Preliminary Round matches involving teams from the BOV Third Division and Gozo will be played on Friday 31 August, Saturday 1 and Sunday 2 September.
The winners join the remaining teams from the Third Division and Gozo in the First Round which is scheduled for Thursday 6, Saturday 8 and Sunday 9 September.
| Date | Time | Venue | Fixture |
| Fri-31-Aug | 18:00 | Gozo Stadium | Oratory Youths vs Ghajnsielem |
| Fri-31-Aug | 20:00 | Gozo Stadium | Munxar Falcons vs Nadur Youngsters |
| Sat-01-Sep | 19:00 | Centenary Stadium | Marsaskala vs Dingli Swallows |
| Sat-01-Sep | 18:00 | Kercem Ajax Stadium | St. Laurence Spurs vs Ghaxaq |
| Sat-01-Sep | 20:00 | Kercem Ajax Stadium | Sannat Lions vs Ta’ Xbiex |
| Sun-02-Sep | 18:00 | Gozo Stadium | SK Victoria Wanderers vs Mtarfa |
| Sun-02-Sep | 20:00 | Gozo Stadium | Victoria Hotspurs vs Msida St. Joseph |
| Sun-02-Sep | 18:00 | Kercem Ajax Stadium | Qala Saints vs Gharghur |
| Thu-06-Sep | 18:00 | Gozo Stadium | Gharb Rangers vs Xghajra Tornados |
| Thu-06-Sep | 20:00 | Gozo Stadium | Oratory Y. or Ghajnsielem vs Xewkija T. |
| Sat-08-Sep | 18:00 | Sirens Stadium | Zurrieq vs Munxar F. or Nadur Y. |
| Sat-08-Sep | 20:15 | Sirens Stadium | Kirkop United vs Kercem Ajax |
| Sun-09-Sep | 18:00 | Sirens Stadium | Marsaskala or Dingli S. vs Sannat L. or Ta’ Xbiex |
| Sun-09-Sep | 18:00 | Kercem Ajax Stadium | Zebbug Rovers vs Mdina Knights |
| to be confirmed | SKVW/Mtarfa vs St. Laurence S./Ghaxaq | ||
| Victoria H./Msida SJ vs Attard | |||
| Qala S./Gharghur vs Xaghra U. | |||