Objective: To study the obstetric pathology and delivery outcomes in pregnant women with gestational diabetes depending on the sex of the fetus.Materials and Methods: A retrospective analysis of 2014 histories of pregnancy and childbirth of women with gestational diabetes (GD) over the period of 2018-2021, was carried out. Two groups were formed based on the sex of the fetus: Group 1 (1012 pregnant women) with male fetuses and Group 2 (1002 pregnant women) with female fetuses. For statistical analysis, the proportions (%) were compared using the Pearson’s χ2 (chi-square) test.Results: It was proved that the male sex of the fetus is a risk factor for the GD and concomitant obstetric complications (placental insufficiency, risk of preterm birth, fetal macrosomia). The prevalence of hypotonic bleeding, defects of the placenta, and placenta increta, and related cases of manual control of the uterine cavity and uterus extirpation in mothers of boys with GD was established. Also, in patients of this group, birth injuries consisting in a rupture of the posterior labial commissure were significantly more often registered as a result of childbirth with a large fetus, while cases of cervical rupture prevailed in women with female fetuses.Conclusions: The revealed dependence of the nature of obstetric complications and the course of labor on the sex of the fetus in pregnant women with GD warrant developing a monitoring system that takes into account the gender of the fetus.