Crockett's party-starting performance is due to take place at The Burl Outdoors on June 2.
The evocative track is set to appear on Bryan's upcoming 2023 album, Writers and Fighters.
The ‘Never Wanted To Be That Girl’ hitmaker was invited to become a member of the Grand Ole Opry back in June 2021.
A studio version of the track appeared on Crockett's acclaimed 2022 album, The Man From Waco.
The new track is set to feature on Nelson's upcoming album, Sticks and Stones.
Also representing country music at the Chicago festival is Morgan Wade, Pony Bradshaw, Madeline Edwards, Ingrid Andress and more.
