Kenny Shiels guide Killie to the League Cup semi-finals, beating rivals Ayr United. Despite the win, Shiels criticised rival team tactics, believing the club should have done more. On 18 February 2012, Kilmarnock beat Rangers 1–0, with Shiels' son Dean scoring in the 12th minute, making him the first Kilmarnock manager to beat Rangers twice in one season. After the match, Shiels said a win over Rangers was dedicated to the club's supporters and praised his son, who scored the only goal in the match, for his performance as "outstanding". On 18 March 2012, Shiels' Kilmarnock side travelled to Hampden Park for
Kenny Shiels at the end of the season. Alongside his club jobs, Shiels was also employed by the Irish Football Association to manage the Northern Ireland national under-17 football team, a role he retained, until 2007, when new senior manager Nigel Worthington brought in his own men at youth levels. Shiels took charge of Larne for the 2005–06 season and took the club to two cup semi-finals, but his full-time job with the IFA meant that he was unable to fully devote his time to the club and so he stood down at the end of the season. Shiels joined Tranmere Rovers