Introduction: Sigmoid sinus thrombosis (SST) is a rare intracranial complication of otitis media. The incidence of suppurative otitis media is estimated at about 6%, with a mortality rate of 5–10%. Aim: Presentation of the case of a 43-year-old female patient who was diagnosed with left-sided SST due to recurrence of chronic otitis media with cholesteatoma. Case report: Patient hospitalized due to recurrence of middle ear cholesteatoma. The patient had undergone bilateral Bondy operation in childhood because of cholesteatomas. Faulty surgical treatment and inadequate post-operative care resulted in a recurrence of the disease and the development of SST. On admission, radiological diagnostics were performed and confirmed the diagnosis. Broad-spectrum antibiotic therapy, antithrombotic therapy and a lateral petrosectomy were administered, achieving clinical improvement. Conclusions: Despite existing controversies in the choice of surgical technique, it is necessary to perform it indefectibly. Faulty performance is a risk factor for recurrence of the disease and development of complications.