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Cheap flights from Milwaukee to Hilton Head Island from $269

This is the cheapest round-trip 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 5/2. 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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Find the cheapest flights from Milwaukee to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 1:40 pm
MKE
-
HHH
6h 40m
1 stop
American Airlines Logo
6:50 pm - 10:47 pm
HHH
-
MKE
4h 57m
1 stop
$269American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
6:00 am - 1:40 pm
MKE
-
HHH
6h 40m
1 stop
American Airlines Logo
6:50 pm - 10:47 pm
HHH
-
MKE
4h 57m
1 stop
$276American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
6:00 am - 1:40 pm
MKE
-
HHH
6h 40m
1 stop
American Airlines Logo
4:10 pm - 9:23 pm
HHH
-
MKE
6h 13m
1 stop
$294American Airlines
Sat, May 9 - Sat, May 16
American Airlines Logo
6:00 am - 1:40 pm
MKE
-
HHH
6h 40m
1 stop
American Airlines Logo
2:54 pm - 11:40 pm
HHH
-
MKE
9h 46m
2 stops
$299American Airlines
Sat, May 9 - Sat, May 16
American Airlines Logo
6:39 am - 2:24 pm
MKE
-
HHH
6h 45m
1 stop
American Airlines Logo
5:51 pm - 9:57 pm
HHH
-
MKE
5h 06m
1 stop
$329American Airlines
Tue, Apr 14 - Tue, Apr 21
American Airlines Logo
7:01 am - 6:20 pm
MKE
-
HHH
10h 19m
2 stops
American Airlines Logo
6:50 pm - 10:47 pm
HHH
-
MKE
4h 57m
1 stop
$334American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
5:06 am - 2:24 pm
MKE
-
HHH
8h 18m
2 stops
American Airlines Logo
11:17 am - 8:06 pm
HHH
-
MKE
9h 49m
2 stops
$340American Airlines
Tue, Apr 14 - Tue, Apr 21
American Airlines Logo
8:11 am - 6:20 pm
MKE
-
HHH
9h 09m
2 stops
American Airlines Logo
6:50 pm - 10:47 pm
HHH
-
MKE
4h 57m
1 stop
$341American Airlines
Sat, May 2 - Sat, May 9
American Airlines Logo
6:05 am - 5:45 pm
MKE
-
HHH
10h 40m
2 stops
American Airlines Logo
6:15 pm - 12:11 am
HHH
-
MKE
6h 56m
1 stop
$344American Airlines
Fri, Aug 28 - Sun, Sep 6
American Airlines Logo
5:06 am - 12:37 pm
MKE
-
HHH
6h 31m
2 stops
American Airlines Logo
1:08 pm - 5:51 pm
HHH
-
MKE
5h 43m
1 stop
$359American Airlines
Sat, Apr 25 - Fri, May 1

Delta flights from Milwaukee to Hilton Head Island

Our best Delta deals on Milwaukee to Hilton Head Island flight tickets
Delta
May 18
MKE10:13 amMilwaukee-Mitchell
4h 09m
1 stop
HHH3:22 pmHilton Head Island
May 24
HHH4:05 pmHilton Head Island
7h 23m
1 stop
MKE10:28 pmMilwaukee-Mitchell
$412
Delta
Jun 4
MKE10:13 amMilwaukee-Mitchell
4h 09m
1 stop
HHH3:22 pmHilton Head Island
Jun 7
HHH12:00 pmHilton Head Island
6h 46m
1 stop
MKE5:46 pmMilwaukee-Mitchell
$497
Delta
Jun 4
MKE10:13 amMilwaukee-Mitchell
4h 09m
1 stop
HHH3:22 pmHilton Head Island
Jun 7
HHH12:00 pmHilton Head Island
4h 05m
1 stop
MKE3:05 pmMilwaukee-Mitchell
$539

