Cheap Flights to Sheboygan from $44

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How Much Does it Cost To Fly To Sheboygan?

The cheapest prices found with in the last 7 days for return flights were $98 and $44 for one-way flights to Sheboygan for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
CLEMilwaukeeMay 11 to May 13$154
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CLEMilwaukeeApril 24 to April 26$541
*Prices include taxes and fees

Sheboygan Flight Information

Traveling to
Sheboygan
Lowest Price
$98
Number of Airlines Serving
Airlines Serving
Frontier Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Sheboygan Accommodation Deals

Inn of Sheboygan

Inn of Sheboygan

2 out of 5
930 N 8th St Sheboygan WI
Stay at this motel in Sheboygan. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Opens in a new windowInn of Sheboygan
Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI

2 out of 5
3402 Wilgus Avenue Sheboygan WI
$69 nightly
The price is $78 total per night from Apr 27 to Apr 28
$78 total
Apr 27 - Apr 28
Total with taxes and fees
Book a stay at this business-friendly motel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (837 reviews)
Yes it was great. Looks upgraded. They have laundry and breakfast. Close to shopping outlets and restaurants. Staff is great.

Reviewed on Apr 14, 2026

Opens in a new windowSuper 8 by Wyndham Sheboygan WI
AmericInn by Wyndham Plymouth

AmericInn by Wyndham Plymouth

2 out of 5
1708 Eastern Ave Plymouth WI
$101 nightly
The price is $115 total per night from Apr 27 to Apr 28
$115 total
Apr 27 - Apr 28
Total with taxes and fees
Stay at this hotel in Plymouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Evergreen ...
8.8/10 Excellent! (444 reviews)
Room was very nice, staff was friendly and helpful.

Reviewed on Apr 18, 2026

Opens in a new windowAmericInn by Wyndham Plymouth
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Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

2 out of 5
723 Center Avenue Sheboygan WI
$70 nightly
The price is $80 total per night from Apr 26 to Apr 27
$80 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Popular attractions John Michael Kohler Arts Center ...
7/10 Good! (168 reviews)
Garbage was still in the room from the last guest, hair on the bathroom floor, dirty towels, and the hot tub did not work.

Reviewed on Apr 4, 2026

Opens in a new windowWingate by Wyndham Sheboygan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Sheboygan

The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel

2.5 out of 5
101 Maritime Dr Manitowoc WI
$127 nightly
The price is $144 total per night from Apr 23 to Apr 24
$144 total
Apr 23 - Apr 24
Total with taxes and fees
Stay at this hotel in Manitowoc. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.6/10 Good! (1,001 reviews)
This was a quick getaway for us. The location was perfect. The room was nice enough. There were a couple small issues, but nothing that would keep us from staying her again. The continental breakfast was a bit disappointing, but that seems to have become the standard for most hotels.

Reviewed on Apr 20, 2026

Opens in a new windowThe Inn on Maritime Bay, an Ascend Collection Hotel
Super 8 by Wyndham Sheboygan WI

Super 8 by Wyndham Sheboygan WI

2 out of 5
3402 Wilgus Avenue Sheboygan WI
$69 nightly
The price is $78 total per night from Apr 27 to Apr 28
$78 total
Apr 27 - Apr 28
Total with taxes and fees
Book a stay at this business-friendly motel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (837 reviews)
Yes it was great. Looks upgraded. They have laundry and breakfast. Close to shopping outlets and restaurants. Staff is great.

Reviewed on Apr 14, 2026

Opens in a new windowSuper 8 by Wyndham Sheboygan WI
Harbor Winds Hotel

Harbor Winds Hotel

2 out of 5
905 S 8th St Sheboygan WI
$89 nightly
The price is $101 total per night from Apr 26 to Apr 27
$101 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (952 reviews)
Nice lounge.

Reviewed on Apr 15, 2026

Opens in a new windowHarbor Winds Hotel
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Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

2 out of 5
723 Center Avenue Sheboygan WI
$70 nightly
The price is $80 total per night from Apr 26 to Apr 27
$80 total
Apr 26 - Apr 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Popular attractions John Michael Kohler Arts Center ...
7/10 Good! (168 reviews)
Garbage was still in the room from the last guest, hair on the bathroom floor, dirty towels, and the hot tub did not work.

Reviewed on Apr 4, 2026

Opens in a new windowWingate by Wyndham Sheboygan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Sheboygan

Blue Harbor Resort and Conference Center
Great for families

Blue Harbor Resort and Conference Center

3 out of 5
725 Blue Harbor Drive Sheboygan WI
$207 nightly
The price is $235 total per night from Apr 22 to Apr 23
$235 total
Apr 22 - Apr 23
Total with taxes and fees
Book a stay at this beach resort in Sheboygan. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Blue Harbor Resort & Conference ...
8.4/10 Very Good! (462 reviews)

Families like: Outdoor pool, free waterpark access, miniature golf, on the beach

Travelers say...
We had a relaxing stay. Our room was beautiful and loved being by the lake. Can’t wait to come back!

