Ann Sather

Tucked inside the sleek Le Méridien Essex, Grant Park Bistro serves up a vibrant mix of pasta, burgers, and classic French fare, making it a cozy spot for brunch or dinner with lovely street views.

Nestled in Bridgeport, Maria's is your go-to neighborhood bar and liquor store combo, boasting a stellar craft beer lineup and tasty Korean-Polish bites from Kimski.

The Allis at Soho House is a chic hangout that serves fresh juices and pastries by day, transforming into a vibrant bar scene at night, perfect for relaxed bites and leisurely high tea.

Savanna is a cozy brunch spot blending classic and unique breakfast dishes, where friendly service and vibrant flavors from Latin cuisine shine.

Tucked in the River North area, this sleek hotel boasts stylish rooms, a pizzeria, and a rooftop deck—perfect for a cozy getaway just a stroll from Navy Pier.

Joe's Seafood, Prime Steak & Stone Crab is a chic, old-school spot in River North, celebrated for its buttery stone crab and perfect steaks, all served by tuxedo-clad staff in an elegant setting.

Ranalli's in West Loop is a vibrant sports bar offering 33 TVs for game-watching, delicious tavern-style pizzas, and a free shuttle to the United Center.

Ciao Ciao Gelato & Cafe in Portage Park dazzles with 46 rotating flavors of rich Italian gelato, plus delightful pastries and a cozy vibe perfect for summer nights.

At RPM Steak, an upscale River North steakhouse co-owned by celebrity couple Giuliana and Bill Rancic, indulge in expertly executed meats and luxe sides, all wrapped in a swanky, modern vibe perfect for celebrations or a night out.

TriBecca's Sandwich Shop in Avondale delivers a cozy spot for satisfying sandwiches like their unique Cubano and indulgent Horseshoe, plus inventive potato donuts.