- Must visit
The Baker Museum
The main fine arts museum in Naples, known for modern and contemporary art, traveling exhibitions, and strong regional cultural programming.
Flights from Milwaukee, WI to Naples, FL depart on average 51 times per day, taking around 5h 35m. Cheap flight tickets for this journey start at $184 (€149) if you book in advance.
The earliest flight runs at 05:00, the last at 18:48. The fastest flight covers the 1217 miles (1959 km) distance in 2h 58m. April is the cheapest month to fly.
Distance 1217 miles (1959 km) |
Average flight duration 5h 35m |
Cheapest ticket price $184 (€149) |
Flights per day 51 |
Fastest flight 2h 58m |
First flight 5:00 AM |
Last flight 6:48 PM |
Cheapest Month Apr |
Cheapest Day Fri |
High Season Jan - Mar |
Low Season Jul - Sep |
Cheapest price
$244
Average price
$258
Fastest journey
6 h 18 m
Average duration
6 h 51 m
Flights per day
2
Distance
1959 km
The best way to find a cheap flight ticket from Milwaukee, WI to Naples, 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 Naples, FL will cost around $258 if you buy it on the day, but the cheapest tickets can be found for only $244.
Of the 2 flights that leave Milwaukee, WI for Naples, FL onThu, May 28, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, May 28 the direct flights cover the 1959 km distance in an average of 6 h 51 m but if you time it right, some flights will get you there in just 6 h 18 m .
On Thu, May 28 the longest flights will take 7 h 23 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 flight as it is the most popular option from Milwaukee, WI to Naples, FL among Omio's users. If you are prioritising price take the flight with prices starting from $184. For those with little time consider booking a flight which can get you there in 5h 35m. The ticket price range depends on the travel mode: a flight costs an average of $184, and a bus costs an average of $254.
Distance: 1217 miles (1959 km)
Most popular Flight | Bus |
|---|---|
$228 Average price Cheapest | $292 Average price |
8h 35m Average total duration Fastest 5h 35m Onboard + 3h 0m Additional time* | 42h 15m Average total duration 41h 45m Onboard + 30m Additional time* |
Direct Options | Direct Options |
This is compared to other travel options from Milwaukee, WI to Naples, FL:
A flight is $64 (€51) less than a bus for this route with tickets for a bus from Milwaukee, WI to Naples, FL costing on average $292 (€236).
Other travel options to Naples, FL take longer:
Bus takes on average 41h 45m.
The table below shows live departures for Milwaukee, WI to Naples, FL flights for tomorrow, Thursday, May 28. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 11:00 AM Milwaukee, WI | 6h18 | 5:18 PM Naples, FL | 0 transfersDirect | |
![]() | 12:06 PM Milwaukee, WI | 7h23 | 7:29 PM Naples, FL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare 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 Naples — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Naples trip today.
The main fine arts museum in Naples, known for modern and contemporary art, traveling exhibitions, and strong regional cultural programming.
A longstanding local art center with rotating exhibitions, classes, and community programs in a historic setting.
A specialized museum for automotive history and research, featuring an exceptional collection of rare and historically important cars.
Naples’ best-known downtown street for strolling, architecture, events, and people-watching, especially lively in the evening.
A stylish and walkable district with palms, historic charm, and easy access to the beach, very popular with visitors and locals.
The city’s signature beachfront, known for wide white sand, sunsets, and classic Gulf views that dominate Naples imagery online.
A Gulf Coast staple made with fresh local grouper, usually grilled, blackened, or fried on a bun. It is closely associated with Southwest Florida seafood culture.
Seasonal Florida specialty served chilled with mustard sauce. Naples is a classic place to try this prized regional seafood.
Fried fritters made with conch meat and seasoned batter, reflecting the strong Florida and Caribbean influence on local coastal dining.
Established local favorite for creative seafood with Asian influences, especially known for miso sea bass and inventive daily specials.
Well-known upscale Italian restaurant set in a historic building, loved for wood-fired dishes, pastas, and a lively courtyard scene.
Upscale seafood restaurant in Old Naples known for polished service, fresh fish, and refined coastal dishes in an elegant setting.
Naples is pricier than many U.S. cities, especially for hotels and dining. Budget options exist, but overall costs skew upscale.
Tip 18-20% in restaurants. Tip USD 1-2 per drink at bars, round up taxis, and tip hotel staff and valet. Small counter-service tips are appreciated but optional.
Find answers to the most common questions about traveling from Milwaukee, WI to Naples, 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 Naples, FL, this guide helps you travel smarter and with confidence.

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