Ewing's sarcoma is a neoplasm of the undifferentiated small round cells, which generally affects the bone and deep soft tissues of children and adolescents. Extraskeletal Ewing's sarcomas are less common than skeletal Ewing's sarcoma with the most common sites being chest wall, retroperitoneal space, lower extremities, paravertebral region, and gluteal region. Primary Ewing's sarcoma of the gastrointestinal tract is rare. The rarity of cases, lack of specific literature, or guidelines for treatment and varying presentations make these cases challenging to diagnose and to treat. In this series, we share our experience from a tertiary cancer care center in South India. By our knowledge, this is the first case series in literature sharing the experience from a single center in treating four cases of gastrointestinal Ewing's sarcoma.