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

Travelers seeking maximum savings on their Hilton Head Island to Milwaukee flight should consider departing on Thursday mornings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Milwaukee ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Milwaukee when rainfall is around 1.4 in.

If weather is an important factor for your trip to Milwaukee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

What is the cheapest day to fly round-trip from Hilton Head Island to Milwaukee?

Users have found that leaving on a Tuesday can be a cost-effective option. It’s possible to save up to 29% on your flight compared to booking on days when demand is much higher.

What is the cheapest time of day to fly from HHH to MKE?

A simple way to save on the total cost of your ticket is to fly from Hilton Head Island to Milwaukee in the afternoon. If you’re flexible enough to do this you can expect to save up to 9% on your trip compared to booking a flight in the morning.

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.

$249+ Flights from Hilton Head Island to Milwaukee

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Cheap flight deals from Hilton Head Island to Milwaukee

Round-trip from	$249 (American Airlines)

From Hilton Head Island to Milwaukee-Mitchell

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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 July 30, 2025.

Fri 9/265:20 pmHHH - MKE

1 stop6h 40mAmerican Airlines

Tue 9/308:00 amMKE - HHH

1 stop5h 56mAmerican Airlines

Deal found 7/30

$249

Best flights from Hilton Head Island to Milwaukee
Discover carefully curated flight deals from Hilton Head Island to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 30, 2025.

Fri 9/265:20 pmHHH - MKE

1 stop6h 40mAmerican Airlines

Tue 9/308:00 amMKE - HHH

1 stop5h 56mAmerican Airlines

Deal found 7/30

$249

One-way flights from Hilton Head Island to Milwaukee
Search for one-way flight options from Hilton Head Island to Milwaukee. Find affordable one-way fares based on user searches. Data last updated July 30, 2025.

Fri 8/83:58 pmHHH - MKE

1 stop6h 17mDelta

Deal found 7/30

$320

Fri 8/83:35 pmHHH - MKE

2 stops8h 51mAmerican Airlines

Deal found 7/29

$448

Cheapflights Fare Finder

Use the filters below to find and compare flights from Hilton Head Island to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Fri 9/26

5:20 pm-11:00 pm

1 stop6h 40m

Milwaukee-Mitchell

Tue 9/30

8:00 am-2:56 pm

1 stop5h 56m

$249

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Fri 8/8

3:58 pm-9:15 pm

1 stop6h 17m

$320

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Fri 8/8

3:35 pm-11:26 pm

2 stops8h 51m

$448

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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

Read reviews from past customers who have flown Delta 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

7,980 reviews

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

7,980 reviews

Delta

8.0

Very good

7,980 reviews

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

7,980 reviews

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

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

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Other flights to Milwaukee

Top airline flying from Hilton Head Island to Milwaukee

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$328	Average$363	FlexibilityNo cancel fee	On-time71%

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$249+ 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Hilton Head Island to Milwaukee with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Hilton Head Island to Milwaukee

Round-trip from

Find flight deals from Hilton Head Island to Milwaukee

Cheapest flights from Hilton Head Island to MilwaukeeExplore 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 July 30, 2025.

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 July 30, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Hilton Head Island to Milwaukee that are best for you.

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.

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?

Reviews of airlines servicing Milwaukee

Read reviews from past customers who have flown Delta 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.

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?

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

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

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

Traveling to a place near Milwaukee?

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.

Top airline flying from Hilton Head Island to Milwaukee

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Book with Flexibility

Travel Smart

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 July 30, 2025.