$48+ Cheap flights from Milwaukee (MKE) 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MCO
Jul 8 — Jul 151
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee 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 Milwaukee-Mitchell to Kissimmee are usually found in January or August, booked 83 days in advance, depart on a Tuesday or Thursday and return on a Wednesday
Cheap flight deals from Milwaukee to Kissimmee
Cheapest
Best
Last-minute
One-way
Cheapest flights from Milwaukee to KissimmeeExplore the most affordable flight options available from Milwaukee to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 8, 2026.
Explore the most affordable flight options available from Milwaukee to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 8, 2026.
This Frontier deal was found by Cheapflights users on 6/3. 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.
Thu 8/68:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Tue 8/116:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/3![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Thu 8/206:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/5![Frontier logo]()
$123
This Priceline deal was found by Cheapflights users on 6/3. 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.
Sat 10/248:10 pm
MKE
- MCO
Nonstop2h 47m
Frontier
Thu 10/294:56 pm
MCO
- MKE
Nonstop3h 12m
Frontier
Deal found 6/3![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 9/38:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Thu 9/105:02 pm
MCO
- MKE
Nonstop3h 13m
Frontier
Deal found 6/4![Frontier logo]()
$131
This Frontier deal was found by Cheapflights users on 6/3. 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.
Tue 7/218:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Thu 7/236:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/3![Frontier logo]()
$137
This Super.com deal was found by Cheapflights users on 6/4. 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 7/218:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Sun 7/266:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/4![Frontier logo]()
$141
This Frontier deal was found by Cheapflights users on 6/3. 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.
Thu 7/168:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Tue 7/216:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/3![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/308:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Tue 9/86:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/5![Frontier logo]()
$149
This Frontier deal was found by Cheapflights users on 6/4. 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 9/68:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Thu 9/105:02 pm
MCO
- MKE
Nonstop3h 13m
Frontier
Deal found 6/4![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Fri 9/115:02 pm
MCO
- MKE
Nonstop3h 13m
Frontier
Deal found 6/5![Frontier logo]()
$159
Best flights from Milwaukee to KissimmeeDiscover carefully curated flight deals from Milwaukee to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 8, 2026.
Discover carefully curated flight deals from Milwaukee to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 8, 2026.
This Southwest deal was found by Cheapflights users on 6/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:15 pm
MKE
- MCO
Nonstop2h 55m
Southwest
Mon 7/137:50 pm
MCO
- MKE
1 stop5h 05m
Southwest
Deal found 6/6![Southwest logo]()
$323
This Delta deal was found by Cheapflights users on 6/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:03 am
MKE
- MCO
1 stop7h 35m
Delta
Sat 9/510:05 am
MCO
- MKE
1 stop5h 40m
Delta
Deal found 6/8![Delta logo]()
$353
This United Airlines deal was found by Cheapflights users on 6/4. 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 9/16:15 am
MKE
- MCO
1 stop5h 44m
United Airlines
Sat 9/59:30 am
MCO
- MKE
2 stops10h 25m
United Airlines
Deal found 6/4![United Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 6/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/94:30 pm
MKE
- MCO
1 stop6h 05m
Southwest
Tue 7/149:45 am
MCO
- MKE
2 stops7h 45m
Southwest
Deal found 6/8![Southwest logo]()
$342
This Delta deal was found by Cheapflights users on 6/6. 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.
