Even with a DUI on your record, if you live, say, in the Congdon or Lakeside neighborhoods, you're probably still paying less for your car insurance than someone in Lincoln Park.
Car insurance is, in part, based on your zip code, another "advantage" that people with means probably don't even know they have.
The lack of affordable housing in the Twin Ports is old news; but if you can find a place to rent (that's a big if), how can you hang onto it when rent is so high ... and so's your car insurance? And how can you work to pay the rent and the car insurance without transportation?