KF Shkupi Skopje 1-2 Shamrock Rovers 2022-06-12 11:00
Stadium: Tose Proeski National Arena Round: 16
Referee: Aleksey Kulbakov Home Manager: Goce Sedloski Away Manager: Stephen Bradley
Home History
| North Macedonia First League | 2022/05/15 15:00 | KF Shkupi Skopje v AP Brera Strumica | W | 3-0 |
| North Macedonia First League | 2022/05/08 15:00 | Shkendija Tetovo v KF Shkupi Skopje | D | 0-0 |
| North Macedonia First League | 2022/05/04 15:00 | KF Shkupi Skopje v Makedonija Gj. P | D | 1-1 |
| North Macedonia First League | 2022/04/30 15:00 | Bregalnica Stip v KF Shkupi Skopje | L | 4-1 |
| North Macedonia First League | 2022/04/23 14:00 | KF Shkupi Skopje v Renova Dzepciste | W | 2-0 |
| North Macedonia First League | 2022/04/16 14:00 | Pelister Bitola v KF Shkupi Skopje | W | 0-1 |
| North Macedonia First League | 2022/04/10 14:00 | KF Shkupi Skopje v FK Borec | W | 3-1 |
| North Macedonia First League | 2022/04/06 11:00 | FK Skopje v KF Shkupi Skopje | D | 0-0 |
Away History
| Republic of Ireland Premier Division | 2022/05/27 19:00 | Shamrock Rovers v Shelbourne | W | 2-0 |
| Republic of Ireland Premier Division | 2022/05/23 18:45 | Drogheda United v Shamrock Rovers | L | 1-0 |
| Republic of Ireland Premier Division | 2022/05/19 18:45 | UCD v Shamrock Rovers | W | 0-3 |
| Republic of Ireland Premier Division | 2022/05/13 18:45 | Shamrock Rovers v Derry City | W | 1-0 |
| Republic of Ireland Premier Division | 2022/05/09 19:00 | Shamrock Rovers v Sligo Rovers | W | 3-1 |
| Republic of Ireland Premier Division | 2022/05/06 19:00 | Shamrock Rovers v Finn Harps | W | 3-1 |
| Republic of Ireland Premier Division | 2022/04/29 18:45 | Sligo Rovers v Shamrock Rovers | D | 1-1 |
| Republic of Ireland Premier Division | 2022/04/22 18:45 | Bohemians Dublin v Shamrock Rovers | W | 1-3 |