Introduction. Performing a puncture of the maxillary sinus at the stages of diagnosis and treatment of rhinosinusitis remains relevant. The emerging algophobia, according to other patients, or their own previously experienced pain forces patients to abandon this manipulation. In this context, properly performed, with good anesthesia, maxillary sinus puncture is painless and easily tolerated by patients. Objective. To increase the effectiveness of the treatment of maxillary sinusitis by improving the anesthetic support during the puncture of the maxillary sinus based on the study of various types of analgesia near the located anatomical zones. Patients and methods. A total of 152 patients took part in the prospective study, of which: according to absolute indications, 50 patients with acute exacerbation of chronic sinusitis underwent maxillary sinus puncture under application anesthesia, 50 patients with chronic periodontitis underwent extraction of the tooth of the upper jaw under infiltration anesthesia, and 52 patients with chronic diseases of the upper gastrointestinal tract underwent esophagogastrodoudenoscopy (EGD) under topical anesthesia. To objectify and determine the intensity of pain, a visual analogue scale, the McGill questionnaire, Wong–Baker and Brief Pain scales were used. Results. Pain sensations of patients from the puncture of the maxillary sinus averaged 1.27 points, in the first control group, 0.18 points; in the second control group, 1.79 points. The subjective assessment of pain during tooth extraction was significantly lower and significantly different from those during puncture and EGD. Subjective assessments during puncture and EGD did not significantly differ from each other. Values for all groups ranged between «no pain» and «almost no pain.» Conclusion. Subject to the technique and time of anesthesia, puncture of the maxillary sinus is well tolerated by patients of different age groups, and pain, according to the questionnaires, does not go beyond “almost does not hurt.”