Preview: Karaorman Struga vs. Shkendija in MKD Cup of Cup

STRUGA, North Macedonia (Interstat) — A clash of domestic tiers highlights the MKD Cup of Cup quarterfinal round as top-flight power Shkendija visits second-division side Karaorman Struga on Monday.

The match at Gradska Plaža Stadium pits a cup giant against a lower-league hopeful seeking a historic upset.

Shkendija enters as an overwhelming favorite. According to Interstat’s ELO rating system, the visitors have a 97% probability to advance. However, the same service’s game simulator predicts a 1-1 draw, suggesting potential for a tense cup battle.

The fixture presents a stark contrast in recent competitive activity. Shkendija has played consistently, including European qualifiers, with its latest result a 2-2 draw at Latvia’s Valmiera on Nov. 1 in a UEFA competition. Their form has been mixed, featuring a 9-0 domestic cup rout of Jenimaale Bitola in September but also heavy losses to clubs like Qarabag and Ludogorets.

In contrast, Karaorman Struga has not played a competitive match since a 2-0 loss to Detonit Plachkovica on May 19, 2024. The extended layoff raises questions about match sharpness for the home side, which will rely on cup passion and home-field advantage at its intimate stadium.

Shkendija’s path to this stage included a 1-0 win over Pelister in the previous round. Their squad, accustomed to higher-intensity matches, will be expected to control possession and tempo.

The Cup of Cup, featuring previous season’s cup competition winners and high-placing league teams, offers Karaorman Struga a rare spotlight. A result against one of North Macedonia’s most recognizable clubs would be a monumental achievement.

Kickoff is scheduled for 2 p.m. local time at Gradska Plaža Stadium in Struga on Monday, Dec. 8, 2025. The winner will advance to the semifinals of the knockout tournament.