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$341+ Cheap flights from Hilton Head Island to Milwaukee (HHH - MKE)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MKE
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to Milwaukee (MKE). 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 November 20, 2025.

Round-trip from

$341
(American Airlines)
From Hilton Head Island to Milwaukee-Mitchell
Search Deals

Find flight deals from Hilton Head Island to Milwaukee

Best flights from Hilton Head Island to Milwaukee
Discover carefully curated flight deals from Hilton Head Island to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 20, 2025.

This American Airlines deal was found by Cheapflights users on 11/19. 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.
Sat 2/2111:03 amHHH - MKE
2 stops5h 54mAmerican Airlines
Sat 2/287:00 amMKE - HHH
1 stop6h 28mAmerican Airlines
Deal found 11/19$341
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Sat 2/2111:03 amHHH - MKE
2 stops5h 54mAmerican Airlines
Tue 2/248:00 amMKE - HHH
1 stop6h 09mAmerican Airlines
Deal found 11/19$358
This American Airlines deal was found by Cheapflights users on 11/18. 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 4/164:05 pmHHH - MKE
1 stop6h 07mAmerican Airlines
Mon 4/207:26 amMKE - HHH
1 stop5h 54mAmerican Airlines
Deal found 11/18$463

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Milwaukee 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 November 20, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Milwaukee that are best for you.

Fly from

Hilton Head Island

Fly to

Milwaukee

Route

Depart

Return

Price

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Sat 2/21

11:03 am-3:57 pm

2 stops5h 54m

Milwaukee-Mitchell

Sat 2/28

7:00 am-2:28 pm

1 stop6h 28m

$341

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Sat 2/21

11:03 am-3:57 pm

2 stops5h 54m

Milwaukee-Mitchell

Tue 2/24

8:00 am-3:09 pm

1 stop6h 09m

$358

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Thu 4/16

4:05 pm-9:12 pm

1 stop6h 07m

Milwaukee-Mitchell

Mon 4/20

7:26 am-2:20 pm

1 stop5h 54m

$463

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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

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

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

Currently, April is the cheapest month in which you can book a flight from Hilton Head Island to Milwaukee (average of $76). Flying from Hilton Head Island to Milwaukee in January is currently the most expensive (average of $263). 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 Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Departing from Hilton Head Island to Milwaukee will take you 5h 54m. The distance between Hilton Head Island and Milwaukee is about 838 mi.

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

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

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

    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 Milwaukee.

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

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

    Currently, April is the cheapest month in which you can book a flight from Hilton Head Island to Milwaukee (average of $76). Flying from Hilton Head Island to Milwaukee in January is currently the most expensive (average of $263). 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 Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
New Berlin
Oak Creek
Wauwatosa

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