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Kelsea Ballerini, a prominent figure in the country music scene and a five-time Grammy nominee, has recently attracted attention due to rumors surrounding her potential relationship with Craig Conover. While the speculation remains unconfirmed, it provides an opportunity to explore the singer’s previous romantic involvements.

Ballerini was married to Australian musician Morgan Evans, with whom she began dating in early 2016 after their shared performance at the Country Music Channel Awards. Their chemistry was evident, leading to a romantic connection that blossomed quickly. Kelsea recalled a memorable moment where Morgan, being a true gentleman, asked if he could kiss her during their initial encounter. The couple made their formal appearance as partners at the Country Music Association Awards later that year and announced their engagement in December 2016.

Their relationship evolved rapidly, with Kelsea excitedly sharing on Christmas Day that she would be marrying her “Aussie,” describing herself as the “luckiest girl in the world.” The couple wed on December 2, 2017, in Mexico, and later collaborated on the duet “Dance With Me” in 2018. Despite seeking couples therapy, Kelsea announced her decision to file for divorce in August 2022. Reflecting on their split in a 2023 interview, she expressed her desire for honesty and mutual respect, stating, “I can no longer be in this marriage.”

Following her separation from Evans, Ballerini began dating fellow actor Chase Stokes, igniting relationship rumors in January 2023. Kelsea shared that she initiated contact by sliding into Chase’s direct messages, leading to a playful exchange. Stokes later confirmed their relationship on “The Today Show” in March 2023, and the two frequently shared glimpses of their romance on social media, including a visit to Kelsea’s hometown of Knoxville, Tennessee.

The couple made a public appearance together at the CMT Music Awards in April 2023, where Kelsea described their bond as they navigated their burgeoning relationship with shared happiness. By May 2024, they attended the prestigious Met Gala, showcasing their fashion choices, with Kelsea in a floral Michael Kors gown and Chase opting for an eye-catching, shirtless look beneath his sequined tuxedo. They reportedly spent significant time together, including Thanksgiving with Kelsea’s family. However, just days after Kelsea’s 32nd birthday in September 2025, their relationship ended, with a source stating, “They’re two adults who gave it their all…but ultimately couldn’t.”

As of April 2026, rumors emerged linking Kelsea Ballerini to Craig Conover, a reality TV star from Bravo’s “Southern Charm.” This speculation follows their respective breakups, with sources suggesting that they might be reigniting a connection. Notably, Kelsea had previously bid on a date with Conover during a charity auction in 2014 but later backed out. Insider reports indicate that Kelsea may have encountered Conover while filming Season 12 of “Southern Charm,” reigniting interest in their relationship potential.

What do you think about Kelsea Ballerini’s dating journey? Share your thoughts with us!

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