Kelsea Ballerini, a prominent singer-songwriter and five-time Grammy nominee, has recently been in the spotlight due to speculation regarding her relationship with Craig Conover. While the details remain unverified, it’s an opportune moment to reflect on her romantic history.
Ballerini’s first marriage was to Australian musician Morgan Evans. The couple began dating in early 2016 after performing at the Australia’s Country Music Channel Awards, where they immediately hit it off. Their relationship progressed quickly, leading to a December 2016 engagement. Kelsea announced the engagement joyfully on social media, expressing her excitement about marrying “her Aussie.” They were married a year later, on December 2, 2017, in Mexico, and even collaborated on a duet, “Dance With Me,” in 2018.
Despite their seemingly happy union, the couple faced challenges, with Kelsea revealing in 2021 that they were in couples therapy. She emphasized Morgan’s commitment to the relationship, but ultimately, they separated when Kelsea filed for divorce in August 2022. Reflecting on her decision, Kelsea stated in a 2023 interview, “I respect you and I respect me, and because of that, I can no longer be in this marriage.”
Following her divorce, Ballerini found love with actor Chase Stokes. Romance rumors began circulating in January 2023, and in a candid moment during her appearance on “Call Her Daddy”, she confessed to initiating contact through DMs. Chase confirmed their relationship on “The Today Show” in March 2023, and they quickly shared glimpses of their time together on social media. Their public debut as a couple came at the CMT Music Awards in April 2023, where Kelsea described their bond as feeling remarkably compatible, fondly referring to themselves as “Labrador Retrievers in human form.”
Their relationship continued to flourish, as they made a notable appearance at the Met Gala in May 2024, showcasing their fashionable styles. They also celebrated Thanksgiving together with Kelsea’s family. However, this romance came to an end in September 2025, just two days after Chase publicly wished Kelsea a happy birthday. A source disclosed to PEOPLE that the couple had done their utmost to make the relationship work but ultimately decided to part ways.
In April 2026, news emerged suggesting Kelsea Ballerini might be dating Craig Conover, a Bravo reality star. The rumors sparked after their previous high-profile breakups. Insiders connected Kelsea to Craig after noting her past interest in him during a charity auction in 2014, where she had bid on a date. Current reports suggest they might rekindle their connection, especially given the timing following Kelsea’s split from Chase. As more information unfolds, fans remain eager to know the developments in Kelsea’s love life.
What do you think about Kelsea Ballerini’s dating journey?