📍 The Loop, Chicago

One of the oldest and largest art museums in the world, 300,000+ works across 5,000 years. Seurat Sunday Afternoon, Hopper Nighthawks, and Grant Wood American Gothic all live here....

The single best thing a tourist can do in Chicago -- a 90-minute boat tour down the Chicago River with expert guides explaining 130+ years of architectural history. See Marina City...

The most photographed object in Chicago -- Anish Kapoor 33-foot polished steel sculpture in Millennium Park that reflects the skyline like liquid mercury. Free, open daily, and som...

Twenty-four and a half acres of public art, architecture, and gardens in the heart of downtown. Beyond The Bean, there is the Frank Gehry Jay Pritzker Pavilion, the Crown Fountain ...

103rd floor of the former Sears Tower and the highest public viewing area in the United States. The Ledge is a glass box jutting 4.3 feet out from the building, 1,353 feet above th...

1.25 miles of waterfront path along the Chicago River with wine bars, kayak rentals, restaurants, and public art. City Winery has a riverfront tasting room. Rent a kayak to see the...

The rooftop bar atop the Chicago Athletic Association hotel, with wide views of Millennium Park, The Bean, and Lake Michigan. The cocktails are well-made, the terrace runs long, an...

Intimate fine dining in Printer's Row with seasonal Italian-inspired dishes. One of the most refined restaurants in the South Loop. The pasta tasting is excellent and the wine pair...

Loop Cuban cafe with pressed Cubano sandwiches and strong cafe con leche that has fueled downtown Chicago since 2009. The Cubano is properly pressed with roasted pork, ham, Swiss, ...

Elevated comfort food in a lively gastropub setting across from Millennium Park. Scotch eggs, Guinness-braised short ribs, and a whiskey selection that rivals any bar in the city. ...