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Wisconsin Dells

$68+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — MSN
Dec 11 — Dec 181
Thu 12/11
Thu 12/18
1 adult, Economy
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Cheap 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 November 11, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$238
(Breeze Airways)

One-way from

$68
(Kiwi.com)

Popular in

October

Cheapest in

January

Average price

$381
Provider with most accurate pricing for Orlando (ORL)-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Madison Truax Field flights.
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From Orlando (ORL) to Wisconsin Dells
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One-way flight from Orlando (ORL) to Wisconsin Dells
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Highest demand for flights based on searches. 12% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 11, 2025.

This Breeze Airways deal was found by Cheapflights users on 11/9. 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 11/193:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Sat 11/226:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 11/9$218
This United Airlines deal was found by Cheapflights users on 11/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/99:25 amMCO - MSN
1 stop5h 36mUnited Airlines
Tue 12/163:59 pmMSN - MCO
1 stop5h 09mUnited Airlines
Deal found 11/9$251
This Delta deal was found by Cheapflights users on 11/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:15 amMCO - MSN
1 stop5h 05mDelta
Wed 1/711:15 amMSN - MCO
1 stop7h 21mDelta
Deal found 11/9$255
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 11/193:09 pmMCO - MSN
Nonstop3h 19mMultiple Airlines
Sat 11/223:04 pmMSN - MCO
2 stops24h 01mMultiple Airlines
Deal found 11/9$257
This American Airlines deal was found by Cheapflights users on 11/10. 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.
Thu 12/2510:50 amMCO - MSN
1 stop7h 52mAmerican Airlines
Fri 1/23:15 pmMSN - MCO
1 stop8h 29mAmerican Airlines
Deal found 11/10$258
This United Airlines deal was found by Cheapflights users on 11/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/51:58 pmMCO - MSN
1 stop7h 49mUnited Airlines
Sun 12/72:48 pmMSN - MCO
1 stop6h 20mUnited Airlines
Deal found 11/9$259
This American Airlines deal was found by Cheapflights users on 11/8. 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.
Mon 11/249:03 amMCO - MSN
1 stop6h 54mAmerican Airlines
Fri 11/286:00 amMSN - MCO
1 stop7h 14mAmerican Airlines
Deal found 11/8$283
This American Airlines deal was found by Cheapflights users on 11/9. 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.
Sat 12/277:00 amMCO - MSN
1 stop7h 59mAmerican Airlines
Thu 1/110:50 amMSN - MCO
1 stop6h 18mAmerican Airlines
Deal found 11/9$284
This American Airlines deal was found by Cheapflights users on 11/9. 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.
Wed 12/245:00 amMCO - MSN
1 stop6h 08mAmerican Airlines
Wed 12/317:00 amMSN - MCO
1 stop6h 13mAmerican Airlines
Deal found 11/9$285

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 November 11, 2025.
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 11/19

3:09 pm-5:28 pm

Nonstop3h 19m

Madison Truax Field

Sat 11/22

6:08 pm-10:08 pm

Nonstop3h 00m

$218

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Tue 12/9

9:25 am-2:01 pm

1 stop5h 36m

Madison Truax Field

Tue 12/16

3:59 pm-10:08 pm

1 stop5h 09m

$251

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Thu 12/25

10:50 am-5:42 pm

1 stop7h 52m

Madison Truax Field

Fri 1/2

3:15 pm-12:44 am

1 stop8h 29m

$258

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Thu 1/8

6:00 am-10:34 am

1 stop5h 34m

Madison Truax Field

Sun 1/11

5:54 pm-12:15 am

1 stop5h 21m

$259

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Tue 12/23

6:00 am-10:05 am

1 stop5h 05m

Madison Truax Field

Tue 12/30

5:55 pm-12:29 am

1 stop5h 34m

$259

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 12/5

1:58 pm-8:47 pm

1 stop7h 49m

Madison Truax Field

Sun 12/7

2:48 pm-10:08 pm

1 stop6h 20m

$259

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 1/9

6:49 am-2:05 pm

1 stop8h 16m

Madison Truax Field

Sun 1/11

2:45 pm-12:15 am

1 stop8h 30m

$259

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 1/9

2:42 pm-9:05 pm

2 stops7h 23m

Madison Truax Field

Sun 1/11

3:48 pm-9:50 pm

1 stop5h 02m

$264

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Mon 11/24

9:03 am-2:57 pm

1 stop6h 54m

Madison Truax Field

Fri 11/28

6:00 am-2:14 pm

1 stop7h 14m

$283

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 12/24

5:00 am-10:08 am

1 stop6h 08m

Madison Truax Field

Wed 12/31

7:00 am-2:13 pm

1 stop6h 13m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 18 results
1
2

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 $233). 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 November 11, 2025.

It’s typically best to fly out from Orlando to Wisconsin Dells at noon. Doing so could potentially save you 23% on the flight price compared to flying in the evening, 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 December 16, 2024.

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 evenings 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 November 11, 2025.
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.
Breeze Airways
8.1
Very good
228 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Food

6.7

Entertainment

6.6

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
228 reviews
Breeze Airways
8.1
Very good
228 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Food

6.7

Entertainment

6.6

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
7.9
Good
8,005 reviews
Breeze Airways
8.1
Very good
228 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Food

6.7

Entertainment

6.6

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
United Airlines
7.4
Good
9,012 reviews
Breeze Airways
8.1
Very good
228 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Food

6.7

Entertainment

6.6

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,047 reviews
Breeze Airways
8.1
Very good
228 reviews

Boarding

8.3

Comfort

8.2

Overall

8.1

Food

6.7

Entertainment

6.6

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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 19m. 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 flights from Orlando to Wisconsin Dells?

    On average you can expect to pay $177 for a flight from Orlando to Wisconsin Dells. The cheapest flight overall is $123 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 $233). 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.

See more FAQs

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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 November 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$121Average$200FlexibilityNo cancel feeOn-time88%
DeltaCheapest$125Average$339FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$139Average$185FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$237Average$394FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$257Average$396FlexibilityNo cancel feeOn-time69%

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