Small Group Walking Tour of Chicago The Loop

Highlights

Inclusions

Itinerary

1. 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.

   5 min

2. 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.

   Passes by

3. 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.

   Passes by

4. 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.

   Passes by

5. 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.

   Passes by

6. 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.

   Passes by

Cancellation

Free cancellation up to 24 hours before the experience starts, for a full refund.

Know before you go

How it compares in Chicago

• Its from-price is 69% below the median of the 524 experiences we list in Chicago.
• Its length is typical for the group.
• The operator lists free cancellation on it.

About Chicago

Chicago is a Great Lakes city on Lake Michigan, famed for skyscraper architecture, deep-dish pizza, blues and jazz and a long lakefront of parks.

Chicago rebuilt itself after the fire of 1871 and became the cradle of the skyscraper. The Chicago River runs through the Loop, where tall towers rise, and boat tours explain the architecture from the water. Millennium Park's mirrored Cloud Gate sculpture, known as the Bean, and the Art Institute of Chicago, with its Impressionist paintings, are close together. Willis Tower has a glass-floored observation deck.

Top-ranked sights in Chicago: Navy Pier, Wrigley Building, The Magnificent Mile.

See all 524 experiences in Chicago