Michigan–Wacker Historic District

The DuSable Bridge (formerly the Michigan Avenue Bridge) is a bascule bridge that carries Michigan Avenue across the main stem of the Chicago River in downtown Chicago, Illinois, United States. The bridge was proposed in the early 20th century as part of a plan to link Chicago's south side and north side parks with a grand boulevard. Construction of the bridge started in 1918, it opened to traffic in 1920, and decorative work was completed in 1928. The bridge provides passage for vehicles and pedestrians on two levels. An example of a fixed trunnion bascule bridge (which is also known as a "Chicago style bascule bridge"), it may be raised to allow tall ships and boats to pass underneath. The bridge is included in the Michigan–Wacker Historic District and has been designated as a Chicago Landmark. The location is significant in the early history of Chicago, connecting on the north near the 1780s homestead site of Jean Baptiste Point du Sable and on the south the early 19th century site of Fort Dearborn. Events from the city's past are commemorated with sculptures and plaques on the bridge, and exhibits in the McCormick Bridgehouse & Chicago River Museum—housed in one of the bridge tender houses—detail the history of the Chicago River.

The London Guarantee Building or London Guaranty & Accident Building is a historic 1923 commercial skyscraper whose primary occupant since 2016 is the LondonHouse Chicago Hotel. Formerly, for a time named the Stone Container Building, it is located near the Loop in Chicago, and is one of four 1920s skyscrapers that surround the Michigan Avenue Bridge (the others are the Wrigley Building, Tribune Tower and 333 North Michigan Avenue) and is a contributing property to the Michigan–Wacker Historic District. It stands on part of the former site of Fort Dearborn. The building was designated a Chicago Landmark on April 16, 1996.

333 North Michigan is a skyscraper in the art deco style located in the Loop community area of Chicago, Illinois in the United States. Architecturally, it is noted for its dramatic upper-level setbacks that were inspired by the 1923 skyscraper zoning laws. Geographically, it is known as one of the four 1920s flanks of the Michigan Avenue Bridge (along with the Wrigley Building, Tribune Tower and the London Guarantee Building) that are contributing properties to the Michigan–Wacker Historic District, which is a U.S. Registered Historic District.Additionally, it is known as the geographic beneficiary of the jog in Michigan Avenue, which makes it visible along the Magnificent Mile as the building that seems to be in the middle of the road at the foot of this stretch of road (pictured at left). The building was designed by Holabird & Roche/Holabird & Root and completed in 1928. It is 396 feet (120.7 m) tall, and has 34 storeys. It was designated a Chicago Landmark on February 7, 1997. It is located on the short quarter mile stretch of Michigan Avenue between the Chicago Landmark Historic Michigan Boulevard District and the Magnificent Mile. The building is managed and leased by MB Real Estate. Designed by John Wellborn Root, Jr., the building's long and narrow footprint and towering structure are a tribute to Root's father John Wellborn Root's earlier Chicago Monadnock Building; Louis Sullivan's tall-building canon; and Eliel Saarinen's second-prize entry in the Tribune Tower design contest. The building was such a success that Holabird and Root took commercial residence there. The building's long and slender design optimized use of natural lighting. The building's interior represents Prohibition era modernism, especially its Art Deco Tavern club.The building is embellished by a polished marble base, ornamental bands, and reliefs depicting frontiersmen and Native Americans at Fort Dearborn, which partially occupied the site.

WCLM was a radio station operating on 101.9 FM in Chicago between 1957 and 1966. The station lost its broadcast license over several violations, the most notable of which was the use of its subsidiary communications authority (SCA) subcarrier facility to telecast the results of horse races on an additional audio channel.

Fort Dearborn was a United States fort built in 1803 beside the Chicago River, in what is now Chicago, Illinois. It was constructed by troops under Captain John Whistler and named in honor of Henry Dearborn, then United States Secretary of War. The original fort was destroyed following the Battle of Fort Dearborn during the War of 1812, and a second fort was constructed on the same site in 1816. By 1837, the fort had been de-commissioned. Parts of the fort were lost to the widening of the Chicago River in 1855, and a fire in 1857. The last vestiges of Fort Dearborn were destroyed in the Great Chicago Fire of 1871. The site of the fort is now a Chicago Landmark, located in the Michigan–Wacker Historic District.

A bronze bust of Jean Baptiste Point du Sable by Erik Blome is installed in Chicago, in the U.S. state of Illinois.

The Wrigley Building is a skyscraper located at 400–410 North Michigan Avenue on Chicago's Near North Side. It is located on the Magnificent Mile directly across Michigan Avenue from the Tribune Tower. It was built to house the corporate headquarters of the Wrigley Company.

