Cheap Flight Deals to Sheboygan WI from CA $267

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How to find cheap flights to Sheboygan?

The cheapest prices found with in the last 7 days for return flights were CA $442 and CA $267 for one-way flights to Sheboygan for the period specified. Prices and availability are subject to change. Additional terms apply

Your guide to flights to Sheboygan, WI

United, Alaska Airlines fly to Sheboygan, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Sheboygan WI currently costs between CA $442 and CA $442. Prices vary, but for the best fares, travel in October when prices are at their lowest.  

Top tips for finding cheap flights to Sheboygan  

The cheapest flight for a round trip to Sheboygan is currently CA $442. When you search for flights to Sheboygan, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Sheboygan for nearby days.  The cheapest month to travel to Sheboygan is March from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Sheboygan 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Sheboygan with Travelocity 

We have top deals on plane tickets even for last minute flights to Sheboygan, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Sheboygan for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Sheboygan

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
The price is CA $88 per night from Oct 8 to Oct 9
CA $88
per night
Oct 8 - Oct 9
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
The price is CA $140 per night from Oct 7 to Oct 8
CA $140
per night
Oct 7 - Oct 8
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! (423 reviews)
Clean and good location
"Room was clean and comfortable. Requested more pillows which were brought quickly. No elevator so had to carry my bag up the stairs but wasn't a major issue. Breakfast was decent and I was impressed they had greek yogurt."

Reviewed on Sep 17, 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
The price is CA $98 per night from Oct 5 to Oct 6
CA $98
per night
Oct 5 - Oct 6
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! (118 reviews)
"Our room was clean and comfy. If you stay here eat at the Japanese restaurant around the corner, it was great!"

Reviewed on Sep 21, 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
The price is CA $196 per night from Oct 12 to Oct 13
CA $196
per night
Oct 12 - Oct 13
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! (1,008 reviews)
"Not great, but not bad"

Reviewed on Sep 17, 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
The price is CA $88 per night from Oct 8 to Oct 9
CA $88
per night
Oct 8 - Oct 9
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
The price is CA $151 per night from Sep 25 to Sep 26
CA $151
per night
Sep 25 - Sep 26
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! (908 reviews)
"Great stay, was a bit loud with traffic and guests coming and going."

Reviewed on Sep 22, 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
The price is CA $98 per night from Oct 5 to Oct 6
CA $98
per night
Oct 5 - Oct 6
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! (118 reviews)
"Our room was clean and comfy. If you stay here eat at the Japanese restaurant around the corner, it was great!"

Reviewed on Sep 21, 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

Blue Harbor Resort and Conference Center

3 out of 5
725 Blue Harbor Drive, Sheboygan, WI
The price is CA $296 per night from Oct 19 to Oct 20
CA $296
CA $372 total
Oct 19 - Oct 20
includes taxes & 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)
"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

Comfort Inn & Suites Sheboygan I-43

2.5 out of 5
3912 Motel Rd, Sheboygan, WI
The price is CA $100 per night from Oct 12 to Oct 13
CA $100
CA $113 total
Oct 12 - Oct 13
includes taxes & 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! (99 reviews)
"The staff were kind and accommodating, and the place was very pet-friendly. The free breakfast was good, and we appreciated the attention to cleanliess, the comfy bed and pillows, and the in-room fridge and microwave. We would absolutely consider staying again when we're in the area!"

Reviewed on Sep 21, 2025

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
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)
"Point Beach Guest House is truly a gem, as is the owner. Mike offered an early check-in, the house is immaculate and the location is perfect for anyone fond of outdoor activities. We truly enjoyed our stay and intend to repeat the experience."

Reviewed on Sep 22, 2025

Opens in a new windowPoint Beach Guest House - Large, comfortable & quiet. Large yard. Near beach!
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Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue, Sheboygan, WI
The price is CA $160 per night from Oct 1 to Oct 2
CA $160
CA $182 total
Oct 1 - Oct 2
includes taxes & 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! (970 reviews)
"The pool hours are too late in the morning and too early in the night. Some hotels has 8am-10pm. I couldn't use it the two times I stayed there because I had activities during the day. Open it one hour earlier and closing it one hour later will help because of the day activities. Staff are ..."

Reviewed on Sep 20, 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.

Need a car after flight to Sheboygan?

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 – 88 kilometers from downtown
  • GRB – 88 kilometers from downtown
  • Waukesha County Airport (UES) – 88 kilometers 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
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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!

*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.