 An eighty-seventh-minute penalty scored by Yemi Odubade saw York lose 1 – 0 away to Oxford United. Dyer signed for the club, having been unattached after his release by Chesterfield at the end of 2007 – 08. Adam Boyes signed a long-term professional contract ahead of York's Conference League Cup third round tie against Mansfield, which was won with a 4 – 2 penalty shoot-out victory. This was preceded by Greaves' headed goal in the fourth minute of stoppage time, earning the team a 1 – 1 draw, which was followed by a goalless period of extra time. The attendance of 609 was the lowest crowd in the club history — breaking the previous record of 763 set in the 2007 – 08 Conference League Cup.
