Cheap flights from Milwaukee to Hilton Head Island from $201

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to Hilton Head Island departing on 12/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

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American Airlines Logo
6:12 am - 12:20 pmMKE-HHH
5h 08m1 stop
American Airlines Logo
12:54 pm - 9:23 pmHHH-MKE
9h 29m2 stops
$288American Airlines
Find Deal
Tue, Jan 6 - Sat, Jan 10
American Airlines Logo
6:11 am - 2:59 pmMKE-HHH
7h 48m2 stops
American Airlines Logo
12:54 pm - 9:59 pmHHH-MKE
10h 05m2 stops
$293American Airlines
Find Deal
Tue, Jan 6 - Sat, Jan 10
American Airlines Logo
6:06 am - 12:20 pmMKE-HHH
5h 14m1 stop
American Airlines Logo
3:29 pm - 11:35 pmHHH-MKE
9h 06m2 stops
$358American Airlines
Find Deal
Sat, Jan 31 - Tue, Feb 3
American Airlines Logo
6:00 am - 2:59 pmMKE-HHH
7h 59m2 stops
American Airlines Logo
12:51 pm - 9:59 pmHHH-MKE
10h 08m2 stops
$363American Airlines
Find Deal
Sat, Jan 31 - Tue, Feb 3
American Airlines Logo
7:00 am - 2:27 pmMKE-HHH
6h 27m1 stop
American Airlines Logo
3:31 pm - 9:43 pmHHH-MKE
7h 12m1 stop
$369American Airlines
Find Deal
Sat, Mar 7 - Tue, Mar 10
American Airlines Logo
7:00 am - 2:27 pmMKE-HHH
6h 27m1 stop
American Airlines Logo
5:19 pm - 11:24 pmHHH-MKE
7h 05m2 stops
$374American Airlines
Find Deal
Sat, Mar 7 - Tue, Mar 10
American Airlines Logo
6:14 am - 11:17 amMKE-HHH
4h 03m1 stop
American Airlines Logo
7:08 pm - 11:01 pmHHH-MKE
4h 53m1 stop
$389American Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10
American Airlines Logo
7:00 am - 2:22 pmMKE-HHH
6h 22m1 stop
American Airlines Logo
4:05 pm - 9:12 pmHHH-MKE
6h 07m1 stop
$391American Airlines
Find Deal
Wed, Apr 1 - Thu, Apr 9
American Airlines Logo
7:10 am - 2:16 pmMKE-HHH
6h 06m1 stop
American Airlines Logo
6:13 pm - 11:58 pmHHH-MKE
6h 45m1 stop
$393American Airlines
Find Deal
Thu, Dec 25 - Thu, Jan 1
American Airlines Logo
6:14 am - 11:17 amMKE-HHH
4h 03m1 stop
American Airlines Logo
3:27 pm - 11:30 pmHHH-MKE
9h 03m2 stops
$394American Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10

American Airlines flights from Milwaukee to Hilton Head Island

Our best American Airlines deals on Milwaukee to Hilton Head Island flight tickets
American Airlines
Jan 6
MKE6:12 amMilwaukee-Mitchell
5h 08m
1 stop
HHH12:20 pmHilton Head Island
Jan 10
HHH12:54 pmHilton Head Island
9h 29m
2 stops
MKE9:23 pmMilwaukee-Mitchell
American Airlines
Jan 6
MKE6:11 amMilwaukee-Mitchell
7h 48m
2 stops
HHH2:59 pmHilton Head Island
Jan 10
HHH12:54 pmHilton Head Island
10h 05m
2 stops
MKE9:59 pmMilwaukee-Mitchell
American Airlines
Jan 31
MKE6:06 amMilwaukee-Mitchell
5h 14m
1 stop
HHH12:20 pmHilton Head Island
Feb 3
HHH3:29 pmHilton Head Island
9h 06m
2 stops
MKE11:35 pmMilwaukee-Mitchell

momondo Fare Finder

 
Customize your flight search to find flights from Milwaukee to Hilton Head Island 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, momondo users made 832,500 searches. Data last updated November 26, 2025.
Use the filters below to find and compare flights from Milwaukee to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Tue 1/6

