Bolocco was selected Miss Chile for Miss Universe on April 20, 1987. On May 26, 1987 she beat 67 contestants to become the first Chilean to win the Miss Universe beauty pageant that was held in Singapore that year. During her year-long reign, she settled in Los Angeles, California.
After the crown
Bolocco began a television career in Chile with the showPorque hoy es sábado on TVN Televisión Nacional de Chile. She then co-hosted Martes 13 on Channel 13. In March 1990 Bolocco married Americantelevision producerMichael Young in Santiago. The local media covered the event as if it were a royal wedding. Bolocco moved to Atlanta, Georgia to work as an anchorwoman for the Spanish section at CNN produced for Telemundo Network, on June, 1990. Then, she became a full-fledged member of the Telemundo family where she hosted the afternoon lifestyles program La Buena Vida, The show was merged with another newsmagazine titled Ocurrió así and Esta noche con Cecilia Bolocco followed for which she won two Emmy awards. She then took a starring role as the evil Karina Lafontaine de Montero in the Mexican Televisa's hit soap opera Morelia, which was aired to more than 70 countries throughout the Americas, including Chile, and Europe. Around the mid-1990s Bolocco ended her relationship with husband Michael Young. The marriage was annulled, because no divorce law existed in Chile at the time. In 1993 Bolocco co-hosted the 1993 Miss Universe pageant in The Auditorio Nacional in Mexico City. In 1995 Bolocco co-hosted the closing night of the 36th Viña del Mar International Song Festival, held every year in Viña del Mar, Chile. In October 1996, already separated, Bolocco took the job as co-host in one of the shows with the highest ratings in Chilean television history, Viva el lunes, alongside Kike Morandé and comedian Álvaro Salas. At the same time, she had a radio show and appeared in her own television show, La noche de Cecilia. Also in 1996 Bolocco was a judge in the 1996 Miss Universe pageant in Las Vegas, Nevada. In February, 2000, Bolocco became an established hostess for the Viña del Mar Song Festival, with partner and longtime host Antonio Vodanovic. In August 2001 Bolocco's marriage to Young was annulled. On 26 May 2001, Bolocco married former Argentine president Carlos Menem in La Rioja, Argentina, whom she met while interviewing him at the Casa Rosada presidential house in Argentina. On November 19, 2003, their first son, Máximo Saúl Menem Bolocco, was born in Santiago, Chile. They separated in April 2007 and officially divorced in May 2011.