Stadium: Court 22 Round: 25 Ground: Clay
| ITF M15 Lodz | 2021/08/18 11:25 | Marek, Wojciech v Olaf Pieczkowski | 5-7,6-4,6-1 |
| ITF M15 Gdynia | 2021/08/11 15:40 | Toledo Bague, Pol v Olaf Pieczkowski | 6-4,6-0 |
| ITF M15 Gdynia | 2021/08/10 08:00 | Kotzen, Alexander v Olaf Pieczkowski | 2-6,6-2,8-10 |
| ITF M15 Gdynia | 2021/08/09 08:00 | Olaf Pieczkowski v Millen Hurrion | 6-1,6-7,10-4 |
| ITF M15 Gdynia | 2021/08/08 08:00 | Olaf Pieczkowski v Langmajer, Dominik | 6-2,6-1 |
| ITF M25 Wroclaw | 2021/06/28 09:30 | Alibek Kachmazov v Olaf Pieczkowski | 6-0,6-1 |
| ITF M25 Wroclaw | 2021/06/27 11:00 | Tomas Lanik v Olaf Pieczkowski | 2-6,3-6 |
| Polish National Tour | 2020/07/15 10:55 | Olaf Pieczkowski v Daniel Michalski | 2-6,3-6 |
| ITF - M15 Antalya | 2021/10/30 07:25 | Juan Pablo Paz v Felix Gill | 2-6,0-6 |
| ITF - M15 Antalya | 2021/10/29 07:00 | Pinnington Jones, Jack v Juan Pablo Paz | 3-6,0-6 |
| ITF - M15 Antalya | 2021/10/28 07:00 | Marlon Vankan v Juan Pablo Paz | 1-6,5-7 |
| ITF - M15 Antalya | 2021/10/26 08:50 | Emesz, Benedikt v Juan Pablo Paz | 3-6,0-6 |
| ITF - M15 Antalya | 2021/10/23 06:55 | Juan Pablo Paz v Daniel Michalski | 3-6,2-6 |
| ITF - M15 Antalya | 2021/10/22 07:00 | Apostol, Bogdan Ionut v Juan Pablo Paz | 2-6,6-4,5-7 |
| ITF - M15 Antalya | 2021/10/21 07:00 | Pinnington Jones, Jack v Juan Pablo Paz | 6-7,4-6 |
| ITF - M15 Antalya | 2021/10/20 07:00 | Nagy, Peter v Juan Pablo Paz | 3-6,3-6 |