The collision happened just before 8:00 a.m.
It all began when an officer tried to pull over a van for a routine traffic stop.
Police say the driver of the van, identified as 47-year-old Orlando Jackson, took off and hit another police car, which had been called in for backup, at 59th and Race.
That police car then hit the side of a school building.
Jackson continued on, police say, but then crashed into more cars at 59th and Chestnut.
Wayne Baxter lost two cars in the crash.
"It's not hitting me right now, but it's going to hit me tomorrow when I see both of my vehicles not out here," he said."
Baxter and neighbor Ezra Edwards are now wondering what to do next.
"I don't know how I'm going to get to work tonight," Baxter said.
"I use my vehicle for work. That's my livelihood. I'm a courier," said Edwards.
An officer in the cruiser that was struck was taken to the Hospital of the University of Pennsylvania and was listed in stable condition.
Jackson is in custody.