If you live in Chicago and are a decent person, you have two choices: move somewhere else or carry all the time and hope for the best.
I’d move. If I had kids, I’d leave today.
IMO, living in America is going become more and more dangerous. Until the number of good guys carrying weapons far out numbers the number of bad guys carrying, it will get worse.
Back in 1972, my dad (54 at the time) was shot (hit 3x) coming home from working in the city (Chicago). He commuted using the L-train and parked his car nearby. It was not the best neighborhood. He was lucky to run away from them and get back to the train station. Got on the next train heading west and wound up at Lorreto hospital where he was saved from bleeding to death.
We moved to western suburbs within one year which probably saved my life as I was also “hanging around” with the wrong people. Get out of Chiraq if you can.
Carrying all the time won’t protect you or anyone else from stray shots.