HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Madison

$63+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — MSN
Jun 6 — Jun 131
Sat 6/6
Sat 6/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Orlando to Madison with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 7, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/6. 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 5/203:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Sat 5/237:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/6$188
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 5/133:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Sat 5/237:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/5$207
This Kiwi.com deal was found by Cheapflights users on 5/2. 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.
Thu 9/171:40 pm
MCO
-
MSN
Nonstop3h 20m
Breeze Airways
Thu 9/247:26 pm
MSN
-
MCO
Nonstop3h 00m
Breeze Airways
Deal found 5/2$208
This Mytrip deal was found by Cheapflights users on 5/6. 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.
Wed 5/208:33 pm
MCO
-
MSN
1 stop23h 41m
Multiple Airlines
Sat 5/237:55 pm
MSN
-
MCO
Nonstop2h 52m
Multiple Airlines
Deal found 5/6$218
This Kiwi.com deal was found by Cheapflights users on 5/3. 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.
Thu 5/147:25 am
MCO
-
MSN
1 stop26h 00m
Multiple Airlines
Wed 5/206:05 pm
MSN
-
MCO
Nonstop2h 52m
Multiple Airlines
Deal found 5/3$220
This Expedia deal was found by Cheapflights users on 5/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:07 pm
MCO
-
MSN
Nonstop3h 08m
Multiple Airlines
Sun 5/317:59 pm
MSN
-
MCO
1 stop14h 44m
Multiple Airlines
Deal found 5/4$222
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 7/13:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Sat 7/47:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/6$223
This Gotogate deal was found by Cheapflights users on 5/5. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/205:07 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Sat 7/47:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/5$234
This Priceline deal was found by Cheapflights users on 5/2. 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 7/13:17 pm
MCO
-
MSN
Nonstop3h 08m
Multiple Airlines
Tue 7/77:59 pm
MSN
-
MCO
1 stop8h 29m
Multiple Airlines
Deal found 5/2$238
This CheapOair deal was found by Cheapflights users on 5/5. 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 5/133:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Sat 5/167:55 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/5$239
This Mytrip deal was found by Cheapflights users on 5/2. 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.
Wed 6/33:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Wed 6/106:05 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/2$243
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 5/133:17 pm
MCO
-
MSN
Nonstop3h 08m
Breeze Airways
Wed 5/206:05 pm
MSN
-
MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/5$248

Find 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 May 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$188
(Kiwi.com)

One-way from

$63
(Booking.com)

Popular in

February

Cheapest in

March

Average price

$314

Good round-trip deal

$211 or less

Good one-way deal

$102 or less
Provider with most accurate pricing for Orlando (ORL)-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Madison Truax Field flights.
Search Deals
From Orlando (ORL) to Madison Truax Field
Search Deals
One-way flight from Orlando (ORL) to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($127 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($44 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 (ORL) to Madison Truax Field.
Search Deals
Price to beat on a one-way flight from Orlando (ORL) 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 7, 2026.
Use the filters below to find and compare flights from Orlando to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 7/15

