Cheap Flight Deals to Sheboygan WI from CA $239

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

Change your flight without a fee on select flights

How to find cheap flights to Sheboygan?

The cheapest prices found with in the last 7 days for return flights were CA $397 and CA $239 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

Sun Country Airlines, Alaska Airlines, American Airlines fly to Sheboygan, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Sheboygan WI currently costs between CA $397 and CA $543. Prices vary, but for the best fares, travel in April 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 $397. 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 ...
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 Mar 29 to Mar 30
CA $85
CA $97 total
Mar 29 - Mar 30
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. ...
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 $133 per night from Mar 31 to Apr 1
CA $133
CA $151 total
Mar 31 - Apr 1
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 ...
8.8/10 Excellent! (441 reviews)
The remodel is great. Maybe the breakfast could use a bit more fruit, just something better. Parking lot was not plowed after big storm.

Reviewed on Mar 20, 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 $97 per night from Apr 13 to Apr 14
CA $97
CA $110 total
Apr 13 - Apr 14
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! (162 reviews)
Smells like weed

Reviewed on Mar 20, 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 $175 per night from Apr 9 to Apr 10
CA $175
CA $198 total
Apr 9 - Apr 10
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! (1,000 reviews)
Stay here every year and it’s always pleasant

Reviewed on Mar 9, 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 Mar 29 to Mar 30
CA $85
CA $97 total
Mar 29 - Mar 30
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. ...
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 $98 per night from Mar 31 to Apr 1
CA $98
CA $112 total
Mar 31 - Apr 1
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. ...
8.6/10 Excellent! (947 reviews)
The staff were very friendly and attentive! The breakfast doesn’t have as much variety as a lot of other hotels but would stay there again if in Sheboygan again. Convenient/walkable location too.

Reviewed on Mar 23, 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 $97 per night from Apr 13 to Apr 14
CA $97
CA $110 total
Apr 13 - Apr 14
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! (162 reviews)
Smells like weed

Reviewed on Mar 20, 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 Apr 5 to Apr 6
CA $252
CA $323 total
Apr 5 - Apr 6
includes taxes & 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! (460 reviews)
Our children are 7 and 10 years old. They both thoroughly enjoyed every minute at the water park.

Reviewed on Mar 2, 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 $111 per night from Apr 14 to Apr 15
CA $111
CA $126 total
Apr 14 - Apr 15
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. ...
8.6/10 Excellent! (167 reviews)
There was a pool & hot tub. The game room had 3 games. For the price it was okay.

Reviewed on Mar 21, 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
The price is CA $194 per night from Apr 9 to Apr 10
CA $194
CA $221 total
Apr 9 - Apr 10
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! (1,026 reviews)
Room was clean, staff was nice. The breakfast was pretty darn good.

Reviewed on Mar 14, 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.
Holiday Inn Express & Suites Elkhorn - Lake Geneva Area by IHG
Kinn Guesthouse Downtown
Kinn Guesthouse Bay View
Don't see what you're looking for?
See all available trips from Montreal to Sheboygan
View all trips

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
0 Like some more ideas? 0 But there's more. 0
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.