Leukemia cutis is a dermatological condition characterized by the infiltration of leukemic cells into the skin. It manifests as various skin lesions such as macules, papules, plaques, or nodules, commonly appearing on the trunk, extremities, or head. The condition is uncommon in chronic myelogenous leukemia (CML), occurring far less frequently than in acute myelogenous leukemia (AML), where it is reported in about 10–15% of cases. In this report, we present a compelling case of a 43-year-old male with chronic myelogenous leukemia who developed leukemia cutis. The emergence of leukemia cutis serves as an indicator of disease progression and is associated with a generally poor prognosis. Our objectives are to report a case of leukemia cutis in a CML patient and to compare this patient to the existing literature on the clinical manifestations, management strategies, and disease outcomes specific to leukemia cutis in the context of CML. By reviewing the available information, we aim to enhance our understanding of this condition and provide valuable insights into its diagnosis and treatment.