The average bus between Chicago and Ossining takes 36h 41m and the fastest bus takes 34h 58m. The bus runs, on average, 6 times per week from Chicago to Ossining. 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 6 times a week between Chicago and Ossining. The earliest departure is at 12:25 PM in the afternoon, and the last departure from Chicago is at 7:15 PM which arrives into Ossining at 7:13 AM. All services require a transfer at New York Midtown and take an average of 36h 41m. The schedules shown below are for the next available departures.
Want to know about travelling from Chicago to Ossining? 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 Ossining. However, there are services departing from Chicago station and arriving at Ossining station via New York Midtown. The journey, including transfers, takes approximately 36h 41m.
Chicago to Ossining bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Ossining bus services, operated by Flixbus USA, arrive at New York Midtown station.
The distance between Chicago and Ossining is 1,147.6 km. The road distance is 1,497 km.
Flixbus USA operates a bus from Chicago Bus Station to New York Midtown twice daily. Tickets cost $130–230 and the journey takes 17h 5m.
