The average bus between South Station and Chicago takes 25h 33m and the fastest bus takes 21h 10m. The bus service runs several times per day from South Station 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 South Station and Chicago. The earliest departure is at 1:30 AM at night, and the last departure from South Station is at 5:15 PM which arrives into Chicago at 1:25 PM. All services require a transfer, and take on average 25h 33m. The schedules shown below are for the next available departures.
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25h 10m • 1 changeArrives next day

21h 10m • 1 changeArrives next day

29h 40m • 1 changeArrives next day

23h 20m • 1 changeArrives next day

29h 40m • 1 changeArrives next day

21h 10m • 1 changeWant to know about travelling from South Station 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 South Station to Chicago. However, there are services departing from South Station station and arriving at Chicago station via Newark Penn Station station. The journey, including transfers, takes approximately 25h 33m.
South Station to Chicago bus services, operated by Flixbus USA, depart from Boston station.
South Station to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Book your South Station to Chicago bus tickets online with Flixbus USA and Greyhound USA.
The distance between South Station and Chicago is 1,365.9 km. The road distance is 1,757 km.
You can take a bus from Boston to Chicago Bus Station via Newark Penn Station in around 22h 40m.