Stadium: Center Court Round: 25 Ground: Clay
| ITF M25 Kigali | 2023/09/10 08:55 | Oliver Crawford v Damien Wenger | 4-6,2-6 |
| ITF M25 Kigali | 2023/09/09 10:40 | Oliver Crawford v Vadym Ursu | 6-4,6-4 |
| ITF M25 Kigali | 2023/09/08 08:00 | Oliver Crawford v Rishab Agarwal | 6-0,6-2 |
| ITF M25 Kigali | 2023/09/07 08:35 | Oliver Crawford v Sai K R Ganta | 6-2,6-3 |
| ITF M25 Kigali | 2023/09/06 10:25 | Oliver Crawford v Arjun Mahadevan | 6-0,6-1 |
| ITF M25 Oldenzaal | 2023/09/03 13:10 | Oliver Crawford v Lucas Gerch | 5-7,0-6 |
| ITF M25 Oldenzaal | 2023/09/02 12:20 | Oliver Crawford v Mats Rosenkranz | 6-3,6-4 |
| ITF M25 Oldenzaal | 2023/09/01 11:15 | Oliver Crawford v Aleksandr Braynin | 6-1,6-4 |
| ITF M25 Kigali | 2023/09/07 07:00 | Raghav Jaisinghani v Damien Wenger | 0-6,1-6 |
| ITF M25 Kigali | 2023/09/06 08:00 | Anurag Agarwal v Raghav Jaisinghani | 1-6,6-7 |
| ITF M15 Allershausen | 2023/08/29 13:30 | Raghav Jaisinghani v Adam Briant | 3-6,4-6 |
| ITF M15 Trier | 2023/08/21 09:30 | Raghav Jaisinghani v Sebastian Santibanez | 5-7,6-0,8-10 |
| ITF M15 Nakhon Si Thammarat | 2023/07/19 02:00 | Raghav Jaisinghani v Yurii Dzhavakian | 3-6,2-6 |
| ITF M15 Nakhon Si Thammarat | 2023/07/17 05:00 | Raghav Jaisinghani v Ha Minh Duc Vu | 4-6,7-6,10-8 |
| ITF M15 Nakhon Si Thammarat Qual | 2023/07/16 05:45 | Raghav Jaisinghani v Hyeoung Jin Kim | 6-2,1-6,10-4 |
| ITF M15 Nakhon Si Thammarat | 2023/07/10 02:00 | Chase Ferguson v Raghav Jaisinghani | 6-3,6-3 |