What are the cheapest airlines flying from Milwaukee to Hilton Head Island round-trip?

Flying on American Airlines is currently your cheapest option to Hilton Head Island, with prices starting at $249. Another option worth looking into is United Airlines, starting at $626 round trip. You may be able to fly from Milwaukee to Hilton Head Island for 48% less than the average price by searching for these airlines.

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

Travelers seeking maximum savings on their Milwaukee to Hilton Head Island flight should consider departing on Wednesday 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.

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

Wednesday flights are generally found to be more expensive for flights from Milwaukee to Hilton Head Island. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Hilton Head Island.

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

November is one of the best times of the year to fly to Hilton Head Island from Milwaukee. Prices for November average $480 per person but you can even find prices for as low as $216. The most expensive prices can be found in the month of March. Opting for a November flight can save you 171% on your journey compared to booking in March

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

When flying from Milwaukee to Hilton Head Island, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Most accurate provider : When it comes to deals on Milwaukee-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Hilton Head Island flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Milwaukee-Hilton Head Island flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

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

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

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

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

Yes. Cheapflights offers flight deals from Milwaukee to Hilton Head Island 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 Milwaukee to Hilton Head Island

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1. Tell us where you want to go

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Cheap flight deals from Milwaukee to Hilton Head Island

Most accurate provider	FlightHub 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$249 (American Airlines)
Popular in	March
Cheapest in	November
Average price	$418

Provider with most accurate pricing for Milwaukee-Mitchell-Hilton Head Island flight deals.

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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Hilton Head Island flights.

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From Milwaukee-Mitchell to Hilton Head Island

Search Deals

Highest demand for flights based on searches. 34% potential increase in price ($248 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 18% potential price decrease ($76 potential savings vs. average RT price).

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Average for round-trip flights in May 2025

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Find flight deals from Milwaukee to Hilton Head Island

Cheapest flights from Milwaukee to Hilton Head Island
Explore the most affordable flight options available from Milwaukee to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 23, 2025.

Fri 7/117:05 amMKE - HHH

1 stop6h 10mAmerican Airlines

Sat 7/196:10 pmHHH - MKE

1 stop6h 54mAmerican Airlines

Deal found 5/22

$249

Wed 6/252:38 pmMKE - HHH

2 stops19h 39mUnited Airlines

Sat 6/285:00 pmHHH - MKE

1 stop6h 45mUnited Airlines

Deal found 5/22

$626

Best flights from Milwaukee to Hilton Head Island
Discover carefully curated flight deals from Milwaukee to Hilton Head Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 23, 2025.

Fri 7/117:05 amMKE - HHH

1 stop6h 10mAmerican Airlines

Sat 7/196:10 pmHHH - MKE

1 stop6h 54mAmerican Airlines

Deal found 5/22

$249

Wed 6/252:38 pmMKE - HHH

2 stops19h 39mUnited Airlines

Sat 6/285:00 pmHHH - MKE

1 stop6h 45mUnited Airlines

Deal found 5/22

$626

Last-minute flights from Milwaukee to Hilton Head Island
Discover last-minute flight deals from Milwaukee to Hilton Head Island. Data last updated May 23, 2025 and is based on user searches.

Sat 6/75:05 amMKE - HHH

2 stops6h 41mAmerican Airlines

Sat 6/144:45 pmHHH - MKE

1 stop5h 49mAmerican Airlines

Deal found 5/22

$398

Wed 6/252:38 pmMKE - HHH

2 stops19h 39mUnited Airlines

Sat 6/285:00 pmHHH - MKE

1 stop6h 45mUnited Airlines

Deal found 5/22

$626

One-way flights from Milwaukee to Hilton Head Island
Search for one-way flight options from Milwaukee to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated May 23, 2025.

