The average bus between Old Saybrook and Chicago takes 28h 39m and the fastest bus takes 24h 45m. There is at least one bus per day from Old Saybrook 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 Old Saybrook and Chicago. The earliest departure is at 6:25 AM in the morning, and the last departure from Old Saybrook is at 5:37 PM which arrives into Chicago at 6:10 AM. All services require a transfer at Asylum St @ Union Pl and take an average of 28h 39m. The schedules shown below are for the next available departures.
Arrives next day


23h 45m • 2 changes
Arrives next day


23h 48m • 2 changes
Arrives next day


29h 18m • 2 changes
Arrives +2 days


36h 33m • 2 changes
Want to know about travelling from Old Saybrook 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 Old Saybrook to Chicago. However, there are services departing from Old Saybrook station and arriving at Chicago station via Asylum St @ Union Pl. The journey, including transfers, takes approximately 28h 39m.
Old Saybrook to Chicago bus services, operated by CT Transit, depart from Old Saybrook Trans Cntr station.
Old Saybrook to Chicago bus services, operated by CT Transit, arrive at Chicago Bus Station.
The distance between Old Saybrook and Chicago is 1,268.5 km. The road distance is 1,962 km.
You can take a bus from Old Saybrook Trans Cntr to Chicago Bus Station via Asylum St @ Union Pl, Hartford Union Station, Port Authority Bus Terminal, and New York Midtown in around 28h 18m.