The bus between Kissimmee and Chicago takes 27h. The bus service runs several times per day from Kissimmee to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Buses run twice daily between Kissimmee and Chicago. The earliest departure is at 1:13 PM in the afternoon, and the last departure from Kissimmee is at 5:14 PM which arrives into Chicago at 7:15 PM. All services require a transfer at Florida Mall and take an average of 27h. The schedules shown below are for the next available departures.
Arrives next day


26h 1m • 2 changes
Arrives next day


26h • 2 changes
Arrives next day


26h 1m • 2 changes
Arrives next day


26h 1m • 2 changes
Want to know about travelling from Kissimmee to Chicago? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct bus from Kissimmee to Chicago. However, there are services departing from Kissimmee station and arriving at Chicago station via Atlanta Bus Station station. The journey, including transfers, takes approximately 27h.
Kissimmee to Chicago bus services, operated by Lynx Central Florida Transport, depart from Orlando station.
Kissimmee to Chicago bus services, operated by Lynx Central Florida Transport, arrive at Chicago Bus Station.
The distance between Kissimmee and Chicago is 1,610.2 km. The road distance is 1,919 km.
You can take a bus from N Main St & E Cypress St to Chicago Bus Station via Florida Mall, Orlando, and Atlanta Bus Station in around 26h 7m.