Background: Condom availability programs (CAPs) in schools are a strategy intended to reduce rates of sexually transmitted infections (STIs) and unintended pregnancies among youth. Despite evidence on comprehensive sexual health education and contraceptives, these initiatives often face inconsistent implementation. Contribution to Practice: This retrospective case study examines the evolution of CAP in Chicago Public Schools (CPS), emphasizing on the cooperation between CPS and the Chicago Department of Public Health (CDPH). This case study details the transition of ad-hoc distribution to a universal condom distribution. Through interagency collaboration, CPS and CDPH developed a sustainable and scalable model for increasing access to sexual health resources into school settings. Implications for School Health Policy, Practice, and Equity: This initiative highlights the importance of policy-driven health intervention in school settings and how structured collaboration can ensure equitable access to condoms. This demonstrates how institutional relationships can work together to enhance adolescents' health and wellbeing. Conclusion: The success of a universal CAP in school districts illuminates the value of cross-sector partnerships that strengthens health equity and can serve as a blueprint for other districts who face similar challenges in adolescent reproductive health services.