Cancer stands as a relentless, chronic degenerative disease, claiming countless lives worldwide. Despite the availability of various treatments, many prove ineffective and bring about severe side effects. In the quest for novel therapies, natural products (NPs) emerge as vital players in unearthing new anticancer compounds with diverse mechanisms of action. Specifically, phenolic acids have been the subject of in vitro, in vivo, and in silico research, supporting their therapeutical and effectiveness as anticancer, cytotoxic, antitumor, anti-inflammatory, and antioxidant agents. In the quest to identify and validate bioactive natural molecules, bioinformatic and computational tools are crucial as they allow the elucidation of modes and mechanisms of action, as well as interactions with specific proteins and enzymes involved in multiple carcinogenic processes. These tools are economical, fast, and provide valuable information for the design and discovery of new drugs. This chapter aims to provide up-to-date scientific information on the anticancer effects of phenolic acids through in silico techniques, detailing the computational methods, highlighting results, and outstanding aspects, thus offering a comprehensive overview for students, scientists, and medical professionals alike.