Safety these days is an issue almost everywhere. Some of the city’s aggressive homeless panhandlers can be intimidating to those who are not used to it. Yes there are thieves that walk the city streets day and night. To answer your questions- I do take the trains and walk that path late to catch the 12:30 am train Bach to the burbs. So do my adult children when they come into town. We do not take Wacker, We take Michigan to Adams. It’s a bit longer but better patrolled. I am not afraid. I am however vigilant and we all carry pepper spray. Uber and taxis are pretty cheap that short of a distance. Do what make you feel more secure so you can be comfortable and enjoy every part of your trip to the city😊

Anywhere around the building

Best place to get a cab at water tower mall

And there is another place called the Allis they have High Tea also!!

Harry Caray's is a vintage baseball, semi-hokey mini museum with pretty good food for this tourist trap within what was once a destination mall.

Harry Caray’s Freshii Mity Nice Bar & Grill M Burger Are some. Good luck, Hunt

The Water Tower Place parking facility is accessible from Chestnut Street, offering direct indoor access to the shopping center 24 hours a day. Insider Tips. Current parking rates are as follows: $22.00 for 1 hour or less.

Don't thing so... sorry