$68+ Cheap flights from Madison (MSN) to Orlando (ORL)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ORL
Nov 9 — Nov 161
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Orlando 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.Cheapflights Tip: The best prices from Madison Truax Field to Orlando are usually found in September or May, booked 65 days in advance, depart on a Tuesday or Saturday and return on a Thursday
Cheap flight deals from Madison to Orlando
Cheapest
Best
Last-minute
One-way
Cheapest flights from Madison to OrlandoExplore the most affordable flight options available from Madison to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 10, 2026.
Explore the most affordable flight options available from Madison to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/810:30 am -
Nonstop3h 00m
Tue 12/157:30 am -
Nonstop3h 20m
Deal found 10/9![Breeze Airways logo]()
$167
This Breeze Airways deal was found by Cheapflights users on 10/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/66:10 pm -
Nonstop3h 00m
Thu 12/103:10 pm -
Nonstop3h 20m
Deal found 10/9![Breeze Airways logo]()
$178
This Booking.com deal was found by Cheapflights users on 10/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:00 pm -
Nonstop3h 00m
Tue 11/177:30 am -
Nonstop3h 20m
Deal found 10/6![Breeze Airways logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Tue 11/310:30 am -
Nonstop3h 00m
Tue 11/107:30 am -
Nonstop3h 20m
Deal found 10/6![Breeze Airways logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Tue 11/1010:30 am -
Nonstop3h 00m
Tue 11/177:30 am -
Nonstop3h 20m
Deal found 10/6![Breeze Airways logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Tue 12/1510:30 am -
Nonstop3h 00m
Sun 12/203:10 pm -
Nonstop3h 20m
Deal found 10/6![Breeze Airways logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Tue 11/310:30 am -
Nonstop3h 00m
Thu 11/193:00 pm -
Nonstop3h 20m
Deal found 10/7![Breeze Airways logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/66:10 pm -
Nonstop3h 00m
Fri 12/119:15 am -
2 stops25h 43m
Deal found 10/9![Multiple Airlines logo]()
$225
This Breeze Airways deal was found by Cheapflights users on 10/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:30 am -
Nonstop3h 00m
Tue 11/177:30 am -
Nonstop3h 20m
Deal found 10/9![Breeze Airways logo]()
$228
Best flights from Madison to OrlandoDiscover carefully curated flight deals from Madison to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 10, 2026.
Discover carefully curated flight deals from Madison to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 10, 2026.
This United Airlines deal was found by Cheapflights users on 10/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:25 am -
1 stop5h 36m
Sun 11/16:15 pm -
1 stop6h 22m
Deal found 10/7![United Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 10/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/186:00 am -
1 stop5h 45m
Fri 2/266:00 pm -
1 stop6h 03m
Deal found 10/9![United Airlines logo]()
$376
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/73:00 pm -
1 stop7h 39m
Sat 11/147:00 am -
2 stops9h 11m
Deal found 10/6![United Airlines logo]()
$430
This United Airlines deal was found by Cheapflights users on 10/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/165:37 am -
2 stops8h 44m
Wed 1/209:00 am -
2 stops9h 31m
Deal found 10/9![United Airlines logo]()
$435
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/272:45 pm -
2 stops8h 59m
Sat 4/109:00 am -
2 stops11h 56m
Deal found 10/6![United Airlines logo]()
$435
This United Airlines deal was found by Cheapflights users on 10/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/62:55 pm -
2 stops9h 04m
Sat 2/204:25 pm -
2 stops7h 38m
Deal found 10/8![United Airlines logo]()
$435
This United Airlines deal was found by Cheapflights users on 10/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/203:40 pm -
2 stops8h 04m
Sat 2/273:40 pm -
2 stops8h 23m
Deal found 10/6![United Airlines logo]()
$435
This United Airlines deal was found by Cheapflights users on 10/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/43:52 pm -
1 stop6h 46m
Wed 11/119:00 am -
2 stops9h 02m
Deal found 10/7![United Airlines logo]()
$447
This United Airlines deal was found by Cheapflights users on 10/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/82:55 pm -
1 stop5h 50m
Thu 1/147:00 am -
1 stop5h 46m
Deal found 10/7![United Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 10/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/76:35 am -
2 stops7h 37m
Mon 1/118:46 am -
1 stop7h 20m
Deal found 10/7![United Airlines logo]()
$464
Last-minute flights from Madison to OrlandoDiscover last-minute flight deals from Madison to Orlando. Data last updated October 10, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Orlando. Data last updated October 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Tue 10/2710:30 am -
Nonstop3h 00m
Thu 10/293:00 pm -
Nonstop3h 20m
Deal found 10/8![Breeze Airways logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Tue 10/2710:30 am -
Nonstop3h 00m
Thu 10/295:09 pm -
2 stops41h 49m
Deal found 10/7![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Tue 10/2710:30 am -
Nonstop3h 00m
Sun 11/13:00 pm -
Nonstop3h 20m
Deal found 10/7![Breeze Airways logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Thu 10/296:00 pm -
Nonstop3h 00m
Tue 11/37:30 am -
Nonstop3h 20m
Deal found 10/5![Breeze Airways logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Tue 11/310:30 am -
Nonstop3h 00m
Tue 11/107:30 am -
Nonstop3h 20m
Deal found 10/6![Breeze Airways logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Tue 11/310:30 am -
Nonstop3h 00m
Thu 11/193:00 pm -
Nonstop3h 20m
Deal found 10/7![Breeze Airways logo]()
$217
This Breeze Airways deal was found by Cheapflights users on 10/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:30 am -
Nonstop3h 00m
Tue 11/177:30 am -
Nonstop3h 20m
Deal found 10/9![Breeze Airways logo]()
$228
This Booking.com deal was found by Cheapflights users on 10/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:00 pm -
Nonstop3h 00m
Tue 11/177:30 am -
Nonstop3h 20m
Deal found 10/6![Breeze Airways logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Tue 11/1010:30 am -
Nonstop3h 00m
Tue 11/177:30 am -
Nonstop3h 20m
Deal found 10/6![Breeze Airways logo]()
$208
One-way flights from Madison to OrlandoSearch for one-way flight options from Madison to Orlando. Find affordable one-way fares based on user searches. Data last updated October 10, 2026.
