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Madison

$69+ Cheap flights from Orlando (ORL) 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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — MSN
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Orlando to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (ORL) 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 11, 2025.

Round-trip from

$138
(Breeze Airways)

One-way from

$69
(Breeze Airways)

Popular in

November

Cheapest in

January

Average price

$260

Good round-trip deal

$158 or less
From Orlando (ORL) to Madison Truax Field
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One-way flight from Orlando (ORL) to Madison Truax Field
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Highest demand for flights based on searches. 11% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 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 (ORL) 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 11, 2025.

This Breeze Airways deal was found by Cheapflights users on 9/11. 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 9/11$138
This Priceline deal was found by Cheapflights users on 9/10. 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 9/243:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Wed 10/16:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 9/10$145
This Breeze Airways deal was found by Cheapflights users on 9/11. 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 9/11$148
This CheapOair deal was found by Cheapflights users on 9/10. 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 9/10$152
This Frontier deal was found by Cheapflights users on 9/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amMCO - MSN
1 stop14h 15mFrontier
Sun 11/168:00 pmMSN - MCO
1 stop8h 44mFrontier
Deal found 9/9$174
This Breeze Airways deal was found by Cheapflights users on 9/10. 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
Wed 10/226:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 9/10$178
This Breeze Airways deal was found by Cheapflights users on 9/10. 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 10/293:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Wed 11/56:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 9/10$188
This Breeze Airways deal was found by Cheapflights users on 9/10. 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
Wed 10/156:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 9/10$198
This Priceline deal was found by Cheapflights users on 9/10. 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.
Sat 11/13:09 pmMCO - MSN
Nonstop3h 19mBreeze Airways
Wed 11/56:08 pmMSN - MCO
Nonstop3h 00mBreeze Airways
Deal found 9/10$204
This Priceline deal was found by Cheapflights users on 9/10. 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 9/243:09 pmMCO - MSN
Nonstop3h 19mMultiple Airlines
Thu 9/257:59 pmMSN - MCO
1 stop8h 45mMultiple Airlines
Deal found 9/10$222

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 11, 2025.
Use the filters below to find and compare flights from Orlando to Madison that are best for you.

Fly from

Orlando

Fly to

Madison

Route

Depart

Return

Price

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 10/22

3:09 pm-5:28 pm

Nonstop3h 19m

Madison Truax Field

Sat 10/25

6:08 pm-10:08 pm

Nonstop3h 00m

$138

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

$138

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

$148

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 10/15

3:09 pm-5:28 pm

Nonstop3h 19m

Madison Truax Field

Wed 10/22

6:08 pm-10:08 pm

Nonstop3h 00m

$178

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 10/29

3:09 pm-5:28 pm

Nonstop3h 19m

Madison Truax Field

Wed 11/5

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

$198

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 10/25

6:48 pm-11:51 pm

1 stop6h 03m

Madison Truax Field

Fri 10/31

7:40 am-2:31 pm

1 stop5h 51m

$229

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 10/15

5:30 am-10:32 am

1 stop6h 02m

Madison Truax Field

Sat 10/25

10:58 am-8:22 pm

1 stop8h 24m

$251

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Tue 10/7

5:30 pm-10:45 pm

1 stop6h 15m

Madison Truax Field

Tue 10/14

5:15 pm-11:59 pm

1 stop5h 44m

$251

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 10/8

6:02 am-12:27 pm

1 stop7h 25m

Madison Truax Field

Wed 10/15

7:40 am-2:31 pm

1 stop5h 51m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 21 results
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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 to Madison

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

Currently, January is the cheapest month in which you can book a flight from Orlando to Madison (average of $338). Flying from Orlando 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 ORL 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 11, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 34% on flights from Orlando to Madison by exploring options for tickets in the morning.

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

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 11, 2025.
Read reviews from past customers who have flown Breeze Airways, Delta, and United Airlines from Orlando to Madison. 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
8.0
Very good
205 reviews

Entertainment

6.5

Food

6.7

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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
205 reviews
Breeze Airways
8.0
Very good
205 reviews

Entertainment

6.5

Food

6.7

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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
7,960 reviews
Breeze Airways
8.0
Very good
205 reviews

Entertainment

6.5

Food

6.7

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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
8,937 reviews
Breeze Airways
8.0
Very good
205 reviews

Entertainment

6.5

Food

6.7

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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
205 reviews

Entertainment

6.5

Food

6.7

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

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?

    For a flight from Orlando to Madison, you will be flying into Truax Field. Madison Truax Field (MSN) is just 5.4 mi from the center of the city. Truax Field is the only Madison airport and it handles 0 inbound flights from Orlando per day. 4 airlines have flights to Madison Truax Field from Orlando on a regular basis.

  • How long is the flight from Orlando to Madison?

    For as low as $138, Breeze Airways can have you in Madison from Orlando in 3h 19m. Orlando 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 to Madison round-trip?

    According to our current data, Breeze Airways ($139), Delta ($188), and United Airlines ($222) offers the cheapest pricing from Orlando to Madison. These flights start at 55% lower than the current average price 3 months from now.

  • What are the cheapest flights from Orlando to Madison?

    While on average a flight from Orlando to Madison is generally $178, our data shows the cheapest flight currently is $148. When looking at the most popular route, (Orlando - Madison Truax Field), you can expect to pay $138 for that flight.

  • 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 to Madison?

    Currently, January is the cheapest month in which you can book a flight from Orlando to Madison (average of $338). Flying from Orlando 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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Alternative routes for Orlando to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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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 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$139Average$186FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$188Average$338FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$222Average$328FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$243Average$366FlexibilityNo cancel feeOn-time71%

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