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$68+ Cheap flights from Madison (MSN) to Orlando (MCO)

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 20 — Aug 271
Thu 8/20
Thu 8/27
1 adult, Economy
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Cheapflights Tip: The best prices from Madison Truax Field to Orlando are usually found in August or January, booked 23 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

Cheap 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 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/20. 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 7/20$137
This Kiwi.com deal was found by Cheapflights users on 7/18. 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
Sat 9/55:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/18$138
This Priceline deal was found by Cheapflights users on 7/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:00 pm
MSN
-
MCO
Nonstop3h 00m
Breeze Airways
Tue 11/107:30 am
MCO
-
MSN
Nonstop3h 20m
Breeze Airways
Deal found 7/15$162
This Kiwi.com deal was found by Cheapflights users on 7/15. 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.
Tue 9/153:00 pm
MSN
-
MCO
Nonstop3h 00m
Breeze Airways
Tue 10/611:45 am
MCO
-
MSN
Nonstop3h 20m
Breeze Airways
Deal found 7/15$178
This Kiwi.com deal was found by Cheapflights users on 7/20. 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 7/20$182
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 7/16$192
This Breeze Airways deal was found by Cheapflights users on 7/17. 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.
Sat 8/17:55 pm
MSN
-
MCO
Nonstop2h 49m
Breeze Airways
Wed 8/53:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/17$193
This Kiwi.com deal was found by Cheapflights users on 7/19. 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.
Sun 11/226:00 pm
MSN
-
MCO
Nonstop3h 00m
Breeze Airways
Thu 12/103:10 pm
MCO
-
MSN
Nonstop3h 20m
Breeze Airways
Deal found 7/19$197
This Breeze Airways deal was found by Cheapflights users on 7/20. 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 8/56:05 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Wed 8/123:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Deal found 7/20$198
This Expedia deal was found by Cheapflights users on 7/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:53 pm
MSN
-
MCO
1 stop19h 15m
Multiple Airlines
Tue 11/107:30 am
MCO
-
MSN
Nonstop3h 20m
Multiple Airlines
Deal found 7/15$202

Find 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 (MCO). 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 21, 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

July

Cheapest in

August

Average price

$443

Good round-trip deal

$192 or less

Good one-way deal

$89 or less
Provider with most accurate pricing for Madison Truax Field-Orlando flight deals.
Search Deals
Provider most trusted by Cheapflights users for Madison Truax Field-Orlando flights.
Search Deals
From Madison Truax Field to Orlando
Search Deals
One-way flight from Madison Truax Field to Orlando
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($5 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Madison Truax Field to Orlando.
Search Deals
Price to beat on a one-way flight from Madison Truax Field to Orlando.
Search Deals

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 21, 2026.
Use the filters below to find and compare flights from Madison to Orlando Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Wed 10/21

1:29 pm-7:21 pm

1 stop4h 52m

Orlando

Wed 10/28

6:35 am-10:33 am

1 stop4h 58m

$285

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Tue 10/20

4:10 pm-11:53 pm

1 stop6h 43m

Orlando

Mon 10/26

6:20 pm-10:53 pm

1 stop5h 33m

$302

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Fri 9/11

2:44 pm-12:59 am

2 stops9h 15m

Orlando

Tue 9/15

1:26 pm-7:00 pm

1 stop6h 34m

$380

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 12/5

2:50 pm-12:44 am

2 stops8h 54m

Orlando

Sat 12/12

7:10 am-1:50 pm

1 stop7h 40m

$380

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Wed 8/19

6:30 am-6:07 pm

2 stops10h 37m

Orlando

Wed 8/26

9:00 am-6:56 pm

2 stops10h 56m

$386

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Thu 8/13

8:09 am-4:34 pm

1 stop7h 25m

Orlando

Tue 8/18

12:00 pm-8:53 pm

2 stops9h 53m

$397

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Fri 11/13

3:57 pm-1:00 am

2 stops8h 03m

Orlando

Tue 11/17

9:22 am-1:50 pm

1 stop5h 28m

$397

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 10/3

8:10 am-8:13 pm

2 stops11h 03m

Orlando

Fri 10/9

4:18 pm-9:00 pm

1 stop5h 42m

$397

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Thu 12/3

2:50 pm-12:44 am

2 stops8h 54m

Orlando

Tue 12/8

2:50 pm-8:49 pm

1 stop6h 59m

$397

MadisonOrlando

MSN - MCO

MSNMCO

Madison Truax Field

Sat 8/15

6:30 am-6:10 pm

2 stops10h 40m

Orlando

Sat 8/22

8:57 am-6:56 pm

2 stops10h 59m

$402

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/18

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

Compare providers for flights from Madison to Orlando

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Orlando in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Madison-Orlando Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Orlando Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Orlando Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Madison-Orlando Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Orlando Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 Airport

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

The best time to book flights from Madison to Orlando Airport is 22 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Madison to Orlando Airport?

