Chicago Winery

Next is a high-end culinary haven where Grant Achatz serves innovative tasting menus that pay homage to legendary chefs like Charlie Trotter.

A cozy gem, this funky coffee shop and ice cream parlor serves up delicious drinks and hearty bites in a charming, laid-back atmosphere.

Hip hotel venue offering rooftop drinking & dancing with spectacular city views until late.

Nestled along the Chicago River, this chic Italian eatery serves up irresistible craft pizzas and pastas with stunning skyline views that enhance the dining experience.

Sophisticated hotel offering a rooftop bar & a polished restaurant, plus lake views & a gym. Set at Navy Pier on Lake Michigan, this polished hotel is 2 miles from the Art Institute of Chicago and 3 miles from Interstate 90. Relaxed rooms offer Wi-Fi, flat-screens and minifridges, plus coffeemakers, sitting areas and lake views. Suites add wet bars and separate living areas. Amenities include a sleek restaurant, and a rooftop bar with lake views, as well as a lobby lounge and event space. There's also an exercise room. Parking and breakfast are available.

At the Bongo Room, brunch is an indulgent affair with wildly creative pancake concoctions and savory delights, all served in a lively, cozy atmosphere.

Circa-1937 bar with a revamped yet still retro space & a huge list of old-fashioned cocktails.

Bourbon, craft beer & pub snacks offered in chill, traditional digs with shuffleboard & video games.

Hip Rick Bayless outpost with a generous mezcal collection to pair with modern Mexican plates.

Longtime burger specialist offering a basic menu in a petite dining room with checkered tile floors.