In many centres, diverting loop ileostomy (DLI) is routinely incorporated following anterior resection for colorectal cancer to mitigate the consequences of anastomotic leak. Delayed or non-reversal of DLIs remains common and contributes to morbidity and diminished quality of life. This study evaluated timing to reversal, overall reversal rates, reasons for delay or non-reversal, post-reversal morbidity, and trends within a high-volume Australian quaternary colorectal unit. A retrospective review was performed of patients undergoing anterior resection for colorectal cancer with formation of a DLI between 1/01/2015 and 31/12/2025. Time to reversal from oncological resection was categorised as <3 months, 3–6 months, or >6 months. Primary outcomes were time to reversal and overall reversal rate. Secondary outcomes included length of stay following reversal, post-reversal complications, and reasons for delayed or non-reversal. A subgroup analysis of the most recent five years (2020–2025) assessed temporal trends. Between 2015-2020, 318 anterior resections undertaken, with 126 DLIs formed (35.2%). Overall, 94 ileostomies reversed (74.6%), with a mean time to reversal of 331 days. Most reversals occurred beyond 6 months (76.6%). The average length of stay following reversal was 5.3 days, and post-reversal complications were infrequent. Between 2020-2025, 356 anterior resections performed, with 111 DLIs formed (31.2%). Reversal rates increased to 78.4%, with a reduction in mean time to reversal to 238 days. A greater proportion of reversals occurred within the 3–6-month interval (33.3%), with fewer late reversals >6 months (52.8%). Average post-reversal stay decreased to 3.8 days. Delayed or non-reversal of DLI remains common; however, recent practice demonstrates a shift toward earlier reversal, particularly within the 3–6-month interval. Structured multidisciplinary pathways are essential to optimise reversal timing and minimise long-term stoma-related morbidity.