95th Street–Longwood station

Academy of Our Lady, also known as Longwood Academy, was a school in the Chicago, Illinois from 1875 to 1999. It was co-ed until 1892, and a girls' school afterwards; took boarding students until 1935; and had a grade school program until 1950, after which it was only a high school. It opened as Academy of Our Lady of the Sacred Heart in 1875. The name was changed to Institute of Our Lady of the Sacred Heart in 1886 and to Academy of Our Lady in 1898. The campus is at 1309 West 95th Street at Throop Street the Washington Heights community area, and now houses Chicago International Charter School, Longwood.

Carter G. Woodson Regional Library is one of two regional libraries in the Chicago Public Library system in Chicago, in the U.S. state of Illinois, serving as the hub for the approximately 24 branch libraries of the South District. It is named for Carter Woodson, founder of the Association for the Study of African American Life and History. The library is in Chicago's Washington Heights neighborhood at 9525 S. Halsted St. It is a full service library and is ADA compliant. As with all libraries in the Chicago Public Library system, it has free Wi-Fi internet service.

The Brainerd Bungalow Historic District is a residential historic district in the Brainerd neighborhood of the Washington Heights community area of Chicago, Illinois. The district includes 527 Chicago bungalows built between 1915 and 1931 and a small number of other residential buildings. Brainerd, an outlying neighborhood of Chicago, was developed in the 1910s and 1920s as the increasing accessibility of homeownership spurred new home construction in underpopulated areas of the city. As bungalows were affordable to construct, they became popular in newly developed neighborhoods, and tens of thousands of them were built throughout the city. While 42 different architects designed Brainerd's bungalows, the neighborhood has a consistent appearance nonetheless, as the affordability of bungalows came in part from how easy the design was to duplicate; however, architects used color and detail work to give each home a unique design.The district was added to the National Register of Historic Places on December 27, 2016.

Hansberry College Prep, formerly known as "Noble Auburn Gresham College Prep", is a public four-year charter high school located in the Auburn Gresham in Chicago, Illinois, United States. It is a part of the Noble Network of Charter Schools. Hansberry College Prep opened in 2012 as Noble Auburn Gresham College Prep in recognition of the neighborhood in which the school resides. In July 2013, the campus changed its name to Hansberry College Prep in honor of Lorraine Hansberry. The school currently serves grades nine through twelve and graduated its first class in 2016. In 2014, HCP was officially authorized as an IB World school.

Brainerd is a station on Metra's Rock Island District line in the Washington Heights community area of Chicago, Illinois. The address is 8901 South Loomis Boulevard, but the station is actually in the middle of 89th Street from Loomis Boulevard to Bishop Street, 10.6 miles (17.1 km) from LaSalle Street Station, the northern terminus of the Rock Island District. In Metra's zone-based fare system, Brainerd is within zone C. As of 2018, Brainerd is the 151st busiest of Metra's 236 non-downtown stations, with an average of 265 weekday boardings. It consists of two side platforms that serve two tracks. A shelter is available, but there is no ticket agent. Parking is available along the station on 89th Street. As of 2022, Brainerd is served by 40 trains (20 in each direction) on weekdays, by 21 trains (10 inbound, 11 outbound) on Saturdays, and by 16 trains (eight in each direction) on Sundays and holidays.

Percy Lavon Julian High School (commonly known as Julian High School) is a public 4–year high school located in the Washington Heights neighborhood on the far south side of Chicago, Illinois, United States. Opened in September 1975, Julian is a part of the Chicago Public Schools district. Julian is named for African-American research chemist Percy Lavon Julian.

Trinity United Church of Christ is a predominantly African-American megachurch with more than 8,500 members. It is located in the Washington Heights community on the South Side of Chicago. It is the largest church affiliated with the United Church of Christ, a predominantly white Christian denomination with roots in Congregationalism, which historically branched from early American Puritanism.The church's early history coincided with the American civil rights movement, subsequent murder of Martin Luther King Jr., and the tumultuous period that engulfed the civil rights movement after King's death due to intense competition among actors over who would carry King's mantle. During that tumultuous period, an influx of radical black Muslim groups had begun to headquarter in Chicago, and Trinity sought to recontextualize Christianity through black theology in order to counter the influence of radical black Muslim leaders, who taught that it was impossible to be both black and Christian.In early 2008, as part of their presidential election coverage, news media outlets and political commentators brought Trinity to national attention when controversial excerpts of sermons by the church's longtime former pastor Jeremiah Wright were broadcast to highlight Democratic presidential candidate Barack Obama's pastoral relationship with Wright and the church. Obama responded with a speech, A More Perfect Union, which addressed the criticisms and largely alleviated them from popular political criticisms at the time.Trinity is best known today for its national and international social programs on behalf of the disadvantaged, although in its earliest days such outreach did not figure into its mission.

