This article is a reasoned pictorial review illustrating the many faces of thrombotic and embolic disease developing in the cancer patient. From a clinical point of view, we particularly point out the importance of properly identifying this occurrence in its various presentations. From a radiological point of view, special emphasis is given to the wide spectrum of multidetector CT findings, to the clues of benign and malignant thrombus diagnosis, and to the potential interpretative pitfalls.