Sweet syndrome (SS) is an acute febrile neutrophilic dermatosis characterized by a constellation of clinical symptoms and histologic findings: pyrexia, neutrophilia, and tender and erythematous cutaneous lesions (plaques, nodules, and papules) with neutrophilic infiltration of the upper reticular dermis. SS can be either an inflammatory disease or a hypersensitivity disorder. SS has been associated with autoimmune disease, such as inflammatory bowel disease (IBD), rheumatoid arthritis (RA), systemic lupus erythematosus (SLE), and sarcoidosis. We herein present a case of a 70-year-old white male presenting for persistent fevers, rash, intermittent diarrhea, and hematochezia. The patient had marked improvement of his clinical symptoms following systemic corticosteroid treatment. He was diagnosed with SS and ileocecal Crohn's disease (CD). This article highlights the need to rule out CD in the setting of SS and gastrointestinal (GI) manifestations.