$88+ Cheap flights from Madison (MSN) to Orlando (ORL)
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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — ORL
Sep 19 — Sep 261
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 May or September, booked 65 days in advance, depart on a Saturday or Wednesday and return on a Wednesday
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 August 20, 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 August 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/57:55 pm -
Nonstop2h 49m
Thu 9/103:00 pm -
Nonstop3h 20m
Deal found 8/18![Breeze Airways logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/276:00 pm -
Nonstop3h 00m
Tue 9/299:15 am -
Nonstop3h 20m
Deal found 8/16![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/26:05 pm -
Nonstop2h 52m
Sat 9/55:07 pm -
Nonstop3h 08m
Deal found 8/19![Breeze Airways logo]()
$158
This Breeze Airways deal was found by Cheapflights users on 8/18. 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 8/18![Breeze Airways logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 10/62:45 pm -
Nonstop3h 00m
Thu 11/53:00 pm -
Nonstop3h 20m
Deal found 8/15![Breeze Airways logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/2912:15 pm -
Nonstop3h 00m
Tue 10/611:45 am -
Nonstop3h 20m
Deal found 8/15![Breeze Airways logo]()
$188
This Priceline deal was found by Cheapflights users on 8/17. 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.
Tue 10/1310:30 am -
Nonstop3h 00m
Tue 10/207:30 am -
Nonstop3h 20m
Deal found 8/17![Breeze Airways logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 11/56:00 pm -
Nonstop3h 00m
Thu 11/123:00 pm -
Nonstop3h 20m
Deal found 8/17![Breeze Airways logo]()
$197
This Breeze Airways deal was found by Cheapflights users on 8/16. 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 10/116:00 pm -
Nonstop3h 00m
Thu 10/153:00 pm -
Nonstop3h 20m
Deal found 8/16![Breeze Airways logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/57:55 pm -
Nonstop2h 49m
Thu 9/105:19 pm -
2 stops41h 34m
Deal found 8/17![Multiple Airlines logo]()
$204
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 August 20, 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 August 20, 2026.
This Delta deal was found by Cheapflights users on 8/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:29 pm -
1 stop5h 10m
Tue 10/136:35 am -
1 stop4h 44m
Deal found 8/19![Delta logo]()
$295
This United Airlines deal was found by Cheapflights users on 8/16. 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 9/810:46 am -
2 stops8h 12m
Tue 9/159:53 am -
1 stop4h 49m
Deal found 8/16![United Airlines logo]()
$386
This United Airlines deal was found by Cheapflights users on 8/15. 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 1/2712:33 pm -
2 stops11h 11m
Wed 2/32:11 pm -
1 stop6h 45m
Deal found 8/15![United Airlines logo]()
$390
This United Airlines deal was found by Cheapflights users on 8/15. 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 9/294:10 pm -
1 stop4h 57m
Tue 10/612:55 pm -
2 stops9h 05m
Deal found 8/15![United Airlines logo]()
$390
This United Airlines deal was found by Cheapflights users on 8/19. 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 12/55:00 am -
2 stops11h 49m
Sat 12/125:55 pm -
1 stop5h 58m
Deal found 8/19![United Airlines logo]()
$390
This United Airlines deal was found by Cheapflights users on 8/17. 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 10/146:06 am -
1 stop8h 58m
Sat 10/176:00 am -
2 stops10h 04m
Deal found 8/17![United Airlines logo]()
$390
This United Airlines deal was found by Cheapflights users on 8/15. 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 9/194:05 pm -
2 stops7h 54m
Wed 9/2312:00 pm -
2 stops9h 53m
Deal found 8/15![United Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 8/15. 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 11/136:10 am -
1 stop8h 52m
Sat 11/216:30 pm -
1 stop5h 37m
Deal found 8/15![United Airlines logo]()
$402
This United Airlines deal was found by Cheapflights users on 8/18. 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 11/273:49 pm -
1 stop6h 50m
Wed 12/211:20 am -
2 stops12h 33m
Deal found 8/18![United Airlines logo]()
$407
This United Airlines deal was found by Cheapflights users on 8/16. 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 10/246:42 am -
2 stops12h 31m
Fri 10/301:15 pm -
2 stops10h 52m
Deal found 8/16![United Airlines logo]()
$412
Last-minute flights from Madison to OrlandoDiscover last-minute flight deals from Madison to Orlando. Data last updated August 20, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Orlando. Data last updated August 20, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/26:05 pm -
Nonstop2h 52m
Sat 9/55:07 pm -
Nonstop3h 08m
Deal found 8/19![Breeze Airways logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/57:55 pm -
Nonstop2h 49m
Thu 9/103:00 pm -
Nonstop3h 20m
Deal found 8/18![Breeze Airways logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/57:55 pm -
Nonstop2h 49m
Sun 9/133:00 pm -
Nonstop3h 20m
Deal found 8/18![Breeze Airways logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/57:55 pm -
Nonstop2h 49m
Thu 9/105:19 pm -
2 stops41h 34m
Deal found 8/17![Multiple Airlines logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/57:55 pm -
Nonstop2h 49m
Fri 9/115:19 pm -
3 stops17h 34m
Deal found 8/17![Multiple Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/176:00 pm -
Nonstop3h 00m
Sun 9/203:00 pm -
Nonstop3h 20m
Deal found 8/17![Breeze Airways logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/276:00 pm -
Nonstop3h 00m
Tue 9/299:15 am -
Nonstop3h 20m
Deal found 8/16![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/2912:15 pm -
Nonstop3h 00m
Tue 10/611:45 am -
Nonstop3h 20m
Deal found 8/15![Breeze Airways logo]()
$187
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 August 20, 2026.
