Trains leaving tomorrow
One passenger / one way
- This trip is recommended because it is: Cheapest + FastestDeparture time: June 16 atDeparture city: ChicagoDeparture location: Chicago (Union Station), ILArrival time: June 18 atDestination city: KissimmeeDestination location: SunRail StationOperated by: Amtrak
Vehicle: TrainDuration: - Departure time: June 16 atDeparture city: ChicagoDeparture location: Chicago (Union Station), ILArrival time: June 18 atDestination city: KissimmeeDestination location: SunRail StationOperated by: AmtrakVehicle: TrainDuration:
- Departure time: June 16 atDeparture city: ChicagoDeparture location: Chicago (Union Station), ILArrival time: June 18 atDestination city: KissimmeeDestination location: SunRail StationOperated by: AmtrakVehicle: TrainDuration:
Accepted payments
Compare 2 ways to go from Chicago to Kissimmee.
Busbud recommends taking the bus from Chicago to KissimmeeAmong the sustainable travel choices, the bus stands out as the good way to reach Kissimmee. The journey takes about 1 day, 6 hours 5 minutes and with fares starting at just $92, it presents an excellent value for a comfortable ride.
Train Chicago to Kissimmee: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5206 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $228.00
Chicago to Kissimmee Train
Busbud shows you the best train ticket fares and train schedules so you can easily plan and book a trip by train from Chicago to Kissimmee.
We make sure you can find a train service from Chicago to Kissimmee from the most reliable train companies operating this trip.
Whether it is train tickets or first class train tickets going to Kissimmee from Chicago, we help you find what you're looking for based on how much of a budget you have.
Frequently asked questions for your trip Chicago - Kissimmee
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to Kissimmee was searched and found on Jun 14, 2025 with a price of $270To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Kissimmee, as early as possible.
You can expect to pay from $270 to $2,419 for a train ticket from Chicago to Kissimmee based on the last 2 days. You can expect to find the cheapest price for the trip at $328 which is on 2025-06-17.
About Train Travel
Train Travel Tips
Do you like to go fast? With high-speed trains going faster than 300 km/h on certain routes, the time will fly by. Taking a train between Chicago and Kissimmee is also a great way to travel to arrive in the city centre and save more time for your stay in Kissimmee.
Regional train? High-speed train? Whichever train to Kissimmee you take, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.
By choosing the train between Chicago and Kissimmee, you emit up to 30 times less CO2 than for the same journey made by plane or car!
Make a music playlist for your train ride from Chicago to Kissimmee, and enjoy the scenery to tunes from your own personal soundtrack.
Did you know?
The first high-speed train line was inaugurated in 1964, in Japan, to connect Tokyo with Osaka. It was during the Olympics that the first passengers traveled aboard the Shinkansen at a speed of 210 km / h.
The magnetic levitation train (Maglev for short) is currently the fastest train in the world. With a speed of 603 km/ h, it is closely followed by the French high-speed train (574.8 km / h) which remains in 2020, the fastest train to date
Some trains in Sweden can recover more than a fifth of the energy they use by braking. This is especially true with ore trains as they descend from Narvik to Kiruna.
Top Traveled Train Routes
Why choose Busbud?
The Best Way To Book Bus and Train Tickets
Busbud.com makes it easy for you to find, compare and book city-to-city bus tickets, all over the world. We save you the extra trip to the bus station. Use Busbud to book your trip online, in your own language and currency, wherever you are. With Busbud, you can buy tickets with confidence. We ensure that you make the most out of your bus trip by partnering up with reliable bus companies from all around the world such as Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others.
People from around the world trust Busbud
Popular Trains Connecting Chicago
Trains Leaving from Chicago
Popular Trains Connecting Kissimmee
Trains Going to Kissimmee
Popular train trips
Top Routes Worldwide
- Train from Wells to Fargo
- Train from Richmond to Richmond
- Train from Detroit to Red Wing
- Train from Wilmington to Wilmington
- Train from Los Angeles to Glendale
- Train from Niagara Falls to Ontario
- Train from Washington to Leavenworth
- Train from Waterloo to Buffalo
- Train from Saratoga Springs to New York
- Train from New York to Saratoga Springs
- Train from Washington to Everett
- Train from Seattle to Washington
- Train from Salem to Washington
- Train from Jacksonville to Jacksonville
- Train from Vancouver to Washington