Mediterranean family style restaurant in West Loop. We recommend the spicy hummus and pepper broccoli.
Sushi bar in West Loop. Head to their basement speakeasy, Boozebox, after dinner. We recommend the Ecuador roll and Godzilla roll.
Our favorite Chicago deep dish pizza!
Longstanding Irish bar in River North with great wings.
Brad's favorite bar. We recommend the Chicago handshake (an Old Style beer with a shot of Malort on the side).
Winery with outdoor seating on the riverwalk.
Romantic craft cocktail bar in Gold Coast. We recommend the grasshopper.
Rooftop bar in The Loop with a great view of Millennium Park and Lake Michigan.
Bar with outdoor seating on the riverwalk.
Comedy club where many famous comedians began their careers, including Bill Murray, Steve Carrell, Tina Fey, and Chris Farley.
Walk or bike on the Lakefront Trail for some amazing views!
Admission to the zoo is free!