Last updated: 1 June 2009 Source: Competitions

East Bengal finished the 2008 Calcutta Premier Division in 3rd place with 25 points from 14 matches behind champions Mohun Bagan and runners-up Mohammedan Sporting.

[1][2] Win Draw Loss

East Bengal started the Federation Cup campaign as defending champions and was allotted into Group C alongside JCT, New Delhi Heroes and Sporting Club de Goa.

East Bengal won all the group matches and reached the semi-finals where they lost to their arch-rivals Mohun Bagan in the penalty shoot-out after the game ended 1–1 in regulation time.