2005–06 Macedonian Cup Eighth-finals Eighth-finals

| Team_1 | Agg_ | Team_2 | _1st_leg | _2nd_leg |
|---|---|---|---|---|
| Bregalnica Kraun | 4–3 | Baškimi | 2–1 | 2–2 |
| Vardar | 5–0 | Kožuv | 3–0 | 2–0 |
| Pobeda | 5–2 | Vlazrimi | 3–0 | 2–2 |
| Belasica | 1–5 | Sileks | 1–2 | 0–3 |
| Makedonija | 4–2 | Napredok | 2–0 | 2–2 |
| Škendija 79 | 5–1 | Renova | 4–0 | 1–1 |
| Cementarnica | 4–2 | Karaorman | 3–2 | 1–0 |
| Teteks | 4–3 | Lokomotiva | 3–1 | 1–2 |