This is a case report of a man with chronic hidradenitis suppurativa who developed reactive arthritis. He presented with swelling and pain in his larger joints, along with conjunctivitis involving his right eye. These symptoms coincided with a flare of the hidradenitis suppurativa. His clinical picture and laboratory findings were consistent with a diagnosis of reactive arthritis. He was initially treated with prednisone, and later with methotrexate, with improvement in his symptoms. This case report is a discussion of a rare cause of reactive arthritis. A review of the literature regarding this condition is also included.