$73+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — MSN
Jun 12 — Jun 191
Round-trip
1 adult, Economy
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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
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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
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Best
Last-minute
One-way
Cheapest flights from Orlando to MadisonExplore 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 13, 2026.
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 13, 2026.
This Mytrip deal was found by Cheapflights users on 5/11. 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.
Sat 5/235:07 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Sat 5/307:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$148
This Mytrip deal was found by Cheapflights users on 5/9. 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 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
Sat 6/67:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/165:07 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Sat 5/237:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/10![Breeze Airways logo]()
$228
This Gotogate deal was found by Cheapflights users on 5/12. 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.
Wed 5/273:17 pm
MCO
- MSN
Nonstop3h 08m
Multiple Airlines
Sun 5/317:59 pm
MSN
- MCO
1 stop8h 34m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$233
This CheapOair deal was found by Cheapflights users on 5/12. 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 10/14:40 pm
MSN
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 5/12![Breeze Airways logo]()
$245
This Mytrip deal was found by Cheapflights users on 5/11. 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.
Sat 5/238:33 pm
MCO
- MSN
1 stop23h 41m
Multiple Airlines
Sat 5/307:55 pm
MSN
- MCO
Nonstop2h 52m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$246
This Mytrip deal was found by Cheapflights users on 5/11. 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 6/173:17 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Wed 6/246:05 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$249
This Expedia deal was found by Cheapflights users on 5/10. 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.
Tue 6/912:52 pm
MCO
- MSN
1 stop7h 17m
Frontier
Tue 6/167:59 pm
MSN
- MCO
1 stop8h 39m
Frontier
Deal found 5/10![Frontier logo]()
$250
This Booking.com deal was found by Cheapflights users on 5/10. 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.
Wed 6/103:17 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Sat 6/137:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/10![Breeze Airways logo]()
$255
This Expedia deal was found by Cheapflights users on 5/11. 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.
Tue 6/912:52 pm
MCO
- MSN
1 stop7h 17m
Multiple Airlines
Sat 6/137:55 pm
MSN
- MCO
Nonstop2h 52m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$257
Best flights from Orlando to MadisonDiscover carefully curated flight deals from Orlando to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 13, 2026.
Discover carefully curated flight deals from Orlando to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 13, 2026.
This Breeze Airways deal was found by Cheapflights users on 5/12. 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.
Sat 5/235:07 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Sat 5/307:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/12![Breeze Airways logo]()
$178
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Thu 5/283:05 pm
MCO
- MSN
2 stops9h 00m
United Airlines
Sun 5/318:10 am
MSN
- MCO
1 stop7h 34m
United Airlines
Deal found 5/8![United Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 5/11. 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.
Sat 5/1612:00 pm
MCO
- MSN
1 stop5h 25m
Delta
Sun 5/175:29 pm
MSN
- MCO
1 stop5h 23m
Delta
Deal found 5/11![Delta logo]()
$460
This United Airlines deal was found by Cheapflights users on 5/9. 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 6/611:35 am
MCO
- MSN
2 stops12h 30m
United Airlines
Sat 6/133:56 pm
MSN
- MCO
1 stop4h 59m
United Airlines
Deal found 5/9![United Airlines logo]()
$412
This United Airlines deal was found by Cheapflights users on 5/12. 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 7/93:05 pm
MCO
- MSN
2 stops9h 07m
United Airlines
Tue 7/148:10 am
MSN
- MCO
1 stop7h 33m
United Airlines
Deal found 5/12![United Airlines logo]()
$412
This United Airlines deal was found by Cheapflights users on 5/12. 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 5/219:40 am
MCO
- MSN
1 stop5h 20m
United Airlines
Tue 5/263:53 pm
MSN
- MCO
1 stop5h 02m
United Airlines
Deal found 5/12![United Airlines logo]()
$414
This United Airlines deal was found by Cheapflights users on 5/12. 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 5/2711:35 am
MCO
- MSN
2 stops12h 30m
United Airlines
Sat 5/305:00 am
MSN
- MCO
1 stop5h 18m
United Airlines
Deal found 5/12![United Airlines logo]()
$422
This United Airlines deal was found by Cheapflights users on 5/8. 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 6/66:10 pm
MCO
- MSN
1 stop5h 55m
United Airlines
Wed 6/106:30 am
MSN
- MCO
2 stops7h 17m
United Airlines
Deal found 5/8![United Airlines logo]()
$433
This United Airlines deal was found by Cheapflights users on 5/9. 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.
