$61 Cheap flights to Sheboygan County

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Top places to visit in Sheboygan County

A lighthouse at sunset with a colorful sky and calm water.
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Sheboygan

Sheboygan
A house by a calm lake with autumn foliage and a clear sky.
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Elkhart Lake

Elkhart Lake
A church with two spires, surrounded by autumn foliage.
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Kohler

Kohler

Cheap flights to Sheboygan County from $61 One Way, $105 Round Trip

$105 return flights and $61 one-way flights to Sheboygan County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 30 - Mon, Nov 2
BNA
Nashville
ATW
Appleton
$105 Roundtrip, found 4 days ago
$105
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Fri, Oct 30 from Nashville to Appleton, returning Mon, Nov 2, priced at $105 found 4 days ago
Mon, Sep 21 - Mon, Sep 28
RSW
Fort Myers
ATW
Appleton
$122 Roundtrip, found 6 days ago
$122
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Mon, Sep 21 from Fort Myers to Appleton, returning Mon, Sep 28, priced at $122 found 6 days ago
Fri, Oct 2 - Mon, Oct 5
FLL
Fort Lauderdale
ATW
Appleton
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Fri, Oct 2 from Fort Lauderdale to Appleton, returning Mon, Oct 5, priced at $124 found 1 day ago
Fri, Oct 30 - Mon, Nov 2
DEN
Denver
ATW
Appleton
$127 Roundtrip, found 17 hours ago
$127
Roundtrip
found 17 hours ago
Select Allegiant Air flight, departing Fri, Oct 30 from Denver to Appleton, returning Mon, Nov 2, priced at $127 found 17 hours ago
Thu, Sep 24 - Tue, Sep 29
PGD
Punta Gorda
ATW
Appleton
$136 Roundtrip, found 1 day ago
$136
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Sep 24 from Punta Gorda to Appleton, returning Tue, Sep 29, priced at $136 found 1 day ago
Fri, Dec 4 - Sun, Dec 13
PIE
St. Petersburg
ATW
Appleton
$144 Roundtrip, found 6 days ago
$144
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Fri, Dec 4 from St. Petersburg to Appleton, returning Sun, Dec 13, priced at $144 found 6 days ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
AZAAppletonSeptember 19 to September 20$261
LASAppletonSeptember 18 to September 28$378
DTWAppletonSeptember 18 to September 21$475
DENAppletonSeptember 18 to September 20$480
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Sheboygan County Accommodation Deals

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 out of 5
708 Niagara Avenue Sheboygan WI
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $154 total per night from Sep 28 to Sep 29
$154 total
Sep 28 - Sep 29
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! (1,086 reviews)
"Surprised there was kitchenette. Liked the room 2 TV's. Spacious and overall great."

Reviewed on Sep 13, 2026

Opens in a new windowGrandstay Residential Suites Hotel - Sheboygan
Watershed Hotel

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $135 total per night from Oct 16 to Oct 17
$135 total
Oct 16 - Oct 17
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 and the clean ...
9.8/10 Exceptional! (656 reviews)
"Great property and staff, comfy rooms as well!"

Reviewed on Sep 15, 2026

Opens in a new windowWatershed Hotel
The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
Fully refundable
$645 nightly
The price is $713 total per night from Sep 20 to Sep 21
$713 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this luxury hotel in Kohler. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowThe American Club
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AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

3 out of 5
3664 S Taylor Dr Sheboygan WI
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $100 total per night from Oct 4 to Oct 5
$100 total
Oct 4 - Oct 5
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 breakfast and the helpful ...
Opens in a new windowAmericInn 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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Sheboygan County

When you plan to buy tickets for flights to Sheboygan County, you don’t have to look any further than Orbitz! We offer bargain rates and low fares on thousands of flights.

Reliable Customer Service

Along with our low prices, Orbitz is well known for exceptional customer care. We make it simple to find the best Sheboygan County flights for you. If you need to cancel your booking or change your flight plans, simply contact our Customer Service department to make any adjustments.

Bargain Tickets for Sheboygan County Flights

Orbitz offers deeply discounted flights to Sheboygan County, and we provide the resources to research your travel destination and plan your complete itinerary.

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Saving your frequent flyer miles for your flights to Sheboygan County? You can use Orbitz to make your budget ticket reservation for all your flights and still earn points or miles on your frequent flyer program! Just enter your program account number while you’re booking your ticket to have your points added automatically, every time you book with Orbitz.

Convenient Travel Planning Services

If you like the ease of making your travel plans on the move, you’ll love the free Orbitz apps for iPhones, iPads, and Android devices. You can use these apps to review your travel reservations or make a change to your itinerary. Orbitz also offers additional travel assistance such as free mobile alerts that keep you up-to-date about sudden changes to your upcoming flights. You can also browse Orbitz easily on your smartphone by using the mobile version of the website to find budget Sheboygan County flights.

