$88 Find Cheap Flights from Orlando to Wisconsin Dells

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando to Wisconsin Dells departing on 3/10. 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.
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Cheap Flight Deals from Orlando to Wisconsin Dells (ORL-MSN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Orlando to Wisconsin Dells 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.

Recent round-trip flight deals from Orlando to Wisconsin Dells

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Orlando to Wisconsin Dells.
Discover the best prices and deals for you by selecting your travel dates.
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3:23 pm - 5:39 pmMCO-MSN
3h 16mnonstop
7:33 pm - 11:34 pmMSN-MCO
3h 01mnonstop
$198Frontier
Find Deal
Fri, Mar 21 - Sun, Mar 30
1:55 pm - 4:16 pmMCO-MSN
3h 21mnonstop
3:59 pm - 8:01 pmMSN-MCO
3h 02mnonstop
Wed, Mar 5 - Mon, Mar 10
8:59 pm - 1:04 pmMCO-MSN
17h 05m1 stop
3:59 pm - 8:01 pmMSN-MCO
3h 02mnonstop
$209Frontier
Find Deal
Wed, Mar 5 - Mon, Mar 10
6:03 am - 10:29 amMCO-MSN
5h 26m1 stop
6:00 am - 2:20 pmMSN-MCO
7h 20m1 stop
$244American Airlines
Find Deal
Wed, Mar 5 - Mon, Mar 10
3:47 pm - 11:00 pmMCO-MSN
8h 13m1 stop
5:10 pm - 12:54 amMSN-MCO
6h 44m1 stop
$259Delta
Find Deal
Thu, Apr 10 - Mon, Apr 14
6:05 am - 10:37 amMCO-MSN
5h 32m1 stop
5:35 am - 1:57 pmMSN-MCO
7h 22m1 stop
$269American Airlines
Find Deal
Tue, Apr 29 - Wed, Apr 30
7:10 am - 1:44 pmMCO-MSN
7h 34m1 stop
8:00 am - 3:18 pmMSN-MCO
6h 18m1 stop
$289United Airlines
Find Deal
Sat, Mar 1 - Mon, Mar 3
7:10 am - 12:04 pmMCO-MSN
5h 54m1 stop
6:30 am - 3:12 pmMSN-MCO
7h 42m2 stops
$305United Airlines
Find Deal
Sat, Mar 1 - Mon, Mar 3
6:00 am - 10:20 amMCO-MSN
5h 20m1 stop
5:10 pm - 12:54 amMSN-MCO
6h 44m1 stop
$309Delta
Find Deal
Thu, Apr 24 - Sun, Apr 27
1:55 pm - 4:16 pmMCO-MSN
3h 21mnonstop
5:00 pm - 8:50 pmMSN-MCO
2h 50mnonstop
$345Breeze Airways
Find Deal
Sat, Mar 15 - Wed, Mar 19

Good to know

Low season

February

High season

July

Cheapest flight

$88
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Orlando to Madison

When to book flights from Orlando to Wisconsin Dells

Are your dates flexible? Find out the best times to travel from Orlando to Wisconsin Dells based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Orlando to Wisconsin Dells

  • Which airports will I be using when flying from Orlando to Wisconsin Dells?

    When flying out of Orlando you’ll be using Orlando. Wisconsin Dells does not have its own airport so you’ll be flying into nearby Madison Truax Field airport, which is 40.6 mi away.

  • How long does a flight from Orlando to Wisconsin Dells take?

    Direct flights cover the 1,100 miles separating Orlando and Wisconsin Dells in about 3h 16m.

  • What’s the cheapest day of the week to fly between Orlando and Wisconsin Dells?

    Consider leaving on a Friday and avoid Wednesdays if you are looking for the best rates. For your return to Orlando, you’ll find the best rates on Wednesdays and the most expensive ones on Fridays.

  • How does KAYAK find such low prices on flights from Orlando to Wisconsin Dells?

    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 from Orlando to Wisconsin Dells.

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

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

  • What is the Hacker Fare option on flights from Orlando to Wisconsin Dells?

    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 Wisconsin Dells with an airline and back to Orlando with another airline.

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

    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 Wisconsin Dells from Orlando up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Orlando to Wisconsin Dells?

    In the last 72 hours, the cheapest one-way ticket between Orlando and Wisconsin Dells found on KAYAK was with Frontier for $88. Frontier offered a round-trip connection from $198 and American Airlines from $244.

See more FAQs

Top tips for finding cheap flights from Orlando to Wisconsin Dells

  • There is no airport in Wisconsin Dells. Instead, you’ll be flying into Madison Truax Field Airport when flying between Orlando and Wisconsin Dells.
  • The cheapest flight from Orlando to Wisconsin Dells was found 38 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be March, April and May. The cheapest month to fly is July.
See more tips

Top 5 airlines serving Orlando to Wisconsin Dells

Need help choosing which airline to fly with from Orlando to Wisconsin Dells? 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.
8.1
Breeze AirwaysOverall score based on 147 reviews
6.6Entertainment
8.8Crew
8.3Boarding
6.7Food
8.2Comfort
Airline reviews

The flight wasn’t big on frills, which is fine with me. I flew into Islip MacArthur Airport, which saved me from having to go through LaGuardia to visit friends on Long Island. It was inexpensive and super convenient!