Sat 6/276:50 am
MKE
- MCO
1 stop7h 46m
Delta
Thu 7/27:55 pm
MCO
- MKE
1 stop5h 04m
Delta
Deal found 6/6![Delta logo]()
$358
This Southwest deal was found by Cheapflights users on 6/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:10 am
MKE
- MCO
Nonstop2h 40m
Southwest
Sat 7/115:15 pm
MCO
- MKE
1 stop6h 45m
Southwest
Deal found 6/3![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 6/3. 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 10/234:15 pm
MKE
- MCO
1 stop7h 41m
Delta
Mon 10/265:30 am
MCO
- MKE
1 stop4h 52m
Delta
Deal found 6/3![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 6/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/272:35 pm
MKE
- MCO
Nonstop2h 45m
Southwest
Wed 7/16:10 am
MCO
- MKE
1 stop4h 35m
Southwest
Deal found 6/3![Southwest logo]()
$373
This Southwest deal was found by Cheapflights users on 6/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:20 pm
MKE
- MCO
Nonstop2h 45m
Southwest
Fri 11/209:45 pm
MCO
- MKE
Nonstop3h 00m
Southwest
Deal found 6/5![Southwest logo]()
$379
This Southwest deal was found by Cheapflights users on 6/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:40 pm
MKE
- MCO
Nonstop2h 40m
Southwest
Sun 10/256:10 am
MCO
- MKE
1 stop5h 25m
Southwest
Deal found 6/5![Southwest logo]()
$399
This Southwest deal was found by Cheapflights users on 6/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:10 am
MKE
- MCO
2 stops7h 45m
Southwest
Mon 11/27:20 am
MCO
- MKE
1 stop4h 40m
Southwest
Deal found 6/7![Southwest logo]()
$414
Last-minute flights from Milwaukee to KissimmeeDiscover last-minute flight deals from Milwaukee to Kissimmee. Data last updated June 8, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Kissimmee. Data last updated June 8, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 6/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:53 am
MKE
- MCO
Nonstop2h 51m
Frontier
Sun 6/286:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/6![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 6/258:53 am
MKE
- MCO
Nonstop2h 51m
Frontier
Tue 6/306:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/3![Frontier logo]()
$187
This Frontier deal was found by Cheapflights users on 6/4. 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 6/288:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Wed 7/15:25 am
MCO
- MKE
1 stop6h 48m
Frontier
Deal found 6/4![Frontier logo]()
$204
This Super.com deal was found by Cheapflights users on 6/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/148:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Tue 7/216:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/6![Frontier logo]()
$176
This Frontier deal was found by Cheapflights users on 6/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/148:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Sun 7/196:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/7![Frontier logo]()
$183
This Frontier deal was found by Cheapflights users on 6/3. 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.
Thu 7/168:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Tue 7/216:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/3![Frontier logo]()
$142
This Super.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/168:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Sun 7/196:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/7![Frontier logo]()
$186
This Frontier deal was found by Cheapflights users on 6/3. 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.
Tue 7/218:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Thu 7/236:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/3![Frontier logo]()
$137
This Super.com deal was found by Cheapflights users on 6/4. 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 7/218:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Sun 7/266:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/4![Frontier logo]()
$141
This Frontier deal was found by Cheapflights users on 6/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/238:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Sun 8/26:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/7![Frontier logo]()
$198
One-way flights from Milwaukee to KissimmeeSearch for one-way flight options from Milwaukee to Kissimmee. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
Search for one-way flight options from Milwaukee to Kissimmee. Find affordable one-way fares based on user searches. Data last updated June 8, 2026.
This Frontier deal was found by Cheapflights users on 6/3. 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.
Tue 9/18:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Deal found 6/3![Frontier logo]()
$48
This Frontier deal was found by Cheapflights users on 6/4. 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.
Thu 8/68:43 am
MKE
- MCO
Nonstop2h 48m
Frontier
Deal found 6/4![Frontier logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 9/38:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Deal found 6/4![Frontier logo]()
$65
This Super.com deal was found by Cheapflights users on 6/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/308:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Deal found 6/6![Frontier logo]()
$88
This Frontier deal was found by Cheapflights users on 6/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/238:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Deal found 6/7![Frontier logo]()
$89
This Super.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/258:53 am
MKE
- MCO
Nonstop2h 51m
Frontier
Deal found 6/7![Frontier logo]()
$93
This Mytrip deal was found by Cheapflights users on 6/4. 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.