Frequently asked questions

Which airlines fly to Sheboygan County?
Book an airfare with one of the 12 airlines that operate services to O'Hare Intl. Airport (ORD) and gear up for thrilling new adventures. This popular airport is a major entry point for exploring Sheboygan County. When you're ready to tick off this region, these leading carriers will take you there:

  • United Airlines - 612 flights to Sheboygan County per month
  • American Airlines - 339 flights to Sheboygan County per month
  • Air Canada - 190 flights to Sheboygan County per month

How much is a flight to Sheboygan County?
Return flight prices dipped as low as $105 this past week to Sheboygan County, and peaked at $480. Several lucky travelers journeying out of Fort Myers (RSW) managed to land one-way tickets from just $61.
How to book the cheapest flight to Sheboygan County?
Landing cheap flights to Sheboygan County is as easy as booking your ticket with Orbitz. But if you're eager to make sure you're walking away with the best flight deals around, here are some suggestions worth following:

  • Consider departing from or arriving at other airports to cut costs. Enter your preferred departure and arrival points in the form fields, then select the 'Nearby airports' function below. It will list the available options.
  • Also, click on the 'Show flexible dates' link to bring up the fares on days either side of your chosen departure. It's possible to find cheaper flight deals if your travel dates are flexible.
  • You can also select the 'Show options' link to filter results for your preferred carrier, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd like to fly.
  • The early bird gets the most rewarding deals, so purchase your seats once you've settled on your travel dates. The most affordable fares go like hotcakes and prices normally climb as the departure date nears.
  • Save big on your vacation by bundling your hotel, flights and car rentals into an Orbitz package deal. Your credit card will thank you.
  • If you can, avoid flying during the busy season. Airfares are often at their most expensive during summer, school breaks and around other vacation times like Easter and Christmas.

What is the best time to book a flight to Sheboygan County?
If your schedule allows, purchase your seats to Sheboygan County in January. This is the best month to reserve low airfares, closely followed by February and August. With a little planning, you're guaranteed to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Sheboygan County?
To score a fantastic flight deal, book on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days to purchase flights to Sheboygan County.
What is the cheapest day of the week to fly to Sheboygan County?
Everybody enjoys saving money, so we recommend leaving earlier in the week for cheap flights to Sheboygan County. Orbitz data from 2020 shows you can snap up the best prices on flights taking off on Mondays. Tuesdays are the next most affordable day, while Saturdays are likely to cost a bundle. Many passengers like to travel on weekends, so leave those Saturdays for binge-watching your favorite TV shows.
What is the cheapest month to fly to Sheboygan County?
To secure cheap flights to Sheboygan County, pack your bags and travel in August. Orbitz data shows that this is generally a great month to save on your airfare. If you're hoping to fly to Sheboygan County in June, keep in mind that this is the most expensive time to take a trip.
Which airlines allow free cancellation?
We know that plans change and flexibility is important. That's why you can easily search for flights that include free cancellation and no change fees on Orbitz. Just click on "Filter by flexible change policies" and we'll find you fares more flexible than a lollipop left in the sun!
What do I need for the flight to Sheboygan County?
Nothing beats jetting off to a cool new place, but it's smart to be prepared. These practical tips will help get your trip off to a great start:

  • Your travel documents are the most important things you'll need to have with you on your flight to Sheboygan County. To avoid any problems during check-in, make sure that the name on your ticket matches your government-issued ID.
  • Make time fly by even quicker on your short flight by packing the right things. Think tasty snacks, a water bottle and entertainment. If you'd like your journey to Sheboygan County to pass nice and peacefully, squeeze some headphones or earplugs into your carry-on bag as well.
  • It can get very cool on the plane. If you don't like the idea of shivering your way through the flight, wear an extra layer of clothes.

How do I get cheap first-class/business deals to Sheboygan County?
Smart travelers know how to find business or first-class airfares to Sheboygan County that don't cost an arm and a leg. Follow in their footsteps with these handy hints:

  • Flexibility isn't just for your yoga class. Avoid locking in your travel dates so you can snap up more affordable airfares when a sale comes along.
  • Budget airlines offer business-class seats at a fraction of the normal price. Skip the full-service carriers and fly with one these cheaper options.
  • Make the most of your airline's loyalty scheme and upgrade your seat. You can also bid for an upgrade in online auctions.

What is the best time to go to Sheboygan County?
If you'd like to experience the unique vibe of Sheboygan County in the peak season, April, May and July are the prime months to visit. June 20 marks the start of summertime in the Northern Hemisphere and is a perfect time to travel if you delight in being outside. Around this time of year, average daily temperatures typically range from 60 ºF to 75 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.