During the 1940's Ana Natalia Guerrero decided to branch out from the family puesto known as Cielito Lindo on the corner of Alameda and Macy Street (Cesar Chavez Ave.) on Olvera Street. The little food stand had developed a loyal client base and the family was able to work together to immigrate aunts and uncles and their families to the United States from Huanusco, Zacatecas, Mexico. Then Ana, with her mothers blessing and financial support opened the first of several Anitas Mexican restaurants in Los Angeles, Hollywood and Alhambra.
The family plan was that eventually each sibling would be able to own their own business and provide for their families. The most successful of these small restaurants was the Anitas at 101 North Broadway. It was located next door to the famous Mason Theater. Many of Mexico's and Latin America's most stellar performers performed at the Mason Theater and the artists often ate at Las Anitas. Unfortunately in 1951 the State of California purchased the building and Ana lost the lease on her famous restaurant. Because of her relationship with Mrs. Christine Sterling, the founder of Olvera Street, Ana decided to move her restaurant into the Italian Hall on the corner of Main and Macy street (Cesar Chavez Ave). The building which was owned by the Arcante family at the time had a basement which opened into the Olvera Street side. She turned this hidden little area into a cozy restaurant and soon her customers followed her to Olvera Street.