Stadium: Grandstand Round: 28 Ground: Clay
| Challenger Tenerife MD | 2024/01/20 11:00 | Drzewiecki/Matuszewski v Kirkov/Martinez | 6-3,4-6,3-10 |
| Challenger Tenerife MD | 2024/01/19 12:10 | Libietis/Niklas-Salminen v Drzewiecki/Matuszewski | 6-7,6-1,4-10 |
| Challenger Tenerife MD | 2024/01/18 11:30 | Jebavy/Oswald v Drzewiecki/Matuszewski | 3-6,3-6 |
| Challenger Tenerife MD | 2024/01/17 11:10 | Drzewiecki/Matuszewski v Chirala/Fognini | 7-5,6-3 |
| Challenger Oeiras MD | 2024/01/13 12:55 | Drzewiecki/Matuszewski v Kadhe/Willis | 6-3,6-4 |
| Challenger Oeiras MD | 2024/01/12 10:30 | Libietis/Niklas-Salminen v Drzewiecki/Matuszewski | 5-7,5-7 |
| Challenger Oeiras MD | 2024/01/11 10:30 | Arends/Verbeek v Drzewiecki/Matuszewski | 2-6,6-3,8-10 |
| Challenger Oeiras MD | 2024/01/09 18:25 | Added/Damm v Drzewiecki/Matuszewski | 3-6,6-7 |
| ATP Sofia MD | 2023/11/09 13:00 | Milev/Nesterov v Escobar/Nedovyesov | 6-4,3-6,5-10 |
| ATP Sofia MD | 2023/11/08 14:15 | Cervantes/Vega Hernandez v Milev/Nesterov | 3-6,4-6 |
| ITF M15 Kursumlijska Banja MD | 2023/09/21 14:15 | Milev/Nesterov v Pisaric/Radjenovic | 6-4,6-7,6-10 |
| ITF M15 Kursumlijska Banja MD | 2023/09/20 15:15 | Milev/Nesterov v Asaba/Radovanovic | 7-6,7-6 |
| ITF M25 Skopje MD | 2023/06/10 10:55 | Milev/Nesterov v Gueymard Wayenburg/Hoang | 1-6,2-6 |
| ITF M25 Skopje MD | 2023/06/09 08:00 | Golesworthy/Mackinlay v Milev/Nesterov | 6-7,2-6 |
| ITF M25 Skopje MD | 2023/06/08 12:25 | Milev/Nesterov v Markovski/Tonejc | 7-6,6-3 |
| ITF M25 Skopje MD | 2023/06/07 14:10 | Milev/Nesterov v Leite/Martin | 6-2,6-2 |