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$144+ Cheap flights from Hilton Head Island (HHH) to Wisconsin

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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MKE
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Wisconsin

Keep the following information in mind while searching for Hilton Head Island to Wisconsin flight deals. Data was last updated July 30, 2025.

Round-trip from

$249
(American Airlines)

One-way from

$144
(American Airlines)
From Hilton Head Island to Wisconsin
Search Deals
One-way flight from Hilton Head Island to Wisconsin
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Find flight deals from Hilton Head Island to Wisconsin

Cheapest flights from Hilton Head Island to Wisconsin
Explore the most affordable flight options available from Hilton Head Island to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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 9/265:20 pmHHH - MKE
1 stop6h 40mAmerican Airlines
Tue 9/308:00 amMKE - HHH
1 stop5h 56mAmerican Airlines
Deal found 7/30$249
This American Airlines deal was found by Cheapflights users on 7/29. 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 8/135:28 pmHHH - MSP
1 stop5h 11mAmerican Airlines
Sun 8/176:00 amMSP - HHH
1 stop5h 44mAmerican Airlines
Deal found 7/29$287
This Delta deal was found by Cheapflights users on 7/30. 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.
Thu 8/2112:11 pmHHH - ORD
1 stop5h 17mDelta
Tue 8/269:47 amORD - HHH
1 stop4h 35mDelta
Deal found 7/30$314
This American Airlines deal was found by Cheapflights users on 7/29. 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 12/64:09 pmHHH - ORD
1 stop6h 33mAmerican Airlines
Mon 12/87:00 amORD - HHH
1 stop6h 16mAmerican Airlines
Deal found 7/29$336
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Thu 9/1812:06 pmHHH - ORD
2 stops20h 28mUnited Airlines
Sun 9/2110:35 amORD - HHH
2 stops23h 50mUnited Airlines
Deal found 7/28$617

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Wisconsin 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 July 30, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Wisconsin that are best for you.

Fly from

Hilton Head Island

Fly to

Wisconsin

Route

Depart

Return

Price

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Fri 9/26

5:20 pm-11:00 pm

1 stop6h 40m

Milwaukee-Mitchell

Tue 9/30

8:00 am-2:56 pm

1 stop5h 56m

$249

Hilton Head IslandMinneapolis

HHH - MSP

HHHMSP

Hilton Head Island

Wed 8/13

5:28 pm-9:39 pm

1 stop5h 11m

Minneapolis St Paul

Sun 8/17

6:00 am-12:44 pm

1 stop5h 44m

$287

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 8/21

12:11 pm-4:28 pm

1 stop5h 17m

Chicago O'Hare Intl

Tue 8/26

9:47 am-3:22 pm

1 stop4h 35m

$314

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Sat 12/6

4:09 pm-9:42 pm

1 stop6h 33m

Chicago O'Hare Intl

Mon 12/8

7:00 am-2:16 pm

1 stop6h 16m

$336

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 9/18

12:06 pm-7:34 am

2 stops20h 28m

Chicago O'Hare Intl

Sun 9/21

10:35 am-11:25 am

2 stops23h 50m

$617

Hilton Head IslandMinneapolis

HHH - MSP

HHHMSP

Hilton Head Island

Fri 10/17

5:57 pm-12:06 am

1 stop7h 09m

$144

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Fri 9/26

4:05 pm-9:10 am

2 stops18h 05m

$181

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 10/28

5:21 pm-9:11 am

2 stops16h 50m

$223

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Fri 8/8

3:58 pm-9:15 pm

1 stop6h 17m

$320

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Sat 9/27

12:21 pm-6:34 pm

1 stop7h 13m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 12 results
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Best time to book a flight from Hilton Head Island to Wisconsin

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

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

Currently, February is the cheapest month in which you can book a flight from Hilton Head Island to Wisconsin (average of $280). Flying from Hilton Head Island to Wisconsin in June is currently the most expensive (average of $376). 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.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated July 30, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Hilton Head Island to Wisconsin have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,980 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Comfort

7.9

Overall

8.0

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Wisconsin. 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 Wisconsin?

    Hilton Head Island (HHH), located 3.3 mi from the city center, is the airport you fly out of when you book flights from Hilton Head Island to Wisconsin.

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

    $144 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $181 and $322, respectively.

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

    When deciding which route to take from Hilton Head Island to Wisconsin consider Hilton Head Island - Milwaukee-Mitchell, Hilton Head Island - Chicago O'Hare Intl or Hilton Head Island - Minneapolis St Paul as they are the most popular.

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

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

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

    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 Wisconsin.

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

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

    Currently, February is the cheapest month in which you can book a flight from Hilton Head Island to Wisconsin (average of $280). Flying from Hilton Head Island to Wisconsin in June is currently the most expensive (average of $376). 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

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Alternative routes for Hilton Head Island to Wisconsin

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Top airline flying from Hilton Head Island to Wisconsin

Discover the top airline that operate flights from Hilton Head Island to Wisconsin. 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$328Average$363FlexibilityNo cancel feeOn-time71%

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