Chloe Dearwester was a four-time Ohio state champion for William Henry Harrison High School in Cincinnati.

She finished third at Junior Nationals in 2023 and fourth in 2022 while finishing second at Preseason Nationals in 2022. Dearwester won the Journeyman Classic while finishing fourth at Junior Nationals and eighth at U17 Nationals in 2022. She was a member of the Junior Duals All-Tournament Team in 2022 and 2023 while finishing fifth at Preseason Nationals and sixth at 16U Folkstyle Nationals in 2021.

Dearwester will attend Presbyterian College.