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Cheap flights from Hilton Head Island to Wisconsin from $199

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hilton Head Island to Wisconsin departing on 5/8. 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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Find the cheapest flights from Hilton Head Island to Wisconsin

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:22 pm - 10:53 pm
HHH
-
MKE
5h 31m1 stop
American Airlines Logo
7:00 am - 2:27 pm
MKE
-
HHH
6h 27m1 stop
$283American Airlines
Sat, Feb 21 - Sat, Feb 28
American Airlines Logo
11:02 am - 3:57 pm
HHH
-
MKE
5h 55m2 stops
American Airlines Logo
7:00 am - 2:27 pm
MKE
-
HHH
6h 27m1 stop
$288American Airlines
Sat, Feb 21 - Sat, Feb 28
Delta Logo
4:00 pm - 9:48 pm
HHH
-
ORD
6h 48m1 stop
Delta Logo
7:10 am - 3:18 pm
ORD
-
HHH
7h 08m1 stop
$294Delta
Wed, Apr 15 - Wed, Apr 22
United Airlines Logo
3:00 pm - 4:45 pm
HHH
-
ORD
2h 45mnonstop
United Airlines Logo
10:35 am - 2:01 pm
ORD
-
HHH
2h 26mnonstop
$297United Airlines
Wed, Apr 15 - Wed, Apr 22
Delta Logo
12:00 pm - 9:48 pm
HHH
-
ORD
10h 48m2 stops
Delta Logo
9:30 am - 3:18 pm
ORD
-
HHH
4h 48m1 stop
$299Delta
Wed, Apr 15 - Wed, Apr 22
American Airlines Logo
6:22 pm - 12:10 am
HHH
-
ORD
6h 48m1 stop
American Airlines Logo
9:45 am - 3:05 pm
ORD
-
HHH
4h 20m1 stop
$309American Airlines
Sat, Feb 14 - Tue, Feb 17
American Airlines Logo
2:58 pm - 7:48 pm
HHH
-
ORD
5h 50m1 stop
American Airlines Logo
6:40 am - 3:05 pm
ORD
-
HHH
7h 25m2 stops
$314American Airlines
Sat, Feb 14 - Tue, Feb 17
American Airlines Logo
11:02 am - 5:31 pm
HHH
-
ORD
7h 29m2 stops
American Airlines Logo
5:35 am - 3:05 pm
ORD
-
HHH
8h 30m2 stops
$319American Airlines
Sat, Feb 14 - Tue, Feb 17
United Airlines Logo
4:00 pm - 11:37 pm
HHH
-
ORD
8h 37m1 stop
United Airlines Logo
10:35 am - 2:01 pm
ORD
-
HHH
2h 26mnonstop
$338United Airlines
Wed, Apr 1 - Wed, Apr 8
United Airlines Logo
3:00 pm - 4:45 pm
HHH
-
ORD
2h 45mnonstop
United Airlines Logo
10:35 am - 2:01 pm
ORD
-
HHH
2h 26mnonstop
$348United Airlines
Tue, Apr 21 - Wed, Apr 29

Delta flights from Hilton Head Island to Wisconsin

Our best Delta deals on Hilton Head Island to Wisconsin flight tickets
Delta
Apr 15
HHH4:00 pmHilton Head Island
6h 48m
1 stop
ORD9:48 pmChicago O'Hare Intl
Apr 22
ORD7:10 amChicago O'Hare Intl
7h 08m
1 stop
HHH3:18 pmHilton Head Island
$294
Find similar
Delta
Apr 15
HHH12:00 pmHilton Head Island
10h 48m
2 stops
ORD9:48 pmChicago O'Hare Intl
Apr 22
ORD9:30 amChicago O'Hare Intl
4h 48m
1 stop
HHH3:18 pmHilton Head Island
$299
Find similar
Delta
Apr 21
HHH12:00 pmHilton Head Island
10h 48m
2 stops
ORD9:48 pmChicago O'Hare Intl
Apr 29
ORD9:30 amChicago O'Hare Intl
4h 48m
1 stop
HHH3:18 pmHilton Head Island
$364
Find similar

