City Guides

Search City Guides


Our City Guides is from the point of view of the people we interview. A restaurant cannot be listed in our guides unless it is recommended by one of the tastemakers we’ve featured. We don’t want you to see the restaurant world through our eyes, but rather through the eyes of your favorite tastemakers in every industry. Why us? Why not them?


Gibsons Bar & Steakhouse

Recommended by: Anne Burrell (Chef/Host, Worst Cooks In America), Shanola Hampton (Actress)

This steakhouse is a Chicago staple serving delicious aged meats, superb seafood, stiff drinks, and huge desserts. Always busy, the accommodating staff bustle around the lively space constantly attending to the filled-tables. Make a Reservation “I love Gibsons always for a big fat steak, if you’re a steak person.” – Anne Burrell (Worst Cooks In America)



Recommended by: Jonathan Waxman (Chef/Owner, Barbuto)

Helmed by James Beard Award winner Tony Mantuano, Spiaggia delivers upscale, outstanding Italian cuisine in a warm, formal setting. Mantuano creatively reinvents Italian classics with high-end ingredients, yet is mindful of traditional Italian cooking techniques and traditions. The attentive service combined with beautiful views of Lake Michigan make this a stunning spot to dine. Make [...]


The Terrace at Trump

Recommended by: Erin Andrews (TV Personality)

Floating sixteen floors above Chicago is an ultra-chic terrace lounge with one of the best alfresco views of the city. A curved bar faces the terrace’s edge, allowing you to enjoy a full view of both the Chicago River and Lake Michigan. On Wednesday and Saturday evenings, feast your eyes with Navy Pier’s seasonal fireworks as [...]