Deep Red Wine Merchant

Acadia is a chic South Loop destination where Chef Ryan McCaskey crafts innovative New American dishes inspired by his Maine roots, all in a sleek, upscale setting.

Nestled in Pilsen's charming Heart of Italy, this cozy Italian spot dazzles with vibrant murals, hearty portions, and a welcoming, familial vibe.

Nestled in Hyde Park’s Sophy Hotel, Mesler Kitchen serves up chic, seasonal New American dishes in a stylish setting, complete with craft cocktails and cozy outdoor vibes.

Step into the charming Music Box Theatre, a vintage gem from 1929 showcasing a mix of indie and classic films, complete with organ serenades and a cozy lounge.

Arami is a chic sushi haven where high-quality rolls and thoughtful omakase shine amidst a cozy, sophisticated atmosphere and impressive sake selections.

Lou Malnati's is a beloved family-run pizzeria dishing out iconic Chicago deep-dish with a buttery crust and fresh ingredients across its numerous locations.

Nestled in Logan Square, Dos Urban Cantina serves up modern Mexican fare with a twist, featuring bold flavors, vibrant decor, and standout cocktails alongside must-try desserts like their renowned chocolate cake.

Tucked inside a gas station, El Tragón Taqueria serves up mouthwatering Jalisco-style tacos and quesabirria, along with a fun BYOB vibe.

This trendy West Loop spot serves up sensational sundae-style donuts and gelato, perfect for a sweet stroll—even if seating is limited.

Step into the California Clipper, a vintage gem that marries 1930s charm with a modern cocktail twist, all under sultry red lights and soothing live music.