$230+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — HHH
Oct 7 — Oct 141
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Hilton Head Island 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 Milwaukee to Hilton Head Island
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Best
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One-way
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 September 7, 2026.
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 September 7, 2026.
This American Airlines deal was found by Cheapflights users on 9/6. 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.
Tue 10/68:10 am -
1 stop4h 27m
Tue 10/132:13 pm -
1 stop7h 14m
Deal found 9/6![American Airlines logo]()
$295
This American Airlines deal was found by Cheapflights users on 9/6. 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.
Sat 9/265:03 am -
1 stop7h 07m
Tue 10/65:11 pm -
1 stop4h 16m
Deal found 9/6![American Airlines logo]()
$310
This American Airlines deal was found by Cheapflights users on 9/2. 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.
Sat 10/2410:54 am -
1 stop5h 46m
Thu 10/2910:55 am -
1 stop6h 45m
Deal found 9/2![American Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 9/2. 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 9/45:00 am -
1 stop7h 17m
Wed 9/912:50 pm -
1 stop5h 13m
Deal found 9/2![American Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 9/6. 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.
Tue 10/610:16 am -
1 stop4h 14m
Mon 10/1212:23 pm -
1 stop6h 22m
Deal found 9/6![Delta logo]()
$394
This American Airlines deal was found by Cheapflights users on 9/7. 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.
Tue 9/228:03 am -
1 stop4h 42m
Sat 9/261:40 pm -
1 stop7h 23m
Deal found 9/7![American Airlines logo]()
$395
Best flights from Milwaukee to Hilton Head IslandDiscover 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 September 7, 2026.
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 September 7, 2026.
This American Airlines deal was found by Cheapflights users on 9/6. 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.
Tue 10/68:10 am -
1 stop4h 27m
Tue 10/132:13 pm -
1 stop7h 14m
Deal found 9/6![American Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 9/6. 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.
Tue 10/610:16 am -
1 stop4h 14m
Mon 10/1212:23 pm -
1 stop6h 22m
Deal found 9/6![Delta logo]()
$394
This American Airlines deal was found by Cheapflights users on 9/2. 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.
Sat 10/2410:54 am -
1 stop5h 46m
Thu 10/2910:55 am -
1 stop6h 45m
Deal found 9/2![American Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 9/5. 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.
Sat 9/265:03 am -
1 stop7h 07m
Tue 10/65:11 pm -
1 stop4h 16m
Deal found 9/5![American Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 9/6. 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 10/76:00 am -
2 stops8h 30m
Mon 10/1212:23 pm -
1 stop6h 22m
Deal found 9/6![Delta logo]()
$399
This American Airlines deal was found by Cheapflights users on 9/3. 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.
Wed 3/311:17 am -
1 stop5h 35m
Wed 3/1011:03 am -
2 stops8h 33m
Deal found 9/3![American Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 9/6. 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 10/76:00 am -
2 stops8h 30m
Tue 10/1312:23 pm -
2 stops10h 01m
Deal found 9/6![Delta logo]()
$404
Last-minute flights from Milwaukee to Hilton Head IslandDiscover last-minute flight deals from Milwaukee to Hilton Head Island. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Hilton Head Island. Data last updated September 7, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/2. 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 9/45:00 am -
1 stop7h 17m
Wed 9/912:50 pm -
1 stop5h 13m
Deal found 9/2![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 9/7. 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.
Tue 9/228:03 am -
1 stop4h 42m
Sat 9/261:40 pm -
1 stop7h 23m
Deal found 9/7![American Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 9/6. 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.
Sat 9/265:03 am -
1 stop7h 07m
Tue 10/65:11 pm -
1 stop4h 16m
Deal found 9/6![American Airlines logo]()
$310
This American Airlines deal was found by Cheapflights users on 9/6. 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.
Tue 10/68:10 am -
1 stop4h 27m
Tue 10/132:13 pm -
1 stop7h 14m
Deal found 9/6![American Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 9/6. 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.
Tue 10/610:16 am -
1 stop4h 14m
Mon 10/1212:23 pm -
1 stop6h 22m
Deal found 9/6![Delta logo]()
$394
This American Airlines deal was found by Cheapflights users on 9/2. 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.
Sat 10/2410:54 am -
1 stop5h 46m
Thu 10/2910:55 am -
1 stop6h 45m
Deal found 9/2![American Airlines logo]()
$338
One-way flights from Milwaukee to Hilton Head IslandSearch for one-way flight options from Milwaukee to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
Search for one-way flight options from Milwaukee to Hilton Head Island. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
This Delta deal was found by Cheapflights users on 9/3. 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 11/510:16 am -
1 stop4h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$230
This Delta deal was found by Cheapflights users on 9/7. 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.
Tue 10/2710:16 am -
1 stop4h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$249
This American Airlines deal was found by Cheapflights users on 9/6. 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.
