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 Securely in charge, Shiels led the club to an 8–0 drubbing of Newry Town in the next match, the second of what proved to be a twenty match unbeaten league run. With his younger brother Sammy Shiels, who had played under Kenny Shiels' management at Carrick, leading the line in scoring 25 league goals, Coleraine won the title, and thus promotion, a full fifteen points ahead of runners-up Ballymena United. The club would also win the inaugural Irish News Cup, a competition for Irish League and League of Ireland clubs in North-West Ireland, that same season. The following season began