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$73+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — MSN
Jun 27 — Jul 41
Sat 6/27
Sat 7/4
1 adult, Economy
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Cheapflights Tip: The best prices from Orlando to Madison Truax Field are usually found in March or August, booked 66 days in advance, depart on a Monday or Thursday and return on a Wednesday

Cheap 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 May 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/26. 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 8/15:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Sat 8/297:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/26$157
This Priceline deal was found by Cheapflights users on 5/25. 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 7/45:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Sat 7/117:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/25$162
This Travelocity deal was found by Cheapflights users on 5/27. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/53:17 pm
MCO
-
MSN
Nonstop3h 08m
Multiple Airlines
Tue 8/117:55 pm
MSN
-
MCO
1 stop24h 07m
Multiple Airlines
Deal found 5/27$197
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/15:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Sat 8/157:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/27$207
This Super.com deal was found by Cheapflights users on 5/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/83:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Sat 7/117:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/25$212
This Booking.com deal was found by Cheapflights users on 5/26. 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 8/18:43 pm
MCO
-
MSN
1 stop23h 27m
Multiple Airlines
Sat 8/297:55 pm
MSN
-
MCO
Nonstop2h 52m
Multiple Airlines
Deal found 5/26$218
This CheapOair deal was found by Cheapflights users on 5/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:40 pm
MCO
-
MSN
Nonstop3h 20m
Breeze Airways
Thu 10/16:00 pm
MSN
-
MCO
Nonstop3h 00m
Breeze Airways
Deal found 5/27$256
This Priceline deal was found by Cheapflights users on 5/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:07 pm
MCO
-
MSN
Nonstop3h 08m
Multiple Airlines
Tue 7/217:55 pm
MSN
-
MCO
1 stop8h 36m
Multiple Airlines
Deal found 5/27$257
This Priceline deal was found by Cheapflights users on 5/26. 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 8/155:07 pm
MCO
-
MSN
Nonstop3h 08m
Multiple Airlines
Sun 8/167:55 pm
MSN
-
MCO
1 stop8h 36m
Multiple Airlines
Deal found 5/26$258
This Super.com deal was found by Cheapflights users on 5/24. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/33:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Sat 6/67:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/24$262
This Priceline deal was found by Cheapflights users on 5/25. 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 7/212:52 pm
MCO
-
MSN
1 stop7h 17m
Multiple Airlines
Sat 7/117:55 pm
MSN
-
MCO
Nonstop2h 52m
Multiple Airlines
Deal found 5/25$265

Find 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 May 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$157
(Kiwi.com)

One-way from

$73
(Kiwi.com)

Popular in

April

Cheapest in

March

Average price

$308

Good round-trip deal

$233 or less

Good one-way deal

$124 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. 12% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Orlando to Madison Truax Field.
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 May 28, 2026.
Use the filters below to find and compare flights from Orlando Airport to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 10/21

6:15 am-10:15 am

1 stop5h 00m

Madison Truax Field

Tue 10/27

11:11 am-6:26 pm

1 stop6h 15m

$285

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 10/23

7:15 am-1:37 pm

1 stop7h 22m

Madison Truax Field

Tue 10/27

5:00 am-11:02 am

1 stop5h 02m

$302

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 6/17

3:05 pm-11:05 pm

2 stops9h 00m

Madison Truax Field

Sat 6/20

3:53 pm-9:55 pm

1 stop5h 02m

$324
Quickest round-trip

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Mon 6/29

5:30 am-10:19 am

1 stop5h 49m

Madison Truax Field

Wed 7/1

5:45 pm-11:57 pm

1 stop5h 12m

$357

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Thu 7/23

6:15 am-10:22 am

1 stop5h 07m

Madison Truax Field

Mon 7/27

5:00 pm-1:05 am

1 stop7h 05m

$369

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 10/7

9:10 am-3:04 pm

1 stop6h 54m

Madison Truax Field

Sat 10/17

4:31 pm-11:53 pm

1 stop6h 22m

$375

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 7/4

11:35 am-10:32 pm

2 stops11h 57m

Madison Truax Field

Tue 7/7

5:00 am-11:15 am

1 stop5h 15m

$380

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Tue 8/4

7:09 am-11:49 am

1 stop5h 40m

Madison Truax Field

Tue 8/18

8:10 am-6:10 pm

2 stops9h 00m

$380

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 7/8

11:35 am-11:12 pm

2 stops12h 37m

Madison Truax Field

Tue 7/14

10:48 am-5:57 pm

1 stop6h 09m

$380
Cheapest one-way

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 6/17

5:30 am-10:19 am

1 stop5h 49m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/23

Showing 1-10 of 20 resultsSorted by cheapest first
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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Orlando Airport-Madison flight deals on Cheapflights vs. FlightHub >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 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 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?

The best time to book flights from Orlando Airport to Madison is 65 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, March is the cheapest month in which you can book a flight from Orlando Airport to Madison (average of $224). Flying from Orlando Airport to Madison in April is currently the most expensive (average of $615). 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 May 28, 2026.

When flying from Orlando Airport to Madison, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from Orlando Airport 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 May 28, 2026.
Get a feel of what it's like to fly with Breeze Airways,Delta, andUnited 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
8.2
Very good
286 reviews

Crew

8.7

Entertainment

6.7

Comfort

8.2

Overall

8.2

Boarding

8.3

Food

6.7

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
286 reviews
Breeze Airways
8.2
Very good
286 reviews

Crew

8.7

Entertainment

6.7

Comfort

8.2

Overall

8.2

Boarding

8.3

Food

6.7

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
7.9
Good
8,423 reviews
Breeze Airways
8.2
Very good
286 reviews

Crew

8.7

Entertainment

6.7

Comfort

8.2

Overall

8.2

Boarding

8.3

Food

6.7

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
9,751 reviews
Breeze Airways
8.2
Very good
286 reviews

Crew

8.7

Entertainment

6.7

Comfort

8.2

Overall

8.2

Boarding

8.3

Food

6.7

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
11,638 reviews
Breeze Airways
8.2
Very good
286 reviews

Crew

8.7

Entertainment

6.7

Comfort

8.2

Overall

8.2

Boarding

8.3

Food

6.7

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 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. The time it takes to get you to your destination can typically vary by up to 2h 22m. 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 $138 and $243, respectively. Delta is priced at 62% 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 $71. Users have also found prices from $88 and $108 on Frontier and Delta, respectively.

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

    On average you can expect to pay $188 for a flight from Orlando Airport to Madison. The cheapest flight overall is $101 while the most popular route, (Orlando - Madison Truax Field) is currently priced at $157.

  • 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, March is the cheapest month in which you can book a flight from Orlando Airport to Madison (average of $224). Flying from Orlando Airport to Madison in April is currently the most expensive (average of $615). 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
Sun Prairie
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 May 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$125Average$325FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$138Average$197FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$243Average$342FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$279Average$388FlexibilityNo cancel feeOn-time69%

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