$115+ Cheap flights from Milwaukee (MKE) to Orlando (ORL)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORL
Jul 23 — Jul 301
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Milwaukee to Orlando with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Milwaukee-Mitchell to Orlando are usually found in January or February, booked 78 days in advance, depart on a Tuesday or Thursday and return on a Wednesday
Cheap flight deals from Milwaukee to Orlando
Cheapest
Best
Last-minute
One-way
Cheapest flights from Milwaukee to OrlandoExplore the most affordable flight options available from Milwaukee to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 23, 2026.
Explore the most affordable flight options available from Milwaukee to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/22. 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
Tue 9/86:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/22![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/68:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Tue 9/86:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/19![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:43 am
MKE
- MCO
Nonstop2h 48m
Frontier
Tue 9/89:15 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/19![Frontier logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 8/2512:10 pm
MKE
- MCO
Nonstop2h 48m
Frontier
Tue 9/89:15 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/22![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 6/20. 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.
Tue 7/218:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Tue 7/286:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/20![Frontier logo]()
$161
This Frontier deal was found by Cheapflights users on 6/21. 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 8/48:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Tue 8/116:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/21![Frontier logo]()
$164
This Expedia deal was found by Cheapflights users on 6/21. 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 8/1812:10 pm
MKE
- MCO
Nonstop2h 48m
Frontier
Tue 8/259:15 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/21![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 6/18. 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.
Thu 10/18:10 pm
MKE
- MCO
Nonstop2h 47m
Frontier
Mon 10/55:02 pm
MCO
- MKE
Nonstop3h 13m
Frontier
Deal found 6/18![Frontier logo]()
$171
Best flights from Milwaukee to OrlandoDiscover carefully curated flight deals from Milwaukee to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 23, 2026.
Discover carefully curated flight deals from Milwaukee to Orlando that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 23, 2026.
This Southwest deal was found by Cheapflights users on 6/22. 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 8/86:15 am
MKE
- MCO
1 stop9h 30m
Southwest
Wed 8/122:05 pm
MCO
- MKE
2 stops7h 50m
Southwest
Deal found 6/22![Southwest logo]()
$284
This Delta deal was found by Cheapflights users on 6/18. 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.
Tue 11/105:45 am
MKE
- MCO
1 stop5h 16m
Delta
Tue 11/179:00 am
MCO
- MKE
1 stop5h 44m
Delta
Deal found 6/18![Delta logo]()
$287
This United Airlines deal was found by Cheapflights users on 6/22. 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 11/72:23 pm
MKE
- MCO
2 stops9h 37m
United Airlines
Wed 11/116:00 am
MCO
- MKE
2 stops9h 58m
United Airlines
Deal found 6/22![United Airlines logo]()
$364
This Southwest deal was found by Cheapflights users on 6/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:00 pm
MKE
- MCO
1 stop5h 30m
Southwest
Sat 7/256:05 pm
MCO
- MKE
1 stop5h 55m
Southwest
Deal found 6/18![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 6/22. 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 10/201:00 pm
MKE
- MCO
1 stop5h 20m
Delta
Sun 10/258:30 am
MCO
- MKE
1 stop4h 57m
Delta
Deal found 6/22![Delta logo]()
$346
This Southwest deal was found by Cheapflights users on 6/22. 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 7/256:40 am
MKE
- MCO
Nonstop2h 40m
Southwest
Sun 8/27:05 am
MCO
- MKE
Nonstop2h 50m
Southwest
Deal found 6/22![Southwest logo]()
$341
This United Airlines deal was found by Cheapflights users on 6/20. 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.
Sat 10/1012:05 pm
MKE
- MCO
2 stops10h 39m
United Airlines
Sat 10/177:15 am
MCO
- MKE
1 stop7h 28m
United Airlines
Deal found 6/20![United Airlines logo]()
$391
This Southwest deal was found by Cheapflights users on 6/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/14:40 pm
MKE
- MCO
1 stop4h 35m
Southwest
Mon 8/34:10 pm
MCO
- MKE
2 stops7h 40m
Southwest
Deal found 6/20![Southwest logo]()
$346
This United Airlines deal was found by Cheapflights users on 6/20. 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.
