- Must visit
The Charles Hosmer Morse Museum of American Art
Outstanding museum in nearby Winter Park with the world's most comprehensive collection of works by Louis Comfort Tiffany.
Flights from Milwaukee, WI to Orlando, FL depart on average 51 times per day, taking around 3h 22m. Cheap flight tickets for this journey start at $107 (€88) but you can travel from only $95 (€78) by bus.
The earliest flight runs at 05:00, the last at 21:44. The fastest flight covers the 1065 miles (1715 km) distance in 2h 46m. April is the cheapest month to fly.
Distance 1065 miles (1715 km) |
Average flight duration 3h 22m |
Cheapest ticket price $107 (€88) |
Flights per day 51 |
Fastest flight 2h 46m |
First flight 5:00 AM |
Last flight 9:44 PM |
Cheapest Month Apr |
Cheapest Day Sun |
High Season Jan - Mar |
Low Season Jul - Sep |
Cheapest price
$107
Average price
$167
Fastest journey
2 h 46 m
Average duration
5 h 51 m
Flights per day
4
Distance
1715 km
The best way to find a cheap flight ticket from Milwaukee, WI to Orlando, FL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Milwaukee, WI to Orlando, FL will cost around $167 if you buy it on the day, but the cheapest tickets can be found for only $107.
Of the 4 flights that leave Milwaukee, WI for Orlando, FL onSun, Jun 21, 4 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Jun 21 the direct flights cover the 1715 km distance in an average of 5 h 51 m but if you time it right, some flights will get you there in just 2 h 46 m .
On Sun, Jun 21 the longest flights will take 8 h 27 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.








Omio recommends booking the train as it is the most popular option from Milwaukee, WI to Orlando, FL among Omio's users. If you are prioritising price take the bus with prices starting from $95. For those with little time consider booking a flight which can get you there in 3h 22m. The ticket price range depends on the travel mode: a bus costs an average of $95, and a train costs an average of $163.
Distance: 1065 miles (1715 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$258 Average price | $272 Average price | $177 Average price Cheapest | $263 Average price (fuel + tolls) |
6h 22m Average total duration Fastest 3h 22m Onboard + 3h 0m Additional time* | 39h 21m Average total duration 38h 51m Onboard + 30m Additional time* | 26h 45m Average total duration 26h 15m Onboard + 30m Additional time* | 18h 38m Average total duration (door-to-door) |
![]() Most popular airline | ![]() Most popular train company | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Milwaukee, WI to Orlando, FL:
A bus is $80 (€66) less than a flight for this route with tickets for a flight from Milwaukee, WI to Orlando, FL costing on average $258 (€211).
A bus is $95 (€78) less than a train for this route with tickets for a train from Milwaukee, WI to Orlando, FL costing on average $272 (€223).
Other travel options to Orlando, FL take longer:
Bus takes on average 26h 15m.
Train takes on average 38h 51m.
The table below shows live departures for Milwaukee, WI to Orlando, FL flights for tomorrow, Sunday, June 21. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 1:00 PM Milwaukee, WI | 6h35 | 7:35 PM Orlando, FL | 0 transfersDirect | |
![]() | 5:52 PM Milwaukee, WI | 8h27 | 2:19 AM Orlando, FL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Discover the best of Orlando — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Orlando trip today.
Outstanding museum in nearby Winter Park with the world's most comprehensive collection of works by Louis Comfort Tiffany.
Major art museum in Loch Haven Park with American art, African art, and rotating exhibitions. A strong all-round cultural stop in Orlando.
History museum in a restored 1927 courthouse covering Central Florida's past through engaging permanent and temporary exhibits.
Signature downtown park with a walking loop, swan boats, skyline views, and frequent events. One of Orlando's easiest must-see areas.
Elegant shopping and strolling district lined with trees, boutiques, and public art. Popular for a more refined local side of Orlando.
Highly popular open-air entertainment district known for themed design, shops, and waterfront atmosphere. Very popular with visitors and influencers.
Florida’s signature dessert made with tart key lime filling in a crumb crust, often topped with whipped cream. It is a classic sweet treat across Orlando and Central Florida.
A seasonal Florida seafood specialty, usually served chilled with mustard sauce. It is prized for sweet, firm claw meat and is strongly associated with the state’s coastal food culture.
Fried alligator pieces, usually lightly breaded and served with dipping sauce. This is a distinctly Floridian dish that appears on many casual local menus.
A respected Orlando restaurant blending traditional Japanese technique with creative modern sushi and omakase-style options in a stylish setting.
A well-known gastropub in Winter Park serving refined Southern-inspired American dishes, craft beer, and seasonal Florida ingredients in a lively but polished setting.
A popular bakery and comfort food spot known for Southern breakfast, biscuits, pies, and nostalgic desserts. Casual, friendly, and highly regarded by locals.
Moderate overall. Theme parks and resort areas are pricey, but chain restaurants and casual dining offer better value.
Tip 18-20% at restaurants; 20%+ for great service. Tip bartenders USD 1-2 per drink, taxi/rideshare 10-15%, hotel staff USD 2-5, and round up for cafes if desired.
Find answers to the most common questions about traveling from Milwaukee, WI to Orlando, FL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Orlando, FL, this guide helps you travel smarter and with confidence.

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