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Cheap flights from Wisconsin to Hilton Head Island from $149

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 8/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Wisconsin to Hilton Head Island

Cheap round-trip flights

American Airlines Logo
6:18 am - 2:19 pmMSP-HHH
7h 01m1 stop
American Airlines Logo
6:40 pm - 11:08 pmHHH-MSP
5h 28m1 stop
$219American Airlines
Find Deal
Sat, Nov 15 - Sat, Nov 22
American Airlines Logo
5:30 am - 6:17 pmMSP-HHH
11h 47m2 stops
American Airlines Logo
6:40 pm - 11:08 pmHHH-MSP
5h 28m1 stop
$224American Airlines
Find Deal
Sat, Nov 15 - Sat, Nov 22
American Airlines Logo
6:45 am - 2:56 pmMSP-HHH
7h 11m2 stops
American Airlines Logo
12:56 pm - 9:51 pmHHH-MSP
9h 55m2 stops
$229American Airlines
Find Deal
Tue, Sep 9 - Tue, Sep 16
Delta Logo
7:20 am - 3:25 pmORD-HHH
7h 05m1 stop
Delta Logo
4:05 pm - 10:23 pmHHH-ORD
7h 18m1 stop
$249Delta
Find Deal
Thu, Sep 11 - Mon, Sep 15
Delta Logo
6:12 am - 3:25 pmMSN-HHH
8h 13m2 stops
Delta Logo
12:14 pm - 4:18 pmHHH-MSN
5h 04m1 stop
$254Delta
Find Deal
Wed, Sep 17 - Tue, Sep 23
Delta Logo
7:10 am - 3:25 pmORD-HHH
7h 15m2 stops
Delta Logo
4:05 pm - 10:23 pmHHH-ORD
7h 18m1 stop
$254Delta
Find Deal
Thu, Sep 11 - Mon, Sep 15
American Airlines Logo
9:59 am - 6:17 pmMSP-HHH
7h 18m1 stop
American Airlines Logo
6:40 pm - 11:08 pmHHH-MSP
5h 28m1 stop
$258American Airlines
Find Deal
Sat, Nov 15 - Sat, Nov 22
United Airlines Logo
10:35 am - 11:25 amORD-HHH
23h 50m2 stops
United Airlines Logo
12:06 pm - 7:48 amHHH-ORD
20h 42m2 stops
$436United Airlines
Find Deal
Sat, Sep 13 - Wed, Sep 17
United Airlines Logo
7:25 am - 11:16 amORD-HHH
26h 51m2 stops
United Airlines Logo
11:57 am - 10:35 pmHHH-ORD
11h 38m2 stops
$446United Airlines
Find Deal
Sat, Sep 27 - Thu, Oct 2
United Airlines Logo
7:25 am - 11:16 amORD-HHH
26h 51m2 stops
United Airlines Logo
12:21 pm - 7:27 amHHH-ORD
20h 06m2 stops
$452United Airlines
Find Deal
Sat, Sep 27 - Sat, Oct 4

American Airlines flights from Wisconsin to Hilton Head Island

Our best American Airlines deals on Wisconsin to Hilton Head Island flight tickets
American Airlines
Nov 15
MSP6:18 amMinneapolis St Paul
7h 01m
1 stop
HHH2:19 pmHilton Head Island
Nov 22
HHH6:40 pmHilton Head Island
5h 28m
1 stop
MSP11:08 pmMinneapolis St Paul
$219
Find similar
American Airlines
Nov 15
MSP5:30 amMinneapolis St Paul
11h 47m
2 stops
HHH6:17 pmHilton Head Island
Nov 22
HHH6:40 pmHilton Head Island
5h 28m
1 stop
MSP11:08 pmMinneapolis St Paul
$224
Find similar
American Airlines
Sep 9
MSP6:45 amMinneapolis St Paul
7h 11m
2 stops
HHH2:56 pmHilton Head Island
Sep 16
HHH12:56 pmHilton Head Island
9h 55m
2 stops
MSP9:51 pmMinneapolis St Paul
$229
Find similar

