Cheap Flight Deals to Sheboygan WI from CA $285

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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 $541 and CA $285 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

Alaska Airlines, WestJet 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 $541 and CA $541. Prices vary, but for the best fares, travel in March 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 $541. 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 April 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 $85 per night from Feb 8 to Feb 9
CA $85
CA $96 total
Feb 8 - Feb 9
includes taxes & 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 (834 reviews)
Was avke to switch from King size to two beds. Check in was easy. Plenty of parking.

Reviewed on Dec 31, 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 $127 per night from Feb 23 to Feb 24
CA $127
CA $144 total
Feb 23 - Feb 24
includes taxes & 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! (438 reviews)
Yes. All was good! We will probably stay there again soon.

Reviewed on Jan 13, 2026

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 $85 per night from Feb 12 to Feb 13
CA $85
CA $97 total
Feb 12 - Feb 13
includes taxes & 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! (155 reviews)
Room was clean and staff were kind and helpful

Reviewed on Feb 6, 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
The price is CA $181 per night from Mar 8 to Mar 9
CA $181
CA $205 total
Mar 8 - Mar 9
includes taxes & 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)
Very friendly staff, very attentive. Clean room, great location.

Reviewed on Jan 17, 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
The price is CA $85 per night from Feb 8 to Feb 9
CA $85
CA $96 total
Feb 8 - Feb 9
includes taxes & 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 (834 reviews)
Was avke to switch from King size to two beds. Check in was easy. Plenty of parking.

Reviewed on Dec 31, 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 $94 per night from Feb 15 to Feb 16
CA $94
CA $107 total
Feb 15 - Feb 16
includes taxes & 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! (939 reviews)
Nice stay! Lila, at the desk was wonderful. The room was clean and the beds comfortable.

Reviewed on Jan 26, 2026

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
The price is CA $85 per night from Feb 12 to Feb 13
CA $85
CA $97 total
Feb 12 - Feb 13
includes taxes & 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! (155 reviews)
Room was clean and staff were kind and helpful

Reviewed on Feb 6, 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

Blue Harbor Resort and Conference Center

3 out of 5
725 Blue Harbor Drive Sheboygan WI
The price is CA $252 per night from Mar 8 to Mar 9
CA $252
per night
Mar 8 - Mar 9
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! (450 reviews)
Checking in and out very efficient. Rooms were clean. Water park very well staffed

Reviewed on Jan 4, 2026

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 $103 per night from Mar 9 to Mar 10
CA $103
per night
Mar 9 - Mar 10
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! (156 reviews)
Staff were nice, beds were comfortable. Room floor needed some extra cleaning. Shower door would not stay closed. Pool area needs updates and some cleaning. Towel was shoved up to block open area on outdoor door. Could see gaps in doors/windows...probably losing a lot of heat on these cold days.

Reviewed on Feb 2, 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
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)
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
The price is CA $153 per night from Feb 8 to Feb 9
CA $153
per night
Feb 8 - Feb 9
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! (1,019 reviews)
Courteous staff, clear policies, clean and comfortable rooms!

Reviewed on Jan 25, 2026

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.
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie
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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.