Thu 7/238:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Deal found 6/4![Frontier logo]()
$95
This Super.com deal was found by Cheapflights users on 6/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:10 pm
MKE
- MCO
Nonstop2h 47m
Frontier
Deal found 6/6![Frontier logo]()
$98
Find flight deals from Milwaukee to Kissimmee
Keep the following information in mind while searching for Milwaukee to Kissimmee flight deals. Data was last updated June 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $112 (Frontier) |
One-way from | $48 (Frontier) |
Popular in | June |
Cheapest in | January |
Average price | $406 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee 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 June 8, 2026.
Use the filters below to find and compare flights from Milwaukee to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Mon 7/6
8:15 pm-12:10 am
Nonstop2h 55m
Orlando
Mon 7/13
7:50 pm-11:55 pm
1 stop5h 05m
$323
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Thu 7/9
4:30 pm-11:35 pm
1 stop6h 05m
Orlando
Tue 7/14
9:45 am-4:30 pm
2 stops7h 45m
$342
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Wed 7/8
5:10 am-8:50 am
Nonstop2h 40m
Orlando
Sat 7/11
5:15 pm-11:00 pm
1 stop6h 45m
$343
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Tue 9/1
7:03 am-3:38 pm
1 stop7h 35m
Orlando
Sat 9/5
10:05 am-2:45 pm
1 stop5h 40m
$353
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Sat 6/27
6:50 am-3:36 pm
1 stop7h 46m
Orlando
Thu 7/2
7:55 pm-11:59 pm
1 stop5h 04m
$358
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Tue 9/1
6:15 am-12:59 pm
1 stop5h 44m
Orlando
Sat 9/5
9:30 am-6:55 pm
2 stops10h 25m
$360
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Fri 10/23
4:15 pm-12:56 am
1 stop7h 41m
Orlando
Mon 10/26
5:30 am-9:22 am
1 stop4h 52m
$364
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Sat 6/27
2:35 pm-6:20 pm
Nonstop2h 45m
Orlando
Wed 7/1
6:10 am-9:45 am
1 stop4h 35m
$373
Quickest round-trip
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Mon 11/16
7:20 pm-11:05 pm
Nonstop2h 45m
Orlando
Fri 11/20
9:45 pm-11:45 pm
Nonstop3h 00m
$379
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Wed 10/21
7:40 pm-11:20 pm
Nonstop2h 40m
Orlando
Sun 10/25
6:10 am-10:35 am
1 stop5h 25m
$399
Showing 1-10 of 23 resultsSorted by cheapest first
Best time to book a flight from Milwaukee to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Milwaukee with our price prediction graph.
MKE-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 Milwaukee to Kissimmee
MKE-K1S
MKE-MCO
What is the cheapest time of day to fly from MKE to K1S?
Find hourly flight availability from Milwaukee 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 June 8, 2026.
It’s typically best to fly out from Milwaukee to Kissimmee in the afternoon. Doing so could potentially save you 21% on the flight price compared to flying in the morning, which is usually more expensive.
How much does it cost to fly round-trip from Milwaukee to Kissimmee?
What is the cheapest day to fly from Milwaukee to Kissimmee?
Use this chart to determine the cheapest time to fly round-trip from Milwaukee to Kissimmee. Price data was last updated on June 8, 2026.
Travelers seeking maximum savings on their Milwaukee to Kissimmee flight should consider departing on Monday evenings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 June 8, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Milwaukee 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.
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
7.9
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
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Milwaukee and Kissimmee flights
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Top 6 airlines flying from Milwaukee to Kissimmee
Discover the top 6 airlines that operate flights from Milwaukee 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 2,558,603 searches. Data last updated June 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$242 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$114 | Average$272 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$150 | Average$428 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$176 | Average$436 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$194 | Average$471 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$250 | Average$450 | FlexibilityNo cancel fee | On-time63% |