$54 Find Cheap Flights to Sheboygan

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Sheboygan departing on 1/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Cheap Flights to Sheboygan

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Sheboygan that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Sheboygan

Mon, Nov 3 - Mon, Nov 10
Frontier Logo
3:53 pm - 7:19 pmDEN-MKE
2h 26mnonstop
Frontier Logo
8:04 pm - 9:49 pmMKE-DEN
2h 45mnonstop
$139Frontier
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Mon, Nov 3 - Mon, Nov 10
Frontier Logo
3:53 pm - 7:19 pmDEN-MKE
2h 26mnonstop
Frontier Logo
8:04 pm - 9:49 pmMKE-DEN
2h 45mnonstop
$149Frontier
Find Deal
Tue, Oct 28 - Wed, Nov 5
Southwest Logo
5:40 pm - 10:00 pmBOS-MKE
5h 20m1 stop
Southwest Logo
4:05 pm - 10:15 pmMKE-BOS
5h 10m1 stop
$177Southwest
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Tue, Oct 28 - Wed, Nov 5
Southwest Logo
1:50 pm - 10:25 pmBOS-MKE
9h 35m2 stops
Southwest Logo
4:05 pm - 10:15 pmMKE-BOS
5h 10m1 stop
$182Southwest
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Fri, Oct 31 - Tue, Nov 4
United Airlines Logo
6:00 am - 11:24 amBOS-MKE
6h 24m1 stop
United Airlines Logo
5:00 am - 10:34 amMKE-BOS
4h 34m1 stop
$192United Airlines
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Wed, Nov 5 - Wed, Nov 12
United Airlines Logo
6:00 am - 10:18 amBOS-MKE
5h 18m1 stop
United Airlines Logo
5:00 am - 10:34 amMKE-BOS
4h 34m1 stop
$198United Airlines
Find Deal
Mon, Oct 27 - Fri, Nov 7
Delta Logo
11:55 pm - 10:11 amSEA-MKE
8h 16m1 stop
Delta Logo
7:39 pm - 11:57 pmMKE-SEA
6h 18m1 stop
$238Delta
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Fri, Oct 31 - Sun, Nov 2
Delta Logo
5:56 pm - 11:55 pmEWR-MKE
6h 59m1 stop
Delta Logo
5:47 am - 12:18 pmMKE-EWR
5h 31m1 stop
$239Delta
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Mon, Oct 20 - Mon, Oct 27
American Airlines Logo
1:30 pm - 12:14 amSEA-MKE
8h 44m1 stop
American Airlines Logo
2:05 pm - 8:57 pmMKE-SEA
8h 52m1 stop
$239American Airlines
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Fri, Nov 14 - Sun, Nov 16
American Airlines Logo
5:22 pm - 11:05 pmBOS-MKE
6h 43m1 stop
American Airlines Logo
12:09 pm - 8:30 pmMKE-BOS
7h 21m1 stop
$241American Airlines
Find Deal

Everything you should know

Top routes
BOS-MKE
Cheapest
DEN-MKE
Most popular
Insights
Insights
Insights
Insights
Cheapest round-trip
$139
Typical prices: $149-$408
Frontier
Mon 11/3Mon 11/10
DEN - MKE • Non-stop
Cheapest one-way
$54
Typical prices: $178-$339
Frontier
Thu 1/8
BOS - MKE • 1 stop
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We hope you love your trip to Sheboygan!
Useful Info

Good to know - Book Cheap Sheboygan Plane Tickets

Low seasonFebruary
Cheapest flight$54
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Boston to Milwaukee

Flights to Sheboygan: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew to Sheboygan 
Verified travelerFlew with Alaska AirlinesSEA-MKEJun 2025
Order ahead or bring own meal on plane
DanaFlew with Alaska AirlinesSEA-MKESep 2024
That was my first time flying Milwaukee to Seattle & vice versa. I think we choose a good airline. Seattle’s traffic & airport is busier than Milwaukee so get there at least 2 hours early. Download & keep an eye on the Alaska airline app for flight info updates.
HeatherFlew with LufthansaORD-MKEAug 2024
Make sure there's enough time between connections to go through customs and recheck your luggage. They will not let you proceed so you can't even try to run and catch the flight if you want to.

FAQs - booking Sheboygan flights

  • How long is the flight to Sheboygan?

    Flights from Phoenix3h 39m
    Flights from Washington, D.C.2h 07m
    Flights from Newark2h 30m
    Flights from Denver2h 35m
    Flights from Boston2h 25m
  • What is the cheapest flight to Milwaukee?

    In the last 3 days, the cheapest flight deal to Milwaukee was found on the route from Boston, at $139 return. The most popular connection is from Denver to Milwaukee and KAYAK users have found round-trip deals for as low as $139 in the last 3 days.

  • Which airlines fly to Milwaukee?

    Many airlines fly to Milwaukee, the most common ones being Southwest, American Airlines, and Delta. See the amount of flights per week for popular airlines flying to Milwaukee.

  • How to fly to Sheboygan?

