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$84+ Cheap flights from Orlando (MCO) to Madison (MSN)

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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MSN
Dec 19 — Dec 261
Fri 12/19
Fri 12/26
1 adult, Economy
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Cheapflights Tip: The best prices from Orlando to Madison Truax Field are usually found in May or April, booked 42 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Find flight deals from Orlando to Madison

Cheapest flights from Orlando to Madison
Explore the most affordable flight options available from Orlando to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 19, 2025.

This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:00 amMCO - MSN
1 stop7h 50mDelta
Tue 12/165:38 amMSN - MCO
1 stop4h 32mDelta
Deal found 11/19$251
This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/99:25 amMCO - MSN
1 stop5h 36mUnited Airlines
Tue 12/163:59 pmMSN - MCO
2 stops7h 45mUnited Airlines
Deal found 11/19$256
This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2511:34 amMCO - MSN
1 stop6h 26mAmerican Airlines
Fri 1/23:15 pmMSN - MCO
1 stop8h 29mAmerican Airlines
Deal found 11/19$258
This United Airlines deal was found by Cheapflights users on 11/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:54 amMCO - MSN
1 stop5h 11mUnited Airlines
Wed 1/73:48 pmMSN - MCO
1 stop5h 02mUnited Airlines
Deal found 11/18$259
This Delta deal was found by Cheapflights users on 11/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:40 amMCO - MSN
1 stop7h 02mDelta
Sun 12/75:14 pmMSN - MCO
1 stop5h 33mDelta
Deal found 11/19$277
This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/59:25 amMCO - MSN
1 stop6h 29mUnited Airlines
Sun 12/72:48 pmMSN - MCO
1 stop6h 20mUnited Airlines
Deal found 11/19$309
This United Airlines deal was found by Cheapflights users on 11/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:25 amMCO - MSN
1 stop5h 36mUnited Airlines
Sun 12/76:30 amMSN - MCO
2 stops7h 37mUnited Airlines
Deal found 11/18$311
This United Airlines deal was found by Cheapflights users on 11/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/49:25 amMCO - MSN
1 stop6h 29mUnited Airlines
Mon 12/86:30 amMSN - MCO
2 stops8h 53mUnited Airlines
Deal found 11/19$314
This American Airlines deal was found by Cheapflights users on 11/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/136:42 amMCO - MSN
1 stop7h 43mAmerican Airlines
Thu 12/187:00 amMSN - MCO
1 stop7h 27mAmerican Airlines
Deal found 11/19$325
This United Airlines deal was found by Cheapflights users on 11/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/63:30 pmMCO - MSN
1 stop8h 53mUnited Airlines
Sat 1/1010:45 amMSN - MCO
1 stop8h 07mUnited Airlines
Deal found 11/18$331

Cheap flight deals from Orlando to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (MCO) to Madison (MSN). 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 November 19, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$247
(Priceline)

One-way from

$84
(Expedia)

Popular in

November

Cheapest in

May

Average price

$372

Good one-way deal

$173 or less
Provider with most accurate pricing for Orlando-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando-Madison Truax Field flights.
Search Deals
From Orlando to Madison Truax Field
Search Deals
One-way flight from Orlando to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a one-way flight from Orlando to Madison Truax Field.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to Madison 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 November 19, 2025.
Use the filters below to find and compare flights from Orlando Airport to Madison that are best for you.

