Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Wisconsin to Hilton Head Island from $198

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Hilton Head Island departing on 9/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Wisconsin to Hilton Head Island

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
10:45 am - 2:21 pm
ORD
-
HHH
2h 36mnonstop
United Airlines Logo
2:58 pm - 5:15 pm
HHH
-
ORD
3h 17mnonstop
$269United Airlines
Fri, Aug 7 - Tue, Aug 11
American Airlines Logo
10:00 am - 1:33 pm
ORD
-
HHH
2h 33mnonstop
American Airlines Logo
2:03 pm - 3:39 pm
HHH
-
ORD
2h 36mnonstop
$270American Airlines
Fri, Jul 17 - Mon, Jul 20
American Airlines Logo
8:54 am - 4:38 pm
ORD
-
HHH
6h 44m
1 stop
American Airlines Logo
1:52 pm - 3:30 pm
HHH
-
ORD
2h 38mnonstop
$279American Airlines
Fri, Aug 7 - Thu, Aug 13
American Airlines Logo
5:02 am - 1:33 pm
MKE
-
HHH
7h 31m
1 stop
American Airlines Logo
4:55 pm - 9:54 pm
HHH
-
MKE
5h 59m
1 stop
$285American Airlines
Tue, Jul 21 - Tue, Jul 28
United Airlines Logo
10:45 am - 2:21 pm
ORD
-
HHH
2h 36mnonstop
United Airlines Logo
3:05 pm - 4:51 pm
HHH
-
ORD
2h 46mnonstop
$289United Airlines
Wed, Jul 15 - Mon, Jul 20
Delta Logo
6:00 am - 3:29 pm
MKE
-
HHH
8h 29m
2 stops
Delta Logo
4:14 pm - 10:30 pm
HHH
-
MKE
7h 16m
1 stop
$290Delta
Tue, Jul 21 - Tue, Jul 28
Delta Logo
7:00 am - 3:19 pm
MSP
-
HHH
7h 19m
1 stop
Delta Logo
12:00 pm - 5:21 pm
HHH
-
MSP
6h 21m
1 stop
$291Delta
Wed, Oct 21 - Wed, Oct 28
Delta Logo
9:54 am - 3:32 pm
ORD
-
HHH
4h 38m
1 stop
Delta Logo
12:15 pm - 6:29 pm
HHH
-
ORD
7h 14m
2 stops
$294Delta
Fri, Aug 7 - Thu, Aug 13
Delta Logo
6:00 am - 3:29 pm
MKE
-
HHH
8h 29m
2 stops
Delta Logo
12:11 pm - 10:30 pm
HHH
-
MKE
11h 19m
2 stops
$295Delta
Tue, Jul 21 - Tue, Jul 28
American Airlines Logo
10:00 am - 1:33 pm
ORD
-
HHH
2h 33mnonstop
American Airlines Logo
11:47 am - 5:39 pm
HHH
-
ORD
6h 52m
1 stop
$299American Airlines
Wed, Jul 15 - Mon, Jul 20

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

American Airlines flights from Wisconsin to Hilton Head Island

Our best American Airlines deals on Wisconsin to Hilton Head Island flight tickets
American Airlines
Jul 17
ORD10:00 amChicago O'Hare Intl
2h 33m
HHH1:33 pmHilton Head Island
Jul 20
HHH2:03 pmHilton Head Island
2h 36m
ORD3:39 pmChicago O'Hare Intl
$270
American Airlines
Aug 7
ORD8:54 amChicago O'Hare Intl
6h 44m
1 stop
HHH4:38 pmHilton Head Island
Aug 13
HHH1:52 pmHilton Head Island
2h 38m
ORD3:30 pmChicago O'Hare Intl
$279
American Airlines
Jul 21
MKE5:02 amMilwaukee-Mitchell
7h 31m
1 stop
HHH1:33 pmHilton Head Island
Jul 28
HHH4:55 pmHilton Head Island
5h 59m
1 stop
MKE9:54 pmMilwaukee-Mitchell
$285

Delta flights from Wisconsin to Hilton Head Island

Our best Delta deals on Wisconsin to Hilton Head Island flight tickets
Delta
Jul 21
MKE6:00 amMilwaukee-Mitchell
8h 29m
2 stops
HHH3:29 pmHilton Head Island
Jul 28
HHH4:14 pmHilton Head Island
7h 16m
1 stop
MKE10:30 pmMilwaukee-Mitchell
$290
Delta
Oct 21
MSP7:00 amMinneapolis St Paul
7h 19m
1 stop
HHH3:19 pmHilton Head Island
Oct 28
HHH12:00 pmHilton Head Island
6h 21m
1 stop
MSP5:21 pmMinneapolis St Paul
$291
Delta
Aug 7
ORD8:05 amChicago O'Hare Intl
6h 27m
1 stop
HHH3:32 pmHilton Head Island
Aug 11
HHH12:15 pmHilton Head Island
9h 34m
2 stops
ORD8:49 pmChicago O'Hare Intl
$294

momondo Fare Finder

 
Customize your flight search to find flights from Wisconsin 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, momondo users made 832,500 searches. Data last updated June 30, 2026.
Use the filters below to find and compare flights from Wisconsin to Hilton Head Island that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Fri 8/7

