During the early 20th century, Chicago, like many American cities, enforced strict gender norms and criminalized non-conforming behaviors. Alfred Finnie, was a gay hustler and bouncer on the south side, who organized "Finnie's Balls" for many years on the south side at 38th and Michigan. It was a space for gender expression and drag performers to thrive. But throughout Chicago history there was backlash against events like this.

It wasn't until 1978 that the "cross-dressing ban" under the public morals law was officially removed from Chicago's municipal code. Transgender individuals, particularly those who were Black, were targeted by law enforcement under vague "morality laws" that criminalized cross-dressing and perceived deviant behaviors. This legal framework not only subjected Black trans women to harassment and arrests but also contributed to broader societal stigmatization and violence.

The mid-20th century brought about some shifts in social attitudes, but these changes were uneven and often exclusionary. While movements for civil rights gained momentum, Black transgender women continued to experience violence and discrimination within both the Black community and broader society. They faced challenges accessing employment, housing, healthcare, and legal protections, exacerbating their vulnerability to violence.

In more recent decades, despite advancements in LGBTQ+ rights and visibility, violence against Black trans women in Chicago has persisted at alarming rates. Economic disparities, systemic racism, transphobia, and inadequate legal protections have compounded their risks. The lack of culturally competent healthcare services and social support networks further isolates and endangers Black trans women.

In 2021 alone, at least five Black transgender women were brutally murdered in the Chicago area, highlighting a crisis of systemic violence and neglect. Names like Brianna Hamilton, Disaya Monaee Smith, Tiara Banks, Tyianna Alexander, and Courtney Eshay Key have become tragic symbols of the dangers faced by Black trans individuals, underscoring the need for justice and community support.

Many South Side Organizations are working to support trans-women and decrease violence against the trans community on the South Side including Brave Space Alliance in Hyde Park.