Although the diagnostic rate of organizing hematoma has increased, any crucial characteristic findings are not fully understood and elucidated. Even though it is a non-neoplastic lesion, radiological image findings can range from a benign expansile appearance to a more aggressive form such as bony erosion, which sometimes can make any confusion. Thus, clinician should make a diagnosis thoroughly based on the histopathologic finding. Here, we presented two cases of organizing hematoma of the maxillary sinus mimicking chronic rhinosinusitis.