Currently, August is the cheapest month in which you can book a flight from Madison to Orlando Airport (average of $289). Flying from Madison to Orlando Airport in July is currently the most expensive (average of $443). 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 MCO?

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 21, 2026.

A simple way to save on the total cost of your ticket is to fly from Madison to Orlando Airport in the evening. If you’re flexible enough to do this you can expect to save up to 43% on your trip compared to booking a flight at noon.

How much does it cost to fly round-trip from Madison to Orlando Airport?

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 21, 2026.
See what other customers who have flown with Breeze Airways,Delta, andUnited Airlines from Madison to Orlando Airport 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
8.2
Very good
300 reviews

Entertainment

6.7

Overall

8.2

Food

6.7

Boarding

8.3

Comfort

8.2

Crew

8.8

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
300 reviews
Breeze Airways
8.2
Very good
300 reviews

Entertainment

6.7

Overall

8.2

Food

6.7

Boarding

8.3

Comfort

8.2

Crew

8.8

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
8,475 reviews
Breeze Airways
8.2
Very good
300 reviews

Entertainment

6.7

Overall

8.2

Food

6.7

Boarding

8.3

Comfort

8.2

Crew

8.8

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
10,013 reviews
Breeze Airways
8.2
Very good
300 reviews

Entertainment

6.7

Overall

8.2

Food

6.7

Boarding

8.3

Comfort

8.2

Crew

8.8

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
11,832 reviews
Breeze Airways
8.2
Very good
300 reviews

Entertainment

6.7

Overall

8.2

Food

6.7

Boarding

8.3

Comfort

8.2

Crew

8.8

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
2,779 reviews
Breeze Airways
8.2
Very good
300 reviews

Entertainment

6.7

Overall

8.2

Food

6.7

Boarding

8.3

Comfort

8.2

Crew

8.8

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 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), located 5.4 mi from the city center, is the airport you fly out of when you book flights from Madison to Orlando. 5 airlines have flights from Truax Field to Orlando on a regular basis. Booking flights from Madison Truax Field to Orlando should not be difficult; the airport handles an average of 0 outbound flights to Orlando per day.

  • How long is the flight from Madison to Orlando Airport?

    Departing from Madison to Orlando Airport will take you 4h 52m. There are 1109 mi between Madison and Orlando Airport. This flight may include one or multiple stops.

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

    Currently priced at $138, Breeze Airways will fly you from Madison to Orlando Airport and back. In addition to Breeze Airways, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Frontier and Delta - these airlines can fly you to your destination from $149 and $250, respectively. Users have found that Breeze Airways is 62% cheaper than the other options available to this destination.

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

    For one-way options, check prices for Breeze Airways. According to our data, you can fly for as low as $69. Users have also found prices from $84 and $125 on Frontier and American Airlines, respectively.

  • What are the cheapest flights from Madison to Orlando Airport?

    The cheapest flight price from Madison to Orlando Airport is $79. On average you can expect to pay $159. The most popular route, (Madison Truax Field - Orlando), can usually be booked for $137.

  • 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 Airport?

    Currently, August is the cheapest month in which you can book a flight from Madison to Orlando Airport (average of $289). Flying from Madison to Orlando Airport in July is currently the most expensive (average of $443). 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

Traveling to a place near Orlando Airport?

Book flights to Orlando Airport if you plan to visit one of these locations
Lake Buena Vista
Celebration
Titusville
Winter Haven
Four Corners
River Ranch
Sebastian
Leesburg
Clermont
Sanford
Apopka
Ormond Beach
Daytona Beach Shores
Lake Mary
Cocoa
Flagler Beach
Altamonte Springs
The Villages
Davenport
Haines City

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$138Average$267FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$149Average$317FlexibilityNo cancel feeOn-time62%
DeltaCheapest$250Average$429FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$251Average$384FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$254Average$393FlexibilityNo cancel feeOn-time71%

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