Septic thrombophlebitis of the portal vein and/or its intra-hepatic branches (pylephlebitis) with associated liver abscess formation is a rare and potentially fatal complication of intra-abdominal infection. We present such a case that was caused by missed chronic appendicitis. Imaging findings can be complex and mimic other diseases leading to a diagnostic conundrum. Radiologists need to be knowledgeable of this challenging condition to prevent misdiagnosis and because prompt treatment is often life-saving.