Caleb joined younger brother Carney in Villa’s ranks when he completed a move from Northampton Town in August 2021. The forward enjoyed a breakthrough season for the Cobblers during 2020/21, making 28 appearances across all competitions.

Chukwuemeka didn't have to wait long for his senior Villa debut, replacing his brother in a 6-0 win against Barrow in the Carabao Cup second round less than two weeks after signing.