Dean Shiels last home match of the 2008–09 season, when he scored the first goal in a 2–0 victory over Crystal Palace. Shiels scored six goals in 42 games during the 2009–10 season. However, during the 2010–11 season Shiels lost his place in the Doncaster starting line-up. He was loaned to Kilmarnock in July 2011 and his contract was mutually terminated in January 2012. Shiels signed a six-month loan deal with Kilmarnock, managed by his father Kenny Shiels, in July 2011. Shiels made his first appearance for Kilmarnock on 30 July 2011, in a goalless draw against Motherwell at Rugby Park, coming
Kenny Shiels the club, having a rejected a move from an English club in the past week. A week later, on 22 May 2012, Shiels signed a two-year contract extension. At the start of the 2012–13 season, Shiels was given two-match touchline ban by the SFA in June, having served one suspension on the last game of the season and miss one match at the opening game of the season. His touchline ban was given over commenting made about a referee's decisions made in a match between Celtic and St Johnstone. Following a controversial penalty in a 2-0 defeat against Hibernian on