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Calumet Heights, located on the South Side of the city, is one of the 77 well defined community areas of Chicago, Illinois. Calumet Heights is bounded by 87th Street on the north, South Chicago Avenue on the east, and railroad lines on the west and south (along 95th Street).

Burnside is one of the 77 community areas in Chicago. The 47th numbered area, it is located on the city's far south side. This area is also called "The Triangle" by locals, as it is bordered by railroad tracks on every side; the Canadian National Railway on the west, the Union Pacific Railroad on the south and the Norfolk Southern Railway on the east. With a population of 2,254 in 2016, it is the least populous of the community areas, as well as the second smallest by area after Oakland.

91st Street (Chesterfield) is an electrified commuter rail station along the Metra Electric Main Line in the Burnside neighborhood of Chicago, Illinois. It is located at 91st and Dauphin Streets and is 11.4 miles (18.3 km) away from the northern terminus at Millennium Station. In Metra's zone-based fare system, 91st Street (Chesterfield) is in zone C. As of 2018, the station is the 226th busiest of Metra's 236 non-downtown stations, with an average of 23 weekday boardings.Like much of the main branch of the Metra Electric line, 91st Street-Chesterfield is built on elevated tracks near the embankment of a bridge over 91st Street. This bridge also carries the Amtrak line that runs parallel to it, carrying the City of New Orleans, Illini, and Saluki trains. A freight spur also exists north of the station. East of this station there was another Metra Electric station along 91st Street known as 91st Street (South Chicago) along the South Chicago Branch. This was replaced by South Chicago-93rd Street Station in 2001. No bus connections are available. Street-side parking for 91st Street-Chesterfield station exists solely along both sides of 91st Street between the east side of the railroad bridge and the northwest and southwest corners of Drexel Avenue.

Pill Hill is a neighborhood in the Calumet Heights community area on the South Side of Chicago, Illinois, United States.

95th Street/Chicago State University is an electrified commuter rail station along Metra Electric's main line on the northeast corner of Chicago State University in Chicago, Illinois. The station is located at 95th Street and Cottage Grove Avenue, and is 12.0 miles (19.3 km) away from the northern terminus at Millennium Station. In Metra's zone-based fare system, 95th Street/Chicago State University is in zone C. As of 2018, the station is the 224th busiest of Metra's 236 non-downtown stations, with an average of 24 weekday boardings.Like much of the main branch of the Metra Electric line, 95th Street-CSU is built on elevated tracks near the embankment of a bridge over 95th Street. This bridge also carries the Amtrak line that runs parallel to it, carrying the City of New Orleans, Illini, and Saluki trains. In addition the line, which is owned by Canadian National Railway has a connection to the Norfolk Southern Railway which crosses over the tracks as well as Cottage Grove Avenue, between Lyon and Burnside Avenues. In April 2004, the Chicago State University master plan called for a new station south of the existing one. On August 1, 2019, it was announced that Metra and Chicago State University would substantially renovate the station. The work will consist of a new platform, stair enclosure, an elevator and at least one on-demand heater. The completion of the work would lead to regularly scheduled stops.

Olive–Harvey College is a community college in Chicago's far South Side, and is a part of the City Colleges of Chicago.

87th Street (Woodruff) is an electrified commuter rail station along the Metra Electric Main Line in the Chatham neighborhood of Chicago, Illinois. The station is located at 87th Street and Dauphin Avenue (although unofficially includes South Ingleside Avenue) and is 10.9 miles (17.5 km) away from the northern terminus at Millennium Station. In Metra's zone-based fare system, 87th Street-Woodruff station is in zone B. As of 2018, the station is the 209th busiest of Metra's 236 non-downtown stations, with an average of 56 weekday boardings. The station's rank is tied with the neighboring 83rd Street (Avalon Park) station.Like much of the main branch of the Metra Electric line, 87th Street-Woodruff is built on elevated tracks near the embankment of a bridge over 87th Street. This bridge also carries the Amtrak line that runs parallel to it, carrying the City of New Orleans, Illini, and Saluki trains. East of this station is another Metra Electric station on 87th Street on the South Chicago Branch at 87th Street and Baltimore Avenue. Approximately one mile west of the Woodruff station is the 87th Street station on the CTA Red Line at the Dan Ryan Expressway. At the Woodruff station, street-side parking is available on the southwest and southeast corners of 87th Street and Dauphin Avenue at the north end of Dauphin Park. This can be found on the west side of the station just south of 87th Street. Though Metra's official website claims no bus connections are available, CTA's 87 bus does stop at Dauphin and Ingleside Avenues near the station, as well as on South Dobson Avenue on the east side of the station. The northbound 4 Cottage Grove bus stops on the southeast corner of 87th Street and Cottage Grove Avenue and the southbound 4 stops on the northwest corner of 87th Street and Cottage Grove. This intersection is about a quarter-mile west of the Woodruff station.

The Mayfair Academy of Fine Arts is a dance school located on the South Side of Chicago, Illinois. This dance school was founded in 1957 by tap dancer Tommy Sutton. It was created by Sutton to give young black children in the area the same opportunities that white children in that time period had. Mayfair's enrollment has increased from about 90 kids enrolled in classes at Mayfair to over 800 kids enrolled in classes at Mayfair. Mayfair has been operating for over 50 years now. Due to recent increase of violent crimes in the South Side area since July 2012, Peggy Sutton, who is Tommy Sutton's daughter and currently runs the dance school, is planning on moving the studio into the Calumet Heights area out of concern for the students' wellbeing. Mayfair moved to 8701 S. Bennett Ave. but ceased operations in 2021.

Hyde Park Township is a former civil township in Cook County, Illinois, United States that existed as a separate municipality from 1861 until 1889 when it was annexed into the city of Chicago. Its borders are Pershing Road (formerly 39th Street) on the north, State Street on the west, Lake Michigan and the Indiana state line on the east, and 138th Street and the Calumet River on the south. This region comprised much of what is now known as the South Side of Chicago. During Chicago's initial explosive growth, it developed from an adjacent swampy area to a full-fledged residential, commercial and resort community. However, due to infrastructure limitations, legislative incentives and the lure of better municipal services it, along with numerous adjoining townships, agreed to be annexed into the city of Chicago, creating the largest city in the United States at that time.

Cougar Stadium is a baseball venue in Chicago, Illinois, United States. It was home to the Chicago State Cougars baseball team of the NCAA Division I Western Athletic Conference until the baseball program was discontinued on June 23, 2020. The field hosted its first game on March 18, 2014.

Dickens Athletic Center is a 2,500-seat multi-purpose arena in Chicago, Illinois. It was home to the Chicago State University Cougars basketball teams until late 2006, when it was replaced by the Emil and Patricia Jones Convocation Center. It currently hosts the school's volleyball program.

The Emil and Patricia Jones Convocation Center, also known as the Jones Convocation Center or simply the JCC, is a 7,000-seat multi-purpose arena in Chicago, Illinois. Completed in 2007, the arena is home court for the Chicago State University Cougars men's and women's basketball teams. The arena replaced the Dickens Athletic Center, which only had capacity to seat 2,500 persons.The convocation center is unique among Illinois university athletic projects, as Chicago State University itself did not need to raise any money for the project; the money was allocated from the State of Illinois Treasury by then Senate President Emil Jones.The venue hosted the 2012 and 2013 Great West Conference men's basketball tournament.