Cheap Flights to Sheboygan from $34

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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 $127 and $34 for one-way flights to Sheboygan for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
CLEMilwaukeeDecember 31 to January 17$189
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CLEMilwaukeeOctober 26 to October 31$363
*Prices include taxes and fees

Sheboygan Flight Information

Traveling to
Sheboygan
Lowest Price
$127
Number of Airlines Serving
Airlines Serving
Frontier Airlines, Sun Country 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
$65 nightly
The price is $74 total per night from Oct 22 to Oct 23
$74 total
Oct 22 - Oct 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 (821 reviews)
"Every thing went quickly from parking to check in. The room.was clean and we are comfortable. Thank you!"

Reviewed on Sep 14, 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 Oct 28 to Oct 29
$105 total
Oct 28 - Oct 29
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 Road ...
8.6/10 Excellent! (428 reviews)
"Staff were friendly and attentive to all of our needs. They didnt hesitate to help us out with any requests we had. Definitely recommend this establishment if you are in the Wisconsin area!"

Reviewed on Oct 13, 2025

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
$67 nightly
The price is $76 total per night from Oct 27 to Oct 28
$76 total
Oct 27 - Oct 28
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! (126 reviews)
"Everything you need in a hotel"

Reviewed on Oct 16, 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
$132 nightly
The price is $150 total per night from Nov 3 to Nov 4
$150 total
Nov 3 - Nov 4
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! (1,004 reviews)
"The pool was nice but stained"

Reviewed on Oct 14, 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
$65 nightly
The price is $74 total per night from Oct 22 to Oct 23
$74 total
Oct 22 - Oct 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 (821 reviews)
"Every thing went quickly from parking to check in. The room.was clean and we are comfortable. Thank you!"

Reviewed on Sep 14, 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
$92 nightly
The price is $105 total per night from Oct 26 to Oct 27
$105 total
Oct 26 - Oct 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. ...
8.4/10 Very Good! (915 reviews)
"We didn't go to the bar or eat breakfast there. Great location- we got miles of steps in! The staff was so friendly and helpful. Bed was comfy, good water pressure! Would have preferred a room with a water view- you could hear alot of street noise/cars,ect.. from the street view room. Bring a white ..."

Reviewed on Oct 14, 2025

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
$67 nightly
The price is $76 total per night from Oct 27 to Oct 28
$76 total
Oct 27 - Oct 28
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! (126 reviews)
"Everything you need in a hotel"

Reviewed on Oct 16, 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 Nov 2 to Nov 3
$235 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this 3-star 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! (443 reviews)

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

Travelers say...
"Nice property right on the water"

Reviewed on Sep 18, 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
$76 nightly
The price is $86 total per night from Nov 3 to Nov 4
$86 total
Nov 3 - Nov 4
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! (116 reviews)

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

Travelers say...
"nice and clean hotel"

Reviewed on Oct 14, 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
Book a stay at this ski vacation home in Two Rivers. Enjoy free WiFi, a water park, and a garden. Popular attractions Point Beach State Forest and Bernard Schwartz ...
10/10 Exceptional! (169 reviews)

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

Travelers say...
"The house was amazingly clean. The kitchen was well stocked with pots, pans and dishs. We had a great time!"

Reviewed on Oct 12, 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
$110 nightly
The price is $125 total per night from Nov 1 to Nov 2
$125 total
Nov 1 - Nov 2
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! (983 reviews)
"Loved having parking so easily accessible. The front desk staff was extremely helpful and professional"

Reviewed on Oct 10, 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.
Cambria Hotel Milwaukee Downtown
Potawatomi Hotel & Casino
Saint Kate - The Arts Hotel
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See all available trips from Pittsburgh to Sheboygan
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Need a Car For After Your Flight?

Lowest prices found within the past 7 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.