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$69+ Cheap flights from Madison (MSN) to Orlando (ORL)

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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ORL
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Orlando are usually found in April or August, booked 85 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

Cheap flight deals from Madison to Orlando

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Orlando (ORL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 30, 2025.

Round-trip from

$157
(Kiwi.com)

One-way from

$69
(Breeze Airways)

Popular in

June

Cheapest in

April

Average price

$258

Good round-trip deal

$141 or less

Good one-way deal

$79 or less
From Madison Truax Field to Orlando (ORL)
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One-way flight from Madison Truax Field to Orlando (ORL)
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Highest demand for flights based on searches. 2% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Madison Truax Field to Orlando (ORL).
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Price to beat on a one-way flight from Madison Truax Field to Orlando (ORL).
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Find flight deals from Madison to Orlando

Cheapest flights from Madison to Orlando
Explore the most affordable flight options available from Madison to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/28. 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 10/116:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Wed 10/223:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Deal found 7/28$157
This American Airlines deal was found by Cheapflights users on 7/28. 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 8/306:00 amMSN - MCO
1 stop7h 21mAmerican Airlines
Sun 8/3111:49 amMCO - MSN
1 stop4h 48mAmerican Airlines
Deal found 7/28$199
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/97:56 pmMSN - MCO
1 stop8h 43mFrontier
Sat 11/158:59 pmMCO - MSN
1 stop22h 57mFrontier
Deal found 7/30$245
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/102:44 pmMSN - MCO
1 stop7h 28mDelta
Mon 9/156:00 amMCO - MSN
1 stop4h 58mDelta
Deal found 7/29$255
This United Airlines deal was found by Cheapflights users on 7/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/266:30 amMSN - MCO
2 stops7h 27mUnited Airlines
Tue 9/22:30 pmMCO - MSN
1 stop5h 39mUnited Airlines
Deal found 7/29$256
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/97:56 pmMSN - MCO
1 stop8h 43mMultiple Airlines
Sat 11/153:09 pmMCO - MSN
Nonstop3h 19mMultiple Airlines
Deal found 7/30$280

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Orlando 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 30, 2025.
Use the filters below to find and compare flights from Madison to Orlando that are best for you.

Fly from

Madison

Fly to

Orlando

Route

Depart

Return

Price

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 9/20

6:08 pm-10:08 pm

Nonstop3h 00m

Orlando

Wed 9/24

3:09 pm-5:28 pm

Nonstop3h 19m

$142

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 8/30

12:49 pm-6:45 pm

1 stop4h 56m

Orlando

Sun 8/31

9:31 am-1:22 pm

1 stop4h 51m

$198

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sun 11/9

7:56 pm-5:39 am

1 stop8h 43m

Orlando

Sat 11/15

8:59 pm-6:56 pm

1 stop22h 57m

$245

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Wed 9/10

2:44 pm-11:12 pm

1 stop7h 28m

Orlando

Mon 9/15

6:00 am-9:58 am

1 stop4h 58m

$255

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Tue 8/26

6:30 am-2:57 pm

2 stops7h 27m

Orlando

Tue 9/2

2:30 pm-7:09 pm

1 stop5h 39m

$256

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sun 11/9

7:56 pm-5:39 am

1 stop8h 43m

Orlando

Sat 11/15

3:09 pm-5:28 pm

Nonstop3h 19m

$280

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 8/30

10:19 am-2:09 pm

Nonstop2h 50m

$69

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 8/30

12:49 pm-9:02 pm

1 stop7h 13m

$100

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Tue 8/12

7:18 pm-1:51 pm

1 stop17h 33m

$114

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Wed 8/27

6:30 am-2:57 pm

2 stops7h 27m

$131

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 12 results
1
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Best time to book a flight from Madison to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando 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 Orlando

How far ahead should I book a flight from Madison to Orlando?

Use this chart to determine the optimal time to book a round-trip flight from Madison to Orlando. Price data was last updated on July 25, 2025.

The price you pay for your flight from Madison to Orlando 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 Orlando?

Currently, May is the cheapest month in which you can book a flight from Madison to Orlando (average of $206). Flying from Madison to Orlando in November is currently the most expensive (average of $288). 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 ORL?

Find hourly flight availability from Madison to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 30, 2025.

One of the essential ways to save on airfare from Madison to Orlando is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 69% on airfare.

Reviews of airlines servicing Orlando

Get insights into the airlines that provide service to Orlando. 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 Orlando. Reviews last updated July 30, 2025.
Read reviews from past customers who have flown Delta, Breeze Airways, and United Airlines from Madison to Orlando. 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.
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Breeze Airways
8.0
Very good
191 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Frontier
5.9
Fair
3,237 reviews
Delta
8.0
Very good
7,980 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Madison to Orlando. 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 Orlando?

    Madison Truax Field (MSN) is the airport you will fly out of if you book a flight from Madison to Orlando. You should not have trouble finding flights to Orlando from Truax Field; the airport handles an average of 0 outbound flights to Orlando per day. You should also have plenty of airline options to choose from since 5 airlines have flights from the Madison airport to Orlando. It is only a 5.4 mi journey to Truax Field (MSN) from Madison’s city center.

  • What are the cheapest airlines flying from Madison to Orlando round-trip?

    Currently priced at $157, Breeze Airways will fly you from Madison to Orlando and back. In addition to Breeze Airways, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Frontier - these airlines can fly you to your destination from $198 and $245, respectively. Users have found that Breeze Airways is 49% cheaper than the other options available to this destination.

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

    The cheapest airline one-way is Breeze Airways, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from American Airlines and Frontier, as they are both options that can get you from Madison to Orlando for a low price.

  • What are the cheapest flights from Madison to Orlando?

    The cheapest flight price from Madison to Orlando is $69. On average you can expect to pay $148. The most popular route, (Madison Truax Field - Orlando), can usually be booked for $172.

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

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

  • How can I find direct flights from Madison to Orlando?

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

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

    Yes. Cheapflights offers flight deals from Madison to Orlando 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 Orlando?

    Currently, May is the cheapest month in which you can book a flight from Madison to Orlando (average of $206). Flying from Madison to Orlando in November is currently the most expensive (average of $288). 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 Orlando

Discover the top 5 airlines that operate flights from Madison to Orlando. 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$118Average$210FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$145Average$299FlexibilityNo cancel feeOn-time62%
DeltaCheapest$193Average$338FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$223Average$425FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$240Average$395FlexibilityNo cancel feeOn-time71%

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