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Hilton Head Island

$201+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HHH
Jan 27 — Feb 31
Mon 1/27
Mon 2/3
1 adult, Economy
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Cheap flight deals from Wisconsin to Hilton Head Island

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) 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 January 22, 2025.

Round-trip from

$229
(American Airlines)

One-way from

$201
(American Airlines)
From Wisconsin to Hilton Head Island
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One-way flight from Wisconsin to Hilton Head Island
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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 January 22, 2025.

This American Airlines deal was found by Cheapflights users on 1/22. 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 4/25:00 amORD - HHH
1 stop4h 24mAmerican Airlines
Tue 4/810:54 amHHH - ORD
1 stop6h 05mAmerican Airlines
Deal found 1/22$229
This United Airlines deal was found by Cheapflights users on 1/22. 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.
Sat 5/310:35 amORD - HHH
Nonstop2h 24mUnited Airlines
Sat 5/105:00 pmHHH - ORD
Nonstop2h 44mUnited Airlines
Deal found 1/22$280
This American Airlines deal was found by Cheapflights users on 1/22. 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 2/256:00 amMSP - HHH
1 stop7h 16mAmerican Airlines
Mon 3/36:01 pmHHH - MSP
1 stop7h 40mAmerican Airlines
Deal found 1/22$299
This American Airlines deal was found by Cheapflights users on 1/22. 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 2/69:00 amMKE - HHH
2 stops7h 35mAmerican Airlines
Mon 2/106:05 pmHHH - MKE
1 stop4h 47mAmerican Airlines
Deal found 1/22$329
This United Airlines deal was found by Cheapflights users on 1/22. 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.
Sat 5/38:20 amMKE - HHH
1 stop4h 39mUnited Airlines
Sat 5/105:00 pmHHH - MKE
1 stop6h 15mUnited Airlines
Deal found 1/22$359
This Delta deal was found by Cheapflights users on 1/22. 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.
Tue 4/226:10 amMSP - HHH
2 stops9h 31mDelta
Tue 4/291:15 pmHHH - MSP
2 stops8h 43mDelta
Deal found 1/22$378
This Delta deal was found by Cheapflights users on 1/22. 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.
Sun 9/147:00 amORD - HHH
2 stops8h 42mDelta
Wed 9/245:30 pmHHH - ORD
1 stop6h 16mDelta
Deal found 1/22$414
This American Airlines deal was found by Cheapflights users on 1/22. 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 3/295:00 amATW - HHH
1 stop4h 24mAmerican Airlines
Wed 4/25:59 pmHHH - ATW
1 stop6h 12mAmerican Airlines
Deal found 1/22$433
This American Airlines deal was found by Cheapflights users on 1/21. 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 9/217:17 amMSN - HHH
1 stop6h 07mAmerican Airlines
Mon 9/294:07 pmHHH - MSN
1 stop6h 21mAmerican Airlines
Deal found 1/21$444
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Sat 4/58:00 amMSP - HHH
1 stop4h 59mUnited Airlines
Tue 4/84:18 pmHHH - MSP
2 stops17h 26mUnited Airlines
Deal found 1/20$466
This American Airlines deal was found by Cheapflights users on 1/21. 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 2/56:00 amGRB - HHH
2 stops10h 35mAmerican Airlines
Sun 2/96:05 pmHHH - GRB
2 stops18h 00mAmerican Airlines
Deal found 1/21$482
This United Airlines deal was found by Cheapflights users on 1/21. 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.
Sun 9/217:00 amMSN - HHH
2 stops31h 31mUnited Airlines
Mon 9/294:19 pmHHH - MSN
3 stops29h 35mUnited Airlines
Deal found 1/21$950

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 January 22, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Wed 4/2

5:00 am-10:24 am

1 stop4h 24m

Hilton Head Island

Tue 4/8

10:54 am-3:59 pm

1 stop6h 05m

$229

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 5/3

10:35 am-1:59 pm

Nonstop2h 24m

Hilton Head Island

Sat 5/10

5:00 pm-6:44 pm

Nonstop2h 44m

$280

MinneapolisHilton Head Island

MSP - HHH

MSPHHH

Minneapolis St Paul

Tue 2/25

6:00 am-2:16 pm

1 stop7h 16m

Hilton Head Island

Mon 3/3

6:01 pm-12:41 am

1 stop7h 40m

$299

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Thu 2/6

9:00 am-5:35 pm

2 stops7h 35m

Hilton Head Island

Mon 2/10

6:05 pm-9:52 pm

1 stop4h 47m

$329

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 5/3

8:20 am-1:59 pm

1 stop4h 39m

Hilton Head Island

Sat 5/10

5:00 pm-10:15 pm

1 stop6h 15m

$359

MinneapolisHilton Head Island

MSP - HHH

MSPHHH

Minneapolis St Paul

Tue 4/22

6:10 am-4:41 pm

2 stops9h 31m

Hilton Head Island

Tue 4/29

1:15 pm-8:58 pm

2 stops8h 43m

$378

AppletonHilton Head Island

ATW - HHH

ATWHHH

Appleton Intl

Sat 3/29

5:00 am-10:24 am

1 stop4h 24m

Hilton Head Island

Wed 4/2

5:59 pm-11:11 pm

1 stop6h 12m

$433

Green BayHilton Head Island

GRB - HHH

GRBHHH

Green Bay Austin-Straubel

Wed 2/5

6:00 am-5:35 pm

2 stops10h 35m

Hilton Head Island

Sun 2/9

6:05 pm-11:05 am

2 stops18h 00m

$482

MadisonHilton Head Island

MSN - HHH

MSNHHH

Madison Truax Field

Wed 2/5

7:10 am-2:18 pm

1 stop6h 08m

Hilton Head Island

Sun 2/9

6:05 pm-11:13 am

2 stops18h 08m

$483

MinneapolisHilton Head Island

MSP - HHH

MSPHHH

Minneapolis St Paul

Tue 4/22

6:00 am-3:37 pm

2 stops8h 37m

Hilton Head Island

Tue 4/29

4:18 pm-10:34 am

3 stops19h 16m

$552

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 18 results
1
2

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 $526). 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 January 22, 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 January 22, 2025.
Read through reviews of airlines operating flights from Wisconsin to Hilton Head Island, such as American Airlines and United 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
8,514 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 10

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

Delta
8.0
Very good
8,514 reviews
Delta
8.0
Very good
8,514 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 10

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

United Airlines
7.4
Good
8,975 reviews
Delta
8.0
Very good
8,514 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 10

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
8,514 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 10

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 American Airlines, which is currently one of the cheapest options available, starting at $201. Delta flights start at $207 while deals on United Airlines start at $224 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 Appleton Intl - 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 $526). 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

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Alternative routes for Wisconsin to Hilton Head Island

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Top 3 airlines flying from Wisconsin to Hilton Head Island

Discover the top 3 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 January 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$103Average$155FlexibilityNo cancel feeOn-time88%
American AirlinesCheapest$218Average$466FlexibilityNo cancel feeOn-time71%
DeltaCheapest$253Average$448FlexibilityNo cancel feeOn-timeN/A
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