Home History
| Russia Premier League | 2023/12/09 11:00 | Spartak Moscow v Krylia Sovetov | L | 3-0 |
| Russia Premier League | 2023/12/02 13:30 | PFC Sochi v Krylia Sovetov | W | 0-2 |
| Russia Premier League | 2023/11/25 10:00 | Krylia Sovetov v Lokomotiv Moscow | D | 3-3 |
| Russia Premier League | 2023/11/11 11:00 | Krylia Sovetov v Ural | W | 3-1 |
| Russia Premier League | 2023/11/05 11:00 | Krasnodar v Krylia Sovetov | L | 2-1 |
| Russia Cup | 2023/10/31 16:30 | Zenit St Petersburg v Krylia Sovetov | L | 1-0 |
| Russia Premier League | 2023/10/28 13:30 | Krylia Sovetov v FC Orenburg | D | 1-1 |
| Russia Premier League | 2023/10/22 13:30 | Zenit St Petersburg v Krylia Sovetov | L | 3-1 |
Away History
| North Macedonia First League | 2023/12/09 12:00 | FK Gostivar v Makedonija Gj. P | W | 1-0 |
| North Macedonia First League | 2023/12/03 12:00 | FK Sileks v FK Gostivar | D | 1-1 |
| North Macedonia First League | 2023/11/29 12:00 | FK Gostivar v KF Shkupi Skopje | D | 0-0 |
| North Macedonia First League | 2023/11/26 12:00 | Rabotnicki Skopje v FK Gostivar | D | 0-0 |
| North Macedonia First League | 2023/11/11 12:00 | FK Gostivar v Bregalnica Stip | W | 1-0 |
| North Macedonia First League | 2023/11/04 12:00 | Tikves Kavadarci v FK Gostivar | D | 2-2 |
| North Macedonia First League | 2023/10/29 12:00 | FK Gostivar v FC Struga Trim & Lum | W | 2-1 |
| North Macedonia Cup | 2023/10/25 12:00 | Akademija Pandev v FK Gostivar | L | 5-4 |