Wed 6/35:17 pm
MCO
- MSN
1 stop7h 42m
United Airlines
Sat 6/63:53 pm
MSN
- MCO
2 stops8h 08m
United Airlines
Deal found 5/9![United Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 5/10. 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 6/2411:35 am
MCO
- MSN
2 stops12h 30m
United Airlines
Tue 6/308:10 am
MSN
- MCO
2 stops10h 35m
United Airlines
Deal found 5/10![United Airlines logo]()
$457
This United Airlines deal was found by Cheapflights users on 5/12. 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 5/231:31 pm
MCO
- MSN
2 stops8h 23m
United Airlines
Sat 5/306:29 am
MSN
- MCO
1 stop6h 42m
United Airlines
Deal found 5/12![United Airlines logo]()
$470
Last-minute flights from Orlando to MadisonDiscover last-minute flight deals from Orlando to Madison. Data last updated May 13, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Madison. Data last updated May 13, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/165:07 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Sat 5/237:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/10![Breeze Airways logo]()
$228
This Mytrip deal was found by Cheapflights users on 5/11. 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.
Sat 5/235:07 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Sat 5/307:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$148
This Mytrip deal was found by Cheapflights users on 5/11. 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.
Sat 5/238:33 pm
MCO
- MSN
1 stop23h 41m
Multiple Airlines
Sat 5/307:55 pm
MSN
- MCO
Nonstop2h 52m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$246
This Frontier deal was found by Cheapflights users on 5/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/246:00 am
MCO
- MSN
1 stop14h 14m
Frontier
Thu 5/287:59 pm
MSN
- MCO
1 stop8h 34m
Frontier
Deal found 5/9![Frontier logo]()
$270
This Gotogate deal was found by Cheapflights users on 5/12. 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.
Wed 5/273:17 pm
MCO
- MSN
Nonstop3h 08m
Multiple Airlines
Sun 5/317:59 pm
MSN
- MCO
1 stop8h 34m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$233
This Mytrip deal was found by Cheapflights users on 5/9. 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 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
Sat 6/67:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$208
This Expedia deal was found by Cheapflights users on 5/10. 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.
Tue 6/912:52 pm
MCO
- MSN
1 stop7h 17m
Frontier
Tue 6/167:59 pm
MSN
- MCO
1 stop8h 39m
Frontier
Deal found 5/10![Frontier logo]()
$250
This Expedia deal was found by Cheapflights users on 5/11. 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.
Tue 6/912:52 pm
MCO
- MSN
1 stop7h 17m
Multiple Airlines
Sat 6/137:55 pm
MSN
- MCO
Nonstop2h 52m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$257
This Booking.com deal was found by Cheapflights users on 5/10. 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.
Wed 6/103:17 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Sat 6/137:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/10![Breeze Airways logo]()
$255
This Mytrip deal was found by Cheapflights users on 5/11. 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 6/173:17 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Wed 6/246:05 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$249
One-way flights from Orlando to MadisonSearch for one-way flight options from Orlando to Madison. Find affordable one-way fares based on user searches. Data last updated May 13, 2026.
Search for one-way flight options from Orlando to Madison. Find affordable one-way fares based on user searches. Data last updated May 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 8/53:17 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/13![Breeze Airways logo]()
$73
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 8/85:07 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$78
This Booking.com deal was found by Cheapflights users on 5/11. 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 5/235:07 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$81
This Booking.com deal was found by Cheapflights users on 5/11. 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.
Wed 5/273:17 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$91
This Booking.com deal was found by Cheapflights users on 5/11. 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.
