FC Shkupi (): every transfer in and out, fees paid and earned, and the market value of the squad. — spent, €400k earned. Record complete to 2024-07-17.
| Date | Player | From | To | Fee |
|---|---|---|---|---|
| 2024-07-17 | Mario Mladenovski | FC Shkupi | NK Varazdin | Free |
| 2024-07-01 | Kristijan Trapanovski | FC Shkupi | Dundee United | Free |
| 2024-02-12 | Jóan Símun Edmundsson | KA Akureyri | FC Shkupi | Loan |
| 2023-08-08 | Renaldo Cephas | FC Shkupi | Ankaragücü | €400k |
| 2022-09-06 | Mario Mladenovski | Botev Plovdiv | FC Shkupi | — |
| 2022-07-01 | Renaldo Cephas | Arnett Gardens | FC Shkupi | — |
| 2021-08-03 | Lamine Diack | FC Shkupi | Tuzlaspor | — |
| 2021-07-01 | Marko Gjorgjievski | Vozdovac | FC Shkupi | Loan |
| 2021-01-01 | Kristijan Trapanovski | AP Brera | FC Shkupi | — |
| 2020-02-11 | Canberk Yurdakul | Bursaspor U19 | FC Shkupi | Loan |
| 2019-07-01 | Lamine Diack | Oslo FA Dakar | FC Shkupi | — |
| 2018-07-01 | Serginho | KF Skënderbeu | FC Shkupi | Loan |
| 2017-01-25 | Jasir Asani | Vardar | FC Shkupi | Loan |