    You cannot fly directly to Sheboygan. KAYAK recommends you fly to Milwaukee-Mitchell (MKE) (56.27 miles from Sheboygan). From there you can rent a car or get a taxi.

  • What airports are near Sheboygan?

    The closest airport is Appleton Intl (ATW) (53.1 mi). Other nearby airports are Green Bay Austin-Straubel (GRB) (54.71 mi), Milwaukee-Mitchell (MKE) (56.27 mi), Manistee Blacker (MBL) (81.04 mi) or Muskegon (MKG) (84.18 mi). KAYAK recommends you fly to Milwaukee-Mitchell.

  • How far is Milwaukee-Mitchell Airport from central Milwaukee?

    You’ll need to travel 6 miles to reach the Milwaukee city center from Milwaukee-Mitchell Airport.

  • What is the name of Milwaukee’s airport?

    There is only 1 airport in Milwaukee, called Milwaukee-Mitchell Airport (MKE). It can also be referred to as General Mitchell Intl or Milwaukee-Mitchell.

  • How does KAYAK find such low prices on flights to Sheboygan?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Sheboygan.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Sheboygan?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Sheboygan is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Sheboygan?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Sheboygan with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Sheboygan?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Sheboygan up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Sheboygan

  • There is no major airport in Sheboygan. It is instead served by Milwaukee-Mitchell Airport.
  • Looking for cheap airfare to Sheboygan? 25% of our users found round-trip tickets to Sheboygan for the following prices or less: From Miami $138, from Los Angeles $192, from Boston $220
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Sheboygan flight deals.

Reviews of the top 5 airlines flying to Sheboygan

 
Need help choosing which airline to fly with from the United States to Sheboygan? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4237 reviews
8.1Boarding
7.5Entertainment
7.0Food
8.0Comfort
8.6Crew
Airline reviews

mandatory demand customer to check their carry on because not enough people check bags.

6.0 GoodHung, Oct 2025PHX - ABQ
Read more Southwest reviews

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

The flight was great. The gate location was way to far away!!!

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Gate agent rushed to fill hot jetway with crowd so it took over 12 minutes to go from gate to plane. Just like a discount airline Pooly prepared cabin and third time that claim of rough air prevented any cabin service. Friends on a Southwest flight at similar time had service.

Cramped seating for me. Luckily it wasn’t a long flight

Lounge in Lagos is terrible, food on board from Lagos to Atlanta was horrible. Only bright spot the cabin crew were awesome.

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

The internet service I paid for didn’t work at all and the flight crew was not very friendly.

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Late FA meant slow boarding. WiFi did not work. I’m a medium plus sized passenger. The seatbelt was for the first time ever barely fitting. And we delayed on the tarmac 40 min

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

Flight is clean and ontime. Crew is friendly. Snack can be better and the internet connection is poor

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

the trip to madrid was uncomfortable with my legs touching the seat in front of me

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

We were delayed for a “couple of maintenance issues.” They were resolved rather quickly but a computer glitch caused someone in the airport to have to bring a physical copy of the paperwork so we could leave. I don’t know where they had to drive from to get to our plane but it took forever & we were 1 1/2 hrs late in leaving. The flight itself was fine.

You can plug your phone in & use their wifi to watch movies, etc, but the plane’s wifi was disconnected for most of the flight.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Very below average , plane from Dallas to Toyko was very poor designed plane. I had to sit for 13 hours next to fat man. Really bad seat and entertainment screen sucked

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

My luggage didn’t arrive at LAX, so that wasn’t a good experience.

Terrible seat, no in flight entertainment. No complimentary food or drinks. Seats really hurt my back after flying spirit for the day.

Plastic seat really hurt my back. Cannot even recline on the flight. Very hard to sleep on the plane due to terrible seats . Food and drinks were expensive and not very good. There were like 2 open exit rows behind me. My isle was full so I asked flight attendants if I could sit there. They told me it was a safety issue??? I think it more unsafe to have no one sitting there. In case of emergency, you’d want someone there to help.

The delays and the lack of communication and organization within the airport itself for Staffing this flight and coordinating the paper log necessary to depart was ridiculous and deplorable

It was a no show, so we got put in hotels for a nite. The A320 plane was very modern and flite and crew (if a pilot shows up were fine). Price was very good.

The entire staff from check in agents to flight attendants were pleasant and professional. Would suggest a complimentary water.

I was never aware that I had to pay $100 per luggage to them on the plane that are simply carry-ons. This is discriminatory and I’m going to be alerting my entire family and friends and my Instagram following up over 75,000 of this issue and misunderstanding, including mismanaging.

Very easy boarding! Crew was fantastic and offered us refreshments quickly and efficiently. Quick, nice flight!

My experience with spirit was not good at all! This was actually my first time flying with Spirit and it’s definitely my last, first of all that flight was delayed, plus I had to pay $99 dollars for my carry on, that’s insane I have never pay for my carry on, I’m definitely going keep traveling with JetBlue or American Airlines, you guys have horrible service.

My baggage broke and they did not offer me anything. No conversation

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