MKE - HHH

$142 Find Cheap Flights from Milwaukee to Hilton Head Island

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Hilton Head Island departing on 10/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Hilton Head Island

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Hilton Head Island, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Hilton Head Island, as well as popular online travel agencies
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Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to Hilton Head Island that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Milwaukee to Hilton Head Island

Tue, Dec 2 - Sat, Dec 6
American Airlines Logo
6:29 am - 12:20 pmMKE-HHH
4h 51m1 stop
American Airlines Logo
6:48 pm - 12:01 amHHH-MKE
6h 13m1 stop
$274American Airlines
Find Deal
Tue, Dec 2 - Sat, Dec 6
American Airlines Logo
6:29 am - 12:20 pmMKE-HHH
4h 51m1 stop
American Airlines Logo
2:17 pm - 11:05 pmHHH-MKE
9h 48m2 stops
$279American Airlines
Find Deal
Tue, Dec 2 - Sat, Dec 6
American Airlines Logo
6:00 am - 2:57 pmMKE-HHH
7h 57m2 stops
American Airlines Logo
11:47 am - 9:32 pmHHH-MKE
10h 45m2 stops
$284American Airlines
Find Deal
Tue, Oct 21 - Sat, Oct 25
American Airlines Logo
6:00 am - 4:51 pmMKE-HHH
9h 51m2 stops
American Airlines Logo
3:02 pm - 11:56 pmHHH-MKE
9h 54m2 stops
$309American Airlines
Find Deal
Tue, Oct 21 - Sat, Oct 25
American Airlines Logo
6:02 am - 4:51 pmMKE-HHH
9h 49m2 stops
American Airlines Logo
5:57 pm - 12:14 amHHH-MKE
7h 17m1 stop
$337American Airlines
Find Deal
Tue, Oct 21 - Sat, Oct 25
Delta Logo
10:35 am - 3:30 pmMKE-HHH
3h 55m1 stop
Delta Logo
12:17 pm - 4:52 pmHHH-MKE
5h 35m1 stop
$348Delta
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Wed, Oct 15 - Sat, Oct 18
American Airlines Logo
6:45 am - 4:51 pmMKE-HHH
9h 06m2 stops
American Airlines Logo
5:57 pm - 12:14 amHHH-MKE
7h 17m1 stop
$358American Airlines
Find Deal
Wed, Oct 15 - Mon, Oct 20
American Airlines Logo
6:45 am - 4:51 pmMKE-HHH
9h 06m2 stops
American Airlines Logo
5:57 pm - 12:14 amHHH-MKE
7h 17m1 stop
$366American Airlines
Find Deal
Sat, Oct 18 - Sat, Oct 25
American Airlines Logo
7:12 am - 2:32 pmMKE-HHH
6h 20m1 stop
American Airlines Logo
3:02 pm - 11:56 pmHHH-MKE
9h 54m2 stops
$387American Airlines
Find Deal
Sat, Oct 18 - Sat, Oct 25
Delta Logo
10:22 am - 3:30 pmMKE-HHH
4h 08m1 stop
Delta Logo
12:17 pm - 4:52 pmHHH-MKE
5h 35m1 stop
$393Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Milwaukee to Hilton Head Island flights

Get data-powered insights and trends into flights from Milwaukee to Hilton Head Island to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Milwaukee to Hilton Head Island?

The average price of all round-trip flights from Milwaukee to Hilton Head Island clicked on KAYAK for each day over the last 12 months.

When flying from Milwaukee to Hilton Head Island, you should consider leaving on a Wednesday and avoid Thursdays if you are looking for the best rates. For your return to Milwaukee, you’ll find the best rates on Wednesdays and the most expensive ones on Mondays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Hilton Head Island, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Milwaukee to Hilton Head Island is November, where tickets cost $261 (return) on average. On the other hand, the most expensive months are March and June, where the average cost of round-trip tickets is $1,306 and $567 respectively.

Good to know

Low seasonMarch
Cheapest flight$142
Best time to beat the crowds but there is an average 169% increase in price.
Most popular time to fly and prices are also 22% lower on average.
Flight from Milwaukee to Hilton Head Island

When to book flights from Milwaukee to Hilton Head Island

Are your dates flexible? Find out the best times to travel from Milwaukee to Hilton Head Island based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Milwaukee to Hilton Head Island

  • What is the cheapest flight from Milwaukee to Hilton Head Island?

    In the last 3 days, the lowest price for a flight from Milwaukee to Hilton Head Island was $142 for a one-way ticket and $274 for a round-trip.

  • Do I need a passport to fly between Milwaukee and Hilton Head Island?

    No, a passport isn't needed to fly from Milwaukee to Hilton Head Island. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Milwaukee to Hilton Head Island?

    On your way to Hilton Head Island, you’ll fly out from Milwaukee-Mitchell. You’ll be landing at Hilton Head Island.

  • Which aircraft models fly most regularly from Milwaukee to Hilton Head Island?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Milwaukee to Hilton Head Island?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Milwaukee and Hilton Head Island, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Milwaukee to Hilton Head Island, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Milwaukee to Hilton Head Island are Delta and American Airlines. With an average price for the route of $400 and an overall rating of 7.9, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $389 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Milwaukee to Hilton Head Island?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Milwaukee to Hilton Head Island.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Milwaukee to Hilton Head Island?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hilton Head Island from Milwaukee is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Milwaukee to Hilton Head Island?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Hilton Head Island with an airline and back to Milwaukee with another airline. Booking your flights between Milwaukee and HHH can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Milwaukee to Hilton Head Island?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Hilton Head Island from Milwaukee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Milwaukee to Hilton Head Island

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Hilton Head Island. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Milwaukee to Hilton Head Island? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 7979 reviews
7.9Comfort
8.5Crew
7.9Entertainment
8.2Boarding
7.3Food
Airline reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

4.0 Okaypuravi, Aug 2025LGA - STL
Read more Delta reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

I believe that a four-hour trip should have a meal. Delta had none.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

I was uncomfortably cold on the plane. Other than that it was uneventful and therefore as enjoyable as a plane ride can be.

My flight was delayed for several hours. Sitting at gate 16 for several hours, I got a text from Kayak the gate changed to 9 before it was announced. Very bad communication at each gate from American Airlines employees. I received 10 notifications of delay from Kayak. My vacation started off horrible! I will write to American Airlines corporate office also.

The AA staff person who checked our bags was curt and almost rude. The FA also seemed unhappy doing her job. Overall it was like riding the school bus back in grade school.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

My Internet did not work for Outlook email or basically anything. I paid for one hour of in-flight usage and it was terrible. I spent a lot of time on different sites and browsers with no luck and a lot of frustration. Other than that, the flight was on time, crew was nice, service was fine. Seat was OK even though I paid for the extra 6 inches. I cannot imagine how tight the seats in the back must be.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

No issues. They did change our gate FOUR times in about 30 minutes which was mildly annoying but the flight was fine.

Great flight. No issues at all. I still think boarding could be more efficient but otherwise, a good experience.

Everything you need to know for your flight from Milwaukee to Hilton Head Island

Information on your arrival and departure airports

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