I had an Uber from the southside to Midway, and I felt like just getting into his car I was being set up in a sting operation. I (white guy) shrunk down in the back seat the entire time. The dude was nice, but holy shit what does CPD think when white guys get in the backs of gangbanger's cars (yes, my driver was nice but sketchy, and his car was exactly the mid-90s low-riding Pontiac you see around here getting busted all the time). I felt like I was his "ride" while he circled the southside between drug pickups. It gave him an "out."
On the flip side, had an awesome middle aged white woman take us from A to B on the northside of Chicago. She was doing it as a part-timer and super nice.
I guess my point is that maybe with taxi companies you at least could/should have a hiring/interview process? I'll plead ignorance to the Uber/Lyft process, but is there even an interview? It's just hit or miss in Chicago.