Cheap Flights to Sheboygan from $44

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Sheboygan?

The cheapest prices found with in the last 7 days for return flights were $88 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*
CLEMilwaukeeJanuary 24 to January 31$128
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CLEMilwaukeeDecember 26 to December 31$345
*Prices include taxes and fees

Sheboygan Flight Information

Traveling to
Sheboygan
Lowest Price
$88
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 ...
It was fine

Reviewed on Nov 19, 2024

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 Dec 22 to Dec 23
$78 total
Dec 22 - Dec 23
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. ...
6.4/10 (826 reviews)
It was great

Reviewed on Dec 6, 2025

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
$93 nightly
The price is $105 total per night from Jan 4 to Jan 5
$105 total
Jan 4 - Jan 5, 2026
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 ...
8.6/10 Excellent! (436 reviews)
Staff was excellent. Easy check in. Rooms were very clean

Reviewed on Dec 19, 2025

Opens in a new windowAmericInn by Wyndham Plymouth
Save an average of 15% on thousands of hotels when you're signed in
Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

2 out of 5
723 Center Avenue Sheboygan WI
$65 nightly
The price is $73 total per night from Jan 15 to Jan 16
$73 total
Jan 15 - Jan 16, 2026
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 ...
6.8/10 (147 reviews)
Room was clean, staff was very nice, and accommodating.

Reviewed on Nov 12, 2025

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
$123 nightly
The price is $139 total per night from Dec 23 to Dec 24
$139 total
Dec 23 - Dec 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! (1,000 reviews)
Yes

Reviewed on Dec 12, 2025

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 Dec 22 to Dec 23
$78 total
Dec 22 - Dec 23
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. ...
6.4/10 (826 reviews)
It was great

Reviewed on Dec 6, 2025

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
$67 nightly
The price is $77 total per night from Dec 25 to Dec 26
$77 total
Dec 25 - Dec 26
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. ...
8.4/10 Very Good! (930 reviews)
Could use a better selection of foods.

Reviewed on Dec 8, 2025

Opens in a new windowHarbor Winds Hotel
Save an average of 15% on thousands of hotels when you're signed in
Wingate by Wyndham Sheboygan

Wingate by Wyndham Sheboygan

2 out of 5
723 Center Avenue Sheboygan WI
$65 nightly
The price is $73 total per night from Jan 15 to Jan 16
$73 total
Jan 15 - Jan 16, 2026
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 ...
6.8/10 (147 reviews)
Room was clean, staff was very nice, and accommodating.

Reviewed on Nov 12, 2025

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 Jan 4 to Jan 5
$235 total
Jan 4 - Jan 5, 2026
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! (445 reviews)

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

Travelers say...
The hotel was very clean, the room was great! The bar had very good food. Would definitely. Recommend. There is plenty for the kids to do! They loved the waterpark! Although the Beacon restaurant I wouldn’t recommend. The breakfast buffet had very little to offer. I had to tell the staff that the ...

Reviewed on Oct 26, 2025

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
$72 nightly
The price is $82 total per night from Jan 5 to Jan 6
$82 total
Jan 5 - Jan 6, 2026
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. ...
8.4/10 Very Good! (137 reviews)

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

Travelers say...
Great room. I truly re enjoyed my stay.

Reviewed on Dec 15, 2025

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

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

Two Rivers WI
Book a stay at this family-friendly vacation home in Two Rivers. Enjoy free WiFi, a water park, and a garden. Popular attractions Point Beach State Forest and ...
10/10 Exceptional! (172 reviews)

Families like: Waterpark, kitchen, playground, close to beach

Travelers say...
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
$113 nightly
The price is $129 total per night from Dec 25 to Dec 26
$129 total
Dec 25 - Dec 26
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 ...
8.6/10 Excellent! (1,012 reviews)
Well maintained and clean.

Reviewed on Dec 21, 2025

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.
DoubleTree by Hilton Milwaukee - Brookfield
Candlewood Suites Milwaukee Airport by IHG
Kinn Guesthouse Bay View
Don't see what you're looking for?
See all available trips from Seattle to Sheboygan
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 5 days. 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!

Explore More Ways to Travel with Travelocity

*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.