Bilandic Building

Randolph Tower, formerly known as the Steuben Club Building, is a historic Gothic Revival skyscraper in Downtown Chicago. The building was constructed in 1929 and designed by architect Karl M. Vitzthum, who designed another Chicago landmark, the historic One North LaSalle Building. Randolph Tower was built for the Steuben Club of Chicago to promote German-American heritage. After the first World War, American citizens of German descent sought to found clubs to serve as a testimonial of their loyalty to the ideals of American citizenship. The first 25 floors were built for retail and offices and the club was located at the top floors. Several of the tenants were also club members.Randolph Tower is recognizable for its terra-cotta clad exterior and was depicted in the 2009 film Public Enemies as a hangout for the main character, John Dillinger, who dated one of the coat-check girls. The city of Chicago designated the structure a landmark on July 26, 2006. On May 22, 2007, the building was officially listed on the National Register of Historic Places listings in Central Chicago. Randolph Tower was added to the National Register of Historic Places on May 22, 2007. In 2011, the building began receiving an exterior renovation and remolding of the interior by Randolph Tower Development Company where it is now used as an apartment building with 312 apartments. The renovation was completed in 2012.

The Cadillac Palace Theatre (originally known as the New Palace Theatre) is operated by Broadway In Chicago, a Nederlander company. It is located at 151 West Randolph Street in the Chicago Loop area.

120 North LaSalle is a 501 ft (153m) high-rise office building in Chicago, Illinois. It was constructed from 1989 to 1992. It is the 89th tallest building in the city. The building is LEED Gold-certified under the LEED EB&OM (Existing Buildings & Operations and Maintenance) program. Above the main entrance is a mosaic mural, by artist Roger Brown, depicting Daedalus and Icarus. It was commissioned by the architects and Ahmanson Commercial Development Company in 1991.

Randolph/Wells was a station on the Chicago Transit Authority's Loop. The station was located at 150 North Wells Street in downtown Chicago. Randolph/Wells opened on October 3, 1897, and closed just after midnight on July 17, 1995; the station and Madison/Wells were replaced by Washington/Wells.A small remaining portion of the original station platform contains a shed housing automatic switching equipment for Tower 18.

The Sherman House was a hotel in Chicago, Illinois that existed from 1837 until 1973, with various iterations standing at the same site at the northwest corner of Randolph Street and Clark Street. Long one of the city's major hotels, the hotel declined in the 1950s, closed in 1973, and its building was demolished in 1980 to make room for the James R. Thompson Center.

The James R. Thompson Center (JRTC), originally the State of Illinois Center, is a postmodern-style civic building designed by noted architect Helmut Jahn, located at 100 W. Randolph Street in the Loop district of Chicago. It houses offices of the Illinois state government and serves as a secondary capitol for the State of Illinois in the most populated city and county of the state. It is considered one of the most significant postmodern buildings in the city of Chicago.

Chicago City Hall is a 10-story building that houses the official seat of government of the City of Chicago in Illinois. Adjacent to the Richard J. Daley Center and the James R. Thompson Center, the building that includes Chicago City Hall houses the offices of the mayor, city clerk, and city treasurer; some city departments; aldermen of Chicago's various wards; and chambers of the Chicago City Council on the west side of the building. The building's east side (called County Building) is devoted to the various offices of Cook County, including chambers for the Cook County Board of Commissioners. Situated on a city block bounded by Randolph, LaSalle, Washington Boulevard, and Clark Street, the 11-story structure was designed by the architectural firm Holabird & Roche in the classical revival style and built to replace and expand an earlier city hall. Its location has served as the center of city government from 1853 to 1871, and with a break due to the Great Chicago Fire, from 1885 to the present. The current hall was officially dedicated on February 27, 1911.

The Velvet Lounge was a nightclub in the South Loop of Chicago. It started as a jazz club and was called the "dusty epicenter of the Midwest's free form jazz scene." It was located at 2128 1/2 S. Indiana Avenue before moving to 67 E. Cermak when the original building was scheduled for demolition. It closed permanently in 2019.

Loop Retail Historic District is a shopping district within the Chicago Loop community area in Cook County, Illinois, United States. It is bounded by Lake Street to the north, Ida B. Wells Drive to the south, State Street to the west and Wabash Avenue to the east. The district has the highest density of National Historic Landmark, National Register of Historic Places and Chicago Landmark designated buildings in Chicago. It hosts several historic buildings including former department store flagship locations Marshall Field and Company Building (now Macy's at State Street), and the Sullivan Center (formerly Carson, Pirie, Scott and Company Building). It was added to the National Register of Historic Places on November 27, 1998. It includes 74 contributing buildings and structures, including 13 separately listed Registered Historic Places, and 22 non-contributing buildings. Other significant buildings in the district include the Joffrey Tower, Chicago Theatre, Palmer House, and Page Brothers Building. It also hosts DePaul University's College of Commerce, which includes the Kellstadt Graduate School of Business and the Robert Morris College. The district is most commonly associated with department store buildings. In its heyday the district hosted seven prominent department stores from which six buildings remain today. These include the aforementioned Marshall Field and Company Building, and Carson, Pirie, Scott and Company Buildings as well as the National Register of Historic Places A. M. Rothschild & Company Store (pic) at 333 S. State St. The other department store buildings are contributing properties.

Fifth/Lake was a station on the Union Elevated Railroad's line, which is now part of the Loop section of the Chicago "L". The station was located at Fifth Avenue (now Wells Street) and Lake Street in downtown Chicago. Fifth/Lake opened on September 22, 1895, as one of three stations on the Lake Street Elevated Railroad's "Wabash extension". This extension became the Lake Street leg of the Loop upon its completion. Always intended to be temporary as Fifth Avenue was chosen to be the western leg of the Loop, the station closed on December 17, 1899, and was demolished shortly thereafter.

The Century Tower Condominiums, formerly known as the Trustees System Service Building, is a historic building located at 182 West Lake Street in the Loop in Chicago, Illinois.

Monument with Standing Beast is a sculpture by Jean Dubuffet in front of the Helmut Jahn designed James R. Thompson Center in the Loop community area of Chicago, Illinois. Its location is across the street from Chicago City Hall to the South and diagonal across the street from the Daley Center to the southeast. It is a 29-foot (8.8 m) white fiberglass work of art. The piece is a 10-ton or 20,000 pounds (9,100 kg) work. It was unveiled on November 28, 1984.This is one of Dubuffet's three monumental sculpture commissions in the United States. It has been taken to represent a standing animal, a tree, a portal and an architectural form. The sculpture is based on Dubuffet's 1960 painting series Hourloupe. The sculpture and the series of figural and landscape designs it is a part of reflects his thoughts of earliest monumental commission, for the One Chase Manhattan Plaza.The sculpture is one of 19 commissioned artworks funded under the State of Illinois Art-in-Architecture Program throughout the building. This was commissioned by the Capital Development Board of Illinois.The sculpture is affectionately known to many Chicagoans as "Snoopy in a blender".