Herein, we disclose a nickel-catalyzed three-component reaction of internal enamide, diethoxymethylsilane, and aryl iodide to provide expedient access to benzylic amide derivatives. The protocol features a broad substrate scope with a moderate to excellent isolated yield under the mild condition. The high regioselectivity of Ni-catalyzed enamide hydroarylation can be attributed to the directing effect by the prefunctionalized nitrogen-containing group on the alkenes.