The average bus between Woods Hole and Chicago takes 32h 17m and the fastest bus takes 25h 25m. There is at least one bus per day from Woods Hole 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 once daily between Woods Hole and Chicago. The earliest departure is at 1:00 PM in the afternoon, and the last departure from Woods Hole is at 4:00 PM which arrives into Chicago at 6:10 AM. All services require a transfer at Boston, South Station and take an average of 32h 17m. The schedules shown below are for the next available departures.
Arrives next day


25h 25m • 2 changesArrives +2 days


39h 10m • 2 changesArrives next day


25h 25m • 2 changesArrives +2 days


39h 10m • 2 changesWant to know about travelling from Woods Hole 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 Woods Hole to Chicago. However, there are services departing from Woods Hole station and arriving at Chicago station via Boston South Buses. The journey, including transfers, takes approximately 32h 17m.
Woods Hole to Chicago bus services, operated by Plymouth & Brockton, depart from Woods Hole Terminal station.
Woods Hole to Chicago bus services, operated by Plymouth & Brockton, arrive at Chicago Bus Station.
The distance between Woods Hole and Chicago is 1,406.2 km. The road distance is 2,041 km.
You can take a bus from Woods Hole Terminal to Chicago Bus Station via Boston, South Station, Boston, and Newark Penn Station in around 28h 40m.