Cheap train tickets from Kissimmee to Winter Park
Find and compare the best ground travel options in one place.
Trip Summary
There are usually 2 daily train trips available from Kissimmee to Winter Park. Traveling by train from Kissimmee to Winter Park usually takes 54 minutes, but some trains might arrive slightly earlier or later than scheduled.
- Distance
- 22 mi (35 km)
- Fastest train
- 54m
- Lowest price
- $14.00
- Trains per day
- 2
- Most frequent service
- Amtrak Silver Service
- Train lines
- 2
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Kissimmee to Winter Park Train Schedule

There are several train options that can take you from Kissimmee to Winter Park:
See more detailsWhat is the price of a train ticket from Kissimmee to Winter Park?
In the last month, the average price of a train ticket from Kissimmee to Winter Park was $15.24. This is basically as cheap as train fares can get. Good news! You can find the cheapest tickets if you book your trip at least 29 days prior to the travel date. You’ll likely pay around $19.03 more if you wait to book until the last minute.
Average train ticket prices from Kissimmee to Winter Park by travel date
Over the next 30 days, a one-way train trip from Kissimmee to Winter Park will cost between $15 and $18. Book in advance to secure the best price in the next few weeks.
Average train ticket prices from Kissimmee to Winter Park by month
Taking the train from Kissimmee to Winter Park usually costs about the same throughout the year. In general, train ticket prices for this route are fairly consistent, so expect to pay around $15 whenever you decide to travel.
Prices as travel date approaches
The price of train trips from Kissimmee to Winter Park doesn't fluctuate much throughout the year, so you don’t need to book your tickets super far in advance. However, to avoid last-minute price surges or sold-out tickets, we recommend purchasing your train tickets at least 48 hours before departure.
Which train should you take from Kissimmee to Winter Park?
2 train services operate from Kissimmee to Winter Park. However, each train line only offers one daily trip.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak Floridian | 1 | 55m | $16.96 |
| Amtrak Silver Service | 1 | 54m | $18.30 |
Amtrak Floridian train tickets from Kissimmee to Winter Park start from $14, and on average cost $16.96. Daily there are 1 Amtrak Floridian schedules to Winter Park. Amtrak Floridian in Kissimmee leaves from Grand Central Station - 111 E Dakin Ave. And in Winter Park trains arrive at 148 W Morse Blvd.
From Kissimmee to Winter Park train travel on Amtrak Floridian takes 0 hours and 55 minutes.
If you are looking to travel to Winter Park on a weekend there is typically one Amtrak Floridian scheduled trip per day, which will cost $14 for a one-way weekend reservation from Kissimmee.
The Silver Service is an Amtrak train line that runs from New York City to Miami, connecting the largest cities in the Mid-Atlantic region with key destinations in the South and many places across the Sunshine State. Two trains, the Silver Meteor and Silver Star, collectively comprise the Silver Service. The trains come equipped with a variety of sleeper cars that travelers taking an overnight train can choose from, as well as a variety of amenities like free WiFi, power outlets, and a café car. One-way train tickets for the Silver Service from Kissimmee to Winter Park start from $15 and the average train journey lasts about 0 hours and 54 minutes.
Frequently asked questions about traveling by train from Kissimmee to Winter Park
Trains leave the station in Kissimmee twice a day, so there are a couple of options depending on your preferred travel time. Luckily, both trains will get you to Winter Park with direct service. While there might still be stops along the way, you will not need to get off or switch trains. You can also take a train for your return trip from Winter Park to Kissimmee.
Trains per day
2
Direct trains
2
The distance between Kissimmee and Winter Park is approximately 22 miles, or 35 kilometers. The average train journey between these two cities takes 54 minutes, It's a short and pleasant ride; the train is a perfect way to get to Winter Park.
Distance (mi)
22
Distance (km)
35
The earliest train departs Kissimmee at 11:57am while the last train of the day leaves at 6:10pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
First train
11:57am
Last train
6:10pm
Trains from Kissimmee to Winter Park are the most crowded on Tuesday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider traveling on Saturday instead, as it tends to be the least crowded day of the week.
Busiest
Tuesday
Least crowded
Saturday
City Information
Kissimmee



A small town in central Florida, Kissimmee is a popular destination for fans of amusement parks and other landmarks. The city is very close to many different amusement parks, including the world-famous Walt Disney World Resort, which is why Kissimmee is a popular place to stay for park-goers. Other surrounding amusement parks to check out include the Universal Orlando Resort and the SeaWorld Parks & Resorts. If amusement parks are not your thing, you could also check out the local Titanic: The Artifact Exhibition, which showcases artifacts related to the ill-fated ship. And don't miss the Bok Tower Gardens, which offers an amazing green space for picnics.
If you wish to try the best dishes in town, try Del Frisco's Double Eagle Steak House, which offers some of the best authentically American steaks in town, coupled with fine wine. Another great choice is Jaleo, run by the award-winning chef José Andrés.
The principal train station in Kissimmee is the Grand Central Station, which serves Amtrak Silver Service trains. The main bus station is located at 1979 E Osceola Pkwy. Both bus and train service connect Kissimmee to cities including Orlando, Miami, Atlanta, and more.
Winter Park

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.
Station Information
Where is the train station in Kissimmee?
Main departure station: Grand Central Station - 111 E Dakin Ave

The Kissimmee Amtrak Station is located at 111 E Dakin Ave in Kissimmee, Florida. The station is served by Amtrak's Silver Star and Silver Meteor trains, plus SunRail, the area's commuter rail system. The station has a waiting room and restrooms but no free WiFi. Luckily, you can connect to WiFi once on the train! Because the station is in downtown Kissimmee, many coffee shops, bars, and restaurants are within a short walk.
All train stations in Kissimmee:
- Grand Central Station - 111 E Dakin Ave
Where is the train station in Winter Park?
Main arrival station: 148 W Morse Blvd
Winter Park has one train station.
All train stations in Winter Park:
- 148 W Morse Blvd
Need a return trip from Winter Park to Kissimmee?
Search Train TicketsPlan your next adventure
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Continue by train from Winter Park
- Winter Park to North Charleston Train$90+
- Winter Park to Fort Lauderdale Train$34+
- Winter Park to Sarasota Train$39+
- Winter Park to Miami Train$34+
- Winter Park to Newark Train$211+
- Winter Park to Deerfield Beach Train$33+
- Winter Park to Tampa Train$17+
- Winter Park to Charlotte Train$171+
- Winter Park to Savannah Train$55+
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