Chicago is full of food gems, and each time I visit the city, I make it a point to try new restaurants, preferably black-owned. Chicago is a city in which you’ll find many Southern restaurants because The Great Migration brought the food I’m so accustomed to in Virginia up north and then across the country. Dining at these restaurants always feels familiar in that way, but I also have come to expect and enjoy the surprises that evolution and a geographical change can bring to such classic and time-honored dishes.

Big Jones in Chicago was mentioned on one of my favorite Netflix series High on the Hog, so you know I had to add it to my list. If you can find any type of cuisine in Chicago, it’s Southern food, thanks to the great migration, and Big Jones beautifully marries tradition with a fresh approach to Southern cuisine.

Eating a black-owned restaurants whenever I travel feels particularly important to me, because it’s an experience that makes me feel at home and reminds me of my culture. We may all be in different places, but food connects us by the continuation of traditions that define Southern cooking, and I’ll always be grateful to places like Virtue for that.

Chicago is really a vibe and somewhere you can go many times and never have the same experience. Like every city, there are just some things you absolutely must do while visiting. Here are the top seven I recommend based on what I enjoyed most.

Lula Cafe is a 2024 James Beard Award Nominee for outstanding hospitality and 2020 Michelin Bib Gourmand winner, given to restaurants with best value for money. Having now been, I can attest to both and have been super excited to write this review.

Let’s be very clear. I’ve not tried very many soul food restaurants in Chicago, but I don’t imagine the others being better than Soulé. Chat with me about my experience.

The Museum of Ice Cream is a series of installations packed with treats and interactive games that can make you forget you’re an adult with actual responsibilities. It’s a fun opportunity for photos and the perfect opportunity for play time. Does it get any better than this?

In my short trip, I took a river architecture tour, tried at least a couple Chicago food staples like Harold’s Chicken Shack and Garrett Popcorn, and even attended opening night of Wicked on Broadway. Keep reading to take a dive into my trip.