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Chicago is known around the world for its architecture. Whether you tour downtown or a neighborhood, our expert docent guides will tell you the stories behind the buildings. Visit iconic skyscrapers, elegant hotels or the legendary houses of Frank Lloyd Wright. With more than 85 tours to choose from, we won't blame you if you can't pick just one.

Recommended Tours

Holiday Lights, City Lights

See downtown Chicago's beautiful city lights at night and see the holiday lights on Michigan Ave. aboard a heated trolley. The tour includes two stops with views of the city and holiday lights. Learn how both man and nature impacted the development of…

Price
$30 public, $27 CAF members
Duration
1.75 Hours
Meet
CAF Shop and Tour Center, 224 S. Michigan Ave.

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Price
$30 public, $27 CAF members
Duration
1.75 Hours
Meet
CAF Shop and Tour Center, 224 S. Michigan Ave.

Hotel Boom

Chicago is experiencing a surge in tourism and historic skyscrapers are being creatively repurposed into chic new hotels. Learn how and why a former athletic club, bank, chemical company, motor club and more were transformed into first class hotels. This…

Price
$20 public, FREE for CAF members
Duration
2 Hours
Meet
CAF Shop and Tour Center, 224 S. Michigan Ave.

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Price
$20 public, FREE for CAF members
Duration
2 Hours
Meet
CAF Shop and Tour Center, 224 S. Michigan Ave.

Hyde Park

In addition to being the site of the 1893 World’s Fair, Hyde Park is also home to the University of Chicago and many significant buildings, including Frank Lloyd Wright’s masterpiece, Robie House. See these sites as well as pre-Chicago Fire houses…

Price
$15 public, FREE for CAF members
Duration
2 Hours
Meet
Rockefeller Memorial Chapel's main entrance, 59th St. and Woodlawn Ave.

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Price
$15 public, FREE for CAF members
Duration
2 Hours
Meet
Rockefeller Memorial Chapel's main entrance, 59th St. and Woodlawn Ave.

Inland Steel Building

As the first skyscraper built within the Loop after World War II, the Inland Steel Building became an instant symbol of Chicago’s prominence as a modern American city in the 20th century. Explore the exterior and interior of this iconic modern masterpiece…

Price
$15 public, FREE for CAF members
Duration
0.75 Hour
Meet
Inside the lobby of the Inland Steel Building, 30 W. Monroe St.

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Price
$15 public, FREE for CAF members
Duration
0.75 Hour
Meet
Inside the lobby of the Inland Steel Building, 30 W. Monroe St.

Italian Language: Historic and Modern Skyscrapers

Grattacieli storici e moderni in Italiano. (This tour in Italian includes both historic and Modern skyscrapers.)

Price
$20 public, FREE for CAF members
Duration
2 Hours
Meet
CAF Shop and Tour Center, 224 S. Michigan Ave.

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Price
$20 public, FREE for CAF members
Duration
2 Hours
Meet
CAF Shop and Tour Center, 224 S. Michigan Ave.

Jackson Boulevard Historic District

This landmark district encompasses the 1500 blocks of W. Jackson Blvd. and W. Adams St., which were home to the high-Victorian styles popular in the late 19th century. This walking tour looks at the homes of several noted Chicagoans of the Victorian era…

Duration
1.5 Hours
Meet
Southwest corner of Jackson Blvd. and Laflin St.

Note: No upcoming departures are currently scheduled for this tour, but CAF offers similar tours that we think you’ll want to learn more about.

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Duration
1.5 Hours
Meet
Southwest corner of Jackson Blvd. and Laflin St.

Jenney and Chicago's Skyscraper Pioneers

William Le Baron Jenney not only created the first metal-frame skyscraper, he also influenced a whole generation of 19th Century architects. Daniel Burnham, Louis Sullivan, William Mundie, William Holabird and Martin Roche all worked for Jenney in the…

Duration
2 Hours
Meet
CAF Shop and Tour Center, 224 S. Michigan Ave.

Note: No upcoming departures are currently scheduled for this tour, but CAF offers similar tours that we think you’ll want to learn more about.

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Duration
2 Hours
Meet
CAF Shop and Tour Center, 224 S. Michigan Ave.

John Hancock Building

Completed in 1970, the Hancock Center dominates the skyline at the north end of Chicago’s Magnificent Mile. Its series of stacked Xs are immediately recognizable, making the Hancock one of the most well-known profiles in the city. While on this 45 minute…

Price
$15 public, FREE for CAF members
Duration
0.75 Hour
Meet
875 N. Michigan Ave., just inside the lower level lobby that is accessed via the sunken plaza.

