Stadium: Court 1 Ground: Hardcourt indoor
| Challenger Biel | 2023/03/19 17:30 | Ramkumar Ramanathan v Karol Drzewiecki | 4-6,7-5,2-6 |
| Challenger Concepcion | 2023/01/23 14:00 | Juan Bautista Torres v Karol Drzewiecki | 6-1,2-6,6-2 |
| Challenger Concepcion | 2023/01/22 15:30 | Karol Drzewiecki v Yunseong Chung | 6-3,6-2 |
| Challenger Guayaquil | 2022/10/31 16:25 | Karol Drzewiecki v Colin Markes | 4-6,6-4,6-7 |
| Challenger Coquimbo | 2022/10/16 18:00 | Karol Drzewiecki v Sumit Nagal | 3-6,2-6 |
| Challenger Rio de Janeiro | 2022/10/09 16:05 | Juan Pablo Paz v Karol Drzewiecki | 7-5,7-6 |
| Challenger Szczecin | 2022/09/11 12:55 | Karol Drzewiecki v Andrew Paulson | 2-6,0-6 |
| Challenger Tuluza | 2022/08/30 14:30 | Arthur Fils v Karol Drzewiecki | 7-6,6-1 |
| Challenger Biel | 2023/03/19 15:20 | Kirill Kivattsev v Mirko Martinez | 4-6,6-1,6-2 |
| ITF - Trimbach M25 | 2023/03/16 09:00 | Kirill Kivattsev v Karl Friberg | 2-6,7-5,4-6 |
| ITF - Trimbach M25 | 2023/03/14 12:05 | Kirill Kivattsev v Alexander Orlov | 6-1,6-4 |
| ITF - Creteil M15 | 2023/03/08 13:55 | Kirill Kivattsev v Kalin Ivanovski | 6-2,4-6,6-7 |
| ITF - Oberhaching M15 | 2023/02/15 16:20 | Kirill Kivattsev v Max Hans Rehberg | 2-6,2-6 |
| ITF - Oberhaching M15 | 2023/02/13 11:30 | Kirill Kivattsev v Ben Jones | 6-4,7-6 |
| ITF - Oberhaching M15 | 2023/02/12 16:00 | Kirill Kivattsev v Joe Tyler | 6-3,7-5 |
| ITF - Grenoble M15 | 2023/02/10 11:00 | Kirill Kivattsev v Timo Legout | 1-6,3-6 |