Stadium: B & B Court Round: 26 Ground: Clay
| Challenger Skopje | 2023/05/23 11:00 | Sumit Nagal v Benjamin Hassan | 6-1,6-3 |
| Challenger Meerbusch | 2023/08/08 11:25 | Sumit Nagal v Santiago Rodriguez Taverna | 6-3,6-3 |
| Challenger Liberec | 2023/08/03 09:15 | Sumit Nagal v Federico Agustin Gomez | 4-6,2-6 |
| Challenger Liberec | 2023/08/02 08:00 | Sumit Nagal v Andrew Paulson | 6-0,7-6 |
| Challenger Verona | 2023/07/26 08:00 | Federico Gaio v Sumit Nagal | 6-7,6-3,6-2 |
| Challenger Tampere | 2023/07/23 08:00 | Dalibor Svrcina v Sumit Nagal | 4-6,5-7 |
| Challenger Tampere | 2023/07/22 08:00 | Daniel Rincon v Sumit Nagal | 6-4,3-6,2-6 |
| Challenger Tampere | 2023/07/21 11:30 | Sumit Nagal v Mohamed Aziz Dougaz | 6-3,6-3 |
| Challenger Tampere | 2023/07/20 11:10 | Sumit Nagal v Joao Lucas Reis da Silva | 6-3,6-7,7-6 |
| Challenger Meerbusch | 2023/08/08 13:05 | Benjamin Hassan v Henri Laaksonen | 7-6,6-1 |
| Challenger Verona | 2023/07/27 10:15 | Vitaliy Sachko v Benjamin Hassan | 6-2,6-2 |
| Challenger Verona | 2023/07/26 08:00 | Roman Andres Burruchaga v Benjamin Hassan | 5-7,6-4,6-7 |
| Challenger Tampere | 2023/07/18 12:00 | Joao Lucas Reis da Silva v Benjamin Hassan | 5-7,6-4,6-3 |
| Challenger Braunschweig | 2023/07/14 13:40 | Franco Agamenone v Benjamin Hassan | 6-2,6-3 |
| Challenger Braunschweig | 2023/07/13 13:20 | Benjamin Hassan v August Holmgren | 3-6,7-6,6-3 |
| Challenger Braunschweig | 2023/07/12 09:40 | Benjamin Hassan v Timofey Skatov | 6-4,3-6,6-3 |
| Challenger Braunschweig | 2023/07/11 16:20 | Marco Cecchinato v Benjamin Hassan | 5-7,6-7 |