380

AppletonHilton Head Island

ATW - HHH

ATWHHH

Appleton Intl

sáb. 3/22

2:39 pm-11:04 am

2 stops19h 25m

Hilton Head Island

mar. 3/25

11:34 am-7:39 pm

2 stops9h 05m

$498

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

lun. 4/28

7:40 pm-3:37 pm

2 stops18h 57m

Hilton Head Island

mié. 4/30

4:18 pm-7:50 am

2 stops16h 32m

$527

Green BayHilton Head Island

GRB - HHH

GRBHHH

Green Bay Austin-Straubel

mar. 7/15

5:25 pm-11:55 am

2 stops17h 30m

Hilton Head Island

mié. 7/23

12:00 pm-10:00 pm

1 stop11h 00m

$556

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 22 results
1
2
3

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

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

Travel insights for flights from Wisconsin to Hilton Head Island

Get recent, data-driven insights about flights from Wisconsin to Hilton Head Island including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Hilton Head Island (average of $275). Flying from Wisconsin to Hilton Head Island in March is currently the most expensive (average of $511). 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.

What is the cheapest time of day to fly from WI to HHH?

Find hourly flight availability from Wisconsin to Hilton Head Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated febrero 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Wisconsin to Hilton Head Island as you normally would.

Rainfall in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

Temperature in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hilton Head Island, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

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 febrero 20, 2025.
Read through reviews of airlines operating flights from Wisconsin to Hilton Head Island, such as Delta, United Airlines and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,219 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,219 reviews
Delta
8.0
Very good
8,219 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,765 reviews
Delta
8.0
Very good
8,219 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,219 reviews

Boarding

8.2

Entertainment

7.9

Comfort

8.0

Crew

8.5

Food

7.3

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Wisconsin 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.

  • What airport do you fly into for flights to Hilton Head Island from Wisconsin?

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

  • What are the cheapest airlines to fly from Wisconsin to Hilton Head Island one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $172. American Airlines flights start at $224 while deals on United Airlines start at $234 one-way.

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

    While some choose either Minneapolis St Paul - Hilton Head Island or Madison Truax Field - Hilton Head Island, Chicago O'Hare Intl - Hilton Head Island is the most popular route from Wisconsin to Hilton Head Island.

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Hilton Head Island (average of $275). Flying from Wisconsin to Hilton Head Island in March is currently the most expensive (average of $511). 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 Wisconsin?

Book flights to Wisconsin if you plan to visit one of these locations
Beaufort
Bluffton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Hilton Head Island

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Charlotte flights
Newark to Charlotte flights
LaGuardia to Charleston flights
John F Kennedy Intl to Charleston flights
Boston to Charlotte flights
Newark to Charleston flights
Boston to Charleston flights
Newark to Savannah flights
Newark to Myrtle Beach flights
John F Kennedy Intl to Savannah flights
LaGuardia to Charlotte flights
LaGuardia to Savannah flights
Boston to Savannah flights
O'Hare Intl to Charleston flights
O'Hare Intl to Savannah flights
O'Hare Intl to Charlotte flights
Denver to Charlotte flights
John F Kennedy Intl to Myrtle Beach flights
LaGuardia to Myrtle Beach flights
Minneapolis to Savannah flights
Dulles Intl to Charleston flights
Dulles Intl to Charlotte flights
Baltimore to Charleston flights
Reagan-National to Charleston flights
Philadelphia to Charleston flights
Detroit to Charleston flights
Baltimore to Charlotte flights
Denver to Charleston flights
Boston to Myrtle Beach flights
Minneapolis to Charleston flights
Hobby to Charlotte flights
Providence to Charleston flights
Detroit to Myrtle Beach flights
Seattle to Charleston flights
Philadelphia to Savannah flights
Minneapolis to Charlotte flights
White Plains to Charleston flights
Dulles Intl to Savannah flights
George Bush Intcntl to Charlotte flights
Dallas/Fort Worth to Charlotte flights
Los Angeles to Charlotte flights
Newark to Greenville flights
Fort Lauderdale to Charlotte flights
Seattle to Charlotte flights
Denver to Savannah flights
Baltimore to Savannah flights
Reagan-National to Savannah flights
LaGuardia to Greenville flights
O'Hare Intl to Myrtle Beach flights
Reagan-National to Charlotte flights

Top 2 airlines flying from Wisconsin to Hilton Head Island

Discover the top 2 airlines that operate flights from Wisconsin 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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$218Average$474FlexibilityNo cancel feeOn-time71%
DeltaCheapest$253Average$448FlexibilityNo cancel feeOn-timeN/A
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.