$59+ Cheap flights from Orlando (ORL) to Milwaukee (MKE)
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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — MKE
Sep 22 — Sep 291
Round-trip
1 adult, Economy
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Find cheap flights from Orlando to Milwaukee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Orlando to Milwaukee
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Best
Last-minute
One-way
Cheapest flights from Orlando to MilwaukeeExplore the most affordable flight options available from Orlando to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 23, 2026.
Explore the most affordable flight options available from Orlando to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 23, 2026.
This Frontier deal was found by Cheapflights users on 8/21. 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.
Thu 11/57:06 am -
Nonstop3h 10m
Sun 11/810:15 am -
Nonstop2h 51m
Deal found 8/21![Frontier logo]()
$208
This Super.com deal was found by Cheapflights users on 8/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:06 am -
Nonstop3h 02m
Sun 9/2710:10 am -
Nonstop2h 50m
Deal found 8/21![Frontier logo]()
$215
This Frontier deal was found by Cheapflights users on 8/21. 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.
Fri 12/112:26 pm -
Nonstop3h 12m
Mon 12/145:33 pm -
Nonstop2h 58m
Deal found 8/21![Frontier logo]()
$230
This Super.com deal was found by Cheapflights users on 8/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:06 am -
Nonstop3h 02m
Sun 10/410:10 am -
Nonstop2h 50m
Deal found 8/22![Frontier logo]()
$232
This Expedia deal was found by Cheapflights users on 8/21. 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.
Thu 10/87:06 am -
Nonstop3h 14m
Sun 10/1110:15 am -
Nonstop2h 48m
Deal found 8/21![Frontier logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Thu 10/296:07 am -
2 stops12h 49m
Mon 11/28:03 pm -
Nonstop2h 47m
Deal found 8/19![Multiple Airlines logo]()
$235
This Southwest deal was found by Cheapflights users on 8/18. 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.
Thu 9/247:05 am -
Nonstop2h 50m
Mon 9/285:35 am -
Nonstop2h 40m
Deal found 8/18![Southwest logo]()
$237
This Super.com deal was found by Cheapflights users on 8/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:06 am -
Nonstop3h 10m
Tue 11/2411:38 am -
Nonstop2h 51m
Deal found 8/19![Frontier logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 11/17:06 am -
Nonstop3h 10m
Mon 11/28:03 pm -
Nonstop2h 47m
Deal found 8/19![Frontier logo]()
$239
This Expedia deal was found by Cheapflights users on 8/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:06 am -
Nonstop3h 02m
Sun 9/2010:10 am -
Nonstop2h 50m
Deal found 8/19![Frontier logo]()
$242
Best flights from Orlando to MilwaukeeDiscover carefully curated flight deals from Orlando to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
Discover carefully curated flight deals from Orlando to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
This Southwest deal was found by Cheapflights users on 8/22. 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.
Mon 9/217:00 am -
Nonstop2h 50m
Mon 9/287:00 pm -
Nonstop2h 50m
Deal found 8/22![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:05 am -
1 stop6h 45m
Wed 9/239:37 am -
1 stop4h 25m
Deal found 8/20![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 8/22. 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 10/16:45 pm -
1 stop6h 00m
Mon 10/55:00 am -
Nonstop2h 40m
Deal found 8/22![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 8/18. 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.
Thu 9/242:25 pm -
Nonstop2h 55m
Mon 9/285:45 am -
1 stop4h 10m
Deal found 8/18![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 8/18. 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 10/246:15 am -
Nonstop3h 00m
Sat 10/315:20 am -
1 stop4h 35m
Deal found 8/18![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 8/20. 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.
Fri 10/165:05 pm -
2 stops7h 00m
Tue 10/205:45 am -
Nonstop2h 45m
Deal found 8/20![Southwest logo]()
$278
This Southwest deal was found by Cheapflights users on 8/20. 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.
Fri 9/186:10 am -
1 stop4h 25m
Fri 9/257:00 pm -
Nonstop2h 50m
Deal found 8/20![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 8/21. 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 10/165:05 pm -
2 stops7h 00m
Mon 10/196:20 am -
1 stop6h 45m
Deal found 8/21![Southwest logo]()
$314
Last-minute flights from Orlando to MilwaukeeDiscover last-minute flight deals from Orlando to Milwaukee. Data last updated August 23, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Milwaukee. Data last updated August 23, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 8/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:15 am -
Nonstop2h 58m
Sun 9/1310:10 am -
Nonstop2h 50m
Deal found 8/18![Frontier logo]()
$270
This Southwest deal was found by Cheapflights users on 8/18. 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.
