Medici On 57th

Nestled above Roots Pizza, this charming rooftop gem serves delightful farm-to-table New American cuisine amidst a serene garden atmosphere.

Liquor store & pizzeria featuring thin-crust pies & weekly live music in modest digs since 1940.

A cozy gem serving modern soul and Creole dishes, with fast service and a welcoming vibe—perfect for a casual, delicious night out.

Posh high-rise offering elegant rooms & suites with city or lake views, plus fine dining & a spa. In a skyscraper above a shopping mall, this luxury hotel is a 7-minute walk from the Museum of Contemporary Art and 1 mile from Navy Pier. Refined rooms feature city or Lake Michigan views, and come with free Wi-Fi, flat-screen TVs and iPod docks, as well as minibars and marble bathrooms. Suites add sweeping views, separate bedrooms and sitting areas; some have fold-out couches. Amenities include a high-end restaurant serving contemporary cuisine, and a spa with health and beauty treatments. There's also an indoor pool and hot tub, plus a sauna, steam rooms, a gym and a fine art collection. Breakfast is extra.

Discover creative Mexican and Tex-Mex dishes alongside craft cocktails in a chic warehouse setting, complete with a lively atmosphere and multiple bars.

Tucked away in Edgewater, Talard Thai offers a charming cash-only food stall serving authentic Thai delights, perfect for a quick, affordable bite.

Massive, modern sports bar with multiple bars, booths, patio, TVs & basic American bar food.

A charming bubble tea haven in Chinatown, this cozy spot serves up delicious drinks with a side of tasty bites, perfect for late-night cravings.

Soho House Chicago is a stylish retreat with a rooftop pool, inviting lounges, and top-notch service, perfect for those seeking vibrant city vibes and relaxation.

Takeout restaurant serving American comfort food such as gumbo, burgers, and salmon.