He was born circa 1635. His father was Pedro Caballero de los Olivos, and his mother was Margarita Rodriguez. He died on 12 Jul 1690 in Monterrey. He was 55 years old.
He married Juana de Barraza, daughter of Capt. Juan Barraza and Margarita de la Peña on 8 Apr 1657 in Santiago Papasquiaro. He was 22 years old, and the bride was 19 years old.
He married Margarita Rodriguez de Montemayor, daughter of Diego Rodriguez de Montemayor and Maria Ines de la Garza Gonzalez Hidalgo on 30 Sep 1670 in Monterrey. He was 35 years old, and the bride was 18 years old. It was his second marriage.
Gregorio Caballero de los Olivos. He married Maria Guerra Cañamar, daughter of Ignacio Guerra Cañamar and Catarina Fernandez.
Lucas Caballero de los Olivos. He married Maria Teodora de Ballesteros on 1 Jul 1714 in Monterrey. He married Figenia de la Cruz.
Juan Caballero de los Olivos. He married Juana Josefa Ballesteros, daughter of Juan Esteban de Ballesteros and Maria Josefa Montes de Oca. In 1733, he requested a dispensation to marry Margarita de la Garza (Montemayor). His wife died on 3 Jan 1732 in Huajuco.
Juana Caballero de los Olivos. She married Joseph Macario de Treviño, son of Nicolas de Treviño Gonzales and Maria de Renteria.
Josefa Caballero de los Olivos. She married Alejo de Treviño, son of Alejo de Treviño Ayala.
Teresa Caballero de los Olivos. She married Juan de Castro Mireles. She married Manuel de la Garza, son of Lazaro de la Garza Falcon and Maria Inez Ayala Saldivar Sosa.
Mariana Caballero de los Olivos. She married Buenaventura de Aguirre, son of Gen. Pedro de Aguirre and Mariana Gonzalez. She married Francisco Gonzalez de Quintanilla, son of Bartolome Gonzalez de Quintanilla and Nicolasa Fernandez de Tijerina.
Ana Maria Dorotea Caballero de los Olivos. She married Joseph Eugenio de la Garza Falcon, son of Sgt. Major Francisco de la Garza Falcon and Leonor Sepulveda Renteria on 22 Feb 1738 in Hacienda de Higueras. She married Diego Gonzalez de Ochoa, son of Diego Gonzalez and Maria de Ochoa on 22 Feb 1738 in Hacienda de Higueras.
Maria Caballero. She married Domingo Perez.
Maria Caballero de los Olivos, born 1668. She married Francisco Rodriguez de Montemayor, son of Diego Rodriguez de Montemayor and Maria Ines de la Garza Gonzalez Hidalgo on 24 Nov 1684 in Monterrey.