Culture
- Best Artist to Collect Now
- Best Breakout Star
- Best Celebrity Nerd
- Best Cooking School for Date Night
- Best Debut Novel
- Best Emerging Playwright
- Best Experimental Comedian
- Best Funny Nights
- Best Gym for Cross-Training
- Best Gym for Moms (and Moms-to-Be)
- Best Indie Book Publisher
- Best of Instagram
- Best Music Class for Kids
- Best Neighborhood Art Gallery
- Best Neighborhood Art Museum
- Best New Hotel
- Best New Thrill
- Best New-Music Series
- Best Nostalgia Trip
- Best Public Sculpture Series
- Best Rising Rapper
- Best Showcase for Chicago Artists
Dining & Drinking
- Best Artisanal Beer Hall
- Best Authentically Local Alternative to Eataly
- Best Bakery for Kids
- Best Bar Food
- Best Booze-Free Drinks for Adults
- Best Cocktail the Size of Your Head
- Best Craft Malört
- Best Doughnut Hybrid
- Best Ethnic Fine Dining
- Best Ice-Cream Sandwich
- Best Farm-to-Table Everything
- Jeff Ruby's Picks
- Best Michigan Avenue Lunch Spot
- Best Outdoor Bar Scene
- Best Place for a Portlandia Experience
- Best Taproom
- Best Vodka for Locavores
- Best of the Hoods
Shopping & Style
- Best Alternative to Ikea
- Best Baby Boutique
- Best Bike Shop Mash-up for Kids
- Best Boutique for Handmade Stuff
- Best Design Shopping Event
- Best of Etsy
- Best Home Store Expansion
- Best Interior Design Company for People who Hate Beige
- Best Jewelry Boutique
- Best Kids' Clothing Import
- Best Nail Artist
- Best New Clothing Boutique for Men and Women
- Best New Salon