HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$293+ Cheap flights from Hilton Head Island to Milwaukee (HHH - MKE)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — MKE
Aug 16 — Aug 231
Sat 8/16
Sat 8/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Hilton Head Island to Milwaukee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Hilton Head Island to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Hilton Head Island (HHH) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 11, 2025.

Round-trip from

$293
(Delta)
From Hilton Head Island to Milwaukee-Mitchell
Search Deals

Find flight deals from Hilton Head Island to Milwaukee

Cheapest flights from Hilton Head Island to Milwaukee
Explore the most affordable flight options available from Hilton Head Island to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 11, 2025.

This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/244:05 pmHHH - MKE
1 stop6h 52mDelta
Mon 9/2910:29 amMKE - HHH
1 stop3h 56mDelta
Deal found 8/10$293
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/244:05 pmHHH - MKE
1 stop6h 52mDelta
Tue 9/306:00 amMKE - HHH
2 stops8h 25mDelta
Deal found 8/10$298
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:57 pmHHH - MKE
1 stop7h 17mAmerican Airlines
Tue 10/288:00 amMKE - HHH
1 stop6h 02mAmerican Airlines
Deal found 8/10$319
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2512:14 pmHHH - MKE
1 stop6h 23mDelta
Tue 9/3010:29 amMKE - HHH
1 stop3h 56mDelta
Deal found 8/10$348
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:57 pmHHH - MKE
1 stop7h 17mAmerican Airlines
Wed 10/298:00 amMKE - HHH
1 stop6h 02mAmerican Airlines
Deal found 8/10$369
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:21 pmHHH - MKE
1 stop6h 55mAmerican Airlines
Tue 10/288:00 amMKE - HHH
1 stop6h 02mAmerican Airlines
Deal found 8/10$433

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Milwaukee 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, Cheapflights users made 2,558,603 searches. Data last updated August 11, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Milwaukee that are best for you.

Fly from

Hilton Head Island

Fly to

Milwaukee

Route

Depart

Return

Price

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Wed 9/24

4:05 pm-9:57 pm

1 stop6h 52m

Milwaukee-Mitchell

Mon 9/29

10:29 am-3:25 pm

1 stop3h 56m

$293

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Wed 9/24

4:05 pm-9:57 pm

1 stop6h 52m

Milwaukee-Mitchell

Tue 9/30

6:00 am-3:25 pm

2 stops8h 25m

$298

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Thu 10/23

5:57 pm-12:14 am

1 stop7h 17m

Milwaukee-Mitchell

Tue 10/28

8:00 am-3:02 pm

1 stop6h 02m

$319

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Thu 9/25

12:14 pm-5:37 pm

1 stop6h 23m

Milwaukee-Mitchell

Tue 9/30

10:29 am-3:25 pm

1 stop3h 56m

$348

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Thu 10/23

5:57 pm-12:14 am

1 stop7h 17m

Milwaukee-Mitchell

Wed 10/29

8:00 am-3:02 pm

1 stop6h 02m

$369

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Fri 10/24

5:21 pm-11:16 pm

1 stop6h 55m

Milwaukee-Mitchell

Tue 10/28

8:00 am-3:02 pm

1 stop6h 02m

$433

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Fri 10/10

12:17 pm-5:41 pm

1 stop6h 24m

$460

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Fri 10/10

11:57 am-9:56 pm

2 stops10h 59m

$742

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/10

Best time to book a flight from Hilton Head Island to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Hilton Head Island with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Hilton Head Island to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from Hilton Head Island to Milwaukee (average of $280). Flying from Hilton Head Island to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated August 11, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Hilton Head Island to Milwaukee. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,920 reviews
Delta
8.0
Very good
7,979 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,979 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Hilton Head Island to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Hilton Head Island to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hilton Head Island to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Milwaukee.

  • Can I find deals for business class flights from Hilton Head Island to Milwaukee?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, February is the cheapest month in which you can book a flight from Hilton Head Island to Milwaukee (average of $280). Flying from Hilton Head Island to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Mequon
Oak Creek
Sheboygan
Wauwatosa

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Hilton Head Island to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
Charlotte to O'Hare Intl flights
Charleston to O'Hare Intl flights
Charlotte to Minneapolis flights
Savannah to O'Hare Intl flights
Columbia to O'Hare Intl flights
Greenville to O'Hare Intl flights
Charlotte to Madison flights
Charlotte to Milwaukee flights
Savannah to Milwaukee flights
Myrtle Beach to O'Hare Intl flights
Greenville to Milwaukee flights
Hilton Head Island to O'Hare Intl flights
Charleston to Milwaukee flights
Savannah to Minneapolis flights
Charlotte to Green Bay flights
Charlotte to Appleton flights
Greenville to Minneapolis flights
Charleston to Minneapolis flights
Columbia to Minneapolis flights
Augusta to O'Hare Intl flights
Myrtle Beach to Minneapolis flights
Myrtle Beach to Milwaukee flights
Columbia to Appleton flights
Columbia to Green Bay flights
Savannah to Madison flights
Charleston to Madison flights
Greenville to Appleton flights
Columbia to Milwaukee flights
Greenville to Madison flights
Savannah to Appleton flights
Columbia to Madison flights
Augusta to Minneapolis flights
Charleston to Appleton flights
Charlotte to Rhinelander flights
Hilton Head Island to Minneapolis flights
Charleston to Green Bay flights
Greenville to Green Bay flights
Augusta to Milwaukee flights
Greenville to Wausau flights
Myrtle Beach to Green Bay flights
Florence to O'Hare Intl flights
Charlotte to La Crosse flights
Myrtle Beach to Madison flights
Charlotte to Duluth flights
Augusta to Madison flights
Greenville to Duluth flights
Charlotte to Wausau flights
Charleston to La Crosse flights

Top airline flying from Hilton Head Island to Milwaukee

Discover the top airline that operate flights from Hilton Head Island to Milwaukee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$328Average$363FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.