An outside right, he played in a forward line that included the great Jack Southworth. After Southworth left the club he joined forces with Jimmy Whitehead and Jamie Haydock. In fact, Chippendale and Whitehead both obtained their first international caps in March 1894 in a game against Ireland. That year Blackburn finished in 4th place in the First Division of the Football League.
The 1895-96 season was a major disappointment. New signing Peter Turnbull, a centre-forward with a good goal scoring record when he played for Glasgow Rangers, Bolton Wanderers and Burnley, only managed seven in 25 games for Blackburn. The all-Scottish defence played well but the lack of goals resulted in the club finishing in 8th place in the league.
Harry Chippendale died in 1952.