Benson & Rixon Building

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 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.

214 South State Street is a building in Chicago's Loop, which was designed by C. M. Palmer and was built in 1887. The building is owned by the General Services Administration and currently sits vacant.

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 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 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.

The Charles H. Kellstadt Graduate School of Business is part of the DePaul University Driehaus College of Business, a business school located in the Chicago Loop, Illinois, United States. The Driehaus College of Business (called the College of Commerce until 2012) was founded in 1912 and is one of the ten oldest business schools in the U.S. The school is accredited by the Association to Advance Collegiate Schools of Business-International. In the fall of 2012, Kellstadt enrolled 2,107 students.

University of Illinois Chicago School of Law is a public law school in Chicago, Illinois. Founded in 1899, the school offers programs for both part-time and full-time students, with both day and night classes available, and offers January enrollment.

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 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.