# 2018–19 Macedonian Football Cup

The 2018–19 Macedonian Football Cup was the 27th season of North Macedonia's football knockout competition. Shkëndija were the defending champions, having won their second title in the previous year.

## Competition calendar

| Round | Date(s) | Fixtures | Clubs | New entries |
| First Round | 22, 29 August & 5 September 2018 | 15 | 30 → 15 | 30 |
| Second Round | 19 September & 3 October 2018 | 14 | 14 → 7 | none |
| Quarter-finals | 7 November & 5 December 2018 | 8 | 8 → 4 | 1 |
| Semi-finals | 27 February & 10 April 2019 | 4 | 4 → 2 | none |
| Final | 22 May 2019 | 1 | 2 → 1 | none |

## First round

The matches were played on 22 August 2018.
| Team 1 | Score | Team 2 |
| 22 August 2018 |||
| Korabi (2) | 1–0 | Borec (2) |
| Vëllazërimi 77 (2) | 0–4 | Belasica (1) |
| Vardar Negotino (2) | 1–3 | Skopje (2) |
| Fortuna (3) | 0–6 | Rabotnichki (1) |
| Labunishta (2) | 1–3 | Akademija Pandev (1) |
| Kit-Go Pehchevo (2) | 2–0 | Shkupi (1) |
| Poeshevo (4) | 0–8 | Bregalnica Shtip (2) |
| Vardari Forino (3) | 0–4 | Vardar (1) |
| Osogovo (3) | 0–1 | Pelister (2) |
| Teteks (2) | 1–1 (3–4 p) | Gostivar (2) |
| Bratstvo-Vlaznimi (3) | 0–7 | Sileks (1) |
| Tikvesh (2) | 2–1 | Renova (1) |
| Prevalec (3) | 0–2 | Makedonija G.P. (1) |
| 29 August 2018 |||
| Struga (2) | 1–2 | Pobeda (1) |
| 5 September 2018 |||
| Kozhuf (2) | 0–2 | Shkëndija (1) |

## Second round

The first legs were played on 19 September and the second legs will be played on 3 October 2018.
| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
| Tikvesh (2) | 1–2 | Rabotnichki (1) | 0–1 | 1–1 |
| Vardar (1) | 2–3 | Makedonija G.P. (1) | 1–1 | 1–2 |
| Pelister (2) | 1–5 | Belasica (1) | 0–2 | 1–3 |
| Gostivar (2) | 2–6 | Pobeda (1) | 1–2 | 1–4 |
| Bregalnica Shtip (2) | 3–6 | Akademija Pandev (1) | 2–6 | 1–0 |
| Skopje (2) | 1–4 | Sileks (1) | 0–2 | 1–2 |
| Shkëndija (1) | 7–0 | Kit-Go Pehchevo (2) | 2–0 | 5–0 |
| Korabi (2) | bye | | | |

## Quarter-finals

The first legs were played on 7 November and the second legs will be played on 5 December 2018.
| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
| Shkëndija (1) | 0–3 | Pobeda (1) | 0–1 | 0–2 |
| Sileks (1) | 0–4 | Belasica (1) | 0–2 | 0–2 |
| Akademija Pandev (1) | 9–2 | Korabi (2) | 3–1 | 6–1 |
| Makedonija G.P. (1) | 2–0 | Rabotnichki (1) | 1–0 | 1–0 |

## Semi-finals

The first legs were played on 27 February and the second legs on 10 April 2019.

### Summary

| Team 1 | Agg.Tooltip Aggregate score | Team 2 | 1st leg | 2nd leg |
| Akademija Pandev (1) | 6–2 | Pobeda (1) | 3–1 | 3–1 |
| Belasica (1) | 0–2 | Makedonija G.P. (1) | 0–1 | 0–1 |

### Matches

Makedonija G.P. won 2–0 on aggregate.
Akademija Pandev won 6–2 on aggregate.

## Season statistics
### Top scorers

    As of 23 May 2019
| Rank | Player | Club | Goals |
| 1 | Mario Krstovski | Akademija Pandev | 6 |
| 2 | Tomislav Iliev | Akademija Pandev | 5 |
| 2 | Yannick Makota | Pobeda | 5 |
| 4 | Hristijan Kirovski | Makedonija GP | 4 |
| 5 | Darko Aleksovski | Sileks | 3 |
| 5 | Ljupcho Doriev | Akademija Pandev | 3 |
| 5 | Chinedu Charles Geoffrey | Rabotnichki | 3 |
| 5 | Pepi Gorgiev | Belasica | 3 |
| 5 | Daniel Milovanovikj | Akademija Pandev | 3 |
| 5 | Aleksandar Milushev | Belasica | 3 |
| 5 | Shefit Shefiti | Shkëndija | 3 |
| 5 | Kristijan Velinovski | Bregalnica | 3 |