The 2008–09 Toto Cup Leumit was the twenty-seventh season of the third most important football tournament in Israel since its introduction and fifth under the current format. It was held in two stages. First, twelve Liga Leumit teams were divided into two groups. Four teams from each group advanced to the Quarterfinals. Quarterfinals held as two-legged matches, while the Semifinals and the Final was held as one-legged matches.
Source: football.org.il(in Hebrew) Rules for classification: 1) points; 2) goal difference; 3) number of goals scored. (A) Advanced to the quarterfinals
Source: football.org.il(in Hebrew) Rules for classification: 1) points; 2) goal difference; 3) number of goals scored. (A) Advanced to the quarterfinals
Elimination rounds
Quarterfinals
The first legs were played from November 24 to December 11, 2008 while the second legs were played on January 5 to 13, 2009.