$68+ Cheap flights from Madison (MSN) to Kissimmee, FL
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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MCO
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Kissimmee 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 Kissimmee are usually found in February or January, booked 23 days in advance, depart on a Saturday or Wednesday and return on a Thursday
Cheap flight deals from Madison to Kissimmee
Cheapest
Best
Last-minute
One-way
Cheapest flights from Madison to KissimmeeExplore the most affordable flight options available from Madison to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
Explore the most affordable flight options available from Madison to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/62:45 pm -
Nonstop3h 00m
Tue 10/137:30 am -
Nonstop3h 20m
Deal found 9/7![Breeze Airways logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Thu 10/86:00 pm -
Nonstop3h 00m
Tue 10/137:30 am -
Nonstop3h 20m
Deal found 9/10![Breeze Airways logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Tue 11/1010:30 am -
Nonstop3h 00m
Tue 11/177:30 am -
Nonstop3h 20m
Deal found 9/10![Breeze Airways logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Tue 10/62:45 pm -
Nonstop3h 00m
Thu 10/153:00 pm -
Nonstop3h 20m
Deal found 9/10![Breeze Airways logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 12/810:30 am -
Nonstop3h 00m
Tue 12/157:30 am -
Nonstop3h 20m
Deal found 9/6![Breeze Airways logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 12/810:30 am -
Nonstop3h 00m
Thu 12/173:10 pm -
Nonstop3h 20m
Deal found 9/8![Breeze Airways logo]()
$167
This Super.com deal was found by Cheapflights users on 9/7. 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.
Tue 10/2010:30 am -
Nonstop3h 00m
Tue 10/277:30 am -
Nonstop3h 20m
Deal found 9/7![Breeze Airways logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Tue 10/62:45 pm -
Nonstop3h 00m
Sun 10/113:00 pm -
Nonstop3h 20m
Deal found 9/10![Breeze Airways logo]()
$172
This Booking.com deal was found by Cheapflights users on 9/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1310:30 am -
Nonstop3h 00m
Tue 10/277:30 am -
Nonstop3h 20m
Deal found 9/9![Breeze Airways logo]()
$173
Best flights from Madison to KissimmeeDiscover carefully curated flight deals from Madison to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
Discover carefully curated flight deals from Madison to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/104:36 pm -
1 stop6h 17m
Sat 10/177:15 am -
1 stop5h 39m
Deal found 9/10![United Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 9/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:50 pm -
1 stop6h 30m
Sat 12/126:30 am -
1 stop8h 40m
Deal found 9/6![Delta logo]()
$354
This Delta deal was found by Cheapflights users on 9/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:58 am -
1 stop6h 35m
Thu 11/196:05 am -
1 stop7h 34m
Deal found 9/7![Delta logo]()
$394
This United Airlines deal was found by Cheapflights users on 9/9. 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 12/53:49 pm -
2 stops7h 55m
Sat 12/1212:15 pm -
2 stops11h 48m
Deal found 9/9![United Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/305:00 am -
1 stop5h 07m
Wed 11/49:52 am -
1 stop6h 15m
Deal found 9/10![United Airlines logo]()
$402
This United Airlines deal was found by Cheapflights users on 9/7. 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 11/113:49 pm -
1 stop4h 48m
Tue 11/1711:09 am -
2 stops8h 58m
Deal found 9/7![United Airlines logo]()
$410
This United Airlines deal was found by Cheapflights users on 9/6. 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.
Tue 12/82:49 pm -
1 stop5h 48m
Sat 12/1212:15 pm -
2 stops9h 55m
Deal found 9/6![United Airlines logo]()
$410
This United Airlines deal was found by Cheapflights users on 9/8. 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 10/295:43 pm -
1 stop4h 56m
Mon 11/26:30 pm -
1 stop5h 37m
Deal found 9/8![United Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 9/9. 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 11/55:00 am -
2 stops8h 43m
Thu 11/126:15 pm -
1 stop6h 22m
Deal found 9/9![United Airlines logo]()
$424
This United Airlines deal was found by Cheapflights users on 9/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/52:49 pm -
1 stop8h 04m
Sat 10/102:07 pm -
2 stops9h 28m
Deal found 9/5![United Airlines logo]()
$427
Last-minute flights from Madison to KissimmeeDiscover last-minute flight deals from Madison to Kissimmee. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Kissimmee. Data last updated September 10, 2026 and is based on user searches.
This Breeze Airways deal was found by Cheapflights users on 9/8. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:15 pm -
Nonstop3h 00m
Thu 10/13:00 pm -
Nonstop3h 20m
Deal found 9/8![Breeze Airways logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Thu 10/16:00 pm -
Nonstop3h 00m
Tue 10/611:45 am -
Nonstop3h 20m
Deal found 9/8![Breeze Airways logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/62:45 pm -
Nonstop3h 00m
Tue 10/137:30 am -
Nonstop3h 20m
Deal found 9/7![Breeze Airways logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Tue 10/62:45 pm -
Nonstop3h 00m
Thu 10/153:00 pm -
Nonstop3h 20m
Deal found 9/10![Breeze Airways logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Tue 10/62:45 pm -
Nonstop3h 00m
Sun 10/113:00 pm -
Nonstop3h 20m
Deal found 9/10![Breeze Airways logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Thu 10/86:00 pm -
Nonstop3h 00m
Tue 10/137:30 am -
Nonstop3h 20m
Deal found 9/10![Breeze Airways logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Thu 10/86:00 pm -
Nonstop3h 00m
Thu 10/153:00 pm -
Nonstop3h 20m
Deal found 9/10![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Thu 10/86:00 pm -
Nonstop3h 00m
Sun 10/113:00 pm -
Nonstop3h 20m
Deal found 9/10![Breeze Airways logo]()
$177
This Booking.com deal was found by Cheapflights users on 9/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1310:30 am -
Nonstop3h 00m
Tue 10/277:30 am -
Nonstop3h 20m
Deal found 9/9![Breeze Airways logo]()
$173
This Super.com deal was found by Cheapflights users on 9/7. 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.
