Despite strategies and schemes to increase cycling among adolescents in England, the levels of cycling among secondary school adolescents in various cities is low. This study aims to understand the factors influencing cycling among Birmingham secondary school adolescents from the perspectives of local transport stakeholders promoting cycling among secondary school adolescents. In 2019, 14 local transport stakeholders promoting cycling among secondary school adolescents in Birmingham participated in a semi-structured interview. The discussions focused on barriers and facilitators to increasing cycling among secondary school adolescents for school and non-school travel. Thematic content analysis was performed using NVIVO 12. The five-level socio-ecological model provided the framework for the analysis, resulting in five main themes. The study found the majority of the schemes and programs organised to increase cycling among secondary school adolescents focused on promoting school travel, with less focus on non-school travel. It was noted that cycling for leisure was more appealing to adolescents than utility cycling. Future interventions should include cycling promotion for non-school travel. In addition, increased support for leisure cycling may increase the overall appeal and enthusiasm of cycling among adolescents.