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Walt Disney World

$78+ Cheap flights from Madison (MSN) to Bay Lake, FL

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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MCO
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Walt Disney World are usually found in July or April, booked 85 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

Cheap flight deals from Madison to Walt Disney World

Cheapest flights from Madison to Walt Disney World
Explore the most affordable flight options available from Madison to Walt Disney World. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/25. 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 12/316:08 pmMSN - MCO
Nonstop3h 00mMultiple Airlines
Mon 1/57:34 pmMCO - MSN
2 stops38h 34mMultiple Airlines
Deal found 12/25$322
This Expedia deal was found by Cheapflights users on 12/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:08 pmMSN - MCO
Nonstop3h 00mMultiple Airlines
Sun 1/48:42 pmMCO - MSN
1 stop18h 19mMultiple Airlines
Deal found 12/27$331
This American Airlines deal was found by Cheapflights users on 12/26. 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 12/2911:23 amMSN - MCO
1 stop7h 58mAmerican Airlines
Fri 1/27:00 amMCO - MSN
1 stop7h 59mAmerican Airlines
Deal found 12/26$409
This American Airlines deal was found by Cheapflights users on 12/25. 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 12/316:00 amMSN - MCO
2 stops7h 13mAmerican Airlines
Mon 1/57:03 pmMCO - MSN
1 stop5h 56mAmerican Airlines
Deal found 12/25$414
This American Airlines deal was found by Cheapflights users on 12/26. 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 12/272:30 pmMSN - MCO
1 stop8h 13mAmerican Airlines
Wed 12/315:00 amMCO - MSN
1 stop6h 08mAmerican Airlines
Deal found 12/26$419
This Expedia deal was found by Cheapflights users on 12/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/287:17 pmMSN - MCO
1 stop9h 14mMultiple Airlines
Wed 12/313:09 pmMCO - MSN
Nonstop3h 19mMultiple Airlines
Deal found 12/26$422
This American Airlines deal was found by Cheapflights users on 12/26. 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.
Tue 12/3010:50 amMSN - MCO
1 stop7h 12mAmerican Airlines
Fri 1/27:00 amMCO - MSN
1 stop7h 59mAmerican Airlines
Deal found 12/26$429
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/316:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Sat 1/33:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Deal found 12/26$444
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/276:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Wed 12/313:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Deal found 12/26$448

Find flight deals from Madison to Walt Disney World

Keep the following information in mind while searching for Madison to Walt Disney World flight deals. Data was last updated December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$217
(Kiwi.com)

One-way from

$78
(Kiwi.com)

Popular in

November

Cheapest in

July

Average price

$366
Provider with most accurate pricing for Madison Truax Field-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Orlando (ORL) flights.
Search Deals
From Madison Truax Field to Walt Disney World
Search Deals
One-way flight from Madison Truax Field to Walt Disney World
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Walt Disney World 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 December 28, 2025.
Use the filters below to find and compare flights from Madison to Bay Lake that are best for you.

Fly from

Madison

Fly to

Walt Disney World

Route

Depart

Return

Price

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Tue 1/20

11:31 am-6:55 pm

1 stop6h 24m

Orlando

Tue 1/27

7:00 am-10:28 am

1 stop4h 28m

$251

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Wed 3/11

2:50 pm-9:50 pm

1 stop6h 00m

Orlando

Tue 3/17

9:26 am-2:02 pm

1 stop5h 36m

$279

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Wed 4/1

5:15 pm-12:06 am

1 stop5h 51m

Orlando

Wed 4/8

6:00 am-12:41 pm

1 stop7h 41m

$279

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 4/4

5:15 pm-12:06 am

1 stop5h 51m

Orlando

Wed 4/8

5:30 am-10:41 am

1 stop6h 11m

$279

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Tue 3/31

2:45 pm-10:27 pm

1 stop6h 42m

Orlando

Wed 4/8

6:15 am-10:41 am

1 stop5h 26m

$279

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Wed 3/4

6:36 pm-10:40 pm

Nonstop3h 04m

Orlando

Wed 3/11

3:35 pm-5:56 pm

Nonstop3h 21m

$288

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Fri 1/16

3:48 pm-12:01 am

1 stop7h 13m

Orlando

Sat 1/24

11:05 am-4:51 pm

2 stops6h 46m

$311

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Thu 1/29

3:48 pm-12:01 am

1 stop7h 13m

Orlando

Sun 2/1

9:10 am-2:10 pm

1 stop6h 00m

$327

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 1/24

6:30 am-12:55 pm

1 stop5h 25m

Orlando

Wed 1/28

3:00 pm-9:05 pm

1 stop7h 05m

$331

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Tue 3/31

6:04 pm-12:33 am

1 stop5h 29m

Orlando

Tue 4/7

7:00 am-7:28 pm

1 stop13h 28m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 20 results
1
2

Best time to book a flight from Madison to Walt Disney World

Have a flexible travel schedule? Discover the best time to fly to Walt Disney World from Madison 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 Madison to Bay Lake

How far ahead should I book a flight from Madison to Walt Disney World?

