Henoch-Schönlein purpura (HSP) or IgA vasculitis is a small-vessel vasculitis mediated by IgA deposition, often associated with upper respiratory tract infection and family history. However, there is a rare correlation to human leukocyte antigen (HLA) B27 arthropathy. We present a case of a young boy diagnosed with HSP suffering from arthritis, gait disturbance, and weakness throughout childhood, ultimately diagnosed with ankylosing spondylitis and sacroiliitis clinically, with confirmation through X-ray and supporting HLA B27 testing.