[1] Kenningham's London stage debut was at the Adelphi Theatre in 1882 as Duvalor in a single matinée performance of Haydn Millars's operetta Mariette's Wedding.
He replaced Courtice Pounds as Indru at the Savoy Theatre in October 1891 before returning to the Royal English Opera House to play Jeban D'Eveille in La Basoche by André Messager, and reprising his role as de Bracy in Ivanhoe for six performances during November and December 1891.
Returning to the Savoy Theatre in September 1892, he created the parts of Oswald in Haddon Hall, Tom in Jane Annie, and Captain Fitzbattleaxe in Gilbert and Sullivan's penultimate opera, Utopia, Limited.
[4] When Courtice Pounds returned to the Savoy Theatre in July 1894 to take the tenor lead in Mirette, Kenningham rejoined the D'Oyly Carte touring company as Fitzbattleaxe until October 1894, leaving to create the part of Erling in W. S. Gilbert and Osmond Carr's His Excellency at the Lyric Theatre from October 1894 to April 1895.
Kenningham returned to D'Oyly Carte in July 1895 to tour as Cyril in Princess Ida, Fitzbattleaxe in Utopia Limited, and Count Vasquez in The Chieftain.
[4][6] In the 1890s Kenningham composed the music of several songs, including the ballad "Without thy love" (to lyrics written by a fellow D'Oyly Carte performer, Wallace Brownlow),[7] "Scarborough Sal" and "I Dream of the Days".
[10] From 1898 to 1906, Kenningham toured in Australia and New Zealand for J. C. Williamson, who had bought the rights to produce the Gilbert and Sullivan operas there from Richard D'Oyly Carte.