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$199+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MKE
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$309
(American Airlines)

One-way from

$199
(American Airlines)
From Hilton Head Island to Wisconsin
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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 September 16, 2025.

This Delta deal was found by Cheapflights users on 9/16. 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.
Fri 10/34:05 pmHHH - ORD
1 stop5h 30mDelta
Mon 10/69:42 amORD - HHH
1 stop4h 48mDelta
Deal found 9/16$259
This Delta deal was found by Cheapflights users on 9/15. 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 9/2312:14 pmHHH - MKE
1 stop5h 00mDelta
Tue 9/3010:29 amMKE - HHH
1 stop3h 56mDelta
Deal found 9/15$284
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/312:52 pmHHH - ORD
1 stop6h 10mAmerican Airlines
Wed 12/106:45 amORD - HHH
1 stop7h 12mAmerican Airlines
Deal found 9/14$309
This American Airlines deal was found by Cheapflights users on 9/15. 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 9/3011:04 amHHH - ORD
1 stop5h 46mAmerican Airlines
Sat 10/410:00 amORD - HHH
Nonstop2h 27mAmerican Airlines
Deal found 9/15$329
This Delta deal was found by Cheapflights users on 9/16. 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.
Wed 10/2212:17 pmHHH - MSP
2 stops8h 41mDelta
Sun 10/267:00 amMSP - HHH
1 stop7h 30mDelta
Deal found 9/16$333
This American Airlines deal was found by Cheapflights users on 9/16. 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 11/1312:19 pmHHH - ORD
1 stop4h 46mAmerican Airlines
Wed 11/196:46 amORD - HHH
1 stop4h 43mAmerican Airlines
Deal found 9/16$336
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/215:21 pmHHH - MSP
1 stop6h 50mAmerican Airlines
Tue 10/286:00 amMSP - HHH
1 stop5h 15mAmerican Airlines
Deal found 9/16$339
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/215:21 pmHHH - MSP
2 stops7h 29mAmerican Airlines
Sat 10/256:00 amMSP - HHH
1 stop4h 32mAmerican Airlines
Deal found 9/16$344
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/213:32 pmHHH - MSP
2 stops9h 18mAmerican Airlines
Wed 10/296:18 amMSP - HHH
2 stops9h 33mAmerican Airlines
Deal found 9/16$349
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/175:57 pmHHH - MSP
1 stop7h 12mAmerican Airlines
Wed 10/2211:20 amMSP - HHH
1 stop4h 31mAmerican Airlines
Deal found 9/16$354
This Delta deal was found by Cheapflights users on 9/16. 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 9/2512:14 pmHHH - ORD
2 stops9h 06mDelta
Sun 9/287:20 amORD - HHH
1 stop7h 05mDelta
Deal found 9/16$357
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/253:02 pmHHH - MSP
2 stops9h 48mAmerican Airlines
Wed 10/2911:20 amMSP - HHH
1 stop4h 31mAmerican Airlines
Deal found 9/16$359

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 September 16, 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 IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Fri 10/3

4:05 pm-8:35 pm

1 stop5h 30m

Chicago O'Hare Intl

Mon 10/6

9:42 am-3:30 pm

1 stop4h 48m

$259

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 12/3

12:52 pm-6:02 pm

1 stop6h 10m

Chicago O'Hare Intl

Wed 12/10

6:45 am-2:57 pm

1 stop7h 12m

$309

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Fri 9/26

4:05 pm-10:23 pm

1 stop7h 18m

Chicago O'Hare Intl

Mon 9/29

9:50 am-3:25 pm

1 stop4h 35m

$309

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 9/30

11:04 am-3:50 pm

1 stop5h 46m

Chicago O'Hare Intl

Sat 10/4

10:00 am-1:27 pm

Nonstop2h 27m

$329

Hilton Head IslandMinneapolis

HHH - MSP

HHHMSP

Hilton Head Island

Wed 10/22

12:17 pm-7:58 pm

2 stops8h 41m

Minneapolis St Paul

Sun 10/26

7:00 am-3:30 pm

1 stop7h 30m

$333

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 11/13

12:19 pm-4:05 pm

1 stop4h 46m

Chicago O'Hare Intl

Wed 11/19

6:46 am-12:29 pm

1 stop4h 43m

$336

Hilton Head IslandMinneapolis

HHH - MSP

HHHMSP

Hilton Head Island

Tue 10/21

5:21 pm-11:11 pm

1 stop6h 50m

Minneapolis St Paul

Mon 10/27

9:58 am-5:27 pm

1 stop6h 29m

$339

Hilton Head IslandMinneapolis

HHH - MSP

HHHMSP

Hilton Head Island

Thu 10/16

5:57 pm-12:09 am

1 stop7h 12m

Minneapolis St Paul

Tue 10/21

11:20 am-4:51 pm

1 stop4h 31m

$339

Hilton Head IslandMinneapolis

HHH - MSP

HHHMSP

Hilton Head Island

Tue 10/21

5:21 pm-11:11 pm

1 stop6h 50m

Minneapolis St Paul

Wed 10/29

11:20 am-4:51 pm

1 stop4h 31m

$339

Hilton Head IslandMinneapolis

HHH - MSP

HHHMSP

Hilton Head Island

Fri 10/17

3:02 pm-11:50 pm

2 stops9h 48m

Minneapolis St Paul

Wed 10/22

11:20 am-4:51 pm

1 stop4h 31m

$344

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 30 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.

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.

  • How long is the flight from Hilton Head Island to Wisconsin?

    There are many flights that can get you from Hilton Head Island to Wisconsin in 5h 30m. Fly via Delta or American Airlines to get the fastest option. Hilton Head Island and Wisconsin are separated by a distance of 781 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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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