Stadium: Court 7 Round: 44 Ground: Clay
| ITF M15 Tabarka | 2019/10/20 08:00 | Koonwar Gupta v Charles Minc | 1-6,1-6 |
| ITF M15 Getafe Madrid | 2019/10/13 13:00 | Jakob Johansson-Holm v Koonwar Gupta | 6-1,6-0 |
| ITF M15 Sabadell | 2019/09/29 09:30 | Juan Ignacio Alcalde v Koonwar Gupta | 6-1,7-5 |
| ITF M15 Tabarka | 2019/06/17 10:00 | Koonwar Gupta v Anze Arh | 3-6,2-6 |
| ITF M15 Tabarka | 2019/06/10 08:00 | Koonwar Gupta v Mason Recci | 2-6,1-6 |
| ITF M15 Tabarka | 2019/06/03 08:00 | Alexis Gautier v Koonwar Gupta | 6-0,6-1 |
| Full List | 2019/05/06 11:30 | Shunsuke Wakita v Koonwar Gupta | 6-3,6-2 |
| ITF M15 Tabarka | 2019/04/29 08:00 | Koonwar Gupta v Paulo Fernandes | 4-6,0-6 |
| ITF M15 Tabarka | 2019/10/20 13:30 | Stefano Battaglino v Nicolo Crespi | 6-4,6-1 |
| ITF M15 Tabarka | 2019/10/20 11:00 | Sevan Kelpentidjian v Nicolo Crespi | 0-6,0-6 |
| ITF M15 Cairo | 2019/09/15 09:00 | Nicolo Crespi v Roman Blokhin | 4-6,3-6 |
| ITF M15 Cairo | 2019/09/11 10:05 | Nicolo Crespi v Gunjan Jadhav | 4-6,5-7 |
| ITF M15 Cairo | 2019/09/10 09:20 | Nicolo Crespi v Ashraf El Sayed | 6-3,6-4 |
| ITF M15 Cairo | 2019/09/09 08:00 | Max Flaherty v Nicolo Crespi | 2-6,2-6 |
| ITF Romania F8 | 2018/08/06 06:00 | Radu Mihai Papoe v Nicolo Crespi | 6-1,6-0 |
| ITF Croatia F2 | 2018/03/12 11:00 | Nik Razborsek v Nicolo Crespi | 6-1,6-0 |