Search for one-way flight options from Madison to Orlando. Find affordable one-way fares based on user searches. Data last updated October 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:00 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Breeze Airways logo]()
$68
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Sun 11/86:00 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Breeze Airways logo]()
$78
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Tue 11/310:30 am -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Breeze Airways logo]()
$108
This Super.com deal was found by Cheapflights users on 10/7. 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.
Thu 11/126:00 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Breeze Airways logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 1/2710:38 am -
2 stops9h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 12/246:10 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Breeze Airways logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Sun 10/186:00 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Breeze Airways logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Tue 10/2010:30 am -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Breeze Airways logo]()
$158
This Breeze Airways deal was found by Cheapflights users on 10/7. 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.
Sun 1/36:10 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Breeze Airways logo]()
$159
This Super.com deal was found by Cheapflights users on 10/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Breeze Airways logo]()
$164
Find flight deals from Madison to Orlando
Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Orlando (ORL). 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 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $183 (Booking.com) |
One-way from | $68 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $378 |
Good round-trip deal | $183 or less |
Good one-way deal | $79 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Orlando 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 7,457,451 searches. Data last updated October 10, 2026.
Use the filters below to find and compare flights from Madison to Orlando that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Sun 1/3
6:10 pm-10:10 pm
Nonstop3h 00m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Tue 12/29
4:55 pm-11:59 pm
1 stop6h 04m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$263
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Tue 12/29
6:32 am-12:56 pm
1 stop5h 24m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$263
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Thu 12/3
5:00 am-12:58 pm
1 stop6h 58m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$283
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Thu 11/5
6:00 am-1:10 pm
1 stop6h 10m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$283
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Thu 2/18
5:00 am-3:02 pm
2 stops9h 02m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$288
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Wed 11/4
8:15 am-5:18 pm
1 stop8h 03m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$313
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Tue 11/17
8:15 am-3:20 pm
1 stop6h 05m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$318
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Tue 12/8
5:30 am-12:58 pm
1 stop6h 28m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$318
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Wed 12/23
10:58 am-7:40 pm
1 stop7h 42m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$333
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Madison to Orlando
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 Madison to Orlando in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Madison-Orlando flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Orlando flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Orlando flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Madison-Orlando 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 Madison-Orlando 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 Madison to Orlando
Have a flexible travel schedule? Discover the best time to fly to Orlando from Madison with our price prediction graph.
MSN-ORL
MSN-MCO
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 Madison to Orlando
MSN-ORL
MSN-MCO
What is the cheapest month to book a flight from Madison to Orlando?
Currently, January is the cheapest month in which you can book a flight from Madison to Orlando (average of $323). Flying from Madison to Orlando in July is currently the most expensive (average of $398). 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 MSN to ORL?
Find hourly flight availability from Madison to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 10, 2026.
One of the essential ways to save on airfare from Madison to Orlando is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 41% on airfare.
How much does it cost to fly round-trip from Madison to Orlando?
Airfare is below average for this route at the moment.
Madison to Orlando flights typically cost between $268 and $428 in December.The cheapest round-trip price found within the last 5 days was $167 on Breeze Airways (Dec 8-Dec 15).
How far ahead should I book a flight from Madison to Orlando?
The price you pay for your flight from Madison to Orlando may vary depending on when you book. For the best chance of a lower fare, look to book 38 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Orlando
Get insights into the airlines that provide service to Orlando. 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 Orlando. Reviews last updated October 10, 2026.
Read reviews from past customers who have flown Breeze Airways,Delta, andUnited Airlines from Madison to Orlando. 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.
Boarding
8.4
Overall
8.3
Crew
8.8
Comfort
8.2
Entertainment
6.8
Food
6.8
Reviews
1 / 18
4.0
OkayDenis,Oct 2026
CHS - HVN
Boarding
8.4
Overall
8.3
Crew
8.8
Comfort
8.2
Entertainment
6.8
Food
6.8
Reviews
1 / 18
4.0
OkayDenis,Oct 2026
CHS - HVN
Boarding
8.4
Overall
8.3
Crew
8.8
Comfort
8.2
Entertainment
6.8
Food
6.8
Reviews
1 / 18
4.0
OkayDenis,Oct 2026
CHS - HVN
Boarding
8.4
Overall
8.3
Crew
8.8
Comfort
8.2
Entertainment
6.8
Food
6.8
Reviews
1 / 18
4.0
OkayDenis,Oct 2026
CHS - HVN
Boarding
8.4
Overall
8.3
Crew
8.8
Comfort
8.2
Entertainment
6.8
Food
6.8
Reviews
1 / 18
4.0
OkayDenis,Oct 2026
CHS - HVN
Boarding
8.4
Overall
8.3
Crew
8.8
Comfort
8.2
Entertainment
6.8
Food
6.8
Reviews
1 / 18
4.0
OkayDenis,Oct 2026
CHS - HVN
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$253 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$318 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$166 | Average$458 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$253 | Average$395 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$273 | Average$417 | FlexibilityNo cancel fee | On-time71% |