Little Annie Rooney is a 1925 American silent comedy-drama film starring Mary Pickford and directed by William Beaudine. Pickford, one of the most successful actresses of the silent era, was best known throughout her career for her iconic portrayals of penniless young girls. After generating only modest box office revenue playing adults in her previous two films, Pickford wrote and produced Little Annie Rooney to cater to silent film audiences. Though she was 33 years old, Pickford played the title role, an Irish girl living in the slums of New York City.

Gladys Louise Smith, known professionally as Mary Pickford, was a Canadian actress resident in the U.S., and also producer, screenwriter, and film studio founder. She was a pioneer in the American film industry, with a Hollywood career that spanned five decades.