A person sitting on a beach chair with a laptop, surrounded by sand and sparse vegetation.

$220 Cheap Flights from Milwaukee (MKE) to Hilton Head Island (HHH)

View $220 flight on Thu, Nov 12, 2026Opens in a new window

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

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

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

Prices were available within the past 7 days and start at $220 for one-way flights and $271 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Dec 1 - Sat, Dec 5
MKE
Milwaukee
HHH
Hilton Head Island
$271 Roundtrip, found 15 hours ago
$271
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Dec 1 from Milwaukee to Hilton Head Island, returning Sat, Dec 5, priced at $271 found 15 hours ago
American Airlines
Sat, Jan 9 - Mon, Jan 11
MKE
Milwaukee
HHH
Hilton Head Island
$295 Roundtrip, found 6 hours ago
$295
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sat, Jan 9 from Milwaukee to Hilton Head Island, returning Mon, Jan 11, priced at $295 found 6 hours ago
Delta
Sat, Oct 31 - Tue, Nov 3
MKE
Milwaukee
HHH
Hilton Head Island
$315 Roundtrip, found 8 hours ago
$315
Roundtrip
found 8 hours ago
Select Delta flight, departing Sat, Oct 31 from Milwaukee to Hilton Head Island, returning Tue, Nov 3, priced at $315 found 8 hours ago
American Airlines
Mon, Nov 23 - Thu, Dec 3
MKE
Milwaukee
HHH
Hilton Head Island
$319 Roundtrip, found 5 hours ago
$319
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Mon, Nov 23 from Milwaukee to Hilton Head Island, returning Thu, Dec 3, priced at $319 found 5 hours ago
American Airlines
Mon, Nov 23 - Thu, Dec 3
MKE
Milwaukee
HHH
Hilton Head Island
$320 Roundtrip, found 2 days ago
$320
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Nov 23 from Milwaukee to Hilton Head Island, returning Thu, Dec 3, priced at $320 found 2 days ago
United
Sat, Oct 3 - Sat, Oct 10
MKE
Milwaukee
HHH
Hilton Head Island
$334 Roundtrip, found 2 days ago
$334
Roundtrip
found 2 days ago
Select United flight, departing Sat, Oct 3 from Milwaukee to Hilton Head Island, returning Sat, Oct 10, priced at $334 found 2 days ago
United
Tue, Sep 29 - Sat, Oct 3
MKE
Milwaukee
HHH
Hilton Head Island
$339 Roundtrip, found 1 hour ago
$339
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Sep 29 from Milwaukee to Hilton Head Island, returning Sat, Oct 3, priced at $339 found 1 hour ago
American Airlines
Mon, Nov 9 - Sat, Nov 14
MKE
Milwaukee
HHH
Hilton Head Island
$346 Roundtrip, found 21 hours ago
$346
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Mon, Nov 9 from Milwaukee to Hilton Head Island, returning Sat, Nov 14, priced at $346 found 21 hours ago
United
Sat, Oct 3 - Sat, Oct 10
MKE
Milwaukee
HHH
Hilton Head Island
$346 Roundtrip, found 2 days ago
$346
Roundtrip
found 2 days ago
Select United flight, departing Sat, Oct 3 from Milwaukee to Hilton Head Island, returning Sat, Oct 10, priced at $346 found 2 days ago
American Airlines
Tue, Dec 1 - Sat, Dec 5
MKE
Milwaukee
HHH
Hilton Head Island
$351 Roundtrip, found 15 hours ago
$351
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Dec 1 from Milwaukee to Hilton Head Island, returning Sat, Dec 5, priced at $351 found 15 hours ago

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. Cheapest option available. Average driving time to city center is 59 minutes. Flights from $428
SAV
Savannah - Hilton Head Intl.
Cheapest
Average driving time to city center59 min
Flights from $428

What you need to know for your flight from General Mitchell Intl. to Hilton Head Island

Milwaukee (MKE) to Hilton Head Island (HHH) at a glance

Explore a range of flights from Milwaukee (MKE) to Hilton Head Island (HHH) on this domestic short-haul route. Whether you're seeking cheap flights from Milwaukee or prefer full-service options, you can compare itineraries that align with your budget and travel plans. Discover the beautiful sights and neighborhoods of Hilton Head Island while finding essential details for your journey from General Mitchell International Airport (MKE) to Hilton Head Island Airport (HHH).