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Price
$15 public, FREE for CAF members
Duration
0.75 Hour
Meet
875 N. Michigan Ave., just inside the lower level lobby that is accessed via the sunken plaza.

Kenilworth: North Route

Walk Kenilworth's leafy streets, learn the history of the village, view its earliest houses and see other fine examples of residential architecture that were designed between 1893 and the mid-1920s by distinguished Chicago architects.

Duration
2 Hours
Meet
Meet at the Kenilworth Railroad Station at Green Bay Rd. and Kenilworth Ave.

Note: No upcoming departures are currently scheduled for this tour, but CAF offers similar tours that we think you’ll want to learn more about.

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Duration
2 Hours
Meet
Meet at the Kenilworth Railroad Station at Green Bay Rd. and Kenilworth Ave.

Kenilworth: South Route

Kenilworth, the youngest and smallest community on the North Shore, remains today much as it was conceived by its founder, Joseph Sears, in the late 1880s. His dream was to establish a planned community reminiscent of a small English village.

Price
$15 public, FREE for CAF members
Duration
2 Hours
Meet
Kenilworth Railroad Station at Green Bay Rd. and Kenilworth Ave.

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Price
$15 public, FREE for CAF members
Duration
2 Hours
Meet
Kenilworth Railroad Station at Green Bay Rd. and Kenilworth Ave.

Kenwood

Experience the stately neighborhood that was chosen by Chicago's early industrialists, by modern-day innovators and by President Barack Obama. In the Kenwood historic district, discover 19th-century mansions, picturesque coach houses and striking contemporary…

Price
$15 public, FREE for CAF members
Duration
2 Hours
Meet
Woodlawn Ave. and E. Hyde Park Blvd. (51st St.)

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Price
$15 public, FREE for CAF members
Duration
2 Hours
Meet
Woodlawn Ave. and E. Hyde Park Blvd. (51st St.)

Lake Bluff

Explore the fascinating history reflected in the unique designs of the North Shore suburb of Lake Bluff. Trace the history from the formation of the Lake Bluff Camp Meeting Association, and their plans for a resort similar to the Chautauqua movement,…

Price
$15 public, FREE for CAF members
Duration
2 Hours
Meet
Lake Bluff Metra Train Station; 600 N. Sheridan Rd, Lake Bluff

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Price
$15 public, FREE for CAF members
Duration
2 Hours
Meet
Lake Bluff Metra Train Station; 600 N. Sheridan Rd, Lake Bluff

Lake Forest Cemetery

Experience the Lake Forest Cemetery's park-like setting overlooking Lake Michigan in one of Chicago's most beautiful premier suburbs. Hear stories of Lake Forest's founding and those who made their mark from Civil War to modern times.

Duration
2 Hours
Meet
Cemetery gate at far north end of Lake Ave. (parallels Lake Michigan) in Lake Forest

Note: No upcoming departures are currently scheduled for this tour, but CAF offers similar tours that we think you’ll want to learn more about.

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Duration
2 Hours
Meet
Cemetery gate at far north end of Lake Ave. (parallels Lake Michigan) in Lake Forest

Lights, Camera, Architecture!

Moviegoers around the world will tell you that Chicago is a great place to make a film. The city’s unique built environment has co-starred with characters from Ferris Bueller to Batman, the Untouchables to the Blues Brothers. Tour the sites from these…

Price
$15 public, FREE for CAF members
Duration
2 Hours
Meet
401 N. Michigan Ave., in front of the Jack Brickhouse statue

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Price
$15 public, FREE for CAF members
Duration
2 Hours
Meet
401 N. Michigan Ave., in front of the Jack Brickhouse statue

Lincoln Park: From Cemetery to Sculpture Garden

Did you know that, back in the mid-1800s, Lincoln Park came into existence as a cemetery? Today, this lakefront park is a treasured recreation destination, an outdoor gallery of impressive sculpture, and so much more. Enjoy a pleasant walk through beautiful…

Price
$15 public, FREE for CAF members
Duration
2 Hours
Meet
Children’s Fountain at Clark St. and North Ave.

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Price
$15 public, FREE for CAF members
Duration
2 Hours
Meet
Children’s Fountain at Clark St. and North Ave.