Jeakins got her start working on WPA projects and as a Disney artist in the 1930s. Her fashion career began as a designer at I. Magnin's, where she was spotted by director Victor Fleming. Hired as a sketch artist for Joan of Arc (1948), Jeakins worked on the costumes along with Barbara Karinska and shared an Oscar with her in the color category. This was the first Oscar ever awarded for costumes, besides the black and white category.
Jeakins also worked on stage productions, including South Pacific (in which Motley was the principal costume designer), King Lear, Winesburg, Ohio and The World of Suzie Wong (for which she received her third Tony nomination), and such television productions as the 1957 production of Annie Get Your Gun, and Mayerling. For ten years beginning in 1953, she served as designer for the Los Angeles Civic Light Opera. In 1961 she was awarded a Guggenheim Fellowship to study in Japan. She spent a year there, studying theater costume.[5][6] From 1967 to 1970, Ms. Jeakins was Curator of Costumes and Textiles at the Los Angeles County Museum of Art.[7] In 1987, she was awarded the Women in FilmCrystal Award for outstanding women who, through their endurance and the excellence of their work, have helped to expand the role of women within the entertainment industry.[8] Jeakins, who retired in 1990, once summed up her designing: "I can put my world down to two words: Make beauty. It's my cue and my private passion."
^Julia Armstrong-Totten, "The Legacy of the Art Student League," in Julia Armstrong-Totten, et al., A Seed of Modernism: The Art Students League of Los Angeles, 1906–1953, exhibition catalogue, Pasadena Museum of California Art. 2008.