Stadium: Schoonderbeekbouw Court Round: 25 Ground: Clay
| Challenger Oeiras | 2023/05/17 09:00 | Radu Albot v Jan Choinski | 7-6,6-4 |
| Challenger Oeiras | 2023/05/16 10:10 | Jan Choinski v Alessandro Giannessi | 6-3,4-6,6-4 |
| ATP Rome | 2023/05/09 09:00 | Thanasi Kokkinakis v Jan Choinski | 6-2,6-2 |
| ATP Rome | 2023/05/08 12:05 | Jan Choinski v Jurij Rodionov | 2-6,6-1,6-2 |
| Challenger Prague | 2023/05/02 12:30 | Filip Krajinovic v Jan Choinski | 6-4,4-6,6-2 |
| Challenger Prague | 2023/05/01 08:30 | Jan Choinski v Rudolf Molleker | 6-0,6-3 |
| Challenger Prague | 2023/04/30 08:00 | Jan Choinski v Billy Harris | 6-4,6-4 |
| ATP Madrid | 2023/04/24 16:40 | Borna Gojo v Jan Choinski | 6-3,6-2 |
| Challenger Coquimbo | 2023/05/04 18:40 | Santiago Rodriguez Taverna v Roman Andres Burruchaga | 5-7,1-6 |
| Challenger Coquimbo | 2023/05/03 15:40 | Santiago Rodriguez Taverna v Arklon H D Pino | 6-4,3-6,6-4 |
| Challenger Coquimbo | 2023/05/02 17:15 | Santiago Rodriguez Taverna v Valerio Aboian | 6-4,6-4 |
| Challenger Buenos Aires | 2023/04/28 14:00 | Luciano Darderi v Santiago Rodriguez Taverna | 6-3,6-2 |
| Challenger Buenos Aires | 2023/04/26 13:00 | Santiago Rodriguez Taverna v Valerio Aboian | 6-3,6-4 |
| Challenger Buenos Aires | 2023/04/24 20:00 | Santiago Rodriguez Taverna v Alex Barrena | 6-0,6-4 |
| Challenger Roseto | 2023/04/20 10:15 | Santiago Rodriguez Taverna v Dalibor Svrcina | 4-6,5-7 |
| Challenger Roseto | 2023/04/19 11:50 | Santiago Rodriguez Taverna v Ergi Kirkin | 6-4,6-0 |