Tue 10/2010:30 am -
Nonstop3h 00m
Tue 10/277:30 am -
Nonstop3h 20m
Deal found 9/7![Breeze Airways logo]()
$168
One-way flights from Madison to KissimmeeSearch for one-way flight options from Madison to Kissimmee. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from Madison to Kissimmee. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/6. 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$68
This Super.com deal was found by Cheapflights users on 9/7. 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.
Sun 10/116:00 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Breeze Airways logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 10/1310:30 am -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Breeze Airways logo]()
$78
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia 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 9/9![Breeze Airways logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 10/2010:30 am -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Thu 11/126:00 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Thu 10/226:00 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 9/8. 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.
Thu 10/16:00 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Breeze Airways logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Thu 11/196:00 pm -
Nonstop3h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 10/2110:38 am -
2 stops33h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$143
Find flight deals from Madison to Kissimmee
Keep the following information in mind while searching for Madison to Kissimmee flight deals. Data was last updated September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $137 (Kiwi.com) |
One-way from | $68 (Kiwi.com) |
Popular in | July |
Cheapest in | February |
Average price | $339 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Kissimmee 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 September 10, 2026.
Use the filters below to find and compare flights from Madison to Kissimmee 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
Thu 10/1
6:00 pm-10:00 pm
Nonstop3h 00m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$113
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Sat 12/5
2:50 pm-11:06 pm
1 stop7h 16m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$273
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Sun 10/11
5:00 am-1:57 pm
2 stops7h 57m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$288
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Sat 10/10
4:36 pm-11:53 pm
1 stop6h 17m
Orlando
Sat 10/17
7:15 am-11:54 am
1 stop5h 39m
$295
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Wed 10/7
5:22 pm-12:23 am
1 stop6h 01m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$303
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Thu 10/22
1:24 pm-10:00 pm
1 stop7h 36m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$318
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Sat 11/28
5:43 pm-11:39 pm
1 stop4h 56m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$318
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Thu 10/22
5:00 am-1:57 pm
2 stops7h 57m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$323
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Thu 11/12
6:25 am-3:20 pm
1 stop7h 55m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$328
MadisonOrlando
MSN Madison Truax Field - MCO Orlando
MSNMCO
Madison Truax Field
Sat 12/5
10:42 am-8:14 pm
2 stops8h 32m
Orlando
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$333
Showing 1-10 of 19 resultsSorted by cheapest first
Best time to book a flight from Madison to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Madison with our price prediction graph.
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 Kissimmee
MSN-K1S
MSN-MCO
What is the cheapest time of day to fly from MSN to K1S?
Find hourly flight availability from Madison to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 10, 2026.
When flying from Madison to Kissimmee, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 49% versus a flight at noon.
How much does it cost to fly round-trip from Madison to Kissimmee?
Airfare is below average for this route at the moment.
Madison to Kissimmee flights typically cost between $238 and $369 in October.The cheapest round-trip price found within the last 5 days was $137 on Breeze Airways (Oct 6-Oct 13).
Reviews of airlines servicing Kissimmee
Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated September 10, 2026.
Read reviews from past customers who have flown Breeze Airways,Delta, andUnited Airlines from Madison to Kissimmee. 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.
Food
6.8
Boarding
8.4
Crew
8.8
Overall
8.2
Entertainment
6.8
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.8
Boarding
8.4
Crew
8.8
Overall
8.2
Entertainment
6.8
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.8
Boarding
8.4
Crew
8.8
Overall
8.2
Entertainment
6.8
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.8
Boarding
8.4
Crew
8.8
Overall
8.2
Entertainment
6.8
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.8
Boarding
8.4
Crew
8.8
Overall
8.2
Entertainment
6.8
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.8
Boarding
8.4
Crew
8.8
Overall
8.2
Entertainment
6.8
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Madison to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Madison to Kissimmee
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Madison and Kissimmee flights
Browse other Madison and Kissimmee flight options. Last updated on September 10, 2026.
Other flights from Madison
Browse through other flights departing from Madison. Flights are based on user searches made on Cheapflights and were last updated on September 10, 2026.
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Madison to Kissimmee flights
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Top 5 airlines flying from Madison to Kissimmee
Discover the top 5 airlines that operate flights from Madison to Kissimmee. 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 September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$138 | Average$244 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$318 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$166 | Average$402 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$224 | Average$458 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$251 | Average$380 | FlexibilityNo cancel fee | On-time69% |