Parkin joined Millwall on loan during the 2000–01 season. He scored four goals in seven appearances for the Lions. He then joined Wycombe Wanderers on loan later in the 2000–01 season. At Wycombe, Parkin scored a headed winner against Wolverhampton Wanderers during their run to the semi finals of the FA Cup. However his loan had finished and he returned to Chelsea denying him a chance to play in the quarter finals versus Leicester City or semi final v Liverpool. He scored two other goals for Wycombe, including one in the Football League Trophy against Leyton Orient. Parkin also played on loan for Oldham Athletic during the 2000–01 season. He scored three goals in seven appearances for the Latics.