The pairings for the 1/16 finals of the Macedonian Cup in the 2025/26 competition season:
| BASHKIMI 2008 | – | DETONIT Plachkovica |
| SHKENDIJA Arachinovo | – | KAMENICA SASA |
| BELASICA | – | ARESIMS |
| JANI MAALE SPORTS | – | SHKENDIJA |
| CARBINE | – | WORKERS |
| EUROTYPE ONLINE | – | SILEX |
| VICTORY Valandovo | – | BREGALNICA 2008 |
| TETEX | – | PELISTER |
| GFK OHRID | – | AP BRERA |
| CURIOUS | – | MACEDONIA GP |
| SKOPJE | – | PUMPKIN |
| COAT | – | CHEAP |
| VICTORY | – | BASHKIMI |
| BIRDS | – | NOVELS |
