Introduction The aim of this study is to assess the surgical and patient reported outcomes for monocanalicular and bicannalicular silicone stent insertion for patients undergoing endoscopic dacryocystorhinostomy (DCR) procedures for distal nasolacrimal duct obstruction. Methods A retrospective cohort study was undertaken for all patients that underwent endoscopic DCR performed collaboratively by ENT and ophthalmology at Royal Blackburn Hospital. Patient records were examined to evaluate surgical outcomes and any complications with respect to different types of stents used. Results A total of 60 patients were included in the study. Tubes were used in 95% of cases. 92% reported a positive outcome, 89.5% had a patent nasolacrimal system at follow up and 97% of cases with silicone stents had a visible ostium. Minor postoperative complications occurred in 30% of silicone stent cases. When further broken down into tube type, success rates were 94% for monocanalicular stents and 95.5% for bicanalicular stents however the difference was not statistically significant. In contrast, the complication rates were 22% for monocanalicular stents and 63.6% for bicanalicular stents with this difference being statistically significant. Lester Jones tubes (permanent) were used in 8 cases which were found to have proximal nasolacrimal duct obstruction of which 87.5% reporting a positive outcome despite the well-known high extrusion rate associated with this type of tube. Conclusion Both monocanalicular and bicanalicular stents showed similar high surgical success rates. However, monocanalicular stents were better tolerated by patients and associated with fewer complications.