United Airlines flights from Hilton Head Island to Wisconsin

Our best United Airlines deals on Hilton Head Island to Wisconsin flight tickets
United Airlines
Apr 15
HHH3:00 pmHilton Head Island
2h 45m
ORD4:45 pmChicago O'Hare Intl
Apr 22
ORD10:35 amChicago O'Hare Intl
2h 26m
HHH2:01 pmHilton Head Island
$297
Find similar
United Airlines
Apr 1
HHH4:00 pmHilton Head Island
8h 37m
1 stop
ORD11:37 pmChicago O'Hare Intl
Apr 8
ORD10:35 amChicago O'Hare Intl
2h 26m
HHH2:01 pmHilton Head Island
$338
Find similar
United Airlines
Apr 21
HHH3:00 pmHilton Head Island
2h 45m
ORD4:45 pmChicago O'Hare Intl
Apr 29
ORD10:35 amChicago O'Hare Intl
2h 26m
HHH2:01 pmHilton Head Island
$348
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Wisconsin 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 December 18, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Sat 2/21

6:22 pm-10:53 pm

1 stop5h 31m

Milwaukee-Mitchell

Sat 2/28

7:00 am-2:27 pm

1 stop6h 27m

$283

Hilton Head IslandMilwaukee

HHH - MKE

HHHMKE

Hilton Head Island

Sat 2/21

11:02 am-3:57 pm

2 stops5h 55m

Milwaukee-Mitchell

Sat 2/28

7:00 am-2:27 pm

1 stop6h 27m

$288

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 4/15

4:00 pm-9:48 pm

1 stop6h 48m

Chicago O'Hare Intl

Wed 4/22

7:10 am-3:18 pm

1 stop7h 08m

$294

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 4/15

3:00 pm-4:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

Wed 4/22

10:35 am-2:01 pm

Nonstop2h 26m

$297

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 4/15

12:00 pm-9:48 pm

2 stops10h 48m

Chicago O'Hare Intl

Wed 4/22

9:30 am-3:18 pm

1 stop4h 48m

$299

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Sat 2/14

6:22 pm-12:10 am

1 stop6h 48m

Chicago O'Hare Intl

Tue 2/17

9:45 am-3:05 pm

1 stop4h 20m

$309

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Sat 2/14

2:58 pm-7:48 pm

1 stop5h 50m

Chicago O'Hare Intl

Tue 2/17

6:40 am-3:05 pm

2 stops7h 25m

$314

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Sat 2/14

11:02 am-5:31 pm

2 stops7h 29m

Chicago O'Hare Intl

Tue 2/17

5:35 am-3:05 pm

2 stops8h 30m

$319

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Wed 4/1

4:00 pm-11:37 pm

1 stop8h 37m

Chicago O'Hare Intl

Wed 4/8

10:35 am-2:01 pm

Nonstop2h 26m

$338

Hilton Head IslandChicago

HHH - ORD

HHHORD

Hilton Head Island

Tue 4/21

3:00 pm-4:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

Wed 4/29

10:35 am-2:01 pm

Nonstop2h 26m

$348

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 Wisconsin from

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

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 day to depart on your flight to Wisconsin?

The cheapest day to depart from Hilton Head Island to Wisconsin is on a Wednesday. Travelers who choose to depart for Wisconsin on a Wednesday will often find tickets for as low as $314. The most expensive day to fly to Wisconsin is Monday, with ticket prices averaging around $405.

What is the cheapest time of day to depart on your flight to Wisconsin?

Our most recent data shows that the best time of day to fly to Wisconsin is in the afternoon. Flights from Hilton Head Island to Wisconsin during this time can be as low as $333. Flights in the morning are often more expensive with an average ticket price of $363.

Cheap Hilton Head Island to Wisconsin flight deals and tips

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

Fastest flight time

2h 35m

Direct flights

Mon, Tue, Wed, Thu and Sun

Airports in Wisconsin

80 airports
The fastest flight from Hilton Head Island to Wisconsin takes 2h 35m
Direct flights go from Hilton Head Island to Wisconsin on Monday, Tuesday, Wednesday, Thursday and Sunday. There are no airlines offering direct flights.
There are 80 airports in Wisconsin. From Hilton Head Island there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

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

    Prices for flights from Hilton Head Island Airport to Wisconsin were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hilton Head Island Airport to Wisconsin.

  • What documentation or ID do you need to fly to Wisconsin?

    The travel and health documents required for your trip to Wisconsin 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 Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Hilton Head Island to Wisconsin. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for Hilton Head Island to Wisconsin flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Wisconsin from Hilton Head Island. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

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

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