$67+ Cheap flights from Madison (MSN) to Kissimmee, FL
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — MCO
Jun 20 — Jun 271
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 September or August, booked 11 days in advance, depart on a Wednesday or Saturday and return on a Monday
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 May 21, 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 May 21, 2026.
This Booking.com deal was found by Cheapflights users on 5/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:05 pm
MSN
- MCO
Nonstop2h 52m
Multiple Airlines
Wed 9/28:33 pm
MCO
- MSN
1 stop23h 36m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 8/17:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Sat 8/85:07 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/17![Breeze Airways logo]()
$198
This Mytrip deal was found by Cheapflights users on 5/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:55 pm
MSN
- MCO
Nonstop2h 52m
Multiple Airlines
Mon 6/88:33 pm
MCO
- MSN
1 stop23h 36m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$200
This Breeze Airways deal was found by Cheapflights users on 5/18. 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.
Sat 5/307:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Wed 6/33:17 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/18![Breeze Airways logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 5/18. 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.
Sun 9/134:40 pm
MSN
- MCO
Nonstop3h 00m
Breeze Airways
Thu 9/171:40 pm
MCO
- MSN
Nonstop3h 20m
Breeze Airways
Deal found 5/18![Breeze Airways logo]()
$208
This Gotogate deal was found by Cheapflights users on 5/18. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:55 pm
MSN
- MCO
Nonstop2h 52m
Multiple Airlines
Sat 6/138:43 pm
MCO
- MSN
1 stop23h 16m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$210
This Super.com deal was found by Cheapflights users on 5/17. 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.
Tue 6/97:59 pm
MSN
- MCO
1 stop8h 39m
Frontier
Sat 6/138:43 pm
MCO
- MSN
1 stop23h 16m
Frontier
Deal found 5/17![Frontier logo]()
$211
This Booking.com deal was found by Cheapflights users on 5/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:55 pm
MSN
- MCO
Nonstop2h 52m
Multiple Airlines
Wed 9/28:33 pm
MCO
- MSN
1 stop23h 36m
Multiple Airlines
Deal found 5/19![Multiple Airlines logo]()
$214
This Gotogate deal was found by Cheapflights users on 5/20. 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 7/16:05 pm
MSN
- MCO
Nonstop2h 52m
Multiple Airlines
Sat 7/48:43 pm
MCO
- MSN
1 stop23h 27m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$216
This Breeze Airways deal was found by Cheapflights users on 5/17. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Sat 6/135:07 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/17![Breeze Airways logo]()
$218
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 May 21, 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 May 21, 2026.
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 8/115:43 am
MSN
- MCO
1 stop6h 17m
Delta
Wed 8/194:45 pm
MCO
- MSN
1 stop6h 47m
Delta
Deal found 5/19![Delta logo]()
$281
This United Airlines deal was found by Cheapflights users on 5/15. 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 9/54:10 pm
MSN
- MCO
2 stops7h 49m
United Airlines
Tue 9/1512:49 pm
MCO
- MSN
2 stops9h 04m
United Airlines
Deal found 5/15![United Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:45 pm
MSN
- MCO
1 stop5h 12m
Delta
Sun 7/57:00 am
MCO
- MSN
1 stop5h 20m
Delta
Deal found 5/16![Delta logo]()
$298
This United Airlines deal was found by Cheapflights users on 5/16. 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.
Wed 6/33:53 pm
MSN
- MCO
1 stop5h 02m
United Airlines
Wed 6/103:05 pm
MCO
- MSN
2 stops9h 00m
United Airlines
Deal found 5/16![United Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 5/17. 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.
Tue 10/66:49 am
MSN
- MCO
2 stops10h 23m
United Airlines
Sun 10/117:15 am
MCO
- MSN
1 stop7h 22m
United Airlines
Deal found 5/17![United Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 5/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/135:55 pm
MSN
- MCO
1 stop5h 04m
Delta
Thu 9/176:15 am
MCO
- MSN
1 stop4h 56m
Delta
Deal found 5/18![Delta logo]()
$427
This United Airlines deal was found by Cheapflights users on 5/17. 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 8/267:15 am
MSN
- MCO
2 stops9h 55m
United Airlines
Wed 9/212:33 pm
MCO
- MSN
2 stops9h 20m
United Airlines
Deal found 5/17![United Airlines logo]()
$402
This United Airlines deal was found by Cheapflights users on 5/20. 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 10/76:30 am
MSN
- MCO
1 stop8h 22m
United Airlines
Sun 10/117:15 am
MCO
- MSN
1 stop7h 22m
United Airlines
Deal found 5/20![United Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 5/17. 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.