United Airlines flights from Wisconsin to Hilton Head Island

Our best United Airlines deals on Wisconsin to Hilton Head Island flight tickets
United Airlines
Sep 13
ORD10:35 amChicago O'Hare Intl
23h 50m
2 stops
HHH11:25 amHilton Head Island
Sep 17
HHH12:06 pmHilton Head Island
20h 42m
2 stops
ORD7:48 amChicago O'Hare Intl
$436
Find similar
United Airlines
Sep 27
ORD7:25 amChicago O'Hare Intl
26h 51m
2 stops
HHH11:16 amHilton Head Island
Oct 2
HHH11:57 amHilton Head Island
11h 38m
2 stops
ORD10:35 pmChicago O'Hare Intl
$446
Find similar
United Airlines
Sep 27
ORD7:25 amChicago O'Hare Intl
26h 51m
2 stops
HHH11:16 amHilton Head Island
Oct 4
HHH12:21 pmHilton Head Island
20h 06m
2 stops
ORD7:27 amChicago O'Hare Intl
$452
Find similar

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 August 13, 2025.
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

MinneapolisHilton Head Island

MSP - HHH

MSPHHH

Minneapolis St Paul

Sat 11/15

6:18 am-2:19 pm

1 stop7h 01m

Hilton Head Island

Sat 11/22

6:40 pm-11:08 pm

1 stop5h 28m

$219

MinneapolisHilton Head Island

MSP - HHH

MSPHHH

Minneapolis St Paul

Sat 11/15

5:30 am-6:17 pm

2 stops11h 47m

Hilton Head Island

Sat 11/22

6:40 pm-11:08 pm

1 stop5h 28m

$224

MinneapolisHilton Head Island

MSP - HHH

MSPHHH

Minneapolis St Paul

Tue 9/9

6:45 am-2:56 pm

2 stops7h 11m

Hilton Head Island

Tue 9/16

12:56 pm-9:51 pm

2 stops9h 55m

$229

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Thu 9/11

7:20 am-3:25 pm

1 stop7h 05m

Hilton Head Island

Mon 9/15

4:05 pm-10:23 pm

1 stop7h 18m

$249

MadisonHilton Head Island

MSN - HHH

MSNHHH

Madison Truax Field

Wed 9/17

6:12 am-3:25 pm

2 stops8h 13m

Hilton Head Island

Tue 9/23

12:14 pm-4:18 pm

1 stop5h 04m

$254

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Thu 9/11

7:10 am-3:25 pm

2 stops7h 15m

Hilton Head Island

Mon 9/15

4:05 pm-10:23 pm

1 stop7h 18m

$254

MinneapolisHilton Head Island

MSP - HHH

MSPHHH

Minneapolis St Paul

Sat 11/15

9:59 am-6:17 pm

1 stop7h 18m

Hilton Head Island

Sat 11/22

6:40 pm-11:08 pm

1 stop5h 28m

$258

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 9/13

10:35 am-11:25 am

2 stops23h 50m

Hilton Head Island

Wed 9/17

12:06 pm-7:48 am

2 stops20h 42m

$436

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 9/27

7:25 am-11:16 am

2 stops26h 51m

Hilton Head Island

Thu 10/2

11:57 am-10:35 pm

2 stops11h 38m

$446

ChicagoHilton Head Island

ORD - HHH

ORDHHH

Chicago O'Hare Intl

Sat 9/27

7:25 am-11:16 am

2 stops26h 51m

Hilton Head Island

Sat 10/4

12:21 pm-7:27 am

2 stops20h 06m

$452

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 November, then you should wait until August to fly from Wisconsin, when ticket prices are also cheap, with an average price of $337.

What is the cheapest day to depart on your flight to Hilton Head Island?

The cheapest day to depart from Wisconsin to Hilton Head Island is on a Wednesday. Travelers who choose to depart for Hilton Head Island on a Wednesday will often find tickets for as low as $367. On the other hand, Thursday is the most expensive day to depart from Wisconsin because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $551.

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

Best Price Found

$149

Fastest flight time

2h 20m

Direct flights

Sun

Airports in Hilton Head Island

1 airport
The best one-way flight to Hilton Head Island from Wisconsin in the past 72 hours is $149. The best round-trip flight deal from Wisconsin to Hilton Head Island found on momondo in the last 72 hours is $219.
The fastest flight from Wisconsin to Hilton Head Island takes 2h 20m
Direct flights go from Wisconsin to Hilton Head Island on Sunday. The only airline offering direct flights is American Airlines.
There is 1 airport near Hilton Head Island: Hilton Head Island (HHH)
Search flight deals

  • 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 $228Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $330Free CancellationRating
8.0
7,979 reviews
Search Delta 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

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