Stadium: Center court Round: 27 Ground: Hardcourt outdoor
| ITF M25 Johannesburg | 2021/09/23 07:00 | Prechtel, Sebastian v Alastair Gray | 3-6,0-6 |
| ITF M25 Johannesburg | 2021/09/22 08:30 | Cash, Julian v Alastair Gray | 3-6,3-6 |
| ITF M25 Johannesburg | 2021/09/19 09:40 | Alastair Gray v Beale, Jeremy | 7-6,6-4 |
| ITF M25 Johannesburg | 2021/09/18 07:55 | Alastair Gray v Dylan Salton | 6-1,6-4 |
| ITF M25 Johannesburg | 2021/09/17 08:00 | Alastair Gray v Alafia Ayeni | 6-2,6-4 |
| ITF M25 Johannesburg | 2021/09/16 10:00 | Alastair Gray v Caripi, Vasilios | 6-0,6-1 |
| ITF M25 Johannesburg | 2021/09/14 08:00 | Kravchuk, Konstantin v Alastair Gray | 4-6,3-6 |
| ITF M25 Sintra | 2021/09/08 09:00 | Paul Jubb v Alastair Gray | 6-4,6-4 |
| ITF M25 Johannesburg | 2021/09/23 08:00 | Montsi, Khololwam v Kalovelonis, Markos | 6-1,6-3 |
| ITF M25 Johannesburg | 2021/09/21 10:25 | Vilardo, Francesco v Montsi, Khololwam | 4-6,5-7 |
| ITF M25 Johannesburg | 2021/09/14 11:30 | Howard-Tripp, Joshua v Montsi, Khololwam | 4-6,2-6 |
| ITF - M15 Monastir | 2021/08/05 08:50 | Mattia Bellucci v Montsi, Khololwam | 6-2,6-2 |
| ITF - M15 Monastir | 2021/08/04 16:45 | Montsi, Khololwam v Santiago Rodriguez Taverna | 7-5,7-5 |
| ITF - M15 Monastir | 2021/07/31 07:30 | Luca Potenza v Montsi, Khololwam | 7-5,6-1 |
| ITF - M15 Monastir | 2021/07/30 07:25 | Montsi, Khololwam v Matias Franco Descotte | 7-6,6-1 |
| ITF - M15 Monastir | 2021/07/29 09:50 | Montsi, Khololwam v Joshua Sheehy | 7-5,6-4 |