The average bus between Brookline and Chicago takes 26h 42m and the fastest bus takes 21h 43m. The bus service runs several times per day from Brookline 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 Brookline and Chicago. The earliest departure is at 12:17 AM at night, and the last departure from Brookline is at 4:42 PM which arrives into Chicago at 1:25 PM. All services require a transfer at Essex St @ Atlantic Ave and take an average of 26h 42m. The schedules shown below are for the next available departures.
Arrives next day


29h 53m • 2 changes
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22h 57m • 2 changes
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29h 53m • 2 changes
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20h 46m • 2 changes
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29h 53m • 2 changes
Arrives next day


20h 46m • 2 changes
Arrives next day


29h 53m • 2 changes
Arrives next day


20h 44m • 2 changes
Want to know about travelling from Brookline 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 Brookline to Chicago. However, there are services departing from Brookline station and arriving at Chicago station via Newark Penn Station station. The journey, including transfers, takes approximately 26h 42m.
Brookline to Chicago bus services, operated by MBTA, depart from Boston station.
Brookline to Chicago bus services, operated by MBTA, arrive at Chicago Bus Station.
The distance between Brookline and Chicago is 1,360.6 km. The road distance is 1,751 km.
You can take a bus from Nubian to Chicago Bus Station via Essex St @ Atlantic Ave, Boston, and Newark Penn Station in around 23h 30m.