Thu 8/137:15 am
MSN
- MCO
2 stops9h 55m
United Airlines
Sun 8/237:40 am
MCO
- MSN
1 stop7h 02m
United Airlines
Deal found 5/17![United Airlines logo]()
$414
This United Airlines deal was found by Cheapflights users on 5/15. 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 7/2410:43 am
MSN
- MCO
1 stop6h 14m
United Airlines
Fri 7/313:05 pm
MCO
- MSN
2 stops9h 07m
United Airlines
Deal found 5/15![United Airlines logo]()
$414
This United Airlines deal was found by Cheapflights users on 5/16. 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 5/306:30 am
MSN
- MCO
2 stops8h 24m
United Airlines
Wed 6/33:05 pm
MCO
- MSN
2 stops9h 00m
United Airlines
Deal found 5/16![United Airlines logo]()
$469
Last-minute flights from Madison to KissimmeeDiscover last-minute flight deals from Madison to Kissimmee. Data last updated May 21, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Kissimmee. Data last updated May 21, 2026 and is based on user searches.
This Breeze Airways deal was found by Cheapflights users on 5/18. 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.
Sat 5/307:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Wed 6/33:17 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/18![Breeze Airways logo]()
$203
This Breeze Airways deal was found by Cheapflights users on 5/20. 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.
Wed 6/36:05 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Sat 6/65:07 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/20![Breeze Airways logo]()
$243
This Mytrip deal was found by Cheapflights users on 5/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:55 pm
MSN
- MCO
Nonstop2h 52m
Multiple Airlines
Mon 6/88:33 pm
MCO
- MSN
1 stop23h 36m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$200
This Gotogate deal was found by Cheapflights users on 5/18. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:55 pm
MSN
- MCO
Nonstop2h 52m
Multiple Airlines
Sat 6/138:43 pm
MCO
- MSN
1 stop23h 16m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$210
This Breeze Airways deal was found by Cheapflights users on 5/17. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Sat 6/135:07 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/17![Breeze Airways logo]()
$218
This Mytrip deal was found by Cheapflights users on 5/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Wed 6/103:17 pm
MCO
- MSN
Nonstop3h 08m
Breeze Airways
Deal found 5/16![Breeze Airways logo]()
$224
This Super.com deal was found by Cheapflights users on 5/17. 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.
Tue 6/97:59 pm
MSN
- MCO
1 stop8h 39m
Frontier
Sat 6/138:43 pm
MCO
- MSN
1 stop23h 16m
Frontier
Deal found 5/17![Frontier logo]()
$211
This Priceline deal was found by Cheapflights users on 5/17. 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 6/97:59 pm
MSN
- MCO
1 stop8h 39m
Multiple Airlines
Sat 6/135:07 pm
MCO
- MSN
Nonstop3h 08m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$239
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 May 21, 2026.
Search for one-way flight options from Madison to Kissimmee. Find affordable one-way fares based on user searches. Data last updated May 21, 2026.
