Football Federation of Kazakhstan
All 28 teams from both the Premier League and First Division entered in this round. The draw was conducted on 26 March 2009 at the offices of the Football Federation of Kazakhstan. For every match, one First Division team was drawn against one Premier League team, with the First Division team assigned as the home team. The exception was a match between Shakhter and Ekibastuzets which was played at Shakhter's pitch due to insufficient pitch conditions in Ekibastuz. The matches were played on 24 and 25 April 2009.