Career beginnings, Chloe X Halle
The sisters launched a YouTube channel at the ages of 13 and 11 respectively, with a cover of Beyoncé's "Best Thing I Never Had". They first performed as Chloe x Halle when uploading covers of pop songs onto this channel. The duo made their talk show debut when they appeared on The Ellen Show in April 2012. In September 2013, she made a cameo appearance in the Disney series Austin & Ally performing the song "Unstoppable".
In 2015, she and her sister signed to Parkwood Entertainment.
Chloe x Halle made their professional debut with the EP, Sugar Symphony, which was released under Parkwood on April 29, 2016. The duo were also featured as the opening act for the European part of Beyoncé's Formation World Tour, held between late June and early August 2016.
Nearly a year after, Chloe x Halle released a mixtape, The Two of Us, on March 16, 2017, on YouTube. It was featured on Rolling Stone magazine's Best R&B Albums of 2017 list. On December 29, 2017, the duo released the theme song for the TV series Grown-ish, entitled "Grown". Bailey was cast as Jazlyn "Jazz" Forster in a recurring capacity in the first season before being upgraded to series regular starting with the second. She later departed the series at the end of the fourth season, when her character graduated from college. Both "Grown" and "The Kids Are Alright" served as the lead and second singles, respectively, of Chloe x Halle's debut studio album, The Kids Are Alright, which they announced in late February 2018. The album was paired with a visual. Chloe x Halle released their debut studio album, The Kids Are Alright, on March 23, 2018, to critical acclaim. Their single, "Warrior", appeared on both the soundtrack for the film A Wrinkle in Time (2018), as well as their debut album.On May 31, 2018, it was announced that they would be the opening act for the U.S. leg of Beyoncé and Jay-Z's On the Run II Tour, alongside DJ Khaled. The duo were nominated for two Grammy Awards in December 2018, namely Best New Artist and Best Urban Contemporary Album (for The Kids Are Alright).
On February 3, 2019, Chloe x Halle's performance of "America the Beautiful" at the Super Bowl LIII was praised by their mentor Beyoncé in addition to several news publications. A week later, on February 10, 2019, the duo honored American musician Donny Hathaway by performing his 1972 single "Where Is the Love" at the 61st Annual Grammy Awards. In November 2019, it was announced that Bailey joined the cast of the horror film, The Exorcism, directed by M. A. Fortin and Joshua John Miller. She also starred alongside Madelaine Petsch in the 2022 psychological drama film Jane.
On June 12, 2020, the duo released their sophomore album, Ungodly Hour, to critical acclaim. The album debuted at number 16 on the Billboard 200 chart with 24,000 units sold. "Do It" also became their first entry on the Billboard Hot 100, debuting at number 83 on the chart dated June 27, 2020. Chloe x Halle performed the American national anthem at the kickoff game for the 2020 NFL season in September 2020. The duo hosted the Glamour Women of the Year Awards in October 2020. In November 2020, they received nominations for Album of the Year, Song of the Year, Video of the Year, Best Dance Performance and The Ashford And Simpson Songwriter's Award at the 2020 Soul Train Music Awards. They also received nominations for Best Progressive R&B Album, Best R&B Song and Best Traditional R&B Performance at the 63rd Annual Grammy Awards. They performed "Baby Girl" at the 2020 Billboard Women in Music ceremony, where Beyoncé presented them with the Rising Star Award.
