$187 Cheap Flights from Milwaukee (MKE) to Hilton Head Island (HHH)

View $187 flight on Thu, Dec 18, 2025Opens in a new window

Popular airlines from General Mitchell Intl. Airport (MKE) to Hilton Head Island Airport (HHH)

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Cheap Flights from Milwaukee to Hilton Head Island (MKE-HHH)

Prices were available within the past 7 days and start at $187 for one-way flights and $249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, Dec 12 - Tue, Dec 23
MKE
Milwaukee
HHH
Hilton Head Island
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Dec 12 from Milwaukee to Hilton Head Island, returning Tue, Dec 23, priced at $249 found 1 day ago
Delta
Wed, May 27 - Wed, Jun 10
MKE
Milwaukee
HHH
Hilton Head Island
$254 Roundtrip, found 4 days ago
$254
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, May 27 from Milwaukee to Hilton Head Island, returning Wed, Jun 10, priced at $254 found 4 days ago
American Airlines
Sat, Feb 7 - Sat, Feb 14
MKE
Milwaukee
HHH
Hilton Head Island
$259 Roundtrip, found 2 days ago
$259
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Feb 7 from Milwaukee to Hilton Head Island, returning Sat, Feb 14, priced at $259 found 2 days ago
American Airlines
Thu, Nov 13 - Thu, Nov 20
MKE
Milwaukee
HHH
Hilton Head Island
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Nov 13 from Milwaukee to Hilton Head Island, returning Thu, Nov 20, priced at $264 found 1 day ago
Delta
Tue, Apr 28 - Wed, May 13
MKE
Milwaukee
HHH
Hilton Head Island
$266 Roundtrip, found 3 days ago
$266
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Apr 28 from Milwaukee to Hilton Head Island, returning Wed, May 13, priced at $266 found 3 days ago
Delta
Wed, May 27 - Sat, Jun 6
MKE
Milwaukee
HHH
Hilton Head Island
$271 Roundtrip, found 4 days ago
$271
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, May 27 from Milwaukee to Hilton Head Island, returning Sat, Jun 6, priced at $271 found 4 days ago
Delta
Sun, May 24 - Wed, Jun 10
MKE
Milwaukee
HHH
Hilton Head Island
$274 Roundtrip, found 4 days ago
$274
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, May 24 from Milwaukee to Hilton Head Island, returning Wed, Jun 10, priced at $274 found 4 days ago
American Airlines
Sat, Jan 3 - Wed, Jan 7
MKE
Milwaukee
HHH
Hilton Head Island
$290 Roundtrip, found 19 hours ago
$290
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sat, Jan 3 from Milwaukee to Hilton Head Island, returning Wed, Jan 7, priced at $290 found 19 hours ago
Delta
Sun, May 24 - Sat, Jun 6
MKE
Milwaukee
HHH
Hilton Head Island
$291 Roundtrip, found 4 days ago
$291
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, May 24 from Milwaukee to Hilton Head Island, returning Sat, Jun 6, priced at $291 found 4 days ago
United
Wed, Apr 22 - Sat, Apr 25
MKE
Milwaukee
HHH
Hilton Head Island
$511 Roundtrip, found 3 hours ago
$511
Roundtrip
found 3 hours ago
Select United flight, departing Wed, Apr 22 from Milwaukee to Hilton Head Island, returning Sat, Apr 25, priced at $511 found 3 hours ago

Find the cheapest month to fly from Milwaukee (MKE) to Hilton Head Island (HHH)

December is typically the cheapest month to fly

From $198 - $707 per traveler.

Alternative airports near Hilton Head Island

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Savannah - Hilton Head Intl. SAV. Average driving time to city center is 59 minutes. Flights from $459
SAV
Savannah - Hilton Head Intl.
Average driving time to city center59 min
Flights from $459

Frequently asked questions

How much does a flight from General Mitchell Intl. Airport (MKE) to Hilton Head Island Airport (HHH) cost?
Snag a cheap one-way flight from $187 or cheap return flight from $249 from General Mitchell Intl. Airport (MKE) to Hilton Head Island Airport (HHH) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from General Mitchell Intl. Airport (MKE) to Hilton Head Island Airport (HHH)?
Planning your getaway for December is a good way to save, as it's the cheapest month for flights between MKE and HHH. You'll often find the lowest fares during the off-season.
What is the cheapest airline that flies from General Mitchell Intl. Airport (MKE) to Hilton Head Island Airport (HHH)?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll fly you from MKE to HHH. Then, sort your results by "Price (lowest to highest)" to snag the best deal available.
How many flights per day from General Mitchell Intl. Airport (MKE) to Hilton Head Island Airport (HHH)?
You'll have to book a flight with a layover when traveling from General Mitchell Intl. Airport (MKE) to Hilton Head Island Airport (HHH). Direct flights don't operate daily on this route. However, simply filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from MKE to HHH?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can vary depending on a range of factors, such as the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from General Mitchell Intl. Airport (MKE) to Hilton Head Island Airport (HHH)?
Select a flight from General Mitchell Intl. Airport (MKE) to Hilton Head Island Airport (HHH) that takes off before 3 PM to reduce the likelihood of delays and cancellations. Departures after this hour have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from General Mitchell Intl. Airport (MKE) to Hilton Head Island Airport (HHH) last-minute?
Last-minute bookings from MKE to HHH are generally more expensive. To lock in the best rates, start searching for flights early. That said, if you're flexible with your travel dates, it's possible to score a cheap fare right before your trip.
Is it cheaper to book a MKE to HHH flight and hotel package?
Booking a MKE to HHH flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip all in one place. Choose from our wide range of accommodations and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from General Mitchell Intl. Airport (MKE) to Hilton Head Island Airport (HHH)?
If you reserved your MKE to HHH flight within the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the ticket type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you'd like more information.

Travel information

Origin airport
General Mitchell Intl.
Destination airport
Hilton Head Island
Airlines serving
American Airlines, Delta, United
Roundtrip price
$248
Distance
838 mi

Book with confidence

Milwaukee to Hilton Head Island Flights

The cheapest times to fly from Milwaukee to Hilton Head Island

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Milwaukee to Hilton Head Island are during the month of December. You can find some of the cheapest flights from Milwaukee to Hilton Head Island with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Milwaukee to Hilton Head Island

Sunday is one of the best days to book for cheap flights from Milwaukee to Hilton Head Island: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Milwaukee to Hilton Head Island

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Milwaukee to Hilton Head Island in 2025. You can also book with separate airlines for your outbound and return journeys, from $187 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Milwaukee to Hilton Head Island flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Milwaukee to Hilton Head Island airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Milwaukee to Hilton Head Island Flights

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*Available to One Key members.