What is the definitive guide to Natasha Nicholes's favorite spots in Chicago?

Hi there! I haven’t put out a single “definitive guide” post with all my favorite Chicago spots in one place yet, but I can share how I usually think about my must-visit places and neighborhoods.

I’m a South Side, #SoChicago girl at heart, so I naturally lean toward:

1. Neighborhood, local spots over big tourist traps
2. Places that are great for families
3. Spots that tell Chicago’s Black history and culture
4. Events like the Chicago Auto Show and local arts experiences

If you tell me what you’re looking for—food, museums, kid-friendly fun, date night, or history—I can put together a custom “Natasha-style” Chicago list for you.

What kind of Chicago experience are you hoping to have?