$70 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 8/23. 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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Orlando to Wisconsin Dells.
Discover the best prices for you by selecting your travel dates on KAYAK.
Breeze Airways Logo
7:30 am - 9:39 amMCO-MSN
3h 09mnonstop
Breeze Airways Logo
6:08 pm - 10:08 pmMSN-MCO
3h 00mnonstop
$139Breeze Airways
Find Deal
Sat, Aug 30 - Wed, Sep 3
Breeze Airways Logo
7:30 am - 9:39 amMCO-MSN
3h 09mnonstop
Breeze Airways Logo
10:19 am - 2:09 pmMSN-MCO
2h 50mnonstop
$199Breeze Airways
Find Deal
Wed, Jul 23 - Wed, Jul 30
 Logo
7:30 am - 9:39 amMCO-MSN
3h 09mnonstop
 Logo
7:48 pm - 6:00 amMSN-MCO
9h 12m1 stop
Wed, Jun 4 - Sun, Jun 8
 Logo
2:10 pm - 4:19 pmMCO-MSN
3h 09mnonstop
 Logo
7:56 pm - 6:03 amMSN-MCO
9h 07m1 stop
Sat, May 17 - Sun, May 18
Delta Logo
5:30 am - 10:05 amMCO-MSN
5h 35m1 stop
Delta Logo
5:19 pm - 12:15 amMSN-MCO
5h 56m1 stop
$251Delta
Find Deal
Wed, Jul 23 - Wed, Jul 30
American Airlines Logo
5:22 am - 10:46 amMCO-MSN
6h 24m1 stop
American Airlines Logo
6:00 am - 12:33 pmMSN-MCO
5h 33m1 stop
$255American Airlines
Find Deal
Fri, Jul 11 - Sat, Jul 19
American Airlines Logo
11:38 am - 4:22 pmMCO-MSN
5h 44m1 stop
American Airlines Logo
5:00 am - 12:14 pmMSN-MCO
6h 14m1 stop
$274American Airlines
Find Deal
Tue, May 20 - Sun, Jun 1
Delta Logo
6:15 am - 12:40 pmMCO-MSN
7h 25m1 stop
Delta Logo
6:45 am - 1:40 pmMSN-MCO
5h 55m1 stop
$279Delta
Find Deal
Thu, Jul 24 - Mon, Jul 28
United Airlines Logo
9:32 am - 1:54 pmMCO-MSN
5h 22m1 stop
United Airlines Logo
2:35 pm - 9:46 pmMSN-MCO
6h 11m1 stop
$314United Airlines
Find Deal
Wed, Jul 2 - Wed, Jul 9
United Airlines Logo
9:32 am - 1:54 pmMCO-MSN
5h 22m1 stop
United Airlines Logo
2:35 pm - 12:47 amMSN-MCO
9h 12m2 stops
$336United Airlines
Find Deal
Wed, Jul 23 - Wed, Jul 30
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Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$70
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 12% 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 09m.

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

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

  • 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 Breeze Airways for $70. Breeze Airways offered a round-trip connection from $139 and Delta from $251.

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.
  • High season is considered to be October, November and December. The cheapest month to fly is September.

Top 4 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 160 reviews
6.7Food
8.2Comfort
6.6Entertainment
8.3Boarding
8.8Crew
Airline reviews

Plane did no snacks and had no wifi or entertainment although the flight was 4 hours long.

8.0 ExcellentAnonymous, Apr 2025PVU - IAD
Read more Breeze Airways reviews

Plane did no snacks and had no wifi or entertainment although the flight was 4 hours long.

My original booking was a nonstop flight. It got changed to a flight with a 6vhour layover that became a 7+ hour lay over. I'll never fly this airline again after this roundtrip is over.

I was surprised at how wonderful it was. The aircraft was clean. The crew was warm and welcoming and as a result the passengers were friendly. One warning the only free thing was water. I kind of liked picking wet hat I was willing to pay for and what I was willing to skip.

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.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

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 :(

A bit rush for transit. Food and entertainment are not available

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Food and flight attendents with positive dispositions and friendly behavior, more professional attitudes

We paid extra for the seats with extra leg room. But we were not allocated the seats with extra leg room nor refunded the money we paid for the seats.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

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.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Crew professional. Easy bag drop off. On time. Good entertainment.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

They have lost any customer service care and support. Terrible airline now and been for awhile.

The flight was delayed leaving Miami. When we arrived in Charlotte, we were unable to park at our scheduled gate. We had to wait another 30-45 minutes before we could park at a different gate. All in all, we were delayed by almost two hours arriving in Charlotte.

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

Per usual, flight status, staff courtesy and professionalism were excellent

The seats were crammed and the guy in front of me wouldn't stop reclining. If AA is cramming extra rows in, they need to take away the reclining in coach. My knees were smashed for 4 1/2 hours and I was very close to confronting the passenger in front of me.

AA can't control the weather. But the airplane was hot and stuffy while stuck on the runway with a broken entertainment system.

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

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