Discover the Rookery Building, one of Chicago's most iconic historic skyscrapers. Admire its stunning architecture and step inside to see the beautiful lobby redesigned by Frank Lloyd Wright. Learn how this pioneering building helped shape modern skyscraper design and became a symbol of Chicago's architectural innovation.

Stand before the iconic Chicago Board of Trade Building, a masterpiece of Art Deco architecture and one of the city's most important financial landmarks. Learn how Chicago grew into a global trading powerhouse, discover the fascinating history of the world's first futures exchange, and admire the impressive details of one of the city's most photographed skyscrapers.

Admire Calder's Flamingo, the monumental bright-red sculpture that dominates Chicago's Federal Plaza. Discover how Alexander Calder's innovative design brought movement and color to the city's financial district while learning about Chicago's world-renowned collection of public art and its close relationship with architecture.

Stand at the official starting point of Historic Route 66, one of the world's most famous highways. Capture a photo beside the iconic "Begin Route 66" sign and discover how this legendary road became a symbol of exploration, opportunity, and the American Dream, inspiring generations of travelers from Chicago all the way to California.

See the exterior of the iconic Art Institute of Chicago, one of the world's leading art museums. Admire its impressive Beaux-Arts architecture and the famous bronze lions at its entrance while learning about the museum's rich history and the masterpieces housed inside, making it one of Chicago's most celebrated cultural institutions.

Explore the highlights of Millennium Park, Chicago's most famous urban park. Discover its striking blend of art, architecture, and green spaces while learning about the park's remarkable transformation into one of the city's top attractions. Along the way, you'll see iconic landmarks such as Cloud Gate ("The Bean"), Crown Fountain, and the Jay Pritzker Pavilion.