Estadio: Court 5 Round: 25 Ground: Clay
| Challenger de Skopie | 2023/05/22 09:00 | Sumit Nagal v Bogdan Bobrov | 6-0,6-2 |
| Challenger de Skopie | 2023/05/21 10:40 | Sumit Nagal v Ramkumar Ramanathan | 6-3,6-3 |
| Challenger de Mauthausen | 2023/05/08 10:05 | Mirza Basic v Sumit Nagal | 4-6,6-1,6-2 |
| Challenger de Mauthausen | 2023/05/07 12:35 | Mats Moraing v Sumit Nagal | 0-6,6-4,4-6 |
| Challenger de Roma | 2023/04/30 09:30 | Sumit Nagal v Jesper De Jong | 6-3,6-2 |
| Challenger de Roma | 2023/04/29 10:30 | Joris De Loore v Sumit Nagal | 6-2,5-7,4-6 |
| Challenger de Roma | 2023/04/28 09:30 | Sumit Nagal v Max Houkes | 7-5,6-0 |
| Challenger de Roma | 2023/04/27 09:00 | Sumit Nagal v Fausto Tabacco | 6-3,6-0 |
| Challenger de Oeiras | 2023/05/15 09:00 | Benjamin Hassan v Mate Valkusz | 7-5,3-6,1-6 |
| Challenger de Oeiras | 2023/05/14 09:00 | Benjamin Hassan v Henrique Rocha | 6-4,7-5 |
| Challenger de Mauthausen | 2023/05/08 08:00 | Benjamin Hassan v Hendrik Jebens | 2-6,6-7 |
| Challenger de Mauthausen | 2023/05/07 08:00 | Benjamin Hassan v Aldin Setkic | 6-2,6-0 |
| Challenger Buenos Aires | 2023/04/25 13:00 | Thiago Seyboth Wild v Benjamin Hassan | 6-2,4-6,6-3 |
| Challenger Florianópolis | 2023/04/22 16:35 | Benjamin Hassan v Alejandro Tabilo | 4-6,6-4,3-6 |
| Challenger Florianópolis | 2023/04/21 16:15 | Alessandro Giannessi v Benjamin Hassan | 6-3,4-6,6-7 |
| Challenger Florianópolis | 2023/04/20 13:00 | Pedro Sakamoto v Benjamin Hassan | 6-4,3-6,2-6 |