Diddy Freed From Jail: The Exact Date of His Unexpected Parole We weren’t able to create a summary for you. Refresh your page to try again. Oct 28, 2025 · The date of Sean " Diddy " Combs ' release from prison was revealed Oct. 27 after a judge handed down the rapper's sentence earlier in the month. Combs is currently scheduled to get out of... Oct 28, 2025 · The date of Sean " Diddy " Combs ' release from prison was revealed Oct. 27 after a judge handed down the rapper's sentence earlier in the month. Combs is currently scheduled to get out of... Oct 27, 2025 · Sean “ Diddy ” Combs ’ prison release date has been revealed following his sentencing earlier this month. According to the Bureau of Prisons website, Diddy , 55, will be released on May 8, 2028. Oct 27, 2025 · Sean “ Diddy ” Combs ’ prison release date has been revealed following his sentencing earlier this month. According to the Bureau of Prisons website, Diddy , 55, will be released on May 8, 2028. Shareware and Freewarefrom About.com. After the verdict, his lawyer Marc Agnifilo immediately asked for his client to be released from federal detention until his sentencing hearing, and suggested a $1m bail. But a judge denied that request and said the hip-hop mogul will remain in jail until he is sentenced.