Search for one-way flight options from Madison to Orlando. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/106:00 pm -
Nonstop3h 00m
Deal found 8/17![Breeze Airways logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 9/2912:15 pm -
Nonstop3h 00m
Deal found 8/18![Breeze Airways logo]()
$109
This Priceline deal was found by Cheapflights users on 8/18. 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.
Fri 11/137:53 pm -
1 stop8h 43m
Deal found 8/18![Frontier logo]()
$115
This Trip.com deal was found by Cheapflights users on 8/17. 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.
Thu 9/108:00 pm -
1 stop27h 59m
Deal found 8/17![Frontier logo]()
$128
This Expedia deal was found by Cheapflights users on 8/19. 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.
Thu 9/37:55 pm -
1 stop8h 43m
Deal found 8/19![Frontier logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 8/15. 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.
Mon 8/316:50 pm -
1 stop18h 56m
Deal found 8/15![Multiple Airlines logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/246:00 pm -
Nonstop3h 00m
Deal found 8/19![Breeze Airways logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Fri 9/46:50 pm -
1 stop24h 07m
Deal found 8/18![Multiple Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 10/156:00 pm -
Nonstop3h 00m
Deal found 8/16![Breeze Airways logo]()
$178
This Super.com deal was found by Cheapflights users on 8/17. 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 10/217:54 pm -
1 stop15h 25m
Deal found 8/17![Frontier logo]()
$217
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 August 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $147 (Kiwi.com) |
One-way from | $88 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $343 |
Good round-trip deal | $204 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 August 20, 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
Wed 10/7
1:29 pm-7:39 pm
1 stop5h 10m
Orlando
Tue 10/13
6:35 am-10:19 am
1 stop4h 44m
$295
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Tue 9/8
10:46 am-7:58 pm
2 stops8h 12m
Orlando
Tue 9/15
9:53 am-1:42 pm
1 stop4h 49m
$386
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Wed 1/27
12:33 pm-12:44 am
2 stops11h 11m
Orlando
Wed 2/3
2:11 pm-7:56 pm
1 stop6h 45m
$390
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Tue 9/29
4:10 pm-10:07 pm
1 stop4h 57m
Orlando
Tue 10/6
12:55 pm-9:00 pm
2 stops9h 05m
$390
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Sat 12/5
5:00 am-5:49 pm
2 stops11h 49m
Orlando
Sat 12/12
5:55 pm-10:53 pm
1 stop5h 58m
$390
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Wed 10/14
6:06 am-4:04 pm
1 stop8h 58m
Orlando
Sat 10/17
6:00 am-3:04 pm
2 stops10h 04m
$390
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Sat 9/19
4:05 pm-12:59 am
2 stops7h 54m
Orlando
Wed 9/23
12:00 pm-8:53 pm
2 stops9h 53m
$395
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Fri 11/13
6:10 am-4:02 pm
1 stop8h 52m
Orlando
Sat 11/21
6:30 pm-11:07 pm
1 stop5h 37m
$402
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Fri 11/27
3:49 pm-11:39 pm
1 stop6h 50m
Orlando
Wed 12/2
11:20 am-10:53 pm
2 stops12h 33m
$407
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Sat 10/24
6:42 am-8:13 pm
2 stops12h 31m
Orlando
Fri 10/30
1:15 pm-11:07 pm
2 stops10h 52m
$412
Showing 1-10 of 19 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 August.
| 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 |
- 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 $305). 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 August 20, 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 44% 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 $274 and $346 in September.The cheapest round-trip price found within the last 5 days was $147 on Breeze Airways (Sep 5-Sep 10).
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 10 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 August 20, 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.
Overall
8.2
Crew
8.7
Entertainment
6.7
Boarding
8.3
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.2
Crew
8.7
Entertainment
6.7
Boarding
8.3
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.2
Crew
8.7
Entertainment
6.7
Boarding
8.3
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.2
Crew
8.7
Entertainment
6.7
Boarding
8.3
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.2
Crew
8.7
Entertainment
6.7
Boarding
8.3
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.2
Crew
8.7
Entertainment
6.7
Boarding
8.3
Comfort
8.2
Food
6.7
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
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Top 5 airlines flying from Madison to Orlando
Discover the top 5 airlines that operate flights from Madison to Orlando. 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 7,457,451 searches. Data last updated August 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$270 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$317 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$250 | Average$440 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$251 | Average$384 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$262 | Average$413 | FlexibilityNo cancel fee | On-time71% |