Mather Tower (later Lincoln Tower, as designated on the Michigan–Wacker Historic District roster; now identified primarily by its address) is a Neo-Gothic, terra cotta-clad high-rise structure in Chicago, Illinois, United States. It is located at 75 East Wacker Drive in the downtown "loop" area, adjacent to the Chicago River. The 521-foot (159 m)-high building is sometimes called "The Inverted Spyglass" by Chicagoans due to its highly unusual design, an 18-story octagonal tower atop a more conventional 24-story rectangular "box." Briefly the tallest building in Chicago at the time of its completion in 1928, it remains the city's most slender high-rise structure at only 100 by 65 feet (30 by 20 m) at its base. The interior space within the upper octagonal spire contains the least square footage per floor of any Chicago skyscraper.It was designed by Herbert Hugh Riddle (1875–1939), the architect of the Chicago Theological Seminary, as headquarters for the Mather Stock Car Company, a builder of rail cars for transporting livestock. Its design was greatly influenced by the pioneering Chicago Zoning Ordinance of 1923, which placed no limit on the height of new buildings as long as the surface area of the structure's uppermost floor did not exceed 25% of its footprint. This resulted in a multitude of tall, slender, "setback" towers, of which the Mather is an extreme and unusual example. The top floor of the octagonal spire has only 280 square feet (26 m2) of floor space.Mather Company's founder, Alonzo Mather (a descendant of Cotton Mather) is said to be responsible for a number of the building's distinctive design features, including the octagonal tower. Initial plans called for construction of a second, identical building on North Michigan Avenue, behind the Mather and connected to it by a ground-floor arcade, but onset of the Great Depression in 1929 forced its cancellation.By the 1990s the building had fallen into significant disrepair. In 2000 the 4-story "cupola" at the top of the building was demolished because of structural deterioration and safety concerns, after chunks of terra cotta began falling from the facade. Damage was sufficiently extensive that consideration was given to dismantling the remaining 17 stories of the octagonal spire as well.In 2000 Masterworks Development Corporation purchased the structure and undertook a complete restoration. In November 2002, the final phase of the project was initiated when a helicopter lifted the steel framework for a new cupola from a river barge to the top of the tower.The lower, rectangular portion of the building currently houses the River Hotel, while the octagonal upper stories are occupied by a branch of the Club Quarters chain of membership corporate accommodations. Mather Tower was designated a Chicago Historic Landmark in 2001, and in 2006 it received a National Preservation Honor Award from the National Trust for Historic Preservation.

The Chicago Architecture Center (CAC), formerly the Chicago Architecture Foundation, is a nonprofit cultural organization based in Chicago, Illinois, United States, whose mission is to inspire people to discover why design matters. Founded in 1966, its programs include public tours and programs, most notably the docent-led architecture cruise on the Chicago River, and other tours in the Chicago area. The river cruise is ranked in the top ten tours in the U.S. by TripAdvisor users. CAC includes conference and exhibition space, including a scale model of downtown Chicago.

Moose (W-02-03) is a sculpture of a moose by John Kearney on the Magnificent Mile in front of 401 North Michigan and across Michigan Avenue from the Wrigley Building in the Near North Side community area of Chicago, Illinois. It is a welded steel (chrome bumpers) work of art created in between 2002 and 2003. Its dimensions are 8 ft 9 in (2.67 m) x 4 ft 2 in (1.27 m) x 9 ft 0 in (2.74 m)The sculpture was part of the Artists & Automobiles (June 16 – October 15, 2006) summer public art display at the Chicago Cultural Center of artwork from recycled automobiles. The display was co-hosted by the City of Chicago Department of Cultural Affairs' Public Art Program and Allstate in honor of the 75th anniversary of Allstate's founding in Chicago.

Apple Michigan Avenue is a retail location of Apple Inc., in the Near North Side, Chicago, United States. It is in the luxury shopping district of Magnificent Mile, adjacent to Pioneer Plaza. The store is considered one of several Apple flagship locations and the preeminent store for Apple in Chicago and the Midwest. The store's first location was originally at 679 North Michigan Avenue. In 2017, it moved to its current location at 401 North Michigan Avenue.

A full-length statue of Benito Juárez, who served as president of Mexico from 1858 to 1872, is installed in the Plaza of the Americas, along Michigan Avenue, just north of the Wrigley Building in Chicago, Illinois.The 16-foot statue was donated to the city by the counsel general of Mexico in February 1999, and replaces a bust given by the Mexican President in 1977.