Madison Street (Chicago) in the context of "United Center"

The Loop is Chicago's central business district and one of the city's 77 municipally recognized community areas. Located at the center of downtown Chicago on the shores of Lake Michigan, it is the second-largest business district in North America, after Midtown Manhattan in New York City. It contains the world headquarters and regional offices of several global and national businesses, retail establishments, restaurants, hotels, museums, theaters, and libraries—as well as many of Chicago's most famous attractions. The district also hosts Chicago's City Hall, the seat of Cook County, offices of the state of Illinois, United States federal offices, and several foreign consulates. The intersection of State Street and Madison Street in the Loop is the origin point for the address system on Chicago's street grid, a grid system that has been adopted by numerous cities worldwide.

The Loop's definition and perceived boundaries have evolved over time. Since the 1920s, the area bounded by the Chicago River to the west and north, Lake Michigan to the east, and Roosevelt Road to the south has been called the Loop. It took its name from a somewhat smaller area, the 35 city blocks bounded on the north by Lake Street, on the west by Wells Street, on the south by Van Buren Street, and on the east by Wabash Avenue—the Union Loop formed by the 'L' in the late 1800s. Similarly, the "South Loop" and the "West Loop" historically referred to areas within the Loop proper, but in the 21st century began to refer to the entire Near South and much of the Near West Sides of the city, respectively.

State Street is a large south-north street, also one of the main streets, in Chicago, Illinois, United States and its south suburbs. Its intersection with Madison Street (41°52′55″N 87°37′40″W / 41.8820°N 87.6278°W / 41.8820; -87.6278) has marked the origin for Chicago's address system since 1909. State begins in the north at North Avenue, the south end of Lincoln Park, runs south through the heart of the Chicago Loop, and ends at the southern city limits, intersecting 127th Street along the bank of the Little Calumet River. It resumes north of 137th Street in Riverdale and runs south intermittently through Chicago's south suburbs until terminating at New Monee Road in Crete, Illinois.

From north to south, State Street traverses the following community areas of Chicago: Near North Side to the Chicago River, Chicago Loop to Roosevelt Road, Near South Side to 26th Street, Douglas to 39th Street, Grand Boulevard to 51st Street, Washington Park to 63rd Street, Grand Crossing to 79th Street, Chatham to 91st Street, Roseland to 115th Street, and West Pullman to 127th Street, where it terminates across from Riverdale Bend Woods. The street runs parallel and adjacent to the Dan Ryan Expressway from 65th Street south to just beyond 95th Street, where State Street crosses the I-94 Bishop Ford Memorial Freeway to enter Roseland.

Roosevelt Road (originally named 12th Street) is a major east-west street in the city of Chicago, Illinois, and its western suburbs. It is 1200 South in the city's street numbering system, but only 1 mile (1.6 km) south of Madison Street. It runs under this name from Columbus Drive at the southern end of Grant Park to the western city limits, then continues through the western suburbs including Lombard, Wheaton and, West Chicago until it reaches Geneva, where it is known as State Street.

The Chicago Building or Chicago Savings Bank Building is an early skyscraper, built in 1904–1905. It is located at 7 West Madison Street in Chicago. Designed by the architecture firm Holabird & Roche, it is an early and highly visible example of the Chicago school of architecture.

The building's features characterize this style through the use of large "Chicago windows", metal frame construction, distinctive bays, and terra cotta cladding. The combination of the north side projecting bay windows, and the east side rectangular "Chicago windows" with movable sashes is representative of the two typical Chicago school window types. The building is prominently located on the southwest corner of State Street and Madison Street, with visibility increased by an offset in the alignment of State Street.

95th Street is a major east–west highway on Chicago's South Side, and in the southwest suburbs, is designated as 9500 South in Chicago's address system. 95th Street is 11 miles (18 km) south of Madison Street.

The Sullivan Center, formerly known as the Carson, Pirie, Scott and Company Building or Carson, Pirie, Scott and Company Store, is a commercial building at 1 South State Street at the corner of East Madison Street in Chicago, Illinois. Louis Sullivan designed it for the retail firm Schlesinger & Mayer in 1899 and later expanded it before H.G. Selfridge & Co. purchased the structure in 1904. That firm occupied the structure for only a matter of weeks before it sold the building (the land under it was owned at the time by Marshall Field) to Otto Young, who then leased it to Carson Pirie Scott for $7,000 per month, which occupied the building for more than a century until 2006. Subsequent additions were completed by Daniel Burnham in 1906 and Holabird & Root in 1961.

The building has been used for retail purposes since 1899, and has been a Chicago Landmark since 1975. It is part of the Loop Retail Historic District.

Chase Tower is a 60-story skyscraper in The Loop community area of Chicago, Illinois, United States.

Completed in 1969, it is located at 10 South Dearborn Street. At 850 feet (259 m) tall, it is the fourteenth-tallest building in Chicago and the tallest building inside the Chicago 'L' Loop elevated tracks, and, as of May 2022, the 66th-tallest in the United States. JPMorgan Chase has its U.S. and Canada commercial and retail banking headquarters here. The building is also the headquarters of Exelon.The building and its plaza (known as Exelon Plaza) occupy the entire block bounded by Clark, Dearborn, Madison, and Monroe streets.

Accenture Tower (500 West Madison) is a 42-story, 588-foot (180 m) skyscraper in Chicago, Illinois. Located between Clinton and Canal Streets on Madison Street, the structure was designed by the architecture firm Murphy/Jahn in a late modernist style. The building, previously named the Northwestern Atrium Center and Citigroup Center, was constructed between 1984 and 1987 on the air rights obtained by the destruction of the head house of the 1911 North Western Station. The building contains retail and offices, and is connected to the platforms of Ogilvie Transportation Center.

On July 10, 2019, the building was officially renamed to Accenture Tower after a commitment from Accenture PLC.