The draw for the Round of 32 was held on Friday, 19 December 2008 in Nyon, Switzerland. The draw was conducted by UEFA General Secretary David Taylor, Giorgio Marchetti, UEFA's director of professional football and 2009 UEFA Cup Final ambassador Can Bartu. In this round, each UEFA Cup group winner paired with the third-placed team from another UEFA Cup group and each UEFA Cup group runner-up paired with a third-placed team from the UEFA Champions League, with the only restriction on the draw being that teams from the same national association could not be drawn together. The UEFA Cup group winners and runners-up each played the second leg of their Round of 32 ties at home.