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$89+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MSN
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 Thursday and return on a Wednesday

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 September 17, 2025.

Round-trip from

$148
(Breeze Airways)

One-way from

$89
(Breeze Airways)

Popular in

November

Cheapest in

May

Average price

$288

Good round-trip deal

$148 or less
From Orlando to Madison Truax Field
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One-way flight from Orlando to Madison Truax Field
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Highest demand for flights based on searches. 16% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Orlando to Madison Truax Field.
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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 September 17, 2025.

This Breeze Airways deal was found by Cheapflights users on 9/16. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/83:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Sat 10/116:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 9/16$138
This Breeze Airways deal was found by Cheapflights users on 9/15. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/273:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Wed 10/16:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 9/15$158
This CheapOair deal was found by Cheapflights users on 9/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/223:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Sat 10/256:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 9/15$162
This Breeze Airways deal was found by Cheapflights users on 9/16. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/153:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Sat 10/256:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 9/16$168
This Breeze Airways deal was found by Cheapflights users on 9/16. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/243:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Sat 9/276:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 9/16$188
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 9/203:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Sat 9/276:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 9/16$195
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Wed 10/83:09 pmMCO - MSN
Nonstop3h 19mMultiple Airlines
Sat 10/119:48 amMSN - MCO
2 stops12h 21mMultiple Airlines
Deal found 9/16$234
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Fri 9/264:27 pmMCO - MSN
2 stops17h 41mMultiple Airlines
Wed 10/16:08 pmMSN - MCO
Nonstop3h 00mMultiple Airlines
Deal found 9/16$248
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/223:09 pmMCO - MSN
Nonstop3h 19mMultiple Airlines
Sat 10/259:48 amMSN - MCO
2 stops12h 21mMultiple Airlines
Deal found 9/15$249

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 September 17, 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

Wed 10/15

3:09 pm-5:28 pm

Nonstop3h 19m

Madison Truax Field

Sat 10/25

6:08 pm-10:08 pm

Nonstop3h 00m

$158

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 9/24

3:09 pm-5:28 pm

Nonstop3h 19m

Madison Truax Field

Sat 9/27

6:08 pm-10:08 pm

Nonstop3h 00m

$188

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 9/27

3:09 pm-5:28 pm

Nonstop3h 19m

Madison Truax Field

Wed 10/1

6:08 pm-10:08 pm

Nonstop3h 00m

$188

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 10/8

3:09 pm-5:28 pm

Nonstop3h 19m

Madison Truax Field

Wed 10/15

6:08 pm-10:08 pm

Nonstop3h 00m

$188

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Tue 11/18

5:30 am-10:38 am

1 stop6h 08m

Madison Truax Field

Tue 12/9

5:14 pm-11:47 pm

1 stop5h 33m

$251

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 10/25

7:20 am-1:56 pm

1 stop7h 36m

Madison Truax Field

Fri 10/31

1:25 pm-9:51 pm

1 stop7h 26m

$254

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 10/10

7:15 am-11:45 am

1 stop5h 30m

Madison Truax Field

Tue 10/14

10:51 am-7:41 pm

1 stop7h 50m

$255

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Tue 11/18

9:00 am-4:50 pm

2 stops8h 50m

Madison Truax Field

Tue 12/9

3:59 pm-9:47 pm

1 stop4h 48m

$256

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 10/22

11:22 am-1:28 pm

1 stop27h 06m

Madison Truax Field

Sat 10/25

6:08 pm-10:08 pm

Nonstop3h 00m

$262

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 12/6

11:44 am-7:16 pm

2 stops8h 32m

Madison Truax Field

Tue 12/9

6:30 am-12:46 pm

1 stop5h 16m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 19 results
1
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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 September 12, 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, January is the cheapest month in which you can book a flight from Orlando Airport to Madison (average of $338). Flying from Orlando Airport to Madison in March is currently the most expensive (average of $422). 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 September 17, 2025.

It’s optimal to fly from Orlando Airport to Madison in the morning. By choosing this option you can save up to 65% 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 September 17, 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
8.0
Very good
207 reviews

Overall

8.0

Boarding

8.2

Food

6.7

Comfort

8.1

Crew

8.7

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.0
Very good
207 reviews
Breeze Airways
8.0
Very good
207 reviews

Overall

8.0

Boarding

8.2

Food

6.7

Comfort

8.1

Crew

8.7

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
8.0
Very good
7,961 reviews
Breeze Airways
8.0
Very good
207 reviews

Overall

8.0

Boarding

8.2

Food

6.7

Comfort

8.1

Crew

8.7

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
United Airlines
7.4
Good
8,926 reviews
Breeze Airways
8.0
Very good
207 reviews

Overall

8.0

Boarding

8.2

Food

6.7

Comfort

8.1

Crew

8.7

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.0
Very good
207 reviews

Overall

8.0

Boarding

8.2

Food

6.7

Comfort

8.1

Crew

8.7

Entertainment

6.6

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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 Breeze Airways fly from Orlando Airport to Madison in about 3h 19m. The time it takes to get you to your destination is usually consistent. Orlando Airport and Madison are separated by a distance of 1109 mi. Generally, flights for this route are nonstop.

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

    Flying on Breeze Airways is currently your cheapest option to Madison, with prices starting at $138. Additional round-trip tickets that might be worth considering are offered by Delta and American Airlines, with the lowest prices starting at $188 and $243, respectively. Breeze Airways is priced at 53% 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 $89. Users have also found prices from $131 and $139 on United Airlines and Delta, respectively.

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

    On average you can expect to pay $158 for a flight from Orlando Airport to Madison. The cheapest flight overall is $138 while the most popular route, (Orlando - Madison Truax Field) is currently priced at $138.

  • 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, January is the cheapest month in which you can book a flight from Orlando Airport to Madison (average of $338). Flying from Orlando Airport to Madison in March is currently the most expensive (average of $422). 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

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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$138Average$187FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$188Average$336FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$243Average$366FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$273Average$328FlexibilityNo cancel feeOn-time69%

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