Wed 5/203:17 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/11![Breeze Airways logo]()
$96
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 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $148 (Mytrip) |
One-way from | $73 (Kiwi.com) |
Popular in | February |
Cheapest in | March |
Average price | $287 |
Good one-way deal | $134 or less |
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 13, 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
Cheapest round-trip
Quickest round-trip
OrlandoMadison
MCO - MSN
MCOMSN
Orlando
Sat 5/23
5:07 pm-7:15 pm
Nonstop3h 08m
Madison Truax Field
Sat 5/30
7:55 pm-11:47 pm
Nonstop2h 52m
$178
OrlandoMadison
MCO - MSN
MCOMSN
Orlando
Thu 5/28
3:05 pm-11:05 pm
2 stops9h 00m
Madison Truax Field
Sun 5/31
8:10 am-4:44 pm
1 stop7h 34m
$412
OrlandoMadison
MCO - MSN
MCOMSN
Orlando
Sat 6/6
11:35 am-11:05 pm
2 stops12h 30m
Madison Truax Field
Sat 6/13
3:56 pm-9:55 pm
1 stop4h 59m
$412
OrlandoMadison
MCO - MSN
MCOMSN
Orlando
Thu 7/9
3:05 pm-11:12 pm
2 stops9h 07m
Madison Truax Field
Tue 7/14
8:10 am-4:43 pm
1 stop7h 33m
$412
OrlandoMadison
MCO - MSN
MCOMSN
Orlando
Thu 5/21
9:40 am-2:00 pm
1 stop5h 20m
Madison Truax Field
Tue 5/26
3:53 pm-9:55 pm
1 stop5h 02m
$414
OrlandoMadison
MCO - MSN
MCOMSN
Orlando
Wed 5/27
11:35 am-11:05 pm
2 stops12h 30m
Madison Truax Field
Sat 5/30
5:00 am-11:18 am
1 stop5h 18m
$422
OrlandoMadison
MCO - MSN
MCOMSN
Orlando
Sat 6/6
6:10 pm-11:05 pm
1 stop5h 55m
Madison Truax Field
Wed 6/10
6:30 am-2:47 pm
2 stops7h 17m
$433
OrlandoMadison
MCO - MSN
MCOMSN
Orlando
Wed 6/3
5:17 pm-11:59 pm
1 stop7h 42m
Madison Truax Field
Sat 6/6
3:53 pm-1:01 am
2 stops8h 08m
$444
OrlandoMadison
MCO - MSN
MCOMSN
Orlando
Wed 6/24
11:35 am-11:05 pm
2 stops12h 30m
Madison Truax Field
Tue 6/30
8:10 am-7:45 pm
2 stops10h 35m
$457
OrlandoMadison
MCO - MSN
MCOMSN
Orlando
Sat 5/16
12:00 pm-4:25 pm
1 stop5h 25m
Madison Truax Field
Sun 5/17
5:29 pm-11:52 pm
1 stop5h 23m
$460
Showing 1-10 of 23 resultsSorted by cheapest first
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.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
ORL-MSN
MCO-MSN
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
ORL-MSN
MCO-MSN
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 13, 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 13, 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.
Comfort
8.2
Food
6.7
Boarding
8.3
Crew
8.7
Entertainment
6.7
Overall
8.1
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Food
6.7
Boarding
8.3
Crew
8.7
Entertainment
6.7
Overall
8.1
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Food
6.7
Boarding
8.3
Crew
8.7
Entertainment
6.7
Overall
8.1
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Food
6.7
Boarding
8.3
Crew
8.7
Entertainment
6.7
Overall
8.1
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Comfort
8.2
Food
6.7
Boarding
8.3
Crew
8.7
Entertainment
6.7
Overall
8.1
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
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.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsPortage
Sun Prairie
Middleton
Baraboo
Fitchburg
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Top 4 airlines flying from Orlando to Madison
Discover the top 4 airlines that operate flights from Orlando to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$125 | Average$307 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$138 | Average$188 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$243 | Average$338 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$279 | Average$388 | FlexibilityNo cancel fee | On-time69% |