Who Has Charlie Chaplin Dated?Charlie Chaplin Dating Relationships: Dolores Del Rio, Hedy Lamarr, Josephine Dunn, Lila Lee, May Reeves, Peggy Pearce, Rebecca West, Signe Holmquist, Tallulah Bankhead, Hetty Kelly, Mabel Normand, Edna Purviance, Mildred Harris, Mildred Harris, May Collins, Peggy Joyce, Pola Negri, Lita Grey, Marion Davies, Georgia Hale, Mary Minter, Louise Brooks, Merna Kennedy, Lupe Velez, Virginia Bradford, Sari Maritza, Paulette Goddard, Jinx Falkenburg, Carole Landis, Joan Berry, Oona Chaplin.