Wisconsin Dells

$73+ Cheap flights from Orlando (ORL) to Wisconsin Dells, WI

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — MSN
Mar 2 — Mar 91
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Cheap flight deals from Orlando to Wisconsin Dells

Cheapest flights from Orlando to Wisconsin Dells
Explore the most affordable flight options available from Orlando to Wisconsin Dells. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 31, 2026.

This Super.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/69:02 am
MCO
-
MSN
Nonstop3h 17m
Frontier
Sun 3/86:29 pm
MSN
-
MCO
Nonstop2h 59m
Frontier
Deal found 1/31$148
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/133:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Wed 5/206:05 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 1/29$176
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Wed 5/206:05 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 1/29$206
This Breeze Airways deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/293:35 pm
MCO
-
MSN
Nonstop3h 21m
Breeze Airways
Sat 5/26:36 pm
MSN
-
MCO
Nonstop3h 04m
Breeze Airways
Deal found 1/29$218
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/143:35 pm
MCO
-
MSN
Nonstop3h 21m
Breeze Airways
Wed 2/186:36 pm
MSN
-
MCO
Nonstop3h 04m
Breeze Airways
Deal found 1/30$226
This Super.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/283:35 pm
MCO
-
MSN
Nonstop3h 21m
Breeze Airways
Sat 3/76:36 pm
MSN
-
MCO
Nonstop3h 04m
Breeze Airways
Deal found 1/31$247
This Frontier deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/143:12 pm
MCO
-
MSN
Nonstop3h 15m
Frontier
Mon 3/1612:29 pm
MSN
-
MCO
Nonstop3h 00m
Frontier
Deal found 1/30$254
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Sat 5/237:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 1/29$256
This American Airlines deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/205:00 am
MCO
-
MSN
1 stop6h 14m
American Airlines
Tue 2/2411:22 am
MSN
-
MCO
1 stop6h 56m
American Airlines
Deal found 1/29$265
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/127:37 pm
MCO
-
MSN
2 stops14h 37m
Multiple Airlines
Wed 5/206:05 pm
MSN
-
MCO
Nonstop2h 52m
Multiple Airlines
Deal found 1/29$274

Find flight deals from Orlando to Wisconsin Dells

Keep the following information in mind while searching for Orlando to Wisconsin Dells flight deals. Data was last updated January 31, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$148
(Super.com)

One-way from

$73
(Mytrip)

Popular in

February

Cheapest in

March

Average price

$442
Provider with most accurate pricing for Orlando (ORL)-Madison Truax Field flight deals.
Provider most trusted by Cheapflights users for Orlando (ORL)-Madison Truax Field flights.
From Orlando (ORL) to Wisconsin Dells
One-way flight from Orlando (ORL) to Wisconsin Dells
Highest demand for flights based on searches. 15% potential increase in price ($63 potential increase over avg. RT price).
Cheapest flight prices on average. 7% potential price decrease ($25 potential savings vs. average RT price).
Average for round-trip flights in January 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to Wisconsin Dells that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 31, 2026.
Use the filters below to find and compare flights from Orlando to Wisconsin Dells that are best for you.