This Booking.com deal was found by Cheapflights users on 5/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/18![Breeze Airways logo]()
$67
This Booking.com deal was found by Cheapflights users on 5/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:05 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/19![Breeze Airways logo]()
$68
This Kiwi.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:05 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/20![Breeze Airways logo]()
$69
This Booking.com deal was found by Cheapflights users on 5/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/19![Breeze Airways logo]()
$73
This Booking.com deal was found by Cheapflights users on 5/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/19![Breeze Airways logo]()
$74
This Booking.com deal was found by Cheapflights users on 5/20. 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 6/36:05 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/20![Breeze Airways logo]()
$86
This Booking.com deal was found by Cheapflights users on 5/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:55 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/18![Breeze Airways logo]()
$87
This Booking.com deal was found by Cheapflights users on 5/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:05 pm
MSN
- MCO
Nonstop2h 52m
Breeze Airways
Deal found 5/19![Breeze Airways logo]()
$88
This Super.com deal was found by Cheapflights users on 5/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/274:40 pm
MSN
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 5/16![Breeze Airways logo]()
$89
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 May 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $194 (Booking.com) |
One-way from | $67 (Booking.com) |
Popular in | April |
Cheapest in | September |
Average price | $394 |
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 2,558,603 searches. Data last updated May 21, 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
MadisonOrlando
MSN - MCO
MSNMCO
Madison Truax Field
Tue 8/11
5:43 am-1:00 pm
1 stop6h 17m
Orlando
Wed 8/19
4:45 pm-10:32 pm
1 stop6h 47m
$281
MadisonOrlando
MSN - MCO
MSNMCO
Madison Truax Field
Wed 7/1
5:45 pm-11:57 pm
1 stop5h 12m
Orlando
Sun 7/5
7:00 am-11:20 am
1 stop5h 20m
$298
MadisonOrlando
MSN - MCO
MSNMCO
Madison Truax Field
Sat 9/5
4:10 pm-12:59 am
2 stops7h 49m
Orlando
Tue 9/15
12:49 pm-8:53 pm
2 stops9h 04m
$386
MadisonOrlando
MSN - MCO
MSNMCO
Madison Truax Field
Wed 6/3
3:53 pm-9:55 pm
1 stop5h 02m
Orlando
Wed 6/10
3:05 pm-11:05 pm
2 stops9h 00m
$395
MadisonOrlando
MSN - MCO
MSNMCO
Madison Truax Field
Tue 10/6
6:49 am-6:12 pm
2 stops10h 23m
Orlando
Sun 10/11
7:15 am-1:37 pm
1 stop7h 22m
$397
MadisonOrlando
MSN - MCO
MSNMCO
Madison Truax Field
Wed 8/26
7:15 am-6:10 pm
2 stops9h 55m
Orlando
Wed 9/2
12:33 pm-8:53 pm
2 stops9h 20m
$402
MadisonOrlando
MSN - MCO
MSNMCO
Madison Truax Field
Wed 10/7
6:30 am-3:52 pm
1 stop8h 22m
Orlando
Sun 10/11
7:15 am-1:37 pm
1 stop7h 22m
$409
MadisonOrlando
MSN - MCO
MSNMCO
Madison Truax Field
Thu 8/13
7:15 am-6:10 pm
2 stops9h 55m
Orlando
Sun 8/23
7:40 am-1:42 pm
1 stop7h 02m
$414
MadisonOrlando
MSN - MCO
MSNMCO
Madison Truax Field
Fri 7/24
10:43 am-5:57 pm
1 stop6h 14m
Orlando
Fri 7/31
3:05 pm-11:12 pm
2 stops9h 07m
$414
Quickest round-trip
MadisonOrlando
MSN - MCO
MSNMCO
Madison Truax Field
Sun 9/13
5:55 pm-11:59 pm
1 stop5h 04m
Orlando
Thu 9/17
6:15 am-10:11 am
1 stop4h 56m
$427
Showing 1-10 of 22 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 May 21, 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 48% versus a flight at noon.
How much does it cost to fly round-trip from Madison to Kissimmee?
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 May 21, 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.
Overall
8.1
Food
6.7
Boarding
8.3
Crew
8.7
Entertainment
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.1
Food
6.7
Boarding
8.3
Crew
8.7
Entertainment
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.1
Food
6.7
Boarding
8.3
Crew
8.7
Entertainment
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.1
Food
6.7
Boarding
8.3
Crew
8.7
Entertainment
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.1
Food
6.7
Boarding
8.3
Crew
8.7
Entertainment
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Overall
8.1
Food
6.7
Boarding
8.3
Crew
8.7
Entertainment
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
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Madison and Kissimmee flights
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$125 | Average$354 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$138 | Average$234 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$318 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$190 | Average$438 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$250 | Average$368 | FlexibilityNo cancel fee | On-time69% |