Reviewed on Apr 13, 2026

Opens in a new windowBlue Harbor Resort and Conference Center
Comfort Inn & Suites Sheboygan I-43
Great for families

Comfort Inn & Suites Sheboygan I-43

2.5 out of 5
3912 Motel Rd Sheboygan WI
$77 nightly
The price is $87 total per night from May 18 to May 19
$87 total
May 18 - May 19
Total with taxes and fees
Book a stay at this family-friendly hotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (179 reviews)

Families like: Kids pool, waterslide, close to beach, cribs

Travelers say...
Great place to bring kids.

Reviewed on Apr 19, 2026

Opens in a new windowComfort Inn & Suites Sheboygan I-43
Point Beach Guest House - Large, comfortable & quiet. Large yard. Near beach!

Point Beach Guest House - Large, comfortable & quiet. Large yard. Near beach!

Two Rivers WI
Stay at this vacation home in Two Rivers. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Point Beach State Forest and Bernard Schwartz ...
10/10 Exceptional! (205 reviews)
Host was very welcoming. House was immaculate and very well stocked. It was perfect for our sister's quilting getaway.

Reviewed on Oct 31, 2025

Opens in a new windowPoint Beach Guest House - Large, comfortable & quiet. Large yard. Near beach!
Save an average of 15% on thousands of hotels when you're signed in
Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue Sheboygan WI
$130 nightly
The price is $148 total per night from Apr 27 to Apr 28
$148 total
Apr 27 - Apr 28
Total with taxes and fees
Book a stay at this business-friendly aparthotel in Sheboygan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Opens in a new windowGrandstay Residential Suites Hotel - Sheboygan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Sheboygan Flight and Hotel Packages

Sheboygan flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Norwood Inn & Suites Milwaukee
County Clare Irish Hotel & Pub
Kinn Guesthouse Downtown
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See all available trips from Charlotte to Sheboygan
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Sheboygan flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Milwaukee – Airport/Oak Creek
Home2 Suites by Hilton Milwaukee Airport
Hilton Garden Inn Milwaukee Airport
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See all available trips from Charlotte to Sheboygan
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Need a Car For After Your Flight?

Lowest prices found within the past 6 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Sheboygan?
There are 9 airlines that will take you to Sheboygan, so finding one that fits your travel plans should be a cinch. Select your favorite seat on one of these reliable carriers:

  • Delta Air Lines
  • United Airlines
  • American Airlines

What airport is best to fly into Sheboygan?
Before booking your flights to and from Sheboygan, check out all available options. With numerous airports near the city, the cost of your tickets may vary depending on which one you go for. These are the most popular:

  • Mitchell Intl. Airport – 55 mi from downtown
  • GRB – 55 mi from downtown
  • Waukesha County Airport (UES) – 55 mi from downtown

Where to stay in Sheboygan
A glorious escape is just a few clicks away with Travelocity. Choose from 185 Sheboygan accommodations, then start counting down the days until your trip!There's nothing more exciting than organizing your accommodations for your next trip. But after spending loads of time comparing prices and amenities, it can get a little tiresome. So why not take our advice and choose one of our recommended properties, like the Econo Lodge and the Harbor Winds Hotel Sheboygan?
Places to visit in Sheboygan
Blue Harbor Resort & Conference Center Water Park is a superb water experience. When the mercury rises, this is the perfect place to cool off. Need some more ideas? Renoir, the acclaimed French painter, once said that if you want to understand art, you have to go to a museum and look at it. Why not listen to the advice and visit John Michael Kohler Arts Center while in the destination? But there's more. St. Peter Claver Parish is a tranquil house of worship and a local landmark that you might like to visit.
How to get through airport security fast when traveling to Sheboygan
These practical tips and hints about airport security procedures will save you plenty of time on your way to Sheboygan:

  • Have your boarding pass and passport within easy reach. They'll be the first things you'll be instructed to produce by security personnel.
  • Belts, coins and mobile phones are to be put in a tray for X-raying. If you walk into the body scanner with these items, you'll be turned back and instructed to remove them.
  • Laptops must be removed from their carry bags and placed in a tub before being X-rayed.
  • When it comes to traveling with liquids or gels, each passenger is allowed a quart-sized clear zip-lock bag to store containers no bigger than 3.4 ounces (100 milliliters).
  • Security personnel will likely ask you to remove your shoes before entering the body scanner. Choose a pair that you can slip off easily. There's nothing more tiresome than having to do your laces up again and again.
  • Razors and knives are not permitted on board the aircraft. Stash them away in your checked luggage to avoid losing them at the airport security checkpoint.

Plane Tickets To Sheboygan

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Sheboygan. Browse through our inventory to explore a wide range of cheap flights to Sheboygan to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Sheboygan as you anxiously await to exit the plane and explore what Sheboygan has to offer. Considering all the amazing local food and culture in Sheboygan, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Sheboygan to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Sheboygan without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Sheboygan with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Sheboygan today!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.