3:17 pm-5:25 pm

Nonstop3h 08m

Madison Truax Field

Wed 7/22

6:05 pm-9:57 pm

Nonstop2h 52m

$318

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Mon 6/29

5:30 am-10:19 am

1 stop5h 49m

Madison Truax Field

Thu 7/9

2:45 pm-11:58 pm

1 stop8h 13m

$339

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Mon 6/29

5:30 am-10:19 am

1 stop5h 49m

Madison Truax Field

Mon 7/6

5:48 am-12:00 pm

1 stop5h 12m

$339

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Thu 6/18

5:30 am-10:19 am

1 stop5h 49m

Madison Truax Field

Mon 6/22

5:00 pm-11:52 pm

1 stop5h 52m

$359

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 6/5

6:15 am-12:41 pm

1 stop7h 26m

Madison Truax Field

Sun 6/7

4:40 pm-12:59 am

1 stop7h 19m

$359

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Wed 6/3

7:13 am-11:48 am

1 stop5h 35m

Madison Truax Field

Wed 6/10

6:30 am-2:58 pm

2 stops7h 28m

$371

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Tue 6/30

4:21 pm-11:12 pm

1 stop7h 51m

Madison Truax Field

Sat 7/4

8:10 am-3:03 pm

1 stop5h 53m

$375

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 7/4

10:52 am-3:05 pm

1 stop5h 13m

Madison Truax Field

Wed 7/8

8:10 am-3:03 pm

1 stop5h 53m

$375

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Sat 5/16

5:30 am-10:16 am

1 stop5h 46m

Madison Truax Field

Sat 5/23

6:30 am-1:44 pm

1 stop6h 14m

$375

OrlandoMadison

MCO - MSN

MCOMSN

Orlando

Fri 9/25

5:55 pm-12:12 am

1 stop7h 17m

Madison Truax Field

Mon 9/28

5:00 am-11:02 am

1 stop5h 02m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

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

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

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

The price you pay for your flight from Orlando to Madison may vary depending on when you book. For the best chance of a lower fare, look to book 28 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Orlando to Madison (average of $71). Flying from Orlando to Madison in February is currently the most expensive (average of $243). 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 May 7, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orlando to Madison as you normally would.

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 May 7, 2026.
Read reviews from past customers who have flown Breeze Airways,Delta, andUnited 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
283 reviews

Boarding

8.3

Comfort

8.2

Food

6.6

Entertainment

6.6

Overall

8.1

Crew

8.7

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
8.1
Very good
283 reviews
Breeze Airways
8.1
Very good
283 reviews

Boarding

8.3

Comfort

8.2

Food

6.6

Entertainment

6.6

Overall

8.1

Crew

8.7

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
8,458 reviews
Breeze Airways
8.1
Very good
283 reviews

Boarding

8.3

Comfort

8.2

Food

6.6

Entertainment

6.6

Overall

8.1

Crew

8.7

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
9,690 reviews
Breeze Airways
8.1
Very good
283 reviews

Boarding

8.3

Comfort

8.2

Food

6.6

Entertainment

6.6

Overall

8.1

Crew

8.7

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
11,669 reviews
Breeze Airways
8.1
Very good
283 reviews

Boarding

8.3

Comfort

8.2

Food

6.6

Entertainment

6.6

Overall

8.1

Crew

8.7

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?

    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 $318, Breeze Airways can have you in Madison from Orlando in 3h 08m. 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 ($138), and American Airlines ($243) offers the cheapest pricing from Orlando to Madison. These flights start at 65% 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 $71. 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 $221, our data shows the cheapest flight currently is $93. When looking at the most popular route, (Orlando - Madison Truax Field), you can expect to pay $152 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, August is the cheapest month in which you can book a flight from Orlando to Madison (average of $71). Flying from Orlando to Madison in February is currently the most expensive (average of $243). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Orlando to Madison

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to O'Hare Intl flights
Orlando to O'Hare Intl flights
Miami to O'Hare Intl flights
Tampa to O'Hare Intl flights
Jacksonville to O'Hare Intl flights
West Palm Beach to O'Hare Intl flights
Orlando to Minneapolis flights
Fort Myers to O'Hare Intl flights
Tampa to Minneapolis flights
Sarasota to O'Hare Intl flights
Miami to Minneapolis flights
Orlando to Milwaukee flights
Fort Lauderdale to Minneapolis flights
Jacksonville to Minneapolis flights
Fort Myers to Minneapolis flights
Tampa to Milwaukee flights
Pensacola to O'Hare Intl flights
Fort Lauderdale to Milwaukee flights
West Palm Beach to Minneapolis flights
Panama City to O'Hare Intl flights
Miami to Milwaukee flights
Fort Myers to Milwaukee flights
West Palm Beach to Milwaukee flights
Tampa to Appleton flights
Orlando to Madison flights
Pensacola to Minneapolis flights
Sarasota to Minneapolis flights
Daytona Beach to O'Hare Intl flights
Tallahassee to O'Hare Intl flights
Sarasota to Appleton flights
Melbourne to O'Hare Intl flights
Tampa to Green Bay flights
Fort Myers to Madison flights
Fort Lauderdale to Green Bay flights
Fort Lauderdale to Madison flights
Jacksonville to Milwaukee flights
Tampa to Madison flights
West Palm Beach to Madison flights
Sarasota to Madison flights
Panama City to Minneapolis flights
Miami to Madison flights
Daytona Beach to Minneapolis flights
Orlando to Green Bay flights
Fort Myers to Appleton flights
Fort Myers to Green Bay flights
Valparaiso to O'Hare Intl flights

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 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$125Average$307FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$138Average$188FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$243Average$338FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$273Average$384FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights