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Trip Summary
There is one daily train from Winter Park to Milwaukee. Traveling by train from Winter Park to Milwaukee usually takes 49 hours and 33 minutes, but the fastest Amtrak train can make the trip in 49 hours and 25 minutes.
| Distance | 1062 mi (1710 km) |
| Fastest train | 49h 25m |
| Lowest price | $291.00 |
| Most frequent service | Amtrak |
| Train lines | 1 |
What is the price of a train ticket from Winter Park to Milwaukee?
Over the past month, a train ticket between Winter Park, FL and Milwaukee, WI cost $292.00, on average. Due to the distance between Winter Park and Milwaukee, train tickets on this route tend to be relatively pricey. Booking your trip at least 15 days in advance can help you secure tickets at the best price. For same-day bookings, you’ll likely have to pay around $170.75 more.
Monthly avg. prices
Which train should you take from Winter Park to Milwaukee?
Amtrak is the one and only train line which connects Winter Park to Milwaukee. Furthermore, there is only one train per day, so you will have to plan your travel around this limited availability. On the other hand, you won't have to spend a ton of time comparing a bunch of possible options.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 1 | 2d 1h 33m | $392.13 |
Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 1 Amtrak trains from Winter Park to Milwaukee every day, as well as 2 trips on the weekends, with prices starting from $263.
Frequently Asked Questions
The distance between Winter Park and Milwaukee is approximately 1062 miles, or 1710 kilometers. The average train journey between these two cities takes 49 hours and 33 minutes, although the absolute fastest you could get there is 49 hours and 25 minutes.
Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
On a weekly basis, the greatest number of passengers tend to travel by trains from Winter Park to Milwaukee on Friday. Tickets for Friday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Sunday. Sunday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.
Most days, there is only one train which leaves Winter Park at 1:00pm and arrives in Milwaukee around 49 hours later.
Typically there is only one scheduled train per day. However, it is not a direct train. This means that you will need to disembark from your original train and board a connecting train at some point during your journey. You will need to remember to bring your carry-on luggage with you when you transfer trains. Depending on the carrier's policy, you may also be responsible for transferring your own checked baggage.
You can also take a train for your return trip from Milwaukee to Winter Park.
City Information
Winter Park
Image credit: Unsplash
Winter Park is a city in Florida outside Orlando, known for its many outdoor spaces and art and museum centers. The Albin Polasek Museum & Sculpture Gardens showcases sculptures in a lush setting, the Charles Hosmer Morse Museum of American Art is renowned for its Tiffany windows, and the Rollins Museum of Art exhibits artworks from ancient to contemporary periods.
Museums aside, Winter Park is a fabulous urban outdoor destination. Paddle through Winter Park Canals, smell the wisteria at Central Park, and relax in Kraft Azalea Garden on Lake Maitland. Winter Park's premier urban village has cypresses sweeping over red-brick streets lined with cafés, gastro pubs, and brewing companies. Walk along Park Avenue or in the Hannibal Square district for the best shopping and dining in historic settings.
Winter Park is one of the stops on Amtrak's Silver Service between New York City and Miami. FlixBus runs a few intercity bus routes directly to Winter Park, but additional bus lines go through nearby Orlando.
Milwaukee
Nestling on the banks of the great Lake Michigan, Milwaukee has some of the most scenic views around, making it every photographer’s perfect destination. Boasting 85 miles of scenic waterfront bike lanes, Milwaukee is the perfect spot to ride a bike and enjoy the sunset together with your friends. It is also the home of the Harley Davidson Museum, a vast waterfront gallery that offers 11 permanent exhibitions. The museum features not only bikes but also special items such as a whole engine room, making it a must-visit spot for bike enthusiasts. If you are not interested in bikes, the Basilica of St. Josaphat, which is modeled after St. Peter’s Basilica in the Vatican, offers many wondrous shots.
Milwaukee’s famous German bratwursts are a must-try for all visitors, and the best place to enjoy this dish is Usinger’s. Other similar establishments include Mader’s and Milwaukee Public Market. For authentic American eats, Leon's Frozen Custard Drive-In offers amazing sloppy-joe burgers.
The Milwaukee Intermodal Station is the city’s main transportation hub. Visitors can catch both buses and trains at this location. The city is served by two airports. The Milwaukee Mitchell International Airport on the southern edge of the city handles commercial flights, while the Lawrence J. Timmerman Airport in the northwest handles private flights.
Station Information
Where is the train station in Winter Park?
Main departure station: 148 W Morse Blvd
There is one train station in Winter Park.
All train stations in Winter Park:
148 W Morse Blvd
Where is the train station in Milwaukee?
Image credit: Adam Moss
Link to image attribution
Image credit: Haydn Blackey
Link to image attributionMain arrival station: Airport - 5601 S 6th St
The Milwaukee Airport Rail Station is located on the western edge of the Milwaukee Mitchell International Airport. The station serves as a rail link for the airport and also as a more accessible transport link for residents living in the south of Milwaukee compared to the central Intermodal Station. Amtrak’s Hiawatha Service is the only train that operates at the station and runs northwards to downtown Milwaukee and southwards to Chicago Union Station, where passengers can change for travel across the entire Midwest region. The airport station also has a shuttle service to the airport terminal.
All train stations in Milwaukee:
Airport - 5601 S 6th St
Intermodal Station - 433 W ST Paul Ave
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