HHH - MKE

$239 Find Cheap Flights from Hilton Head Island to Milwaukee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hilton Head Island to Milwaukee departing on 10/18. 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 Milwaukee

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

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hilton Head Island to Milwaukee 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 Hilton Head Island to Milwaukee

Sat, Oct 18 - Sat, Oct 25
American Airlines Logo
5:57 pm - 12:14 amHHH-MKE
7h 17m1 stop
American Airlines Logo
7:12 am - 2:32 pmMKE-HHH
6h 20m1 stop
$316American Airlines
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Thu, Sep 25 - Tue, Sep 30
Delta Logo
12:14 pm - 5:37 pmHHH-MKE
6h 23m1 stop
Delta Logo
10:29 am - 3:25 pmMKE-HHH
3h 56m1 stop
$319Delta
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Sat, Oct 18 - Sat, Oct 25
American Airlines Logo
5:57 pm - 12:14 amHHH-MKE
7h 17m1 stop
American Airlines Logo
6:00 am - 5:27 pmMKE-HHH
10h 27m2 stops
$321American Airlines
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Thu, Sep 25 - Tue, Sep 30
Delta Logo
12:14 pm - 5:37 pmHHH-MKE
6h 23m1 stop
Delta Logo
6:00 am - 3:25 pmMKE-HHH
8h 25m2 stops
$324Delta
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Fri, Sep 26 - Tue, Sep 30
Delta Logo
4:05 pm - 10:05 pmHHH-MKE
7h 00m1 stop
Delta Logo
10:29 am - 3:25 pmMKE-HHH
3h 56m1 stop
$339Delta
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Fri, Sep 26 - Tue, Sep 30
Delta Logo
4:05 pm - 10:05 pmHHH-MKE
7h 00m1 stop
Delta Logo
6:00 am - 3:25 pmMKE-HHH
8h 25m2 stops
$344Delta
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Fri, Sep 26 - Mon, Sep 29
Delta Logo
4:05 pm - 10:05 pmHHH-MKE
7h 00m1 stop
Delta Logo
10:29 am - 3:25 pmMKE-HHH
3h 56m1 stop
$366Delta
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Sat, Feb 21 - Sat, Feb 28
American Airlines Logo
6:15 pm - 9:15 pmHHH-MKE
4h 00m1 stop
American Airlines Logo
7:12 am - 2:16 pmMKE-HHH
6h 04m1 stop
$382American Airlines
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Sat, Feb 21 - Sat, Feb 28
American Airlines Logo
6:15 pm - 9:15 pmHHH-MKE
4h 00m1 stop
American Airlines Logo
10:05 am - 5:31 pmMKE-HHH
6h 26m2 stops
$418American Airlines
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Sat, Sep 27 - Mon, Sep 29
American Airlines Logo
1:57 pm - 8:00 pmHHH-MKE
7h 03m1 stop
American Airlines Logo
8:00 am - 2:56 pmMKE-HHH
5h 56m1 stop
$433American Airlines
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Booking Insights

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

Get data-powered insights and trends into flights from Hilton Head Island to Milwaukee 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 Hilton Head Island to Milwaukee?

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

If you are looking for a flight deal from Hilton Head Island to Milwaukee, look for departures on Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Milwaukee, Wednesday is the cheapest day to fly and Thursday is the most expensive.

Find deals

Good to know

Cheapest flight$239
Flight from Hilton Head Island to Milwaukee

When to book flights from Hilton Head Island to Milwaukee

Are your dates flexible? Find out the best times to travel from Hilton Head Island to Milwaukee 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 Hilton Head Island to Milwaukee

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

    In the last 3 days, the lowest price for a flight from Hilton Head Island to Milwaukee was $239 for a one-way ticket and $316 for a round-trip.

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

    No

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

    When flying out of Hilton Head Island you will be using Hilton Head Island. You will be landing at Milwaukee, also known as Milwaukee-Mitchell.

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

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

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

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

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

    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 Hilton Head Island to Milwaukee.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee from Hilton Head Island 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 Hilton Head Island to Milwaukee?

    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 Milwaukee with an airline and back to Hilton Head Island with another airline. Booking your flights between Hilton Head Island and MKE 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 Hilton Head Island to Milwaukee?

    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 Milwaukee from Hilton Head Island up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

 
See real verified KAYAK customer reviews for airlines flying from Hilton Head Island to Milwaukee. 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 Hilton Head Island to Milwaukee? 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.
7.2
American AirlinesOverall score based on 10000 reviews
7.5Boarding
7.2Comfort
6.9Entertainment
6.5Food
8.0Crew
Airline reviews

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.

2.0 MediocreAnonymous, Aug 2025DFW - SAN
Read more American Airlines reviews

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 Hilton Head Island to Milwaukee

Information on your arrival and departure airports

Hilton Head Island (HHH)
Milwaukee (MKE)

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