 Wolleaston returned to Chelsea but again left on a loan deal ahead of the 2001–02 season, joining Second Division-side Northampton Town with fellow Chelsea youngster Sam Parkin.Wolleaston's debut for Northampton came on 18 August 2001 as they lost 2–0 to Stoke City, going on to make eight appearances in three months for the club, seven in the league, again without scoring a goal.He returned to Chelsea but never appeared in another first-team appearance in another two seasons.