2008–09 Croatian Cup Calendar Calendar

| Round | Main_date | Number_of_fixtures | Clubs | New_entries_this_round |
|---|---|---|---|---|
| Preliminary round | 27 August 2008 | 16 | 48 → 32 | none |
| First round | 23 and 24 September 2008 | 16 | 32 → 16 | 16 |
| Second round | 29 October 2008 | 8 | 16 → 8 | none |
| Quarter-finals | 12 and 26 November 2008 | 8 | 8 → 4 | none |
| Semi-finals | 4 and 18 March 2009 | 4 | 4 → 2 | none |
| Final | 13 and 28 May 2009 | 2 | 2 → 1 | none |