Tue 5/2710:23 amMKE - HHH

1 stop3h 57mDelta

Deal found 5/22

$337

Cheapflights Fare Finder

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

Fri 7/11

7:05 am-2:15 pm

1 stop6h 10m

Hilton Head Island

Sat 7/19

6:10 pm-12:04 am

1 stop6h 54m

$249

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Wed 6/25

2:38 pm-11:17 am

2 stops19h 39m

Hilton Head Island

Sat 6/28

5:00 pm-10:45 pm

1 stop6h 45m

$626

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Tue 5/27

10:23 am-3:20 pm

1 stop3h 57m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/22

Compare providers for flights from Milwaukee to Hilton Head Island

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Hilton Head Island in May.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*2 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Milwaukee-Hilton Head Island flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Hilton Head Island flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Hilton Head Island flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Milwaukee-Hilton Head Island flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Hilton Head Island flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Milwaukee 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 Milwaukee to Hilton Head Island

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

Currently, January is the cheapest month in which you can book a flight from Milwaukee to Hilton Head Island (average of $275). Flying from Milwaukee to Hilton Head Island in March is currently the most expensive (average of $479). 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.

Rainfall in Hilton Head Island by month

In terms of precipitation, rainfall in Hilton Head Island ranges from 2.4 - 7.8 inches per month. August is typically the wettest month, when rainfall can reach 7.8 in. November is typically the driest time to visit Hilton Head Island when rainfall is around 2.4 in.

Temperature in Hilton Head Island by month

If weather is an important factor for your trip to Hilton Head Island, 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 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

Reviews of airlines servicing Hilton Head Island

Delta

8.0

Very good

7,952 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

7,952 reviews

Delta

8.0

Very good

7,952 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!

United Airlines

7.4

Good

8,745 reviews

Delta

8.0

Very good

7,952 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

7,952 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

What are the cheapest airlines flying from Milwaukee to Hilton Head Island round-trip?
Flying on American Airlines is currently your cheapest option to Hilton Head Island, with prices starting at $249. Another option worth looking into is United Airlines, starting at $626 round trip. You may be able to fly from Milwaukee to Hilton Head Island for 48% less than the average price by searching for these airlines.
Can I find deals for flights from Milwaukee to Hilton Head Island that include hotel bookings?
Yes. In addition to deals on Milwaukee to Hilton Head Island flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Milwaukee to Hilton Head Island?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to Hilton Head Island.
Can I find deals for business class flights from Milwaukee to Hilton Head Island?
Yes. Cheapflights offers flight deals from Milwaukee to Hilton Head Island 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 Milwaukee to Hilton Head Island?
Currently, January is the cheapest month in which you can book a flight from Milwaukee to Hilton Head Island (average of $275). Flying from Milwaukee to Hilton Head Island in March is currently the most expensive (average of $479). 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

Beaufort

Bluffton

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Top 2 airlines flying from Milwaukee to Hilton Head Island

Airline	Cheapest	Average	Flexibility	On-time
American Airlines	Cheapest$221	Average$387	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$223	Average$506	FlexibilityNo cancel fee	On-timeN/A

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$249+ Cheap flights from Milwaukee to Hilton Head Island (MKE - HHH)

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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Milwaukee to Hilton Head Island with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Milwaukee to Hilton Head Island

Most accurate provider

Most trusted provider

Round-trip from

Popular in

Cheapest in

Average price

Find flight deals from Milwaukee to Hilton Head Island

Cheapest flights from Milwaukee to Hilton Head IslandExplore the most affordable flight options available from Milwaukee to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 23, 2025.

Explore the most affordable flight options available from Milwaukee to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 23, 2025.

Cheapflights Fare Finder

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

Compare providers for flights from Milwaukee to Hilton Head Island

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Hilton Head Island in May.

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

Have a flexible travel schedule? Discover the best time to fly to Hilton Head Island from Milwaukee with our price prediction graph.

Cheapflights Insights

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

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

Rainfall in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average rainfall totals by month.

Temperature in Hilton Head Island by month

Plan your trip to Hilton Head Island by taking into account the average temperature totals by month.

Reviews of airlines servicing Hilton Head Island

Related info for your journey

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

What are the cheapest airlines flying from Milwaukee to Hilton Head Island round-trip?

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

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

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

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

Traveling to a place near Milwaukee?

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Alternative routes for Milwaukee to Hilton Head Island

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Top 2 airlines flying from Milwaukee to Hilton Head Island

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Cheapest flights from Milwaukee to Hilton Head Island
Explore the most affordable flight options available from Milwaukee to Hilton Head Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 23, 2025.