10:45 am-2:21 pm

Nonstop2h 36m

Hilton Head Island

Tue 8/11

2:58 pm-5:15 pm

Nonstop3h 17m

$269
Quickest round-trip

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Fri 7/17

10:00 am-1:33 pm

Nonstop2h 33m

Hilton Head Island

Mon 7/20

2:03 pm-3:39 pm

Nonstop2h 36m

$270

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Fri 8/7

8:54 am-4:38 pm

1 stop6h 44m

Hilton Head Island

Thu 8/13

1:52 pm-3:30 pm

Nonstop2h 38m

$279

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Tue 7/21

5:02 am-1:33 pm

1 stop7h 31m

Hilton Head Island

Tue 7/28

4:55 pm-9:54 pm

1 stop5h 59m

$285

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Wed 7/15

10:45 am-2:21 pm

Nonstop2h 36m

Hilton Head Island

Mon 7/20

3:05 pm-4:51 pm

Nonstop2h 46m

$289

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Tue 7/21

6:00 am-3:29 pm

2 stops8h 29m

Hilton Head Island

Tue 7/28

4:14 pm-10:30 pm

1 stop7h 16m

$290

MinneapolisHilton Head Island

MSP - HHH

MSPHHH

Minneapolis St Paul

Wed 10/21

7:00 am-3:19 pm

1 stop7h 19m

Hilton Head Island

Wed 10/28

12:00 pm-5:21 pm

1 stop6h 21m

$291

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Fri 8/7

9:54 am-3:32 pm

1 stop4h 38m

Hilton Head Island

Thu 8/13

12:15 pm-6:29 pm

2 stops7h 14m

$294

MilwaukeeHilton Head Island

MKE - HHH

MKEHHH

Milwaukee-Mitchell

Tue 7/21

6:00 am-3:29 pm

2 stops8h 29m

Hilton Head Island

Tue 7/28

12:11 pm-10:30 pm

2 stops11h 19m

$295

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Wed 7/15

10:00 am-1:33 pm

Nonstop2h 33m

Hilton Head Island

Mon 7/20

11:47 am-5:39 pm

1 stop6h 52m

$299

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Hilton Head Island from

How to get the cheapest flight ticket from Wisconsin to Hilton Head Island

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

If you don’t want to visit Hilton Head Island in June, then you should wait until September to fly from Wisconsin, when ticket prices are also cheap, with an average price of $159.

Cheap Wisconsin to Hilton Head Island flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wisconsin to Hilton Head Island

Fastest flight time

2h 24m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in Hilton Head Island

1 airport
The fastest flight from Wisconsin to Hilton Head Island takes 2h 24m
Direct flights go from Wisconsin to Hilton Head Island on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport in Hilton Head Island. From Wisconsin there are direct flights to Hilton Head Island (HHH).
Search flight deals

Frequently asked questions about flying from Wisconsin to Hilton Head Island

  • When did momondo last update prices for flights from Wisconsin to Hilton Head Island Airport?

    Prices for flights from Wisconsin to Hilton Head Island Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Wisconsin to Hilton Head Island Airport?

  • How old do you have to be to fly from Wisconsin to Hilton Head Island Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to Hilton Head Island Airport.

  • What documentation or ID do you need to fly to Hilton Head Island Airport?

    The travel and health documents required for your trip to Hilton Head Island Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Hilton Head Island Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Wisconsin to Hilton Head Island

Compare and see reviews for airlines that fly from Wisconsin to Hilton Head Island with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $248Free CancellationRating
7.1
11,762 reviews
Search American Airlines flights

Traveling to a place near Hilton Head Island?

Book flights to Hilton Head Island if you plan to visit one of these locations
Beaufort
Bluffton
Daufuskie Island

Why use momondo?

Why should I use momondo to find a flight deal from Wisconsin to Hilton Head Island?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Wisconsin to Hilton Head Island for you.

Can I find flights from Wisconsin to Hilton Head Island with flexible booking policies on momondo?

All flight searches from Wisconsin to Hilton Head Island on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Wisconsin to Hilton Head Island?

Once you have performed a search for Wisconsin to Hilton Head Island flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Wisconsin to Hilton Head Island right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Wisconsin to Hilton Head Island flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Hilton Head Island trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 7/30
Thu 8/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States