Thu 9/1010:15 am -
2 stops7h 45m
Mon 9/147:00 pm -
Nonstop2h 50m
Deal found 8/18![Southwest logo]()
$252
This Super.com deal was found by Cheapflights users on 8/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:06 am -
Nonstop3h 02m
Sun 9/1310:10 am -
Nonstop2h 50m
Deal found 8/18![Frontier logo]()
$255
This Southwest deal was found by Cheapflights users on 8/18. 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.
Thu 9/1010:15 am -
2 stops7h 45m
Sat 9/1210:35 am -
1 stop5h 15m
Deal found 8/18![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 8/18. 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.
Fri 9/117:05 am -
Nonstop2h 50m
Mon 9/147:00 pm -
Nonstop2h 50m
Deal found 8/18![Southwest logo]()
$263
This Delta deal was found by Cheapflights users on 8/18. 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.
Wed 9/168:05 am -
1 stop6h 45m
Wed 9/239:37 am -
1 stop4h 25m
Deal found 8/18![Delta logo]()
$257
This Expedia deal was found by Cheapflights users on 8/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:06 am -
Nonstop3h 02m
Sun 9/2010:10 am -
Nonstop2h 50m
Deal found 8/19![Frontier logo]()
$242
This Super.com deal was found by Cheapflights users on 8/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:06 am -
Nonstop3h 02m
Sun 9/2710:10 am -
Nonstop2h 50m
Deal found 8/21![Frontier logo]()
$215
This Southwest deal was found by Cheapflights users on 8/18. 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.
Thu 9/247:05 am -
Nonstop2h 50m
Mon 9/285:35 am -
Nonstop2h 40m
Deal found 8/18![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:05 am -
Nonstop2h 50m
Mon 9/284:20 pm -
1 stop6h 05m
Deal found 8/19![Southwest logo]()
$273
One-way flights from Orlando to MilwaukeeSearch for one-way flight options from Orlando to Milwaukee. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
Search for one-way flight options from Orlando to Milwaukee. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This Frontier deal was found by Cheapflights users on 8/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:06 am -
Nonstop3h 02m
Deal found 8/22![Frontier logo]()
$59
This Frontier deal was found by Cheapflights users on 8/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:06 am -
Nonstop3h 14m
Deal found 8/18![Frontier logo]()
$64
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Fri 11/64:56 pm -
Nonstop3h 12m
Deal found 8/18![Frontier logo]()
$65
This Frontier deal was found by Cheapflights users on 8/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/164:56 pm -
Nonstop3h 12m
Deal found 8/18![Frontier logo]()
$69
This Frontier deal was found by Cheapflights users on 8/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:56 pm -
Nonstop3h 12m
Deal found 8/19![Frontier logo]()
$71
This Super.com deal was found by Cheapflights users on 8/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:06 am -
Nonstop3h 02m
Deal found 8/18![Frontier logo]()
$73
This Priceline deal was found by Cheapflights users on 8/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:06 am -
Nonstop3h 10m
Deal found 8/20![Frontier logo]()
$74
This Super.com deal was found by Cheapflights users on 8/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/218:35 am -
Nonstop3h 08m
Deal found 8/22![Frontier logo]()
$78
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Thu 9/177:06 am -
Nonstop3h 02m
Deal found 8/19![Frontier logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 10/207:06 am -
Nonstop3h 14m
Deal found 8/19![Frontier logo]()
$86
Find flight deals from Orlando to Milwaukee
Discover tips and strategies to find the most affordable flight options for your journey from Orlando (ORL) to Milwaukee (MKE). 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 August 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $208 (Frontier) |
One-way from | $59 (Frontier) |
Popular in | July |
Cheapest in | January |
Average price | $348 |
Good round-trip deal | $196 or less |
Good one-way deal | $132 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Orlando to Milwaukee 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 August 23, 2026.
