2007–08 Macedonian Cup Second round Second round

| Team_1 | Agg_ | Team_2 | _1st_leg | _2nd_leg |
|---|---|---|---|---|
| Pelister | 0–4 | Rabotnički | 0–0 | 0–4 |
| Baškimi | 3–6 | Makedonija | 3–4 | 0–2 |
| Ilinden | 2–1 | Škendija 79 | 0–1 | 2–0 |
| Milano | 5–0 | Bregalnica Štip | 3–0 | 2–0 |
| Vardar Negotino | 3–7 | Nov Milenium | 2–3 | 1–4 |
| Teteks | 0–4 | Vardar | 0–3 | 0–1 |
| Renova | 6–2 | Napredok | 5–1 | 1–1 |
| Sileks | 1–2 | Skopje | 0–1 | 1–1 |