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Walt Disney World

$72+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MCO
May 17 — May 241
Sun 5/17
Sun 5/24
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 January, booked 65 days in advance, depart on a Wednesday or Tuesday and return on a Monday

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 April 17, 2026.

This Priceline deal was found by Cheapflights users on 4/12. 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.
Wed 4/226:36 pm
MSN
-
MCO
Nonstop3h 04m
Multiple Airlines
Sun 4/266:00 am
MCO
-
MSN
1 stop8h 52m
Multiple Airlines
Deal found 4/12$205
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 4/296:36 pm
MSN
-
MCO
Nonstop3h 04m
Multiple Airlines
Wed 5/69:44 pm
MCO
-
MSN
2 stops35h 41m
Multiple Airlines
Deal found 4/13$208
This Expedia deal was found by Cheapflights users on 4/14. 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 5/206:05 pm
MSN
-
MCO
Nonstop2h 52m
Multiple Airlines
Sun 5/246:00 am
MCO
-
MSN
1 stop14h 14m
Multiple Airlines
Deal found 4/14$213
This Mytrip deal was found by Cheapflights users on 4/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Sat 5/165:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 4/13$214
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/66:05 pm
MSN
-
MCO
Nonstop2h 52m
Multiple Airlines
Sun 5/107:25 am
MCO
-
MSN
1 stop26h 00m
Multiple Airlines
Deal found 4/15$216
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/136:05 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Sat 5/235:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 4/13$218
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 5/26:36 pm
MSN
-
MCO
Nonstop3h 04m
Multiple Airlines
Wed 5/69:44 pm
MCO
-
MSN
2 stops35h 41m
Multiple Airlines
Deal found 4/12$219
This Booking.com deal was found by Cheapflights users on 4/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Sat 6/135:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 4/12$223
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 7/296:05 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Sat 8/85:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 4/13$228
This Booking.com deal was found by Cheapflights users on 4/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:05 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Wed 5/203:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 4/13$229

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 April 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$205
(Expedia)

One-way from

$72
(Booking.com)

Popular in

March

Cheapest in

July

Average price

$314
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. 8% potential increase in price ($30 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 April 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 April 17, 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

Tue 8/18

5:45 am-2:08 pm

1 stop7h 23m

Orlando

Sat 8/22

6:40 am-11:13 am

1 stop5h 33m

$277

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Tue 6/30

8:10 am-3:03 pm

1 stop5h 53m

Orlando

Tue 7/7

6:00 pm-10:59 pm

1 stop5h 59m

$285

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Fri 5/15

9:55 am-6:30 pm

1 stop7h 35m

Orlando

Tue 5/19

9:02 am-1:49 pm

1 stop5h 47m

$312
Quickest round-trip

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 6/13

7:55 pm-11:47 pm

Nonstop2h 52m

Orlando

Sat 6/20

5:07 pm-7:15 pm

Nonstop3h 08m

$328

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Mon 8/24

2:40 pm-11:59 pm

1 stop8h 19m

Orlando

Sun 8/30

6:40 am-11:13 am

1 stop5h 33m

$339

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Fri 7/31

10:40 am-5:57 pm

1 stop6h 17m

Orlando

Sun 8/9

9:40 am-3:05 pm

1 stop6h 25m

$361

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Tue 9/1

3:49 pm-9:58 pm

1 stop5h 09m

Orlando

Sat 9/5

11:54 am-10:42 pm

2 stops11h 48m

$380

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 9/5

2:45 pm-9:58 pm

1 stop6h 13m

Orlando

Wed 9/9

1:00 pm-10:42 pm

2 stops10h 42m

$380

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Tue 8/18

6:30 am-2:58 pm

2 stops7h 28m

Orlando

Sat 8/22

9:10 am-7:05 pm

2 stops10h 55m

$386

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Fri 5/29

6:30 am-2:43 pm

2 stops7h 13m

Orlando

Mon 6/8

7:13 am-11:48 am

1 stop5h 35m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 21 resultsSorted by cheapest first
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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 April 10, 2026.

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 65 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 April 17, 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 50% versus a flight at noon.

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

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 April 17, 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
8.1
Very good
279 reviews

Crew

8.7

Food

6.6

Comfort

8.2

Overall

8.1

Entertainment

6.6

Boarding

8.3

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
8.1
Very good
279 reviews
Breeze Airways
8.1
Very good
279 reviews

Crew

8.7

Food

6.6

Comfort

8.2

Overall

8.1

Entertainment

6.6

Boarding

8.3

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
7.9
Good
8,406 reviews
Breeze Airways
8.1
Very good
279 reviews

Crew

8.7

Food

6.6

Comfort

8.2

Overall

8.1

Entertainment

6.6

Boarding

8.3

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
9,602 reviews
Breeze Airways
8.1
Very good
279 reviews

Crew

8.7

Food

6.6

Comfort

8.2

Overall

8.1

Entertainment

6.6

Boarding

8.3

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
11,593 reviews
Breeze Airways
8.1
Very good
279 reviews

Crew

8.7

Food

6.6

Comfort

8.2

Overall

8.1

Entertainment

6.6

Boarding

8.3

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
5.7
Fair
2,986 reviews
Breeze Airways
8.1
Very good
279 reviews

Crew

8.7

Food

6.6

Comfort

8.2

Overall

8.1

Entertainment

6.6

Boarding

8.3

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 2h 52m. 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 $64. While the most popular route (Madison Truax Field - Orlando) can be booked for $145 on average, our data indicates $209 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 April 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$125Average$346FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$138Average$229FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$149Average$317FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$190Average$437FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$250Average$365FlexibilityNo cancel feeOn-time69%

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