Crohn's disease is a chronic inflammatory bowel condition that frequently leads to complications such as strictures and bowel obstruction, often necessitating surgical intervention. Surgical approaches like ileocecectomy and right colectomy are commonly performed, with an ongoing debate about whether to close the mesenteric defect during these procedures to prevent internal hernias and small bowel obstruction. In this case, a 39-year-old male individual with longstanding Crohn's disease underwent robotic-assisted colon mobilization, ileocecectomy with Kono-S anastomosis, and gastrojejunostomy to address strictures. On postoperative day two, he developed nausea, vomiting, and abdominal distension. Imaging revealed a small bowel closed-loop obstruction, which prompted reoperation. Laparoscopy and exploratory laparotomy identified an internal hernia through the ileocolic mesocolon defect, which was repaired by closing the defect. The closure of the mesenteric defect has been shown to significantly reduce the risk of internal hernias and small bowel obstruction. Numerous studies indicate that leaving the defect open can increase the likelihood of these complications, which often necessitate additional surgery. Concerns about tension and ischemia following defect closure have not been substantiated when appropriate techniques are used. Although literature specific to procedures like Kono-S anastomosis is limited, general surgical evidence supports mesenteric defect closure to mitigate the risk of postoperative complications. Mesenteric defect closure during surgeries for Crohn's disease reduces the risk of internal hernias and other postoperative complications without significantly increasing other surgical risks. Routine closure is therefore recommended to enhance patient outcomes and reduce the need for further interventions.