Introduction: Soft tissue chondroma is a very rare, slow progressing, benign tumor. It has a specific tendency for hands and feet. It can exhibit worrisome radiographic and histologic features mimicking chondrosarcomas. Case 1: A 54-year-old man was presented with a big mass in the left thigh. At magnetic resonance imaging (MRI), the lesion exhibited a heterogeneous pattern, localized in muscle without infiltration. Open biopsy was performed showed a soft tissue chondroma. Case 2: A 40 years old man presented with a hard mass on the right iliac fossa. TDM showed a well circumscribed soft tissue mass with a heterogeneous pattern. Histological assessment of the resected specimen confirmed a soft tissue chondroma. Conclusion: Soft tissue chondroma is a very rare benign tumor. In our case, the tumor presented with an unusual location and radiological appearance, suggesting a malignant process. The diagnosis was rectified thanks to pathological examination.