Use this chart to determine the optimal time to book a round-trip flight from Madison to Walt Disney World. Price data was last updated on December 26, 2025.

The price you pay for your flight from Madison to Walt Disney World may vary depending on when you book. For the best chance of a lower fare, look to book 84 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Madison to Walt Disney World?

Currently, May is the cheapest month in which you can book a flight from Madison to Walt Disney World (average of $71). Flying from Madison to Walt Disney World in February is currently the most expensive (average of $119). 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 MSN to W9D?

Find hourly flight availability from Madison to Walt Disney World. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 28, 2025.

When flying from Madison to Walt Disney World, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 53% versus a flight in the evening.

Reviews of airlines servicing Walt Disney World

Get insights into the airlines that provide service to Walt Disney World. 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 Walt Disney World. Reviews last updated December 28, 2025.
Read reviews from past customers who have flown Breeze Airways, Delta, and United Airlines from Madison to Bay Lake. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
250 reviews

Food

6.7

Entertainment

6.7

Crew

8.8

Overall

8.2

Comfort

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
250 reviews
Breeze Airways
8.2
Very good
250 reviews

Food

6.7

Entertainment

6.7

Crew

8.8

Overall

8.2

Comfort

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,016 reviews
Breeze Airways
8.2
Very good
250 reviews

Food

6.7

Entertainment

6.7

Crew

8.8

Overall

8.2

Comfort

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
United Airlines
7.4
Good
9,114 reviews
Breeze Airways
8.2
Very good
250 reviews

Food

6.7

Entertainment

6.7

Crew

8.8

Overall

8.2

Comfort

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,071 reviews
Breeze Airways
8.2
Very good
250 reviews

Food

6.7

Entertainment

6.7

Crew

8.8

Overall

8.2

Comfort

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Frontier
5.7
Fair
3,063 reviews
Breeze Airways
8.2
Very good
250 reviews

Food

6.7

Entertainment

6.7

Crew

8.8

Overall

8.2

Comfort

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

Related info for your journey

Find useful and relevant information for your journey from Madison to Walt Disney World. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Madison to Walt Disney World?

    Most people fly from Madison Truax Field (MSN) if they book a flight from Madison to Walt Disney World. On average, Truax Field has 0 outbound flights to Walt Disney World per day from 5 airlines. Madison Truax Field is conveniently located just 5.4 mi from Madison’s city center.

  • How long is the flight from Madison to Walt Disney World?

    Departing from Madison to Walt Disney World will take you 6h. Madison and Walt Disney World are separated by a distance of 1109 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Madison to Walt Disney World one-way?

    To fly one-way, consider booking your trip with Breeze Airways, which is currently one of the cheapest options available, starting at $69. Frontier flights start at $73 while deals on United Airlines start at $99 one-way.

  • What are the cheapest flights from Madison to Walt Disney World?

    Looking at all options, your cheapest flight can be booked for $78. While the most popular route (Madison Truax Field - Orlando) can be booked for $147 on average, our data indicates $184 when flying from Madison to Walt Disney World.

  • Can I find deals for flights from Madison to Walt Disney World that include hotel bookings?

    Yes. In addition to deals on Madison to Walt Disney World flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Walt Disney World?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Walt Disney World.

  • Can I find deals for business class flights from Madison to Walt Disney World?

    Yes. Cheapflights offers flight deals from Madison to Walt Disney World 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 Madison to Walt Disney World?

    Currently, May is the cheapest month in which you can book a flight from Madison to Walt Disney World (average of $71). Flying from Madison to Walt Disney World in February is currently the most expensive (average of $119). 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 Madison to Walt Disney World

Discover the top 5 airlines that operate flights from Madison to Walt Disney World. 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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$120Average$219FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$158Average$341FlexibilityNo cancel feeOn-time62%
DeltaCheapest$158Average$367FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$190Average$408FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$228Average$357FlexibilityNo cancel feeOn-time69%

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