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Walt Disney World

$68+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MCO
Aug 25 — Sep 11
Tue 8/25
Tue 9/1
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Walt Disney World are usually found in May or September, booked 65 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

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 July 26, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/24. 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 8/297:55 pm
MSN
-
MCO
Nonstop2h 49m
Breeze Airways
Wed 9/23:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/24$137
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Thu 9/176:00 pm
MSN
-
MCO
Nonstop3h 00m
Breeze Airways
Sun 9/203:00 pm
MCO
-
MSN
Nonstop3h 20m
Breeze Airways
Deal found 7/23$168
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/227:55 pm
MSN
-
MCO
Nonstop2h 49m
Breeze Airways
Wed 8/263:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/23$178
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/56:05 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Sat 8/85:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/21$182
This Kiwi.com deal was found by Cheapflights users on 7/25. 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.
Sat 8/157:55 pm
MSN
-
MCO
Nonstop2h 49m
Breeze Airways
Wed 8/193:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/25$183
This Priceline deal was found by Cheapflights users on 7/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:54 pm
MSN
-
MCO
1 stop8h 42m
Multiple Airlines
Tue 10/207:30 am
MCO
-
MSN
Nonstop3h 20m
Multiple Airlines
Deal found 7/24$191
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/297:55 pm
MSN
-
MCO
Nonstop2h 49m
Multiple Airlines
Tue 9/15:23 pm
MCO
-
MSN
2 stops17h 24m
Multiple Airlines
Deal found 7/23$192
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/196:05 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Wed 8/263:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/23$198

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 July 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$137
(Kiwi.com)

One-way from

$68
(Kiwi.com)

Popular in

December

Cheapest in

May

Average price

$318
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. 2% potential increase in price ($7 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 July 2026
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 July 26, 2026.
Use the filters below to find and compare flights from Madison to Bay Lake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Wed 10/7

7:00 am-1:07 pm

1 stop5h 07m

Orlando

Sun 10/11

6:00 am-12:35 pm

1 stop7h 35m

$312

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Wed 11/18

8:20 am-6:10 pm

2 stops8h 50m

Orlando

Sat 11/21

7:15 am-1:50 pm

1 stop7h 35m

$380

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 8/29

5:00 am-2:59 pm

2 stops8h 59m

Orlando

Wed 9/2

2:22 pm-6:56 pm

1 stop5h 34m

$380
Quickest round-trip

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 12/5

3:57 pm-9:53 pm

1 stop4h 56m

Orlando

Sat 12/12

7:10 am-1:50 pm

1 stop7h 40m

$385

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Wed 10/21

6:49 am-5:04 pm

2 stops9h 15m

Orlando

Wed 10/28

10:54 am-3:00 pm

1 stop5h 06m

$390

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 1/16

3:57 pm-12:44 am

2 stops7h 47m

Orlando

Sat 1/23

12:20 pm-7:56 pm

1 stop8h 36m

$390

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Wed 10/7

6:49 am-6:15 pm

2 stops10h 26m

Orlando

Sat 10/10

7:15 am-1:37 pm

1 stop7h 22m

$390

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 9/5

2:50 pm-11:25 pm

1 stop7h 35m

Orlando

Sat 9/12

9:30 am-8:53 pm

2 stops12h 23m

$390

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 10/17

5:00 am-6:15 pm

2 stops12h 15m

Orlando

Sat 10/24

7:22 am-3:04 pm

2 stops8h 42m

$395
Cheapest one-way

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Fri 7/31

6:50 pm-10:06 pm

1 stop26h 16m

$184

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

Showing 1-10 of 20 resultsSorted by cheapest first
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

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 July 26, 2026.

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 48% versus a flight at noon.

How much does it cost to fly round-trip from Madison to Walt Disney World?

Airfare is below average for this route at the moment.
Madison to Walt Disney World flights typically cost between $282 and $396 in August.
The cheapest round-trip price found within the last 5 days was $137 on Breeze Airways (Aug 29-Sep 2).

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 July 26, 2026.
Read reviews from past customers who have flown Breeze Airways,Delta, andUnited 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
301 reviews

Food

6.7

Boarding

8.3

Crew

8.8

Entertainment

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.2
Very good
301 reviews
Breeze Airways
8.2
Very good
301 reviews

Food

6.7

Boarding

8.3

Crew

8.8

Entertainment

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.8
Good
8,487 reviews
Breeze Airways
8.2
Very good
301 reviews

Food

6.7

Boarding

8.3

Crew

8.8

Entertainment

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
United Airlines
7.4
Good
10,040 reviews
Breeze Airways
8.2
Very good
301 reviews

Food

6.7

Boarding

8.3

Crew

8.8

Entertainment

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,844 reviews
Breeze Airways
8.2
Very good
301 reviews

Food

6.7

Boarding

8.3

Crew

8.8

Entertainment

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Frontier
5.6
Fair
2,766 reviews
Breeze Airways
8.2
Very good
301 reviews

Food

6.7

Boarding

8.3

Crew

8.8

Entertainment

6.7

Overall

8.2

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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 5h 07m. 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 $84 while deals on American Airlines start at $125 one-way.

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

    Looking at all options, your cheapest flight can be booked for $79. While the most popular route (Madison Truax Field - Orlando) can be booked for $137 on average, our data indicates $159 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.

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 July 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$138Average$250FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$149Average$317FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$383FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$462FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$251Average$378FlexibilityNo cancel feeOn-time69%

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