Sweetwater Tavern & Grille (Michigan Plaza - Chicago)

A quirky dive bar by Second City, boasting a cash-only policy, vibrant funky art, and an old-school jukebox, perfect for laid-back hangs.

This bustling bi-level Italian spot in Chicago offers a lively yet relaxed atmosphere, serving up delicious small and large plates alongside great wine and cocktails.

Tama in Bucktown redefines Mediterranean dining with inventive dishes and a cozy, inviting vibe that feels both upscale and approachable.

Storied chain serving high-end steakhouse fare, seafood & diverse wines in clubby surrounds.

Theatergoer mainstay serving steak, seafood & other Italian-esque American eats in a swanky setting.

Cozy spot specializing in Mediterranean fare grilled over a wood fire with wines & Turkish coffee.

Nestled just steps from the Magnificent Mile, this chic hotel boasts sweeping city views, stylish rooms, and a superbly welcoming staff to elevate your stay.

Fashionable bar & deck for craft cocktails & beers on the 94th floor with panoramic city views.

S.K.Y. offers a vibrant fusion of New American dishes with global twists in an inviting atmosphere, perfect for indulging in culinary adventures.

"Adalina is an upscale, modern Italian restaurant in the Gold Coast, led by Michelin-starred chef and Top Chef alum Soo Ahn. The menu blends traditional Italian flavors with contemporary innovations, earning recognition for the best pasta in Chicago, complemented by a romantic ambiance and a thoughtfully curated beverage and wine program."