Caleb auditioned in Savannah. He sang "If It Hadn't Been for Love" by The SteelDrivers. All three judges voted "yes", sending him to the next round.
Caleb was shown in the first televised Group of Ten along with Layla Spring, Alyssa Raghu and Trevor McBane. He advanced and although initially untelevised, was shown in a group with Maddie Poppe singing "Mama's Broken Heart" by Miranda Lambert and was later shown in the final Solo Round singing "Your Man" by Josh Turner. He made it to the Top 50 and during Showcase Round sang "I Was Wrong" by Chris Stapleton. Afterwards, during the Final Judgment, the judges told him he had made it to the Top 24.
Caleb was shown in Group 2. He sang "Die a Happy Man" by Thomas Rhett and "Meant to Be" by Florida Georgia Line, ft. Bebe Rexha in a duet with Rexha. The judges deemed him good enough to become a Top 14 finalist.
Caleb sang "Midnight Train to Memphis" by Chris Stapleton during the Live Show and "Gettin' You Home" by Chris Young during the Results Show. He was placed in the Top 6 in voting for that week, making him a Top 10 finalist.
Caleb sang "You've Got a Friend in Me" by Randy Newman from the film Toy Story. He received enough votes to become a Top 7 finalist.
Caleb sang "Amazed" by Lonestar and "When Doves Cry" by Prince. He received enough votes to become a Top 5 finalist.
Caleb sang "So Small" by Carrie Underwood and "Stars in Alabama" by Jamey Johnson. He received enough votes to compete in the finale.
Caleb sang "Johnny Cash Heart", "Don't Close Your Eyes" by Keith Whitley, and "Folsom Prison Blues" by Johnny Cash. During the Finale, it was revealed that he received more votes than Gabby Barrett, but he did not receive more votes than Maddie Poppe, making him the runner-up.
- Caleb auditioned for the ninth season of The Voice, but failed to turn any chairs.
|Maddie Poppe ·Caleb Lee Hutchinson ·Gabby Barrett ·Cade Foehner ·Michael J. Woodard ·Jurnee ·Catie Turner ·Dennis Lorenzo ·Michelle Sussett ·Ada Vox ·Jonny Brenns ·Marcio Donaldson ·Garrett Jacobs ·Mara Justine|
|Ron Bultongez ·Amelia Hammer Harris ·Shannon O'Hara ·Effie Passero ·Alyssa Raghu ·Brandon Diaz ·Dominique ·Kay Kay ·Trevor McBane ·Layla Spring|