After his transfer to Voluntari fell through, Bazhe Ilijoski decided to sign a new contract with Rabotnichki and continue playing with the club.

Delving into the winter transfer window, Shkendija announced the addition of four players on Monday.

In order to avoid relegation, Bregalnica started the necessary winter reinforcements by adding four new players so far with a few more expected.

Zekirija Ramadan has left Shkupi to take over the managerial position of Flamurtari in Albania.

The first two reinforcements for Rabotnichki during the January market saw them bring in Marko Puškarić and Ivan Galić.

Vardar opened the winter transfer market by signing the Montenegrin attacker Damir Kojašević.

Bosnian coach Bruno Akrapović has been revealed as the new manager of Shkendija, replacing Shpëtim Duro.

Rabotnichki promoted their top assistant, Tomislav Franc, to head coach as the replacement for Igor Angelovski.

Turnovo against Shkendija and Bregalnica versus Rabotnichki, that is the outcome of Monday’s draw for the semi-final pairings of the Macedonian Cup.

The North played another round before eventually heading into the long winter break. Lokomotiva kept the leading place by dismantling Lepenec, but Goblen Junior stayed within striking distance at just two points back.