Tue 8/47:50 am
MKE
- MCO
2 stops9h 09m
United Airlines
Tue 8/115:03 pm
MCO
- MKE
1 stop6h 36m
United Airlines
Deal found 6/20![United Airlines logo]()
$391
This Southwest deal was found by Cheapflights users on 6/22. 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 10/88:10 am
MKE
- MCO
1 stop8h 00m
Southwest
Mon 10/127:45 am
MCO
- MKE
Nonstop2h 50m
Southwest
Deal found 6/22![Southwest logo]()
$362
This Southwest deal was found by Cheapflights users on 6/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:40 am
MKE
- MCO
2 stops5h 55m
Southwest
Mon 8/1010:15 am
MCO
- MKE
2 stops7h 45m
Southwest
Deal found 6/18![Southwest logo]()
$363
This Southwest deal was found by Cheapflights users on 6/21. 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 8/208:00 am
MKE
- MCO
1 stop4h 35m
Southwest
Sun 8/238:35 am
MCO
- MKE
2 stops6h 50m
Southwest
Deal found 6/21![Southwest logo]()
$392
Last-minute flights from Milwaukee to OrlandoDiscover last-minute flight deals from Milwaukee to Orlando. Data last updated June 23, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Orlando. Data last updated June 23, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/23. 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.
Tue 6/309:35 am
MKE
- MCO
1 stop5h 35m
Southwest
Fri 7/310:15 pm
MCO
- MKE
Nonstop2h 50m
Southwest
Deal found 6/23![Southwest logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 6/308:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Sun 7/56:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/22![Frontier logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 6/308:43 am
MKE
- MCO
Nonstop2h 51m
Frontier
Thu 7/26:00 am
MCO
- MKE
Nonstop2h 58m
Frontier
Deal found 6/21![Frontier logo]()
$347
This Southwest deal was found by Cheapflights users on 6/21. 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 7/18:15 am
MKE
- MCO
1 stop6h 10m
Southwest
Mon 7/137:50 pm
MCO
- MKE
1 stop5h 05m
Southwest
Deal found 6/21![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 6/21. 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.
Fri 7/35:00 am
MKE
- MCO
Nonstop2h 40m
Southwest
Fri 7/310:15 pm
MCO
- MKE
Nonstop2h 50m
Southwest
Deal found 6/21![Southwest logo]()
$277
One-way flights from Milwaukee to OrlandoSearch for one-way flight options from Milwaukee to Orlando. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
Search for one-way flight options from Milwaukee to Orlando. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
This Frontier deal was found by Cheapflights users on 6/23. 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
Deal found 6/23![Frontier logo]()
$115
This Super.com deal was found by Cheapflights users on 6/23. 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 8/28:43 am
MKE
- MCO
Nonstop2h 53m
Frontier
Deal found 6/23![Frontier logo]()
$123
This Frontier deal was found by Cheapflights users on 6/23. 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 8/2312:10 pm
MKE
- MCO
Nonstop2h 48m
Frontier
Deal found 6/23![Frontier logo]()
$125
This Southwest deal was found by Cheapflights users on 6/22. 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 9/194:25 pm
MKE
- MCO
Nonstop2h 45m
Southwest
Deal found 6/22![Southwest logo]()
$127
This Delta deal was found by Cheapflights users on 6/23. 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 7/185:58 pm
MKE
- MCO
1 stop5h 17m
Delta
Deal found 6/23![Delta logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/18:03 pm
MKE
- MCO
Nonstop2h 47m
Frontier
Deal found 6/19![Frontier logo]()
$133
This American Airlines deal was found by Cheapflights users on 6/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/62:49 pm
MKE
- MCO
1 stop7h 25m
American Airlines
Deal found 6/21![American Airlines logo]()
$134
This American Airlines deal was found by Cheapflights users on 6/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:03 am
MKE
- MCO
1 stop6h 57m
American Airlines
Deal found 6/21![American Airlines logo]()
$135
This Southwest deal was found by Cheapflights users on 6/22. 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.
Fri 7/38:15 pm
MKE
- MCO
Nonstop2h 50m
Southwest
Deal found 6/22![Southwest logo]()
$139
Find flight deals from Milwaukee to Orlando
Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Orlando (ORL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $131 (Kiwi.com) |
One-way from | $115 (Frontier) |
Popular in | May |
Cheapest in | January |
Average price | $371 |
Good round-trip deal | $260 or less |
Good one-way deal | $125 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee to Orlando that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 23, 2026.
