Near South Side, Chicago

Second Presbyterian Church is a landmark Gothic Revival church located on South Michigan Avenue in Chicago, Illinois, United States. In the late nineteenth and early twentieth centuries, some of Chicago's most prominent families attended this church. It is renowned for its interior, completely redone in the Arts and Crafts style after a disastrous fire in 1900. The sanctuary is one of America's best examples of an unaltered Arts and Crafts church interior, fully embodying that movement's principles of simplicity, hand craftsmanship, and unity of design. It also boasts nine imposing Tiffany windows. The church was listed on the National Register of Historic Places in 1974 and later designated a Chicago Landmark on September 28, 1977. It was designated a National Historic Landmark in March 2013.

Chicago Technical College (CTC) was a private junior college founded in 1904 in Chicago. CTC closed in 1977.

The B.F. Goodrich Company Showroom is a B.F. Goodrich Company showroom located at 1925 S. Michigan Ave. in Chicago's Motor Row District. The showroom was built in 1911 to sell B.F. Goodrich tires and distribute them to other Chicago retailers. Christian Albert Eckstorm, a Chicago architect who designed many of the Motor Row showrooms, designed the building. The Second Empire building features a mansard roof with a terra cotta balustrade, three dormers with terra cotta frames, a partial cornice, and large second-story windows with arched lintels. Like most Motor Row buildings, its architectural ornaments are primarily located near the top of the building. B.F. Goodrich used the showroom until 1929.The showroom was added to the National Register of Historic Places on May 28, 2009.

18th Street was a station on the Chicago Transit Authority's South Side main line, which is now part of the Green Line. The station was located at 18th Street and Wabash Avenue in the Near South Side neighborhood of Chicago. 18th was situated south of Roosevelt/Wabash and north of Cermak. 18th opened on June 6, 1892, and closed on August 1, 1949.

Acadia was a restaurant in the South Side neighborhood of Chicago, Illinois. It was opened by Ryan McCaskey in 2011. The restaurant served New American cuisine inspired by Maine's culinary history. It received Michelin stars several years in a row until its closure in 2020.

The Henry B. Clarke House is a Greek Revival style home, now serving as a house museum in Chicago, Illinois, United States. Built around 1836, it is considered the oldest existing house built in Chicago. Henry Brown Clarke was a native of New York State who had come to Chicago in 1833 with his wife, Caroline Palmer Clarke, and his family. He was in the hardware business with William Jones and Byram King, establishing King, Jones and Company, and provided building materials to the growing Chicago populace. The house was built by a local contractor, probably John Rye, who later married the Clarkes' housemaid, Betsy. Originally built on a large lot near Michigan Avenue and 17th Street, it has been moved twice, most recently in 1977 to Indiana Avenue and 18th Street, near to its original location. In the mid-20th century, it was cared for by a church and its leader Bishop Ford, who spurred its preservation as the city's oldest home. Its current location in a park and gardens is part of the Prairie Avenue Historic District in the Near South Side community area.

The Prairie Avenue District is a historic district in the Near South Side community area of Chicago, Illinois. It includes the 1800 and 1900 blocks of South Prairie Avenue and the 1800 block of South Indiana, and 211-217 East Cullerton. It was the site of the Battle of Fort Dearborn and became the city's most fashionable residential district after the Great Chicago Fire. It was designated a Chicago Landmark on December 27, 1979. The district was added to the National Register of Historic Places on November 15, 1972. The John J. Glessner House, designed and built by Henry Hobson Richardson in 1885–1886 at 1800 S. Prairie Avenue, has been restored as a historic house museum, and is open for public tours. In 2006, the Prairie District Neighborhood Alliance, a non-profit organization was formed to provide representation for thousands of South Loop residents, including the Prairie Avenue District, Central Station, Museum Park, Motor Row, and the South Michigan Avenue Corridor, as well as other areas of the Near South Side.

The Vesta Battery Corporation (1897–1964), known until 1929 as the Vesta Accumulator Company, was an American manufacturer of automobile electrical gear. Based in Chicago, Illinois, the company was founded by a former garment worker in 1897. Originally intending to sell parts for electric bicycles, the company quickly diversified to manufacture electrical goods for the burgeoning automobile industry. At its peak, the company had branches in ten American cities. Vesta continued operations until it was purchased by Associated Battery Makers in 1964. Its 1913 factory in Chicago is listed on the National Register of Historic Places.

Reggies is a restaurant and music venue in Chicago, Illinois, United States.

The Maxwell-Briscoe Automobile Company Showroom is a historic automobile showroom located at 1737 S. Michigan Avenue in Chicago's Motor Row District. The showroom was built in 1909 for the Maxwell-Briscoe Motor Company, which was founded in 1904 by Jonathan D. Maxwell and Benjamin Briscoe. William Ernest Walker, a Chicago architect who specialized in large-scale commercial buildings, designed the showroom. The four-story building is divided by brick piers; the ground floor features large plate-glass windows designed to showcase the company's automobiles, while the upper floors feature banks of double-hung and triple-hung windows between the piers. The building uses terra cotta extensively for decoration; a terra cotta stringcourse encircles the building above the first floor, terra cotta pediments and sills frame the window banks, and a terra cotta frieze runs below the roof line. Maxwell and Briscoe used the building as a showroom until 1915; it is one of the oldest surviving auto showrooms on Motor Row.The showroom was added to the National Register of Historic Places on November 18, 2002.

The Lexington Hotel was a ten-story hotel in Chicago at 2135 S. Michigan Avenue that was built in 1892 (or 1891) for attendees of the Columbian Exposition. The hotel is notable for being Al Capone's primary residence from July 1928 until his arrest in 1931. After the Saint Valentine's Day Massacre, some commenters called the hotel "Capone's Castle." It was later renamed "The New Michigan Hotel" and functioned as a brothel with 400 rooms. The hotel closed in 1980. On April 21, 1986, locked vaults found in the hotel were the subject of a live television program called The Mystery of Al Capone's Vaults, which received 30 million viewers. The building was demolished in 1995, despite its presence on the list of Chicago landmarks and the National Register of Historic Places. The location where the hotel once stood is currently the site of a 296 unit residential high rise called "The Lex" that was completed in 2012.

The John J. Glessner House, operated as the Glessner House, is an architecturally important 19th-century residence located at 1800 S. Prairie Avenue, Chicago, Illinois. It was designed in 1885–1886 by architect Henry Hobson Richardson and completed in late 1887. The property was designated a Chicago Landmark on October 14, 1970. The site was listed in the National Register of Historic Places on April 17, 1970, and as a National Historic Landmark on January 7, 1976, and is maintained as a house museum.