Tue 10/278:10 am -
1 stop4h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![American Airlines logo]()
$259
This United Airlines deal was found by Cheapflights users on 9/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 am -
1 stop5h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![United Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 9/3. 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 10/76:30 am -
2 stops8h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$475
Find flight deals from Milwaukee to Hilton Head Island
Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Hilton Head Island (HHH). 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 September 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $271 (American Airlines) |
One-way from | $230 (Delta) |
Popular in | August |
Cheapest in | September |
Average price | $270 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee to Hilton Head Island 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 7,457,451 searches. Data last updated September 7, 2026.
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
Cheapest round-trip
Quickest round-trip
MilwaukeeHilton Head Island
MKE Milwaukee-Mitchell - HHH Hilton Head Island
MKEHHH
Milwaukee-Mitchell
Thu 11/5
10:16 am-3:30 pm
1 stop4h 14m
Hilton Head Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$230
MilwaukeeHilton Head Island
MKE Milwaukee-Mitchell - HHH Hilton Head Island
MKEHHH
Milwaukee-Mitchell
Tue 10/27
10:16 am-3:30 pm
1 stop4h 14m
Hilton Head Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$249
MilwaukeeHilton Head Island
MKE Milwaukee-Mitchell - HHH Hilton Head Island
MKEHHH
Milwaukee-Mitchell
Tue 10/27
8:10 am-1:37 pm
1 stop4h 27m
Hilton Head Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$259
MilwaukeeHilton Head Island
MKE Milwaukee-Mitchell - HHH Hilton Head Island
MKEHHH
Milwaukee-Mitchell
Wed 10/7
6:00 am-12:35 pm
1 stop5h 35m
Hilton Head Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$260
MilwaukeeHilton Head Island
MKE Milwaukee-Mitchell - HHH Hilton Head Island
MKEHHH
Milwaukee-Mitchell
Tue 10/6
8:10 am-1:37 pm
1 stop4h 27m
Hilton Head Island
Tue 10/13
2:13 pm-8:27 pm
1 stop7h 14m
$295
MilwaukeeHilton Head Island
MKE Milwaukee-Mitchell - HHH Hilton Head Island
MKEHHH
Milwaukee-Mitchell
Sat 10/24
10:54 am-5:40 pm
1 stop5h 46m
Hilton Head Island
Thu 10/29
10:55 am-4:40 pm
1 stop6h 45m
$338
MilwaukeeHilton Head Island
MKE Milwaukee-Mitchell - HHH Hilton Head Island
MKEHHH
Milwaukee-Mitchell
Sat 9/26
5:03 am-1:10 pm
1 stop7h 07m
Hilton Head Island
Tue 10/6
5:11 pm-8:27 pm
1 stop4h 16m
$356
MilwaukeeHilton Head Island
MKE Milwaukee-Mitchell - HHH Hilton Head Island
MKEHHH
Milwaukee-Mitchell
Wed 3/3
11:17 am-5:52 pm
1 stop5h 35m
Hilton Head Island
Wed 3/10
11:03 am-6:36 pm
2 stops8h 33m
$361
MilwaukeeHilton Head Island
MKE Milwaukee-Mitchell - HHH Hilton Head Island
MKEHHH
Milwaukee-Mitchell
Tue 10/6
10:16 am-3:30 pm
1 stop4h 14m
Hilton Head Island
Mon 10/12
12:23 pm-5:45 pm
1 stop6h 22m
$394
MilwaukeeHilton Head Island
MKE Milwaukee-Mitchell - HHH Hilton Head Island
MKEHHH
Milwaukee-Mitchell
Wed 10/7
6:00 am-3:30 pm
2 stops8h 30m
Hilton Head Island
Mon 10/12
12:23 pm-5:45 pm
1 stop6h 22m
$399
Showing 1-10 of 12 resultsSorted by cheapest first
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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 FlightHub the most. FlightHub 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.
MKE-HHH
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.
Reviews of airlines servicing Hilton Head Island
Get insights into the airlines that provide service to Hilton Head Island. 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 Hilton Head Island. Reviews last updated September 7, 2026.
Read through reviews of airlines operating flights from Milwaukee to Hilton Head Island, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.1
Entertainment
6.8
Food
6.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Reviews
1 / 20
10.0
ExcellentLinda,Jul 2026
ROA - CLT
Overall
7.1
Entertainment
6.8
Food
6.4
Boarding
7.5
Comfort
7.2
Crew
7.9
Reviews
1 / 20
10.0
ExcellentLinda,Jul 2026
ROA - CLT
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.
Traveling to a place near Hilton Head Island?
Book flights to Hilton Head Island if you plan to visit one of these locationsBeaufort
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Complete your trip
Complete your trip to Hilton Head Island by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Milwaukee to Hilton Head Island, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Hilton Head Island
Explore flights to Hilton Head Island departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 7, 2026.
Milwaukee and Hilton Head Island flights
Browse other Milwaukee and Hilton Head Island flight options. Last updated on September 7, 2026.
Other flights from Milwaukee
Browse through other flights departing from Milwaukee. Flights are based on user searches made on Cheapflights and were last updated on September 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Milwaukee to Hilton Head Island
Discover the top airline that operate flights from Milwaukee to Hilton Head Island. 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 7,457,451 searches. Data last updated September 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$260 | Average$346 | FlexibilityNo cancel fee | On-time71% |