Use the filters below to find and compare flights from Orlando to Milwaukee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
OrlandoMilwaukee
MCO Orlando - MKE Milwaukee-Mitchell
MCOMKE
Orlando
Mon 9/21
7:00 am-8:50 am
Nonstop2h 50m
Milwaukee-Mitchell
Mon 9/28
7:00 pm-10:50 pm
Nonstop2h 50m
$237
OrlandoMilwaukee
MCO Orlando - MKE Milwaukee-Mitchell
MCOMKE
Orlando
Thu 10/1
6:45 pm-11:45 pm
1 stop6h 00m
Milwaukee-Mitchell
Mon 10/5
5:00 am-8:40 am
Nonstop2h 40m
$247
OrlandoMilwaukee
MCO Orlando - MKE Milwaukee-Mitchell
MCOMKE
Orlando
Thu 9/24
2:25 pm-4:20 pm
Nonstop2h 55m
Milwaukee-Mitchell
Mon 9/28
5:45 am-10:55 am
1 stop4h 10m
$247
OrlandoMilwaukee
MCO Orlando - MKE Milwaukee-Mitchell
MCOMKE
Orlando
Sat 10/24
6:15 am-8:15 am
Nonstop3h 00m
Milwaukee-Mitchell
Sat 10/31
5:20 am-10:55 am
1 stop4h 35m
$247
OrlandoMilwaukee
MCO Orlando - MKE Milwaukee-Mitchell
MCOMKE
Orlando
Wed 9/16
8:05 am-1:50 pm
1 stop6h 45m
Milwaukee-Mitchell
Wed 9/23
9:37 am-3:02 pm
1 stop4h 25m
$257
OrlandoMilwaukee
MCO Orlando - MKE Milwaukee-Mitchell
MCOMKE
Orlando
Fri 10/16
5:05 pm-11:05 pm
2 stops7h 00m
Milwaukee-Mitchell
Tue 10/20
5:45 am-9:30 am
Nonstop2h 45m
$278
OrlandoMilwaukee
MCO Orlando - MKE Milwaukee-Mitchell
MCOMKE
Orlando
Fri 9/18
6:10 am-9:35 am
1 stop4h 25m
Milwaukee-Mitchell
Fri 9/25
7:00 pm-10:50 pm
Nonstop2h 50m
$299
OrlandoMilwaukee
MCO Orlando - MKE Milwaukee-Mitchell
MCOMKE
Orlando
Fri 10/16
5:05 pm-11:05 pm
2 stops7h 00m
Milwaukee-Mitchell
Mon 10/19
6:20 am-2:05 pm
1 stop6h 45m
$314
Cheapest one-way
OrlandoMilwaukee
MCO Orlando - MKE Milwaukee-Mitchell
MCOMKE
Orlando
Mon 10/5
10:35 pm-12:35 am
Nonstop3h 00m
$119
OrlandoMilwaukee
MCO Orlando - MKE Milwaukee-Mitchell
MCOMKE
Orlando
Mon 10/12
10:35 pm-12:35 am
Nonstop3h 00m
$119
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Orlando to Milwaukee
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Orlando to Milwaukee in August.
| 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 |
- Most accurate provider: When it comes to deals on Orlando-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Orlando-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Orlando-Milwaukee flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Orlando-Milwaukee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Orlando-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Orlando to Milwaukee
Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Orlando with our price prediction graph.
ORL-MKE
MCO-MKE
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Orlando to Milwaukee
ORL-MKE
MCO-MKE
What is the cheapest month to book a flight from Orlando to Milwaukee?
Currently, January is the cheapest month in which you can book a flight from Orlando to Milwaukee (average of $152). Flying from Orlando to Milwaukee in July is currently the most expensive (average of $393). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from ORL to MKE?
Find hourly flight availability from Orlando to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 23, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 53% on flights from Orlando to Milwaukee by exploring options for tickets in the afternoon.
How much does it cost to fly round-trip from Orlando to Milwaukee?
Airfare is below average for this route at the moment.
Orlando to Milwaukee flights typically cost between $271 and $434 in November.The cheapest round-trip price found within the last 5 days was $208 on Frontier (Nov 5-Nov 8).
How far ahead should I book a flight from Orlando to Milwaukee?
Booking 76 days in advance of your planned departure date is, on average, the best time to get cheap flights from Orlando to Milwaukee. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Orlando to Milwaukee?
Use this chart to determine the cheapest time to fly round-trip from Orlando to Milwaukee. Price data was last updated on August 22, 2026.
Travelers seeking maximum savings on their Orlando to Milwaukee flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Milwaukee
Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated August 23, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Orlando to Milwaukee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
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 Orlando to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsSheboygan
Port Washington
New Berlin
Oak Creek
Wauwatosa
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Alternative routes for Orlando to Milwaukee
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Complete your trip to Milwaukee by adding a car rental and/or hotel reservation to your travel itinerary.
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Other flights to Milwaukee
Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 23, 2026.
Orlando and Milwaukee flights
Browse other Orlando and Milwaukee flight options. Last updated on August 23, 2026.
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Browse through other flights departing from Orlando. Flights are based on user searches made on Cheapflights and were last updated on August 23, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Orlando to Milwaukee
Discover the top 5 airlines that operate flights from Orlando to Milwaukee. 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 August 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$192 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$133 | Average$333 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$242 | Average$376 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$258 | Average$326 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$450 | Average$450 | FlexibilityNo cancel fee | On-time69% |