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 $234. Another option worth looking into is Delta, starting at $274 round trip. You may be able to fly from Milwaukee to Hilton Head Island for 51% 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 $482 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.

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.

$234+ Flights from Milwaukee to Hilton Head Island

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Cheap flight deals from Milwaukee to Hilton Head Island

Round-trip from	$234 (American Airlines)
Popular in	March
Cheapest in	November
Average price	$543

From Milwaukee-Mitchell to Hilton Head Island

Search Deals

Highest demand for flights based on searches. 34% potential increase in price ($247 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 June 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 June 12, 2025.

Wed 8/136:32 amMKE - HHH

1 stop5h 12mAmerican Airlines

Mon 8/185:28 pmHHH - MKE

1 stop6h 36mAmerican Airlines

Deal found 6/10

$234

Mon 6/307:05 amMKE - HHH

1 stop7h 13mDelta

Fri 7/113:58 pmHHH - MKE

1 stop6h 17mDelta

Deal found 6/9

$274

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 June 12, 2025.

Wed 8/136:32 amMKE - HHH

1 stop5h 12mAmerican Airlines

Mon 8/185:28 pmHHH - MKE

1 stop6h 36mAmerican Airlines

Deal found 6/10

$234

Mon 6/307:05 amMKE - HHH

1 stop7h 13mDelta

Fri 7/113:58 pmHHH - MKE

1 stop6h 17mDelta

Deal found 6/9

$274

Last-minute flights from Milwaukee to Hilton Head Island
Discover last-minute flight deals from Milwaukee to Hilton Head Island. Data last updated June 12, 2025 and is based on user searches.

Mon 6/307:05 amMKE - HHH

1 stop7h 13mDelta

Fri 7/113:58 pmHHH - MKE

1 stop6h 17mDelta

Deal found 6/9

$274

Fri 7/117:05 amMKE - HHH

1 stop6h 10mAmerican Airlines

Sat 7/195:07 pmHHH - MKE

1 stop5h 16mAmerican Airlines

Deal found 6/11

$266

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

Wed 8/13

6:32 am-12:44 pm

1 stop5h 12m

Hilton Head Island

Mon 8/18

5:28 pm-11:04 pm

1 stop6h 36m

$234

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Mon 6/30

7:05 am-3:18 pm

1 stop7h 13m

Hilton Head Island

Fri 7/11

3:58 pm-9:15 pm

1 stop6h 17m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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

7,946 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

7,946 reviews

Delta

8.0

Very good

7,946 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

7,946 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 $234. Another option worth looking into is Delta, starting at $274 round trip. You may be able to fly from Milwaukee to Hilton Head Island for 51% 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

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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$380	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$223	Average$419	FlexibilityNo cancel fee	On-timeN/A

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$234+ 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 8/13. 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

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2. Select your favorite providers

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Cheap flight deals from Milwaukee to Hilton Head Island

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 June 12, 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 June 12, 2025.

Cheapflights Fare Finder

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

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 June 12, 2025.