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$174+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MKE
Jul 12 — Jul 191
Sun 7/12
Sun 7/19
1 adult, Economy
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Cheap 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 June 12, 2026.

This American Airlines deal was found by Cheapflights users on 6/11. 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 7/22:03 pm
HHH
-
ORD
Nonstop2h 36m
American Airlines
Mon 7/610:00 am
ORD
-
HHH
Nonstop2h 33m
American Airlines
Deal found 6/11$269
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/911:47 am
HHH
-
ORD
1 stop6h 52m
American Airlines
Sun 7/125:07 am
ORD
-
HHH
1 stop6h 13m
American Airlines
Deal found 6/11$289
This Delta deal was found by Cheapflights users on 6/10. 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 7/1412:11 pm
HHH
-
ORD
1 stop7h 34m
Delta
Tue 7/216:00 am
ORD
-
HHH
2 stops8h 29m
Delta
Deal found 6/10$294
This Delta deal was found by Cheapflights users on 6/11. 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 7/312:13 pm
HHH
-
ORD
2 stops11h 35m
Delta
Tue 7/78:03 am
ORD
-
HHH
1 stop6h 26m
Delta
Deal found 6/11$314
This United Airlines deal was found by Cheapflights users on 6/11. 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 8/272:48 pm
HHH
-
MSP
1 stop6h 15m
United Airlines
Sun 8/306:00 am
MSP
-
HHH
1 stop7h 03m
United Airlines
Deal found 6/11$319
This American Airlines deal was found by Cheapflights users on 6/9. 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 7/22:03 pm
HHH
-
MKE
1 stop7h 28m
American Airlines
Sat 7/47:40 am
MKE
-
HHH
1 stop4h 41m
American Airlines
Deal found 6/9$319
This American Airlines deal was found by Cheapflights users on 6/9. 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 7/304:55 pm
HHH
-
ORD
1 stop6h 05m
American Airlines
Mon 8/35:07 am
ORD
-
HHH
1 stop5h 10m
American Airlines
Deal found 6/9$319
This Delta deal was found by Cheapflights users on 6/8. 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 7/214:14 pm
HHH
-
ORD
1 stop7h 22m
Delta
Tue 7/286:00 am
ORD
-
HHH
2 stops8h 29m
Delta
Deal found 6/8$324
This American Airlines deal was found by Cheapflights users on 6/11. 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 9/1711:07 am
HHH
-
ORD
1 stop4h 58m
American Airlines
Sun 9/205:20 am
ORD
-
HHH
1 stop6h 13m
American Airlines
Deal found 6/11$344
This American Airlines deal was found by Cheapflights users on 6/9. 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 7/312:03 pm
HHH
-
ORD
Nonstop2h 36m
American Airlines
Mon 8/310:00 am
ORD
-
HHH
Nonstop2h 33m
American Airlines
Deal found 6/9$346
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Mon 7/62:03 pm
HHH
-
MKE
1 stop6h 56m
American Airlines
Sun 7/127:01 am
MKE
-
HHH
1 stop6h 15m
American Airlines
Deal found 6/8$413
This American Airlines deal was found by Cheapflights users on 6/9. 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 6/2410:57 am
HHH
-
MSP
1 stop7h 15m
American Airlines
Sun 6/286:00 am
MSP
-
HHH
1 stop5h 26m
American Airlines
Deal found 6/9$417

Find 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 June 12, 2026.

Round-trip from

$269
(American Airlines)

One-way from

$174
(United Airlines)
From Hilton Head Island to Wisconsin
Search Deals
One-way flight from Hilton Head Island to Wisconsin
Search Deals

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 June 12, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 9/17

2:48 pm-5:05 pm

Nonstop3h 17m

Chicago O'Hare Intl

Sun 9/20

10:25 am-2:03 pm

Nonstop2h 38m

$269

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 11/11

2:51 pm-7:18 pm

1 stop5h 27m

Chicago O'Hare Intl

Wed 11/18

5:00 am-10:17 am

1 stop4h 17m

$289

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 7/14

12:11 pm-6:29 pm

2 stops7h 18m

Chicago O'Hare Intl

Tue 7/21

6:00 am-3:29 pm

2 stops8h 29m

$300

Hilton Head IslandMinneapolis

HHH - MSP

HHHMSP

Hilton Head Island

Thu 8/27

2:48 pm-8:03 pm

1 stop6h 15m

Minneapolis St Paul

Sun 8/30

6:00 am-2:03 pm

1 stop7h 03m

$319

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 7/21

4:14 pm-10:36 pm

1 stop7h 22m

Chicago O'Hare Intl

Tue 7/28

6:00 am-3:29 pm

2 stops8h 29m

$324

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 11/10

2:51 pm-7:18 pm

1 stop5h 27m

Chicago O'Hare Intl

Wed 11/18

10:15 am-6:09 pm

2 stops6h 54m

$381
Quickest round-trip

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Thu 7/9

2:03 pm-3:39 pm

Nonstop2h 36m

Chicago O'Hare Intl

Sun 7/12

9:59 am-1:32 pm

Nonstop2h 33m

$397

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Thu 7/2

2:03 pm-6:18 pm

1 stop5h 15m

Milwaukee-Mitchell

Sat 7/4

1:44 pm-12:20 pm

2 stops21h 36m

$408

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Mon 7/6

2:03 pm-7:59 pm

1 stop6h 56m

Milwaukee-Mitchell

Sun 7/12

7:01 am-2:16 pm

1 stop6h 15m

$413

Hilton Head IslandMinneapolis

HHH - MSP

HHHMSP

Hilton Head Island

Wed 6/24

10:57 am-5:12 pm

1 stop7h 15m

Minneapolis St Paul

Sun 6/28

6:00 am-12:26 pm

1 stop5h 26m

$417

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 38 resultsSorted by cheapest first
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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
No data available for this route at this time. Please check back soon.

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 3h 17m. Fly via United Airlines 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 - Chicago O'Hare Intl, Hilton Head Island - Milwaukee-Mitchell 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.

See more FAQs

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