6:12 am-12:20 pm

1 stop5h 08m

Hilton Head Island

Sat 1/10

12:54 pm-9:23 pm

2 stops9h 29m

$288

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Tue 1/6

6:11 am-2:59 pm

2 stops7h 48m

Hilton Head Island

Sat 1/10

12:54 pm-9:59 pm

2 stops10h 05m

$293

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 1/31

6:06 am-12:20 pm

1 stop5h 14m

Hilton Head Island

Tue 2/3

3:29 pm-11:35 pm

2 stops9h 06m

$358

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 1/31

6:00 am-2:59 pm

2 stops7h 59m

Hilton Head Island

Tue 2/3

12:51 pm-9:59 pm

2 stops10h 08m

$363

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 3/7

7:00 am-2:27 pm

1 stop6h 27m

Hilton Head Island

Tue 3/10

3:31 pm-9:43 pm

1 stop7h 12m

$369

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 3/7

7:00 am-2:27 pm

1 stop6h 27m

Hilton Head Island

Tue 3/10

5:19 pm-11:24 pm

2 stops7h 05m

$374

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 12/6

6:14 am-11:17 am

1 stop4h 03m

Hilton Head Island

Wed 12/10

7:08 pm-11:01 pm

1 stop4h 53m

$389

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Wed 4/1

7:00 am-2:22 pm

1 stop6h 22m

Hilton Head Island

Thu 4/9

4:05 pm-9:12 pm

1 stop6h 07m

$391

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Thu 12/25

7:10 am-2:16 pm

1 stop6h 06m

Hilton Head Island

Thu 1/1

6:13 pm-11:58 pm

1 stop6h 45m

$393

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 12/6

6:14 am-11:17 am

1 stop4h 03m

Hilton Head Island

Wed 12/10

3:27 pm-11:30 pm

2 stops9h 03m

$394

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Milwaukee to Hilton Head Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Hilton Head Island?

If you don’t want to visit Hilton Head Island in November, then you should wait until September to fly from Milwaukee, when ticket prices are also cheap, with an average price of $313.

What is the cheapest day to depart on your flight to Hilton Head Island?

The cheapest day to depart from Milwaukee to Hilton Head Island is on a Wednesday. Travelers who choose to depart for Hilton Head Island on a Wednesday will often find tickets for as low as $367. On the other hand, Thursday is the most expensive day to depart from Milwaukee because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $551.

When to book flights from Milwaukee to Hilton Head Island

Are you open to changing your travel dates? Check out the ideal times to fly from Milwaukee to Hilton Head Island according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Milwaukee to Hilton Head Island (MKE to HHH) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Hilton Head Island

Fastest flight time

5h 01m

Direct flights

None
The fastest flight from Milwaukee to Hilton Head Island takes 5h 01m
There are no direct flights from Milwaukee to Hilton Head Island. There are no popular flight routes from Milwaukee to Hilton Head Island.
  • How far is Milwaukee-Mitchell to Hilton Head Island by plane?

    There are 842.7 mi between Milwaukee-Mitchell and Hilton Head Island. Flights usually cover this in 3h 51m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Hilton Head Island Airport?

    Prices for flights from Milwaukee-Mitchell Airport to Hilton Head Island Airport were last updated today.

  • How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Hilton Head Island Airport?

  • How old do you have to be to fly from Milwaukee-Mitchell Airport to Hilton Head Island Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Hilton Head Island Airport.

  • What documentation or ID do you need to fly to Hilton Head Island Airport?

    The travel and health documents required for your trip to Hilton Head Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hilton Head Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Milwaukee to Hilton Head Island?

Best airlines flying from Milwaukee to Hilton Head Island

Compare and see reviews for airlines that fly from Milwaukee to Hilton Head Island with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,038 reviews
Search American Airlines flights
DeltaPriceFrom $323Free CancellationRating
7.9
7,998 reviews
Search Delta flights

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort
Bluffton
Daufuskie Island

Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee to Hilton Head Island?

Finding the right flight to Hilton Head Island from Milwaukee is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Hilton Head Island quick and easy, saving you time and money.

Can I find flights from Milwaukee to Hilton Head Island with flexible booking policies on momondo?

momondo does allow users to show only those flights to Hilton Head Island from Milwaukee which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Milwaukee to Hilton Head Island?

Once you have performed a search for Milwaukee to Hilton Head Island flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Milwaukee to Hilton Head Island right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Milwaukee to Hilton Head Island flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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1 adult
Fri 12/26
Fri 1/2

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