214 South State Street

The Consumers Building is a Chicago school high rise office building in Chicago's Loop. It was designed by Jenney, Mundie & Jensen, and was built by Jacob L. Kesner in 1913. The building is owned by the General Services Administration and currently sits vacant.

The Century Building is a high rise office building in Chicago's Loop. It was designed by Holabird & Roche, and was built in 1915. It is a contributing property to the Loop Retail Historic District. The building is representative of the transition of Chicago high rise design from the Chicago School to Art Deco, and its north and east facades feature Neo-Manueline ornamentation. It is owned by the General Services Administration and currently sits vacant.

The Benson & Rixon Building is a Streamline Moderne building in Chicago's Loop. It was designed by Alfred S. Alschuler, and was built in 1937.

The Berghoff restaurant, at 17 West Adams Street, near the center of the Chicago Loop, was opened in 1898 by Herman Joseph Berghoff and has become a Chicago landmark.

Grace Episcopal Church (founded in 1851) is the second oldest Episcopal congregation in Chicago, Illinois, United States. Since December 1985 it has occupied its 6th location, in a former printing works located at 637 South Dearborn Street in the Printer's Row neighborhood. Now also called Grace Place, the historic 3-story redbrick late 19th century Arts and Crafts building is a contributing property in the South Dearborn Street-Printing House Row North Historic District. Grace Place is also listed in the City of Chicago's Chicago Landmarks Historic Resources Survey.

The Printing House Row District is a National Historic Landmark District encompassing four architecturally important buildings on the 300 through 500 blocks of South Dearborn, South Federal and South Plymouth streets in the Loop community area of Chicago, Illinois. It was listed on the National Register of Historic Places as South Dearborn Street – Printing House Row Historic District and listed as a National Historic Landmark as South Dearborn Street – Printing House Row North Historic District on January 7, 1976. The district was designated a Chicago Landmark on May 9, 1996. The district includes the Monadnock Building, the Manhattan Building, the Fisher Building, and the Old Colony Building. The district overlaps significantly with the Printers Row neighborhood, and is not the same as South Loop Printing House District.

The Citadel Center is a 580 ft (177m) tall skyscraper in the Chicago Loop. It is located at 131 S. Dearborn St., Chicago, Illinois 60603, and was designed by Spanish architect Ricardo Bofill and his firm, Taller de Arquitectura. As of 2020, Citadel Center is the 65th tallest building in Chicago. It was completed in 2003 and has 37 above ground floors and 3 below (40 total) covering 1,536,548 sq. ft. It was certified as LEED Gold in 2017. A limited-edition cast of the Winged Victory of Samothrace, one of the world's most famous sculptures, was displayed in the lobby, and removed in late 2018. The original is on display at the Louvre Museum. The lobby previously featured a curved wall of Padauk red wood.The Citadel Center was the first building in Chicago to use a raised-floor pressurized plenum system, allowing for more individual control of climate by the use of adjustable floor diffusers.

The Singer Building is a skyscraper located at 120 S. State St. in the Loop community area of Chicago, Illinois. The ten-story building was designed by Mundie & Jensen and built from 1925 to 1926. The building's Gothic Revival design features terra cotta decorations, piers at the corners, and sets of three double-hung windows on each story separated by two thin piers. The Singer Corporation initially used the building as office space; the building has had many owners since the Singer Corporation left the building, and was nearly demolished in the 1970s. It is currently owned by FDN Network.The Singer Building was added to the National Register of Historic Places on February 10, 1983.

Jackson (also Jackson/State) is an "L" station on the CTA's Red Line in the Loop. Free transfers to Blue Line trains are available at this station via a lower level transfer tunnel to the Jackson/Dearborn subway station and farecard transfers to Purple, Orange, Brown and Pink Line trains are available via the Harold Washington Library – State/Van Buren Loop Elevated station. Like the Washington station, the northern extension of which was reconfigured as the Lake station, Jackson was originally double-length, with a third station mezzanine at Van Buren Street and Congress Parkway. The Van Buren-Congress mezzanine was closed on January 6, 1984, following the closure of the South Loop's main anchor, Sears, which had a direct entrance from the mezzanine. At the same time, the south end of the Jackson platform beyond the Jackson-Van Buren mezzanine was closed off with a plywood wall and both the platform area and mezzanine now remain, but abandoned. The street level entrances to the Van Buren-Congress mezzanine were removed when State Street was remodeled in 1997, replaced with access through grates, which can be seen on the sidewalks between Van Buren Street and Ida B. Wells Drive.

The Everett McKinley Dirksen United States Courthouse, commonly referred to as the Dirksen Federal Building, is a skyscraper in the Chicago Loop at 219 South Dearborn Street. It was designed by Ludwig Mies van der Rohe and completed in 1964. The building is 384 feet (117 m) tall with 30 floors; it was named for U.S. Congressman Everett Dirksen. The building houses the United States Court of Appeals for the Seventh Circuit, the United States District Court for the Northern District of Illinois, the United States Bankruptcy Court, the United States Marshal for the Northern District of Illinois, United States Attorney for the Northern District of Illinois, and local offices for various court-related federal agencies, such as the Federal Public Defender, United States Probation Service, United States Trustee, and National Labor Relations Board. It is one of three buildings making up the modernist Chicago Federal Center complex designed by van der Rohe, along with Federal Plaza, the U.S. Post Office (Loop Station) and the Kluczynski Federal Building. Separate from the Federal Plaza, but opposite the Kluczynski Building across Jackson Boulevard, is the Metcalfe Federal Building.

Great Northern Hotel was a historic hotel in Chicago's Loop area. It was located at the northeast corner of Jackson Boulevard and Dearborn Street in Chicago, Illinois. The building was designed by Burnham and Root. They created a new design, with an urban office block floor plan that was free of historical or European influences. The site is now occupied by the Dirksen Federal Building.

The Chicago Federal Building in Chicago, Illinois was constructed between 1898 and 1905 for the purpose of housing the Midwest's federal courts, main post office, and other government bureaus. It stood in The Loop neighborhood on a block bounded by Dearborn, Adams and Clark Streets and Jackson Boulevard. The site held an 1880 post office, courthouse and customhouse which was cleared to make way for the new building. The 1905 building was itself demolished in 1965 and replaced with the Kluczynski Federal Building. The push for a new building was spearheaded by postmaster Washington Hesing with backing by civic leaders and Illinois's members of Congress. The explosion of Chicago's population, especially after the World's Columbian Exposition of 1893, strained the earlier facility beyond capacity. When the Exposition began, the Post Office Department in Chicago employed 998 clerks and 935 carriers. By the time Congress approved funding for a new building, the post office had expanded to 1,319 clerks and 1,096 carriers. Other agencies housed in the building complained of poor planning and shoddy construction which resulted in crumbling plaster, broken plumbing and flooding.The new building was designed in the Beaux-Arts style by architect Henry Ives Cobb. The floorplan was a six-story Greek cross atop a two-story base with a raised basement. The building was capped by a dome at the crossing that held an additional eight floors of office space in its drum for a total of 16 floors. The gilt dome extended 100 ft (30 m) above the drum.