The winter transfer window in Macedonia started on 15 January and was closed on 11 February. This is how the 12 clubs shopped:
Struga
IN: Medjit Neziri (Shkendija), Besart Krivanjeva (Gjilani 
), Marjan Radeski (Pyunik 
)
OUT: Arion Ziba (loan – Voska Sport), Darko Ilieski (Shkupi), Enis Gavazaj (?), Jetmir Bauta, Fikri Dani (Karaorman)
Shkupi
IN: Darko Ilieski (Struga), Stefan Mitrev (Akademija Pandev), Leon Selimi (Arsimi)
OUT: Besnik Ferati, Sufjan Chajani (loan – Pobeda)
Shkendija
IN: Oktaj Rakipi (loan end – Gostivar), Almir Redjepi (loan end – Besa 1976), Metodi Maksimov (Rabotnichki), Kamer Qaka (Mezőkövesd 
), Mustafa Mujezinović (Novi Pazar 
), Nasko Milev (Panevėžys 
), Eraldo Çinari (Samsunspor 
), Ennur Totre (Vorskla 
)
OUT: Sabit Bilali (Partizani 
), Medjit Neziri (Struga), Astrit Amzai (loan – Gostivar), Oktaj Rakipi, Zani Nazifi (loan end – Besa 1976), Valmir Nafiu (loan – Košice 
), Djezair Avduli (loan – Lokomotiva S), Vlatko Stojanovski (Septemvri 
)
Tikvesh
IN: Viktor Naumovski (Ohrid), Gligor Shikov (Pobeda), Almir Ćubara (Igman 
)
OUT: Martin Todorov, Kjire Mitkov, Kristijan Rizov (loan – Sasa), Dragan Stojkov (Makedonija GjP), Nikola Najdovski, Gligor Shikov (loan – Borec)
Sileks
IN: Ivan Nikoloski (loan end – Voska Sport), Sasho Dukov (loan end – Pelister), Hamza Ramani (Pobeda), Marko Gjorgjievski (Akademija Pandev), Halil Muharemović (Iskra 
), Nikola Risteski (Vardar), Stefan Milosavljević (Rad ), Tomislav Turčin (Sesvete 
), Aleksandar Katanić (Mladost GAT ), Hristijan Georgievski (Skopje)
OUT: Georgije Jankulov (Akademija Pandev), Robert Kocev (Uzwil 
), Dejan Cvetanoski (Vardar), Sasho Dukov (loan – Sasa), Amar Emurli (Arsimi), Ivan Nikoloski (Belasica), Marko Marinković (Loznica ), Vladimir Petrović (Radnički S.M. )
Bregalnica
IN: David Kalpachki (Skopje), Zoran Andonov (Detonit Plachkovica), Andjelo Nikolovski (Gostivar)
OUT: Sebastián Herrera Cardona (Doxa 
), Feysel Kasmi (Dessel 
), Stefan Kocev (Caspiy 
), Kliment Filev (Karaorman)
Makedonija GjP
IN: Petar Obadikj (loan end – Teteks), Andrey Yago da Silva Mesquita (Grêmio Laranjeiras 
), Dragan Stojkov (Tikvesh), Jovan Popzlatanov (Vardar), Samir Fazli (Turan ), Vukašin Jovković (no club), Hristijan Pop Antoski (Pobeda)
OUT: Ermedin Adem (Voska Sport), Fisnik Zuka, Fahrudin Gjurgjevikj (Gostivar), Oliver Stoimenovski (Pobeda), Aleksandar Isaevski (?), Damjan Jakimovski (Sloboden), Vanja Vučićević (?), Jhon Edy Mena Pérez (Fuglafjørður 
)
Rabotnichki
IN: Filip Ilikj, Stefan Despotovski (no club), Kire Markoski, Nikola Velichkovski (Vardar), Atdhe Mazari, Filip Todoroski (Pobeda)
OUT: Ivo Janakievski (?), Andrej Kirovski (Gostivar), Metodi Maksimov (Shkendija), Mario Stankovski (Triglav 
), Bojan Ivanov, Aleksandar Bogdanoski (Kozhuf), Bojan Timveski, Dimitrij Poposki (Teteks)
Pobeda
IN: Vane Jovanov, Vladimir Dujovski (Sasa), Andrej Kudijan (Kozhuf), Armend Aliu (Arsimi), Luka Trajkoski (no club), Kerim Delen (?), Vasilije Delibašić (Rad ), Miodrag Petković (Brodarac ), Oliver Stoimenovski (Makedonija GjP), Saleem Fawakhry (Maccabi Kafr Kanna 
), Besnik Ferati, Sufjan Chajani (loan – Shkupi)
OUT: Hamza Ramani (Sileks), Mario Naumoski, Bojan Spirkoski (Pelister), Gligor Shikov (Tikvesh), Metodija Delov (?), Atdhe Mazari, Filip Todoroski (Rabotnichki), Antonio Bosheski (retired), Ivan Galevski (Akademija Pandev), Mile Todorov (Skopje), Hristijan Kocev (Panargiakos 
), Hristijan Josifoski (Slovan ), Hristijan Pop Antoski (Makedonija GjP)
Akademija Pandev
IN: Stefan Mitrev, Filip Kupanov, Spase Terziev (loan end – Belasica), Agron Rufati (no club), Mario Vrdoljak (no club), Georgije Jankulov (Sileks), Burhan Mustafa (Gostivar), Ivan Galevski (Pobeda), Sandro Embaló (Ouli 
), Neat Abdulai (Levico Terme 
), Matej Cvetanoski (Partizani ), Mikheil Ergemlidze (Kəpəz 
), Hakan Akgül (Fatih Karagümrük ), Nahuel Ismael Franco (Rosario Central 
)
OUT: Kosta Manev (Al Khaldiya 
), Bojan Najdenov (Lokomotiv 
), Marko Gjorgjievski (Sileks), Marko Jovanovski (Ferizaj ), Dušan Joković (Voždovac ), Viktor Angelov (Gloria Buzău 
), Dimitar Mitrovski (Varaždin ), Tomislav Iliev (?), Mite Cikarski (?), David Bosheski (Sloga 1934), Stefan Mitrev (Shkupi), Mladen Ljumovikj, Mirche Stoilov (Belasica)
Skopje
IN: Lazar Peev (Gostivar), Mile Todorov (Pobeda), David Dinev (no club)
OUT: Alpaj Jusuf, Marko Ristov (Detonit Plachkovica), Mihailo Mitrov, Hristijan Kirovski, Jusuf Mustafa (Teteks), Jasmin Mecinovikj (Ferizaj ), Gordijan Hristovski (Gostivar), David Kalpachki (Bregalnica), Hristijan Georgievski (Sileks)