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The Chicago Crusader, known from 1940 to the 1950s as The Crusader and from the 1950s to 1981 as The New Crusader, is a weekly African-American newspaper serving Chicago. It is one of two newspapers in the Crusader Newspaper Group, the other being the Gary Crusader. Founded by Balm L. Leavell and Joseph H. Jefferson in 1940 and published by Balm Leavell until his death in 1968, The Chicago Crusader has subsequently been operated by his widow Dorothy Leavell. It is Chicago's longest-running African-American weekly.

White City (sometimes listed as White City Amusement Park in print advertisements) was a recreational area located in the Greater Grand Crossing and Woodlawn community areas on the south side of Chicago from 1905 until the 1950s. At the time of its opening, on May 26, 1905, it was claimed to be the largest park of its type in the United States. It contributed to Chicago's status as the city with the most amusement parks in the United States until 1908. It eventually introduced the world to the Goodyear Blimp, which was first assembled at the park.

The Upper 61st Yard and the Lower 63rd Yard are two connected rail yards on the Chicago "L" system, located on the South Side of Chicago, Illinois. The complex is located on the East 63rd branch, and is used to store and maintain maintenance-of-way equipment. The 61st Yard is the oldest portion of the complex, opening in 1893 to serve the steam trains of the South Side Elevated Railroad. The Lower 63rd Yard opened in 1905 as an expansion of the 61st Yard, following the electrification and rapid growth of the South Side Elevated. The yard complex housed passenger trains until the late 1990s, when it was converted to a depot for non-revenue maintenance trains. The original maintenance shops at the complex were condemned as unsafe and demolished in 2009, and were replaced by the new Non-Revenue Rail Vehicle Maintenance Facility in 2023. In its current form, the Upper 61st/Lower 63rd yard complex stores and services the "L"'s maintenance equipment, and serves as a central depot for materials used in track repairs.

King Drive is a station on the Chicago Transit Authority's 'L' system. It is located in the Woodlawn neighborhood of Chicago, Illinois and serves the Green Line's East 63rd branch. The station is situated at 400 E. 63rd Street. The station opened on May 1, 1893. King Drive only allows boarding on the inbound platform (towards Harlem); the outbound platform (towards Cottage Grove) is exit-only.

61st was a station on the Chicago Transit Authority's Green Line. The station was located at 316 E. 61st Street in the Washington Park neighborhood of Chicago. 61st was located south of 58th, which opened and closed at the same time as 61st, and north of King Drive. 61st opened on January 22, 1893; The station closed on January 9, 1994, when the entire Green Line closed for a renovation project, and did not reopen with the rest of the Green Line on May 12, 1996, due to service cuts, The station was later demolished and was located south from the 61st Yard.

Washington Park Race Track was a popular horse racing venue in the Chicago metropolitan area from 1884 until 1977. It had two locations during its existence. It was first situated in what is the current location of the Washington Park Subdivision of the Woodlawn community area of Chicago in Cook County, Illinois, United States. This is located immediately south of both the current Washington Park community area and Washington Park. The track was later relocated to Homewood, Illinois, which is also in Cook County. The original track and its accompanying Jockey Club were social draws in the late 19th century, but modern developments and changes in the law led to the decline of both. In its prime, the track was an especially important social gathering place on opening day and the day of the American Derby, which ranked as one of Horse racing's highest purses. The Jockey club, designed by Solon Spencer Beman, hosted a social gathering led by General Philip Sheridan who was an early leader of the track and club. The track was closed and reopened according to the contemporary state and local laws on gambling and eventually waned in popularity and social importance. Over the years, numerous famous horses and jockeys appeared at the track. In the 19th century, notable horses of the time, such as Emperor of Norfolk and Domino raced. In the 20th century, some of the most notable Thoroughbreds to race at Washington Park included Triple Crown winners Citation and Whirlaway. Other notable horses included Native Dancer and Swaps, who each won legs of the Triple Crown. Jockey Eddie Arcaro won both the 1948 and 1953 American Derby races at the track. In addition to the American Derby, several other notable graded stakes races were run at the track such as the Stars and Stripes Turf Handicap and the Washington Park Handicap. In addition, notable match races were held at the track.

The Washington Park Subdivision is the name of the historic 3-city block by 4-city block subdivision in the northwest corner of the Woodlawn community area, on the South Side of Chicago in Illinois that stands in the place of the original Washington Park Race Track. The area evolved as a redevelopment of the land previously occupied by the racetrack. It was originally an exclusively white neighborhood that included residential housing, amusement parks, and beer gardens. During the late 1920s and 1930s, the area became the subject of discriminatory twenty-year covenants (private real-estate agreements), which at first had been upheld by the United States Supreme Court but were later determined to be unenforceable by the court, beginning with a challenge in a seminal case brought by Carl Hansberry. The case is a vital part of legal studies and considered an important part of a broad class of histories. The play Raisin in the Sun is based on Lorraine Hansberry's struggles in this neighborhood.

The 1950 CTA Streetcar Crash, also known as the Green Hornet Streetcar Disaster, occurred on May 25, 1950, when a Chicago Transit Authority (CTA) streetcar collided with a gasoline truck in Chicago, Illinois, United States. The resulting explosion killed 34 people and injured 50 others, remaining one of the most deadly public transit disasters in Chicago history. Over 100 people were made homeless by the collateral damage to adjacent buildings.

The Washington Park National Bank Building is a Neoclassical building at 6300 S. Cottage Grove in Chicago's Woodlawn neighborhood. It was designed by Albert A. Schwartz and was completed in 1924. Initial plans, unveiled in 1922, called for a nine story building, designed by Albert A. Schwartz, with work to begin in August 1922. However, these plans were changed, and its present design was later revealed in 1923.

Englewood Station or Englewood Union Station in Chicago, Illinois' south side Englewood neighborhood was a crucial junction and passenger depot for three railroads – the Chicago, Rock Island and Pacific Railroad, the New York Central Railroad, and the Pennsylvania Railroad – although it was for the eastbound streamliners of the latter two that the station was truly famous. Englewood Station also served passenger trains of the New York, Chicago and St. Louis Railroad (Nickel Plate), which operated over the New York Central via trackage rights.

The Strand Hotel is a historic apartment hotel at 6315-6323 S. Cottage Grove Avenue in the Woodlawn neighborhood of Chicago, Illinois. Opened in 1915, the hotel offered both traditional guest rooms and long-term residences for customers who sought luxury amenities in apartment-style housing. Architects Davis & Davis designed the Classical Revival building, which has a red brick exterior with a terra cotta clad first floor, piers outlined in terra cotta, and an entablature and cornice at its roof. The hotel included a restaurant and banquet hall, the latter of which was used as a live music venue for many years. Once part of a major commercial district in Woodlawn, the hotel is now one of its few remnants and the only surviving apartment hotel building in the neighborhood. The hotel was added to the National Register of Historic Places on January 29, 2013.

Cottage Grove (formerly East 63rd-Cottage Grove) is an 'L' station and the current terminus of the CTA Green Line's East 63rd branch, located in the Woodlawn neighborhood. The station, situated at 800 E. 63rd Street, opened on April 23, 1893. This station is the current terminal of the East 63rd branch of the Green Line, and the easternmost station on the 'L' system.