Pobeda got eliminated by a third divisional side, while all other favorites advanced into the Round of 16 in the 2023/24 edition of the Macedonian Cup.
photo by FK AP Brera Strumica: Vane Krstevski against Kiril Stojkov of Kozhuf
The biggest surprise in the opening round of the Macedonian Cup was made by the 3.MFL Southwest participant Jang Tim, a club from Struga who this weekend got hammered 5:1 at home by Korabi. Jang Tim managed to eliminate the Prilep based Pobeda, a team that last season got relegated from the top flight. Pobeda was held to a goalless draw and later fall on penalties.
All other favorites managed two advance into the next round, but Vardar and Gostivar were inches away from elimination. Both celebrated on penalties away to second divisional sides Besa 1976 and Belasica.
Voska Sport recorded the biggest win after scoring 10 past Karbinci, while Bregalnica and Shkupi scored 8 against Novaci and BVK Konjare.
Gradska plazha stadium in Struga
Jang Tim – Pobeda 0:0; 4:3 p.s.o.
Red cards: 69′ Shpresim Murtezai (JT)
Referee: Darko Stojanov (Shtip)
| Jang Tim | 4 | 3 | Pobeda |
| Seit Kreka | X | X | Hristijan Pop Antoski |
| Uljo Ataj | X | X | Ivica Trajkoski |
| Milot Lena | O | O | Kostantino Aleks Gorgiovski |
| Hakim Osmani | O | O | Valentin Beleski |
| Betim Bauta | O | O | Salim Arifi |
| Djemail Mena | O | X | Stefan Spirkoski |
The penalties:
Novaci stadium in Novaci
Novaci – Bregalnica 0:8
Goals: 12′, 19′ Ronaldo Romario Webster, 36′ Valeriy Stepanenko, 45′ David Kalpachki, 56′ Darijan Tasev, 77′, 81′, 84′ Ivan Gligorov
Referee: Plarent Salihi (Tetovo)
Highlights:
Bashkimi stadium in Kumanovo
Bashkimi 1947 – Skopje 1:1; 4:3 p.s.o.
Goals: 90’+6 Eljmedin Kjaili – 24’Mrgim Dani
Referee: Ivana Projkovska (Skopje)
| Bashkimi 1947 | 4 | 3 | Skopje |
| Besim Mustafi | O | O | Antonio Bozhinovski |
| Burhan Aliji | O | O | Bogdan Velinovski |
| Alajdin Alili | O | O | Stojan Poposki |
| Resulj Memeti | O | X | Kadir Belja |
| X | Marko Andonovski |
Highlights:
Rechica stadium in Golema Rechica
Arsimi – Tikvesh 1:2
Goals: 67′ Argjent Gafuri – 12′ Ivan Ivanovski, 34′ Filip Mihailov
Referee: Dimitar Leveski (Ohrid)
Highlights:
Gradski stadium in Gevgelija
Kozhuf – AP Brera Strumica 0:2
Goals: 49′ Ilija Donov, 52′ Aleksandar Ristevski
Red cards: 38′ Aleksandar Bogdanoski (Ko)
Referee: Blagojche Ralevski (Bitola)
AMS Karbinci stadium in Karbinci
Karbinci – Voska Sport 0:10
Goals: 13′, 54′, 88′ Sikiru Olatunbosun, 18′ Stojan Stojchevski, 28′, 52′ Alban Shabani, 31′ Bujar Hajdari, 68′ Besar Iseni, 80′ Aljbin Ramadani, 82′ (pen) Ensal Rashid
Referee: Angel Gelov (Kavadarci)
Atina Bojadji stadium in Ohrid
Ohrid – Det. Plachkovica 2:0
Goals: 2′ Martin Nicheski, 86′ Stefan Stojanovski
Referee: Darko Kotevski (Bitola)
Kukush stadium in Turnovo
Belasica – Gostivar 0:0; 0:3 p.s.o.
Referee: Vlatko Ilioski (Prilep)
| Belasica | 0 | 3 | Gostivar |
| Dimche Jovov | X | O | Angelche Timovski |
| Petar Guguljanov | X | O | Iyayi Atiemwen |
| Ljupcho Hristovski | X | O | Olanrevvaju Kehinde |
Petrovec stadium in Petrovec
BVK Konjare – Shkupi 0:8
Goals: 33′ Kristijan Ackovski, 40′, 49′, 57′ Niltinho, 45’+2 (og) Adem Adjami, 50′, 72′ Armin Hodjikj, 84′ Arbi Vosha
Referee: Slobodan Bocevski (Skopje)
Highlights:
Vrapchishte stadium in Vrapchishte
Besa 1976 – Vardar 1:1; 4:5 p.s.o.
Goals: 34′ Armend Alimi – 32′ (pen) Mihajlo Milosavić
Referee: Krumislav Gjorgiev (Shtip)
| Besa 1976 | 4 | 5 | Vardar |
| Izair Emini | O | X | Pedrinho |
| Armend Alimi | O | O | Filip Duranski |
| Hristijan Dragarski | X | O | Lutfi Biljali |
| Djemail Esati | O | O | Luka Trajkoski |
| Ersin Shabani | O | O | Hristijan Veceski |
| Oktaj Rakipi | X | O | Azer Omeragikj |
Highlights:
AMS Tetovo stadium in Tetovo
Teteks – Rabotnichki 0:3
Goals: 87′ Atdhe Mazari, 90’+1 Marcelin Gando, 90’+2 Georg Stojanovski
Referee: Angelcho Ristov (Negotino)
Highlights:
Vlazrimi stadium in Kichevo
Vlazerimi J – Pelister 0:4
Goals: 35′ David Josheski, 45′ (pen) Blagoja Ljamchevski, 51′ Darko Razmoski, 87′ Simeon Hristov
Referee: Jordan Jovanovski (Gevgelija)