The catalytic cracking of p-cumylphenol, a major component of the byproduct for the manufacturing process of phenol was studied over various zeolites with different acidities and pore structures. p-Cumylphenol was decomposed to phenol and α-methylstyrene, however, α-methylstyrene was consecutively converted to various materials such as indenes and its dimers. With installing a distiller on the batch reactor to separate α-methylstyrene from the reactor, the yield of α-methylstyrene was considerably improved. Conversion of p-cumylphenol was high on the catalyst with a large amount of acid site. The consecutive conversion of α-methylstyrene was suppressed on the zeolite catalyst with small size pores. The catalyst with large size pores showed high conversion irrespective of a small loading amount of catalyst, while the product yield was low due to additional conversion of α-methylstyrene within its large pore.