103rd Street–Washington Heights station is a commuter railroad station on Metra's Rock Island District line in the Washington Heights neighborhood of Chicago, Illinois, 12.0 miles (19.3 km) from LaSalle Street Station, the northern terminus of the line. In Metra's zone-based fare system, 103rd Street–Washington Heights is in zone C. As of 2018, 103rd Street–Washington Heights is the 187th busiest of Metra's 236 non-downtown stations, with an average of 101 weekday boardings.As of 2022, 103rd Street–Washington Heights is served by 17 trains (eight inbound, nine outbound) on weekdays. It is served during peak hours only, although it does get served by some reverse peak trains. The station is used only during rush hour. Regular service can be found at 103rd Street - Beverly Hills on the Suburban Branch. Parking is available from 104th Street and Throop Street off 105th Street, along the right of way of the former Pennsylvania Railroad "Panhandle Line." Bus connections are provided by the CTA.

95th Street–Beverly Hills is one of five Metra stations within the Beverly Hills neighborhood of Chicago, Illinois, along the Beverly Branch of the Rock Island District Line. The station is on 95th Street (US 12-20), 11.7 miles (18.8 km) from LaSalle Street Station, the northern terminus of the line. In Metra's zone-based fare system, 95th Street is in zone C. As of 2018, 95th Street–Beverly Hills is the 108th busiest of Metra's 236 non-downtown stations, with an average of 443 weekday boardings.As of 2022, 95th Street–Beverly Hills is served by 40 trains (20 in each direction) on weekdays, by 21 trains (10 inbound, 11 outbound) on Saturdays, and by 16 trains (eight in each direction) on Sundays and holidays. Parking is available on the south side of 95th Street between the railroad tracks and Longwood Drive, and further west on the corner of 95th Street and Pleasant Avenue.

Gresham is a station on the Rock Island District Metra line, which runs between Joliet, Illinois and LaSalle Street Station in downtown Chicago, Illinois. It is in zone B according to Metra fee schedules based on its 9.8 miles (15.8 km) distance from downtown Chicago. As of 2018, Gresham is the 142nd busiest of Metra's 236 non-downtown stations, with an average of 313 weekday boardings. It is in the community area of Auburn Gresham, on the south side of Chicago. The Rock Island service splits just south of here; trains short-turning at Blue Island as well as evening service to and from Joliet diverge onto the slower Suburban Branch (via Brainerd), while most trains to and from points south of Blue Island remain on the main line. As of 2022, Gresham is served by 40 trains (20 in each direction) on weekdays, by 21 trains (10 inbound, 11 outbound) on Saturdays, and by 16 trains (eight in each direction) on Sundays and holidays. Although Gresham is north of the junction between the main line and the Suburban Branch, the station is only serviced by trains operating on the Suburban Branch. Trains operating on the main line between here and Blue Island are not scheduled to stop at Gresham. Gresham Station is built on an embankment between bridges over West 87th Street and Vincennes Avenue. Parking is mainly street-side, and there are parking lots on the corner of Vincennes Avenue and Halsted Street, and on Genoa Avenue between 88th and 87th Street.

Washington Heights is the 73rd of Chicago's 77 community areas. Located 12 miles (19 km) from the Loop, it is on the city's far south side. Washington Heights is considered part of the Blue Island Ridge, along with the nearby community areas of Beverly, Morgan Park and Mount Greenwood, and the village of Blue Island. It contains a neighborhood also known as Washington Heights, as well as the neighborhoods of Brainerd and Fernwood. As of 2017, Washington Heights had 27,453 inhabitants. Named for the heights which are now part of the adjacent Beverly, the area was settled in the late 19th century at the intersection of two railroad lines. It was incorporated as a village in 1874, and was annexed by Chicago in 1890. During most of the 20th century, Washington Heights was primarily inhabited by Irish, Germans and Swedes; after late-20th-century white flight, it has been mainly inhabited by African-Americans. The area largely retained its middle-class character during its racial transition, declining somewhat in recent years. Historically influenced by transit, Washington Heights includes the original site of the former Chicago Bridge & Iron Company. The Brainerd Bungalow Historic District and the Carter G. Woodson Regional Library, home of the largest collection of African-American history in the midwestern United States, are in the area.

91st Street–Beverly Hills is one of five Metra stations within the Beverly Hills neighborhood of Chicago, Illinois, along the Beverly Branch of the Rock Island District Line. It is located at 9105 South Prospect Square near 91st Street, 11.3 miles (18.2 km) from LaSalle Street Station, the northern terminus of the line. In Metra's zone-based fare system, 91st Street is in zone C. As of 2018, 91st Street–Beverly Hills is the 128th busiest of Metra's 236 non-downtown stations, with an average of 368 weekday boardings.As of 2022, 91st Street–Beverly Hills is served by 40 trains (20 in each direction) on weekdays, by 21 trains (10 inbound, 11 outbound) on Saturdays, and by 16 trains (eight in each direction) on Sundays and holidays. Despite the location and the name of the station, parking is not available along 91st Street nor Prospect Square. There is a parking lot north of the intersection with 91st and Prospect Square that includes an additional one for a Forest Preserve Maintenance Facility. The closest parking lots to the station house are on-street parking along Beverly Avenue and a parking lot along the west side of Beverly Avenue between the end of the on-street parking lots and north of 92nd Place. This lot is on the right of way of the former Pennsylvania Railroad "Panhandle Line" that shared the station. No bus connections are available.