Stadium: Cancha 1 Round: 27 Ground: Clay
| Challenger Concepcion MD | 2023/01/24 19:25 | Bruna/Kicker v Coria/Ugo Carabelli | 6-3,3-6,7-10 |
| Challenger Concepcion MD | 2023/01/25 21:30 | Tirante/Torres v Drzewiecki/Matuszewski | 4-6,3-6 |
| Challenger Piracicaba MD | 2023/01/18 13:00 | H D Pino/Huertas Del Pino v Drzewiecki/Matuszewski | 2-6,6-3,10-8 |
| Challenger Tigre MD | 2023/01/12 14:00 | H D Pino/Huertas Del Pino v Drzewiecki/Matuszewski | 4-6,6-1,10-8 |
| Challenger Tigre MD | 2023/01/10 18:20 | Merino/Paul v Drzewiecki/Matuszewski | 3-6,6-1,5-10 |
| Challenger Tigre MD | 2023/01/06 16:30 | Drzewiecki/Matuszewski v Bertola/Echargui | 4-6,4-6 |
| Challenger Tigre MD | 2023/01/04 16:00 | Drzewiecki/Matuszewski v Alves/Dutra Da Silva | 6-2,6-4 |
| Challenger Montevideo MD | 2022/11/12 19:00 | Drzewiecki/Matuszewski v D Acosta/Martinez | 6-4,6-4 |
| Challenger Montevideo MD | 2022/11/11 18:00 | Andreozzi/Duran v Drzewiecki/Matuszewski | 4-6,6-0,5-10 |