Chilaiditi syndrome is an uncommon and often misdiagnosed condition characterized by the interposition of the colon between the liver and diaphragm, leading to symptoms of abdominal pain, bloating, and bowel dysfunction. Risk factors include chronic constipation, anatomical variations, and diaphragmatic dysfunction. This report presents the case of a 67-year-old male with right upper quadrant discomfort exacerbated by stool retention. Imaging studies ruled out acute pathology for critical conditions but demonstrated colonic interposition suggestive of Chilaiditi syndrome. Management provided consisted of conservative measures including dietary modifications and fiber supplementation, alleviating his symptoms without necessitating invasive procedures. This report emphasizes the importance of recognizing radiographic findings and risk factors of Chilaiditi syndrome in patients with nonspecific gastrointestinal complaints to avoid unnecessary medical interventions.