The Bailey Dynasty: Meet Chloe Bailey's 3 Siblings—From Halle To The Aspiring Filmmaker
The question of who Chloe Bailey's siblings are goes far beyond her famous musical partner, Halle Bailey. While the R&B duo Chloe x Halle is a household name, the acclaimed singer and actress is actually one of four children in the tight-knit Bailey family, a dynamic that has profoundly shaped her career and personal life. As of late 2024, both Chloe and Halle continue to make major waves in their respective solo careers and have been seen together at numerous high-profile events, including the ESSENCE Black Women In Hollywood Awards and The Fashion Awards, all while teasing the possibility of new music from the duo.
The full Bailey family includes an older sister who works outside of the spotlight and a younger brother who has been a constant presence at their red carpet premieres. This deep dive into the Bailey family tree uncovers the full story of all four siblings, their individual pursuits, and the unbreakable bond that underpins their success.
The Complete Chloe Bailey Family Biography & Profile
The Bailey children were raised in Mableton, Georgia, by their parents, Courtney and Doug Bailey. Doug Bailey, a former stockbroker, now serves as the manager for the musical careers of his daughters. The foundation of their success is rooted in their close family structure, which has supported their journey from YouTube cover artists to international superstars signed to Beyoncé’s Parkwood Entertainment. Below is a detailed look at all four siblings.
- Chlöe Elizabeth Bailey
- Born: July 1, 1998
- Age (as of December 2025): 27
- Role: Singer, songwriter, actress, and producer. One half of the duo Chloe x Halle.
- Career Highlights: Star of the TV series Grown-ish, solo album In Pieces, Grammy-nominated for the album Ungodly Hour (with Halle), and early acting role in The Fighting Temptations (2003).
- Halle Lynn Bailey
- Born: March 27, 2000
- Age (as of December 2025): 25
- Role: Singer, songwriter, and actress. One half of the duo Chloe x Halle.
- Career Highlights: Critically acclaimed portrayal of Ariel in Disney's live-action The Little Mermaid (2023), starred in *The Color Purple* (2023), and released her first solo single "Angel." She recently welcomed a baby with partner DDG.
- Ski Bailey
- Role: Older sister of Chloe and Halle.
- Profession: Currently works as a paralegal in Charleston. She is also an aspiring filmmaker with Hollywood ambitions, often providing support and insight to her younger sisters' careers. Ski maintains a private life largely outside of the public eye.
- Branson Bailey
- Born: October 3, 2005
- Age (as of December 2025): 20
- Role: Younger brother of Chloe and Halle.
- Life: While he is not actively pursuing a career in music or acting, Branson has been a supportive presence, frequently accompanying his sisters to film premieres and industry events.
The Dynamic Duo: Chloe and Halle Bailey's Unbreakable Bond
The core of the Bailey siblings' fame rests on the phenomenal success of Chloe x Halle. The duo first gained widespread recognition in the early 2010s by posting covers of pop songs to YouTube. Their cover of Beyoncé's "Pretty Hurts" went viral and caught the attention of the Queen Bey herself, leading to a life-changing mentorship and a contract with Parkwood Entertainment.
Their musical journey evolved from the critically acclaimed mixtape The Two of Us to their debut album, The Kids Are Alright, and the Grammy-nominated masterpiece, Ungodly Hour.
The sisters' relationship is more than just a professional partnership; it is a profound sisterhood. When they began pursuing separate solo projects—Chloe releasing her album In Pieces and Halle starring in The Little Mermaid—they often spoke publicly about the separation anxiety they felt. Despite their individual successes, they have consistently reassured fans that the duo is not over. In fact, throughout 2024, they have been seen together at numerous high-profile events, and Chloe has openly teased the possibility of a new Chloe x Halle album, signaling that their creative partnership is far from finished.
Ski and Branson Bailey: The Pillars of Support Outside the Spotlight
While the world is focused on the musical and acting careers of Chloe and Halle, their older sister, Ski Bailey, and younger brother, Branson Bailey, play crucial roles in their lives, often acting as the family's anchors. This dynamic is a key component of the Bailey family’s strength.
Ski Bailey: The Aspiring Filmmaker and Paralegal
Ski Bailey, the oldest of the sisters, has chosen a career path that keeps her largely out of the intense Hollywood limelight. She currently works as a paralegal in Charleston, a profession that requires precision and dedication. However, her creative ambitions are not dormant. Ski is also an aspiring filmmaker, a passion that connects her to the artistic world of her younger sisters. She has been described as a crucial part of the sisters’ journey to fame, providing a grounded perspective and unwavering support.
Her choice to work in a demanding, non-entertainment field while pursuing filmmaking on the side highlights the diverse talents within the Bailey family tree. It’s a powerful reminder that not everyone in a celebrity family seeks the same level of public exposure, yet their support is vital to the success of the Chloe x Halle duo.
Branson Bailey: The Youngest Sibling and Red Carpet Guest
Branson Bailey, born in 2005, is the youngest of the four Bailey siblings. Though still young, he has already experienced the world of celebrity through his sisters' eyes, often attending major events like film premieres and award shows with them. Branson's presence at these events, such as the premiere of Star Wars: The Last Jedi, shows the family's commitment to experiencing major milestones together.
As the younger brother, Branson Bailey provides a sense of normalcy and grounding for his sisters. His life, while private, is a testament to the strong familial bond that Courtney and Doug Bailey instilled in their children. The success of the The Little Mermaid actress and her sister is a family affair, with Branson and Ski offering a constant, loving support system.
The Future of the Bailey Siblings' Collaborative and Solo Careers
The year 2024 has been a pivotal one for the Bailey siblings. Halle Bailey has cemented her status as a major actress following her acclaimed Disney role and her performance in *The Color Purple*. She also navigated the personal milestone of becoming a mother, a journey she has shared glimpses of with the public. Meanwhile, Chlöe is continuing to develop her solo music career, with her distinct R&B sound, while also starring in various film projects.
The biggest news for fans of the duo, however, is the increasing speculation and teasing of a third Chloe x Halle album. Their continued appearances together at industry events, such as the 2024 Give Her FlowHERS Gala, signal a renewed focus on their collaborative roots, even as their individual stars shine brighter than ever.
Whether they are performing as a duo, pursuing solo acting roles, working as a paralegal, or attending a premiere, the Chloe Bailey siblings demonstrate a powerful combination of talent, ambition, and familial loyalty. The entire Bailey family remains a compelling force in the entertainment industry, proving that success is strongest when built on an unbreakable foundation of sisterhood and brotherhood.
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