$121 Cheap flights to Sheboygan County

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Top places to visit in Sheboygan County

Aerial view of Deland Park (North Beach) and residential area in Sheboygan WI
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Sheboygan

Sheboygan
Beautiful lake with autumn colors in Wisconsin of USA
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Elkhart Lake

Elkhart Lake
Protective cord-walk meanders over the Lake Michigan sand dunes at Kohler Dunes State Natural Area, Kohler-Andrae State Park, Sheboygan, Wisconsin in mid-autumn
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Kohler

Kohler

Cheap flights to Sheboygan County from $121 One Way, $285 Round Trip

$285 return flights and $121 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.

Wed, Oct 28 - Wed, Nov 4
TPA
Tampa
ATW
Appleton
$285 Roundtrip, found 3 days ago
$285
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Oct 28 from Tampa to Appleton, returning Wed, Nov 4, priced at $285 found 3 days ago
Wed, Oct 28 - Wed, Nov 4
TPA
Tampa
ATW
Appleton
$285 Roundtrip, found 3 days ago
$285
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Oct 28 from Tampa to Appleton, returning Wed, Nov 4, priced at $285 found 3 days ago
Fri, Sep 4 - Sun, Sep 6
DEN
Denver
ATW
Appleton
$289 Roundtrip, found 2 hours ago
$289
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, Sep 4 from Denver to Appleton, returning Sun, Sep 6, priced at $289 found 2 hours ago
Fri, Jul 3 - Wed, Jul 8
DEN
Denver
ATW
Appleton
$296 Roundtrip, found 2 hours ago
$296
Roundtrip
found 2 hours ago
Select United flight, departing Fri, Jul 3 from Denver to Appleton, returning Wed, Jul 8, priced at $296 found 2 hours ago
Sat, Aug 22 - Sat, Aug 29
AUS
Austin
ATW
Appleton
$301 Roundtrip, found 12 hours ago
$301
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sat, Aug 22 from Austin to Appleton, returning Sat, Aug 29, priced at $301 found 12 hours ago
Tue, Jun 30 - Tue, Jul 21
BOS
Boston
ATW
Appleton
$308 Roundtrip, found 2 hours ago
$308
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Jun 30 from Boston to Appleton, returning Tue, Jul 21, priced at $308 found 2 hours ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
DTWAppletonJune 19 to June 21$519
SEAAppletonJune 19 to July 1$605
*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
$186 nightly
The price is $211 total per night from Jun 21 to Jun 22
$211 total
Jun 21 - Jun 22
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! (1,042 reviews)
"Pleasant, clean hotel to stay in downtown Sheboygan near the lake!"

Reviewed on Jun 16, 2026

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

Watershed Hotel

3 out of 5
838 N 15th St Sheboygan WI
$185 nightly
The price is $210 total per night from Jun 21 to Jun 22
$210 total
Jun 21 - Jun 22
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 ...
9.6/10 Exceptional! (566 reviews)
"Enjoyable . Clean. Friendly staff."

Reviewed on Jun 17, 2026

Opens in a new windowWatershed Hotel
The American Club

The American Club

5 out of 5
419 Highland Drive Kohler WI
Fully refundableReserve now, pay when you stay
$568 nightly
The price is $627 total per night from Jul 1 to Jul 2
$627 total
Jul 1 - Jul 2
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 ...
9.6/10 Exceptional! (250 reviews)
"Classy and elegant!"

Reviewed on Jun 12, 2026

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
$101 nightly
The price is $115 total per night from Jul 5 to Jul 6
$115 total
Jul 5 - Jul 6
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 ...
8.4/10 Very Good! (1,012 reviews)
"convenient location"

Reviewed on Jun 15, 2026

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

Orbitz uses cutting edge mobile technology to help get you the best deals on Sheboygan County flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Sheboygan County Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Sheboygan County, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Sheboygan County can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Sheboygan County. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Sheboygan County to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

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 $285 this past week to Sheboygan County, and peaked at $605. Several lucky travelers journeying out of Denver (DEN) managed to land one-way tickets from just $121.
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.