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Madison

$94+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — MSN
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$130
(Frontier)

One-way from

$94
(Cheapflightsfares)

Popular in

November

Cheapest in

January

Average price

$377

Good one-way deal

$86 or less
Provider with most accurate pricing for Orlando (ORL)-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Madison Truax Field flights.
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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. 13% potential increase in price ($49 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 October 2025
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Price to beat on a one-way 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 October 30, 2025.

This Frontier deal was found by Cheapflights users on 10/28. 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 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
Mon 11/178:00 pmMSN - MCO
1 stop8h 44mFrontier
Deal found 10/28$130
This Trip.com deal was found by Cheapflights users on 10/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:00 amMCO - MSN
1 stop14h 15mFrontier
Mon 11/178:00 pmMSN - MCO
1 stop8h 44mFrontier
Deal found 10/29$162
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/123:09 pmMCO - MSN
Nonstop3h 19mMultiple Airlines
Fri 11/148:00 pmMSN - MCO
1 stop8h 44mMultiple Airlines
Deal found 10/30$166
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/128:59 pmMCO - MSN
1 stop23h 16mFrontier
Fri 11/148:00 pmMSN - MCO
1 stop8h 44mFrontier
Deal found 10/30$177
This Frontier deal was found by Cheapflights users on 10/27. 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.
Fri 11/76:00 amMCO - MSN
1 stop14h 15mFrontier
Mon 11/108:00 pmMSN - MCO
1 stop8h 44mFrontier
Deal found 10/27$189
This Orbitz deal was found by Cheapflights users on 10/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/166:00 amMCO - MSN
1 stop14h 15mMultiple Airlines
Wed 11/196:08 pmMSN - MCO
Nonstop3h 00mMultiple Airlines
Deal found 10/28$196
This Booking.com deal was found by Cheapflights users on 10/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/158:59 pmMCO - MSN
1 stop23h 16mFrontier
Mon 11/178:00 pmMSN - MCO
1 stop8h 44mFrontier
Deal found 10/29$201
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/153:09 pmMCO - MSN
Nonstop3h 19mMultiple Airlines
Mon 11/178:00 pmMSN - MCO
1 stop8h 44mMultiple Airlines
Deal found 10/29$211
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:00 amMCO - MSN
1 stop14h 15mFrontier
Fri 11/78:00 pmMSN - MCO
1 stop8h 44mFrontier
Deal found 10/28$228
This Mytrip deal was found by Cheapflights users on 10/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/308:59 pmMCO - MSN
1 stop23h 16mFrontier
Mon 11/38:00 pmMSN - MCO
1 stop8h 44mFrontier
Deal found 10/28$237

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 October 30, 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

Fri 11/14

6:00 am-7:15 pm

1 stop14h 15m

Madison Truax Field

Mon 11/17

8:00 pm-5:44 am

1 stop8h 44m

$162

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 11/12

8:59 pm-7:15 pm

1 stop23h 16m

Madison Truax Field

Fri 11/14

8:00 pm-5:44 am

1 stop8h 44m

$177

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 11/5

3:09 pm-5:28 pm

Nonstop3h 19m

Madison Truax Field

Wed 11/12

6:08 pm-10:08 pm

Nonstop3h 00m

$228

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 12/6

4:33 pm-10:26 pm

1 stop6h 53m

Madison Truax Field

Tue 12/9

5:14 pm-10:50 pm

1 stop4h 36m

$251

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Tue 12/2

6:00 am-12:50 pm

1 stop7h 50m

Madison Truax Field

Sat 12/6

1:30 pm-9:47 pm

1 stop7h 17m

$251

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Thu 12/11

8:15 am-1:09 pm

1 stop5h 54m

Madison Truax Field

Sat 12/13

7:04 am-2:02 pm

1 stop5h 58m

$255

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 1/9

4:40 pm-9:05 pm

1 stop5h 25m

Madison Truax Field

Wed 1/14

6:00 am-3:31 pm

1 stop8h 31m

$255

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 12/10

7:00 am-10:59 am

1 stop4h 59m

Madison Truax Field

Mon 1/5

11:14 am-4:54 pm

1 stop4h 40m

$255

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 12/5

6:23 pm-10:57 pm

1 stop5h 34m

Madison Truax Field

Tue 12/9

5:14 pm-10:50 pm

1 stop4h 36m

$255

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Thu 12/11

6:00 am-12:50 pm

1 stop7h 50m

Madison Truax Field

Mon 1/5

5:54 pm-12:15 am

1 stop5h 21m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 20 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 October.
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-Madison flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Orlando-Madison flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Orlando-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Orlando-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-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 to Madison

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

Currently, March is the cheapest month in which you can book a flight from Orlando to Madison (average of $67). Flying from Orlando 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 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 October 30, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 66% on flights from Orlando to Madison by exploring options for tickets in the morning.

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 October 30, 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
8.1
Very good
221 reviews

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Crew

8.7

Boarding

8.3

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
8.1
Very good
221 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Crew

8.7

Boarding

8.3

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
7.9
Good
7,993 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Crew

8.7

Boarding

8.3

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
8,998 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Crew

8.7

Boarding

8.3

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
11,030 reviews
Breeze Airways
8.1
Very good
221 reviews

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Crew

8.7

Boarding

8.3

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 $228, Frontier can have you in Madison from Orlando in 3h 19m. Orlando 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 to Madison round-trip?

    According to our current data, Delta ($125), Breeze Airways ($139), and American Airlines ($237) offers the cheapest pricing from Orlando to Madison. These flights start at 61% lower than the current average price 3 months from now.

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

    The cheapest airline one-way is Breeze Airways, with whom users have recently found tickets for as low as $120. However, be on the lookout for offers from Frontier and Delta, as they are both options that can get you from Orlando to Madison for a low price.

  • What are the cheapest flights from Orlando to Madison?

    While on average a flight from Orlando to Madison is generally $123, our data shows the cheapest flight currently is $69. When looking at the most popular route, (Orlando - Madison Truax Field), you can expect to pay $194 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, March is the cheapest month in which you can book a flight from Orlando to Madison (average of $67). Flying from Orlando 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

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$125Average$326FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$139Average$186FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$237Average$324FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$257Average$368FlexibilityNo cancel feeOn-time69%

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