Fly from

Orlando

Fly to

Wisconsin Dells

Route

Depart

Return

Price

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 4/29

3:35 pm-5:56 pm

Nonstop3h 21m

Madison Truax Field

Sat 5/2

6:36 pm-10:40 pm

Nonstop3h 04m

$218

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 2/28

3:35 pm-5:56 pm

Nonstop3h 21m

Madison Truax Field

Sat 3/7

6:36 pm-10:40 pm

Nonstop3h 04m

$247

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 2/14

10:26 am-2:32 pm

1 stop5h 06m

Madison Truax Field

Wed 2/18

4:45 pm-11:47 pm

1 stop6h 02m

$277

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 5/22

7:22 am-2:00 pm

1 stop7h 38m

Madison Truax Field

Mon 5/25

6:30 am-1:13 pm

1 stop5h 43m

$279

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 5/16

5:30 am-10:13 am

1 stop5h 43m

Madison Truax Field

Sun 5/24

5:17 pm-12:12 am

1 stop5h 55m

$279

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 5/23

10:51 am-2:57 pm

1 stop5h 06m

Madison Truax Field

Mon 5/25

2:35 pm-9:55 pm

1 stop6h 20m

$279

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 4/29

6:04 am-12:35 pm

1 stop7h 31m

Madison Truax Field

Sat 5/2

2:16 pm-10:51 pm

1 stop7h 35m

$279

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 5/13

6:20 am-12:54 pm

1 stop7h 34m

Madison Truax Field

Tue 5/19

1:45 pm-7:19 pm

1 stop4h 34m

$279

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 4/24

4:12 pm-9:16 pm

1 stop6h 04m

Madison Truax Field

Sun 4/26

2:44 pm-9:58 pm

1 stop6h 14m

$279

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 2/21

7:00 am-2:07 pm

1 stop8h 07m

Madison Truax Field

Mon 2/23

3:53 pm-9:40 pm

1 stop4h 47m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 22 results
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Best time to book a flight from Orlando to Wisconsin Dells

Have a flexible travel schedule? Discover the best time to fly to Wisconsin Dells from Orlando with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Orlando to Wisconsin Dells?

Currently, September is the cheapest month in which you can book a flight from Orlando to Wisconsin Dells (average of $100). Flying from Orlando to Wisconsin Dells in March is currently the most expensive (average of $228). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORL to W1S?

Find hourly flight availability from Orlando to Wisconsin Dells. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 31, 2026.

It’s typically best to fly out from Orlando to Wisconsin Dells in the evening. Doing so could potentially save you 36% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Orlando to Wisconsin Dells?

Use this chart to determine the cheapest time to fly round-trip from Orlando to Wisconsin Dells. Price data was last updated on January 24, 2026.

Travelers seeking maximum savings on their Orlando to Wisconsin Dells flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Wisconsin Dells

Get insights into the airlines that provide service to Wisconsin Dells. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin Dells. Reviews last updated January 31, 2026.
See what other customers who have flown with Breeze Airways, Delta, and United Airlines from Orlando to Wisconsin Dells have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.7

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Overall

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

Crew

8.7

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Overall

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

Crew

8.7

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Overall

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

Crew

8.7

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Overall

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

Crew

8.7

Food

6.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Overall

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

Related info for your journey

Find useful and relevant information for your journey from Orlando to Wisconsin Dells. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Orlando to Wisconsin Dells?

    A quick flight from Orlando to Wisconsin Dells can take about 3h 21m. Breeze Airways provides one of the quickest options available for as low as $218. The distance from Orlando to Wisconsin Dells is about 1109 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Orlando to Wisconsin Dells one-way?

    The cheapest airlines for a one-way flight from Orlando to Wisconsin Dells are Frontier ($69), Breeze Airways ($71), and American Airlines ($99).

  • What are the cheapest flights from Orlando to Wisconsin Dells?

    On average you can expect to pay $144 for a flight from Orlando to Wisconsin Dells. The cheapest flight overall is $79 while the most popular route, (Orlando - Madison Truax Field) is currently priced at $218.

  • Can I find deals for flights from Orlando to Wisconsin Dells that include hotel bookings?

    Yes. In addition to deals on Orlando to Wisconsin Dells flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Wisconsin Dells?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Wisconsin Dells.

  • Can I find deals for business class flights from Orlando to Wisconsin Dells?

    Yes. Cheapflights offers flight deals from Orlando to Wisconsin Dells by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Orlando to Wisconsin Dells?

    Currently, September is the cheapest month in which you can book a flight from Orlando to Wisconsin Dells (average of $100). Flying from Orlando to Wisconsin Dells in March is currently the most expensive (average of $228). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Orlando to Wisconsin Dells

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Orlando to Wisconsin Dells

Discover the top 5 airlines that operate flights from Orlando to Wisconsin Dells. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 31, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$296FlexibilityNo cancel feeOn-timeN/A
Allegiant AirCheapest$112Average$190FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$138Average$188FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$243Average$389FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$258Average$366FlexibilityNo cancel feeOn-time69%

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