  • Fastest flight duration: around 3h 30m in-flight, plus roughly 1h 15m layover with one stop
  • Route distance: roughly 800 miles (1,290 km)
  • Flights per week: around 7 departures on average
  • Typical fares (one-way): economy tickets often range from $115–$420, depending on seasonality and how far ahead you book

Flights from General Mitchell International Airport (MKE) to Hilton Head Island Airport (HHH)

Based on the latest traveler bookings, here are the top airlines flying from Milwaukee to Hilton Head Island, frequently selected for their one-stop options. Popular layover points include Charlotte-Douglas International Airport (CLT) with a layover of approximately 1 hour and 45 minutes, Hartsfield-Jackson Atlanta International Airport (ATL) at about 50 minutes, and O'Hare International Airport (ORD) with a 1-hour layover. These choices allow you to customize your itinerary by balancing price, total travel time, and cabin class.

  • American Airlines: This major airline provides a full-service experience with one-stop options, featuring one-way fares generally between $115 and $430. It operates about 74% of the flights on this route, with an in-flight duration of 3 hours and 30 minutes, leading to an overall travel time of around 5 hours, including layover.
  • Delta: As a full-service airline, Delta offers one-stop service with one-way ticket prices typically ranging from $120 to $340. It represents roughly 14% of departures on this route, with a flight time of 3 hours and 30 minutes, resulting in a total journey duration of about 5 hours, including layover.
  • United: Another full-service option, United Airlines provides one-stop service, with one-way fares usually between $185 and $365. This airline accounts for around 12% of the departures for this route, with an in-flight time of 3 hours and 30 minutes, leading to a total travel time of approximately 5 hours, including the layover.

Alternative route from Milwaukee (MKE) to Hilton Head Island (HHH)

  • Milwaukee to Savannah (MKE-SAV): Savannah - Hilton Head International Airport (SAV) lies approximately 31 miles from Hilton Head Island Airport (HHH). One-way economy tickets for this journey generally fall between $120 and $445, based on the travel season and booking timing. Passengers can choose from both non-stop and one-stop flights, with common layover points at Hartsfield-Jackson Atlanta International Airport (ATL) and Charlotte-Douglas International Airport (CLT). Leading airlines for this route include Delta and American Airlines, and first-class service is also offered.

How to find the best prices for flights from Milwaukee (MKE) to Hilton Head Island (HHH)

Getting some of the best deals on flights from Milwaukee to Hilton Head Island is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually found when booking at least two months in advance, which is when most travelers make their reservations. Morning departures, between 5 a.m. and 12 p.m., tend to be less expensive and are also the most popular flight times. Additionally, flying on Wednesday often results in lower prices, although Saturday remains the most popular travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find Hilton Head Island hotel and flight deals.
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at Hilton Head Island Airport from General Mitchell International Airport

Hilton Head Island welcomes travelers from Milwaukee with a range of transport options based on price, convenience, and proximity. Here's how to reach Hilton Head Island efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Hilton Head Island, with options including free hotel shuttles and private rides, which can be arranged in advance with your hotel.
  • Car rental: Renting a car from Hilton Head Island Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at Hilton Head Island Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From Hilton Head Island Airport, St Phillips Island Seaport, a seaport, is located about 6.4 miles from the airport.

Frequently asked questions

How much does a flight from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH) cost?
You can find cheap one-way flights from $220 and cheap return flights from $271 Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH) with Expedia. One-way flights generally range between $146 and $530, and roundtrip flights usually range from $347 to $931. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH)?
The cheapest month to fly from MKE to HHH is December when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH)?
Enter MKE to HHH and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH)?
American Airlines is one of the cheapest airlines offering connecting flights from Milwaukee (MKE) to Hilton Head Island (HHH), with round-trip tickets starting from around $283 with a layover in Ronald Reagan Washington National (DCA). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH)?
To find a cheap flight from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
What is the earliest flight from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from MKE to HHH. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH)?
The most popular departure times for flights from Milwaukee (MKE) to Hilton Head Island (HHH) are in the early morning, from 6am to 9am. This time window accounts for around 71% of total traffic. Many major carriers, including American Airlines and United Airlines, operate during this period. This timing is favored because it allows travelers to arrive at their destination early in the day.
How long does it take to fly from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH)?
A flight from MKE to HHH with a layover takes around 6 hours 20 minutes, with the route covering approximately 839 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH)?
Select the "Business class" and "First class" filters when looking for MKE to HHH flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH) flight with Expedia?
It's easy to earn miles on a Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH) at the last minute?
Typically, booking a last minute flight from Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH) flight and hotel package?
Securing a Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH) Hilton Head Island Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays 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 Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH)?
If you booked your Milwaukee, WI (MKE-General Mitchell Intl.) to Hilton Head Island, SC (HHH) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head 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
$270
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 2026. You can also book with separate airlines for your outbound and return journeys, from $220 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

*Flight schedules are subject to change.

*Available to One Key members.

 

Explore a world of travel with Expedia