Fly from

Orlando

Fly to

Madison

Route

Depart

Return

Price

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Tue 12/9

6:00 am-12:50 pm

1 stop7h 50m

Madison Truax Field

Tue 12/16

5:38 am-11:10 am

1 stop4h 32m

$251

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Tue 12/9

9:25 am-2:01 pm

1 stop5h 36m

Madison Truax Field

Tue 12/16

3:59 pm-12:44 am

2 stops7h 45m

$256

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 1/10

11:05 am-4:51 pm

2 stops6h 46m

Madison Truax Field

Wed 1/14

2:56 pm-11:44 pm

1 stop7h 48m

$256

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 1/9

6:15 am-10:18 am

1 stop5h 03m

Madison Truax Field

Mon 1/12

5:54 pm-12:13 am

1 stop5h 19m

$259

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Mon 12/29

10:54 am-3:05 pm

1 stop5h 11m

Madison Truax Field

Wed 1/7

3:48 pm-9:50 pm

1 stop5h 02m

$259

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 12/3

5:30 am-10:59 am

1 stop6h 29m

Madison Truax Field

Sun 12/7

5:14 pm-10:51 pm

1 stop4h 37m

$264

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 1/23

9:10 am-2:10 pm

1 stop6h 00m

Madison Truax Field

Sun 1/25

3:48 pm-12:45 am

2 stops7h 57m

$264

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Thu 12/4

10:31 am-2:47 pm

1 stop5h 16m

Madison Truax Field

Mon 12/8

5:00 am-10:29 am

1 stop4h 29m

$277

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 12/5

6:40 am-12:42 pm

1 stop7h 02m

Madison Truax Field

Sun 12/7

5:14 pm-11:47 pm

1 stop5h 33m

$277

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 12/3

3:09 pm-5:28 pm

Nonstop3h 19m

$84

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 19 results
1
2

Compare providers for flights from Orlando to Madison

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 Orlando to Madison in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 Orlando Airport-Madison flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Orlando Airport-Madison flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Orlando Airport-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Orlando Airport-Madison flights, Cheapflights users trust eDreams the most. eDreams 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 Orlando Airport-Madison 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 Orlando to Madison

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

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

Use this chart to determine the optimal time to book a round-trip flight from Orlando to Madison. Price data was last updated on November 14, 2025.

The best time to book flights from Orlando Airport to Madison is 42 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 Orlando Airport to Madison?

Currently, November is the cheapest month in which you can book a flight from Orlando Airport to Madison (average of $60). Flying from Orlando Airport to Madison in June is currently the most expensive (average of $138). 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 MCO to MSN?

Find hourly flight availability from Orlando to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 19, 2025.

It’s optimal to fly from Orlando Airport to Madison in the morning. By choosing this option you can save up to 64% on the cost of your flight, compared to a flight in the evening.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated November 19, 2025.
Get a feel of what it's like to fly with Breeze Airways, Delta, and United Airlines from Orlando Airport to Madison by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
234 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
Breeze Airways
8.1
Very good
234 reviews
Breeze Airways
8.1
Very good
234 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
Delta
7.9
Good
8,002 reviews
Breeze Airways
8.1
Very good
234 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
United Airlines
7.4
Good
9,019 reviews
Breeze Airways
8.1
Very good
234 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
American Airlines
7.2
Good
11,045 reviews
Breeze Airways
8.1
Very good
234 reviews

Crew

8.8

Boarding

8.3

Overall

8.1

Food

6.7

Comfort

8.2

Entertainment

6.6

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!

Related info for your journey

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

    Located just 5.4 mi from the city center, Madison Truax Field is the airport most travelers will use when flying to Madison from Orlando. Booking flights from Orlando to Truax Field (MSN) should be relatively easy as there are 0 daily inbound flights from Orlando from 4 different airlines.

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

    Airlines like Delta and United Airlines fly from Orlando Airport to Madison in about 5h 36m. The time it takes to get you to your destination can typically vary by up to 2h 14m. Orlando Airport and Madison are separated by a distance of 1109 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Flying on Delta is currently your cheapest option to Madison, with prices starting at $125. Additional round-trip tickets that might be worth considering are offered by Breeze Airways and American Airlines, with the lowest prices starting at $139 and $237, respectively. Delta is priced at 57% lower than the current average price of a flight leaving 3 months from now.

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

    For one-way options, check prices for Breeze Airways. According to our data, you can fly for as low as $84. Users have also found prices from $126 and $126 on Delta and United Airlines, respectively.

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

    On average you can expect to pay $177 for a flight from Orlando Airport to Madison. The cheapest flight overall is $123 while the most popular route, (Orlando - Madison Truax Field) is currently priced at $247.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Orlando Airport to Madison (average of $60). Flying from Orlando Airport to Madison in June is currently the most expensive (average of $138). 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 Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Orlando to Madison

Discover the top 4 airlines that operate flights from Orlando to Madison. 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 November 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$125Average$316FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$139Average$185FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$237Average$329FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$257Average$368FlexibilityNo cancel feeOn-time69%

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