United Airlines flights from Milwaukee to Hilton Head Island

Our best United Airlines deals on Milwaukee to Hilton Head Island flight tickets
United Airlines
Apr 5
MKE6:50 amMilwaukee-Mitchell
6h 26m
1 stop
HHH2:16 pmHilton Head Island
Apr 10
HHH3:05 pmHilton Head Island
7h 44m
1 stop
MKE9:49 pmMilwaukee-Mitchell
$447
United Airlines
Apr 5
MKE6:50 amMilwaukee-Mitchell
7h 40m
2 stops
HHH3:30 pmHilton Head Island
Apr 10
HHH3:05 pmHilton Head Island
7h 44m
1 stop
MKE9:49 pmMilwaukee-Mitchell
$452
United Airlines
Apr 1
MKE7:50 amMilwaukee-Mitchell
5h 26m
1 stop
HHH2:16 pmHilton Head Island
Apr 6
HHH3:05 pmHilton Head Island
9h 38m
1 stop
MKE11:43 pmMilwaukee-Mitchell
$493

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 March 2, 2026.
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

Sat 5/2

6:00 am-1:40 pm

1 stop6h 40m

Hilton Head Island

Sat 5/9

6:50 pm-10:47 pm

1 stop4h 57m

$269

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 5/2

6:00 am-1:40 pm

1 stop6h 40m

Hilton Head Island

Sat 5/9

6:50 pm-10:47 pm

1 stop4h 57m

$276

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 5/9

6:00 am-1:40 pm

1 stop6h 40m

Hilton Head Island

Sat 5/16

4:10 pm-9:23 pm

1 stop6h 13m

$294

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 5/9

6:00 am-1:40 pm

1 stop6h 40m

Hilton Head Island

Sat 5/16

2:54 pm-11:40 pm

2 stops9h 46m

$299

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Tue 4/14

6:39 am-2:24 pm

1 stop6h 45m

Hilton Head Island

Tue 4/21

5:51 pm-9:57 pm

1 stop5h 06m

$329

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 5/2

7:01 am-6:20 pm

2 stops10h 19m

Hilton Head Island

Sat 5/9

6:50 pm-10:47 pm

1 stop4h 57m

$334

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Tue 4/14

5:06 am-2:24 pm

2 stops8h 18m

Hilton Head Island

Tue 4/21

11:17 am-8:06 pm

2 stops9h 49m

$340

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 5/2

8:11 am-6:20 pm

2 stops9h 09m

Hilton Head Island

Sat 5/9

6:50 pm-10:47 pm

1 stop4h 57m

$341

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Fri 8/28

6:05 am-5:45 pm

2 stops10h 40m

Hilton Head Island

Sun 9/6

6:15 pm-12:11 am

1 stop6h 56m

$344

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Sat 4/25

5:06 am-12:37 pm

2 stops6h 31m

Hilton Head Island

Fri 5/1

1:08 pm-5:51 pm

1 stop5h 43m

$359

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
1
2

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 airline that flies from Milwaukee-Mitchell to Hilton Head Island?

American Airlines is the most popular carrier operating from Milwaukee-Mitchell to Hilton Head Island

What airlines fly to Hilton Head Island?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Hilton Head Island from Milwaukee according to our data. American Airlines is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Hilton Head Island. Keep in mind that there are 6 different airlines that fly to Hilton Head Island on a routine basis, so you have a few additional options to choose from.

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

4h 09m

Direct flights

None
The fastest flight from Milwaukee to Hilton Head Island takes 4h 09m
There are no direct flights from Milwaukee to Hilton Head Island. There are no popular flight routes from Milwaukee to Hilton Head Island.
Search flight deals

  • 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 4h 09m, 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
DeltaPriceFrom $223Free CancellationRating
7.9
8,237 reviews
Search Delta flights
American AirlinesPriceFrom $248Free CancellationRating
7.1
11,369 reviews
Search American Airlines 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.

An easier way to manage your Hilton Head Island trip

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