The average bus between Chicago and Winter Park takes 28h 38m and the fastest bus takes 25h 34m. The bus service runs several times per day from Chicago to Winter Park. 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 3 times a day between Chicago and Winter Park. The earliest departure is at 6:10 AM in the morning, and the last departure from Chicago is at 10:50 PM which arrives into Winter Park at 6:28 AM. All services require a transfer at Atlanta Bus Station and take an average of 28h 38m. The schedules shown below are for the next available departures.
Want to know about travelling from Chicago to Winter Park? 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 Chicago to Winter Park. However, there are services departing from Chicago Bus Station and arriving at Orlando Bus Station via Atlanta Bus Station. The journey, including transfers, takes approximately 28h 38m.
Chicago to Winter Park bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Winter Park bus services, operated by Flixbus USA, arrive at Orlando Bus Station.
The distance between Chicago and Winter Park is 1581.6 km. The road distance is 1783 km.
You can take a bus from Chicago Bus Station to New York Ave & Welbourne Ave via Atlanta Bus Station, Orlando Bus Station, John Young Pkwy & Amelia St, and N Garland Ave & W Amelia St in around 26h 6m.