10.0 ExcellentKelly, Feb 2025ISP - RDU
Read more Breeze Airways reviews

The flight wasn’t big on frills, which is fine with me. I flew into Islip MacArthur Airport, which saved me from having to go through LaGuardia to visit friends on Long Island. It was inexpensive and super convenient!

Great experience! This was my first time flying with them and I could not have been happier.

Airplane was newer and very clean, lots of space. Crew was great. There was no food and entertainment but that was expected so not an issue.

I like that the price is right! The airplane is clean and the staff is friendly. We landed safely, so that is always a gold star in my book! Great job!

Purposely delayed the flight by 2 hours and 58 minutes so that they would not have to give me the FAA mandated refund for a delay of 3 hours. Offered flight credit instead. All that is offered on board is water and coffee, everything else costs money. They charge you for carry on and checked bags. Would not fly again.

nice flight. no frills but a 3 hour flight I caught up on my sleep. Stan O

First time flying Breeze, was very impressed. I will use Breeze again.

The flight was rescheduled and canceled. I had to go with another airline last minute to honor my school commitment. The reimbursement is a joke -$150 for a one way plane ticket.

The flight itself was A+ but boarding sucked. They boarded all passengers at once, and as a result I did not get to put my carryon in an overhead bin near me so I had to wait till near the end to deplane.

Really appreciate the great crew and pilot for keeping us informed about everything going on, updates, etc. It's so reassuring just to know (for example) why there might be a delay, etc. I'm very satisfied with the excellent service.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Everything was great. Great service, excellent communication, and early arrival

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Good and consistent Printer in lounge did not work for me :(

Wifi did not work and they only served water, coffee, or tea.

Great - This was the last flight before hurricane closures and did a quick turnaround to get the plane heading north. Much appreciated.

I liked the screens in the seat headrest with movies to watch. I didn’t like being forced to check my carryon bag and being told there wasn’t room for my bag - when there were 5 bins sitting empty on takeoff. I didn’t like the “I don’t give a fig” attitude of the flight attendants and the delta gate attendants when I asked why they decided to put me out. They gave me a 1800 number to call but I can’t get a live person on the phone. Customer service is non existent. My business must not be that important to them.

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

For the most part united was a good experience, how ever when they came by with the snacks and water, they completely passed by my wife and I. As we were in separate rows. On a 5 hr flight we were not offered water

Fantastic crew. Flight was delayed at last minute but we were given updates every 20 minutes and the crew was so friendly and considerate. I miss the touch screens on the back of the seats, wish they would bring that back though.

I liked all the informational texts. I always knew where to go and when .

Liked the hospitality . The ight took us 6 hrs to get from fort myers to ewr.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

Awful. Worst airline I have ever been on. Crew were among the rudest people I have ever dealt with. United staff members were rude and disrespectful. My flight was delayed, causing me to miss a connecting flight. I understand things happen, but when staff start lying about what actually happened, that is when I have an issue. Just be honest, really it isn’t that hard. I’m being very honest with this review and I don’t find this difficult what so ever. In fact, because of United Airlines, my Christmas holiday was off to a really rocky start. As someone who has traveled across the world, it has only been United that I have had a truly awful experience.

Received an email the night before showing that there would be seatback entertainment on our flight. We get on and there was no seatback entertainment. And then it was a scramble to try to set up the iPads for the kids before takeoff so they could watch something for the four hour flight.

Boarding always seems a bit chaotic. Seat spacing could leave more for leg room.

The reason I don’t fly United. No in seat entertainment for a long flight and inconsistent WiFi and entertainment available from my device.

The flight was just perfect! We left a few minutes early, had a smooth flight and fortunately had landed before the terrible accident that took off from North Philadelphia airport shortly thereafter.

very bare bones flight no entertainment screen, download shows prior to boarding to watch on phone or tablet.

I never have a good experience with American and this was no different. The airplane was INCREDIBLY hot. Like unbearably so. Everyone was fanning themselves with pamphlets and sweating. When someone asked the flight attendant to turn down the temperature they were told there was nothing the crew could do. Once we pushed back from the gate we then had to wait an hour to take off and the communication from the crew was not good. People were getting up this whole time and a man was even in the bathroom when we took off. Once we landed at our destination we waited another 30 minutes at the gate to deplane with, again, no communication from the crew as to what was going on.

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

Ok. Got us there safely and a bit early. Need food available on this long flight. Almost 3 hours.

Flight was delayed by 11 hours. Flight agent finally had to rebook us, but did not rebook fully correctly. We had to pay out of pocket to get to the hotel they booked us and couldn’t check in the next day online because the next day’s agent said they didn’t complete the process the night before.

Had to go get beer myself from attendants in the back of the aircraft

Flight was delayed multiple times and I chose to switch to another flight that had a layover. I finally arrived 7 hours later than I was supposed to.

Flight areas delayed 3 hours , train in the airport didn’t work

The flight was on time and everything went very smoothly.

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

The seats were extremely hard and uncomfortable. It was disappointing even for a budget airline.

Charging $74 for one checked bag is outrageous. I will never fly Frontier again.

One crew member was rude about our bags. Be nice about it. We don’t fly a lot. And the fact that you have to pay for a carry on is ridiculous

At check in they don’t let you be with the person you are traveling with unless you pay $40 per seat . Really bad policy they have

The trip was unremarkable which is good. Crew was very professional and courteous.

Online check-in was not user-friendly. Too many fees, not cost effective.

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Everything you need to know for your flight from Orlando to Wisconsin Dells

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