Rosie O'Donnell seeks 'prayers' after daughter Chelsea sentenced to prison for probation violation

Rosie O'Donnell expressed her heartbreak in an emotional Instagram post, sharing a photo of Chelsea from her younger days
PUBLISHED OCT 30, 2025
Rosie O'Donnell took to social media to ask for prayers after her oldest daughter, Chelsea, (Marinette County Sheriff's Office, Getty Images)
Rosie O'Donnell took to social media to ask for prayers after her oldest daughter, Chelsea, (Marinette County Sheriff's Office, Getty Images)

MARINETTE COUNTY, WISCONSIN: Rosie O'Donnell is seeking prayers from her supporters as her eldest daughter, Chelsea O'Donnell, has been sent to prison for breaking the terms of her probation due to drug charges. 

The 63-year-old comedian posted a message on Instagram about her sadness, telling of continuing love for Chelsea regardless of her addiction issues.

Rosie O'Donnell posts younger picture of her daughter

Rosie O'Donnell took to Instagram to express her pain after her daughter, Chelsea, was sentenced to prison on October 22 for probation violation as per PEOPLE

Rosie O'Donnell attends the
Rosie O'Donnell attends the 'Burlesque: The Musical' World Premiere at The Savoy Theatre on July 22, 2025 in London, England (Neil Mockford/WireImage)

The probation was established in March 2024 after Chelsea pleaded guilty to felony charges of resisting or obstructing an officer, bail jumping, and possession of illegal substances.

Posting a younger picture of Chelsea, O'Donnell wrote: "My child chelsea belle – before addiction took over her life – i loved her then i love her now as she faces a scary future,” adding, "Prayers are welcomed," and including hashtags for addiction awareness, love, and family. 

Rosie O'Donnell and Chelsea Belle O'Donnell pose at the
Rosie O'Donnell and Chelsea Belle O'Donnell pose at the '2nd Annual Fran Drescher Cancer Schmancer Sunset Cabaret Cruise' on The SS Hornblower Infinity Crusie Ship on June 20, 2016 in New York City (Bruce Glikas/Bruce Glikas/FilmMagic)

It is to be noted that O'Donnell and her former partner, Kelli Carpenter, adopted Chelsea shortly after she was born in 1997.

History of Chelsea O'Donnell's probation violation and sentencing

Chelsea O'Donnell's criminal troubles worsened a year ago with three consecutive arrests in Wisconsin from September to December.

NEW YORK, NY - JUNE 20: (L-R) Chelsea Belle O'Donnell, Vivienne Rose O'Donnell and mother Rosie O'Donnell pose at the
Chelsea Belle O'Donnell, Vivienne Rose O'Donnell and mother Rosie O'Donnell pose at the '2nd Annual Fran Drescher Cancer Schmancer Sunset Cabaret Cruise' on The SS Hornblower Infinity Crusie Ship on June 20, 2016 in New York City (Bruce Glikas/Bruce Glikas/FilmMagic)

After her third arrest, O'Donnell spoke about the incident on Instagram, saying: "So yes this is true," and continuing, "After being bailed out by her birth mother – chelsea was arrested again – and is facing many charges related to her drug addiction. We all hope she is able to get the help she needs to turn her life around.” 

Chelsea actually received six years of probation in March 2024, with terms requiring sobriety, no association with drug users, and no ownership of controlled substances without a prescription or possession of any firearms. That being said, the later revocation of this probation resulted in her current prison term.

Rosie O'Donnell's continuous support to daughter 

In a quote to People regarding the prison term and Chelsea's "horrible future," the former talk show host spoke out of concern, adding, “I have compassion for those struggling with addiction. Chelsea was born into addiction and it has been a painful journey for her and her four young children.” 

PARK CITY, UT - JANUARY 24:  Producers Rosie O'Donnell, Kelli O'Donnell and children attend the prem
Rosie O'Donnell, Kelli O'Donnell, and children attend the premiere of 'All Aboard! Rosie's Family Cruise' at the Eccles Theater during the 2006 Sundance Film Festival on January 24, 2006, in Park City, Utah (Peter Kramer/Getty Images)

Chelsea has four children: daughters Skylar, Riley, and Avery Lynn with a past relationship with Jacob Bourassa, and a son, Atlas, born in October 2023 with her current boyfriend, Jacob Nelund.

O'Donnell highlighted the family's ongoing support, saying, “We continue to love and support her through these horrible times, Prayers welcomed.”

Rosie O'Donnell has a total of five children: Chelsea, 28, Parker, 30, Blake, 25, Vivienne, 22, and Clay, 12. 

Earlier, the star was making headlines after she sought Irish citizenship through her grandparents' heritage, moving to Ireland in January.

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