The 2008–09 Georgian Cup (also known as the David Kipiani Cup) was the sixty-fifth season overall and nineteenth since independence of the Georgian annual football tournament. The competition began on 30 August 2008 and ended with the Final held on 30 May 2009. The defending champions are Zestaponi.

Round of 32

The first legs were played on 1 August and the second legs were played on 4 August 2008.

Section West

Section East

Round of 16

In this round entered winners from the previous round as well as three teams that finished first, second and third in last year's Umaglesi Liga: Dinamo Tbilisi, WIT Georgia and Zestaponi. The first legs were played on August 30 and 31 and the second legs were played on September 16 and 17, 2008.

Quarterfinals

The matches were played on 12 November (first legs) and 26 November 2008 (second legs).

Semifinals

The matches were played on 14 April (first legs) and 29 April 2009 (second legs).

Final