He currently plays for Chesterfield, wearing the number 25 shirt. He plays primarily as a Forward. His current market value is estimated at 50K €.

His most recent move was a Free from Manchester City U21 to Chesterfield on 2026-01-16.

In the English Football League Two 2025-2026 season, W. Dickson scored 1 goals and provided 0 assists across 25 appearances, averaging 0 goals per game with 4 shots attempted and 2 on target.