Introduction and Hypothesis <p>Postoperative urinary retention (POUR) is a common complication in prolapse surgery patients. However, there is no consensus regarding the optimal timing for postoperative indwelling urinary catheter (IUC) removal. To provide effective and evidence-based healthcare, we compare same-day midnight removal with IUC removal the morning after surgery.</p> Methods <p>In this retrospective cohort study, 602 patients who underwent prolapse surgery between January 2020 and September 2023 were included. In the early removal group (<i>n</i> = 309), the IUC was removed at midnight on the day of the surgery; in the late removal group (<i>n</i> = 293), it was removed the following morning. Information regarding risk factors for POUR and discharge time was retrieved and analyzed.</p> Results <p>No differences regarding the risk of POUR were found between the early and late removal groups OR 1.05 (95% CI 0.68, 1.60). An increased Charlson Comorbidity Index (CCI), stage III and IV prolapse, longer surgery time, spinal anesthesia, and pain are considered independent risk factors for POUR; a higher body mass index (BMI) reduces the risk of POUR. Patients diagnosed and treated for urinary retention had a significantly higher chance of developing urinary tract infections during recovery. Patients within the early removal groups were discharged approximately 9 h earlier.</p> Conclusions <p>Midnight removal of the IUC after prolapse surgery does not lead to an increased incidence of POUR and is considered a safe alternative for catheter removal the following morning. In addition, this may contribute to more effective healthcare and optimization of hospital capacity.</p>