Aim: To determine the factors that might predict the occurrence of anastomotic leakage in small bowel anastomoses. Materials and Methods: The study included patients above the age of 18 years undergoing surgical closure of a full-thickness small intestinal breach. A total of 100 patients who met the inclusion criteria were analyzed and followed up until their discharge from the hospital or death.Patients were divided into two groups: Group 1 (Cases, n=50), which included patients undergoing small bowel surgery with subsequent suture line disruption, and Group 2 (Controls, n=50), which included patients undergoing small bowel surgery without subsequent suture line disruption. Results: Postoperative factors also played a role in predicting anastomotic leakage. The use of vasopressor support was more common in the cases group (36%) compared to the controls (24%), although this difference was not statistically significant (p=0.20). Ventilatory support was required by 20% of the cases and 10% of the controls (p=0.16). All patients received antibiotics, so no comparison could be made for this variable. The use of steroids was slightly higher in the cases group (30%) compared to the controls (20%), with a p-value of 0.24.Wound infection was significantly more frequent in the cases group (50%) compared to the controls (20%), with a p-value of 0.003, suggesting a strong association between wound infection and suture line disruption. The timing of starting oral fluids was also delayed in the cases group (5.5 days) compared to the controls (4.8 days), with a p-value of 0.02, indicating that delayed oral intake may be associated with an increased risk of anastomotic leakage. Conclusion: Overall, these results highlight several factors associated with an increased risk of anastomotic leakage in small bowel anastomoses, including lower serum albumin levels, gross peritoneal contamination, difficulty in surgical closure, wound infection, and delayed initiation of oral fluids. These findings underscore the importance of careful patient management and surgical technique to minimize the risk of this serious complication.