Police said the white pickup was heading west on Fullerton Avenue near North Kildare Avenue around 10:25 p.m. Sunday when it struck the side of a Nissan sedan.
The car plowed into the Fullerton Animal Clinic and the truck smashed into the Immigration Law Office next door. No one was hurt.
Officers gave the pickup driver a sobriety test before taking him into custody.
There is no word yet on charges.
The Sun-Times Media Wire contributed to this report.