Use the filters below to find and compare flights from Milwaukee to Orlando that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Sat 8/8
6:15 am-4:45 pm
1 stop9h 30m
Orlando
Wed 8/12
2:05 pm-8:55 pm
2 stops7h 50m
$284
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Tue 11/10
5:45 am-12:01 pm
1 stop5h 16m
Orlando
Tue 11/17
9:00 am-1:44 pm
1 stop5h 44m
$287
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Sat 7/18
3:00 pm-9:30 pm
1 stop5h 30m
Orlando
Sat 7/25
6:05 pm-11:00 pm
1 stop5h 55m
$297
Quickest round-trip
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Sat 7/25
6:40 am-10:20 am
Nonstop2h 40m
Orlando
Sun 8/2
7:05 am-8:55 am
Nonstop2h 50m
$341
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Tue 10/20
1:00 pm-7:20 pm
1 stop5h 20m
Orlando
Sun 10/25
8:30 am-12:27 pm
1 stop4h 57m
$346
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Sat 8/1
4:40 pm-10:15 pm
1 stop4h 35m
Orlando
Mon 8/3
4:10 pm-10:50 pm
2 stops7h 40m
$346
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Thu 10/8
8:10 am-5:10 pm
1 stop8h 00m
Orlando
Mon 10/12
7:45 am-9:35 am
Nonstop2h 50m
$362
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Wed 8/5
7:40 am-2:35 pm
2 stops5h 55m
Orlando
Mon 8/10
10:15 am-5:00 pm
2 stops7h 45m
$363
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Sat 11/7
2:23 pm-1:00 am
2 stops9h 37m
Orlando
Wed 11/11
6:00 am-2:58 pm
2 stops9h 58m
$364
MilwaukeeOrlando
MKE - MCO
MKEMCO
Milwaukee-Mitchell
Sat 10/10
12:05 pm-11:44 pm
2 stops10h 39m
Orlando
Sat 10/17
7:15 am-1:43 pm
1 stop7h 28m
$391
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Milwaukee to Orlando
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Orlando in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Milwaukee-Orlando flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Orlando flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Orlando flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Milwaukee-Orlando flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Orlando flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Milwaukee to Orlando
Have a flexible travel schedule? Discover the best time to fly to Orlando from Milwaukee with our price prediction graph.
MKE-ORL
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 Orlando
MKE-ORL
MKE-MCO
What is the cheapest month to book a flight from Milwaukee to Orlando?
Currently, May is the cheapest month in which you can book a flight from Milwaukee to Orlando (average of $43). Flying from Milwaukee to Orlando in April is currently the most expensive (average of $756). 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 MKE to ORL?
Find hourly flight availability from Milwaukee to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 23, 2026.
A simple way to save on the total cost of your ticket is to fly from Milwaukee to Orlando in the evening. If you’re flexible enough to do this you can expect to save up to 34% on your trip compared to booking a flight in the morning.
How much does it cost to fly round-trip from Milwaukee to Orlando?
How often are flights from Milwaukee to Orlando delayed?
About 16% of weekly flights between Milwaukee and Orlando have experienced delays in the past year, with the average delay time being 141 minutes.
What is the most punctual flight time for Milwaukee to Orlando flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Milwaukee to Orlando flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 15% of flights being delayed.
How far ahead should I book a flight from Milwaukee to Orlando?
The best time to book flights from Milwaukee to Orlando is 35 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Milwaukee to Orlando?
Use this chart to determine the cheapest time to fly round-trip from Milwaukee to Orlando. Price data was last updated on June 20, 2026.
Travelers seeking maximum savings on their Milwaukee to Orlando 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.
The best insider tips for Milwaukee to Orlando flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Milwaukee to Orlando trip
Our travel experts
Reviews of airlines servicing Orlando
Get insights into the airlines that provide service to Orlando. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Orlando. Reviews last updated June 23, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Milwaukee to Orlando. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Orlando flight routes
Other flight options
Other flights from Milwaukee
Popular flights
Top destinations
Alternative routes for Milwaukee to Orlando
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Orlando by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Milwaukee to Orlando by cabin class
Find flights from Milwaukee to Orlando, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Orlando
Explore flights to Orlando departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 23, 2026.
Milwaukee and Orlando flights
Browse other Milwaukee and Orlando flight options. Last updated on June 23, 2026.
Other flights from Milwaukee
Browse through other flights departing from Milwaukee. Flights are based on user searches made on Cheapflights and were last updated on June 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Milwaukee to Orlando flights
Consider these flights traveling from Milwaukee to Orlando.
Top 6 airlines flying from Milwaukee to Orlando
Discover the top 6 airlines that operate flights from Milwaukee to Orlando. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$217 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$116 | Average$274 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$132 | Average$436 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$150 | Average$424 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$199 | Average$379 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$251 | Average$421 | FlexibilityNo cancel fee | On-time63% |