Stadium: COURT 7 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Johannesburg | 2021/09/14 08:00 | Igor Marcondes v Kelsey Stevenson | 5-7,6-7 |
| ITF M15 Monastir | 2021/07/07 13:20 | Kelsey Stevenson v Alec Beckley | 6-3,2-6,3-6 |
| ITF M15 Monastir | 2021/06/29 11:55 | Kelsey Stevenson v Samuel Vincent Ruggeri | 4-6,2-6 |
| ITF M15 Monastir | 2021/06/23 13:30 | Oscar Weightman v Kelsey Stevenson | 1-6,7-5,7-5 |
| ITF M15 Monastir | 2021/06/15 08:25 | Filip Peliwo v Kelsey Stevenson | 6-1,6-2 |
| ITF M15 Heraklion | 2021/06/09 09:55 | Aristotelis Thanos v Kelsey Stevenson | 6-2,7-5 |
| ITF M15 Heraklion | 2021/06/01 08:00 | Alexander Donski v Kelsey Stevenson | 6-3,6-2 |
| ITF M15 Heraklion | 2021/05/26 06:30 | Adam Jones v Kelsey Stevenson | 6-2,4-6,6-3 |
| ITF M25 Johannesburg | 2021/09/15 08:00 | Peter Goldsteiner v Sahar Simon | 2-6,2-6 |
| ITF M25 Johannesburg | 2021/09/13 13:10 | Sahar Simon v Wian Roothman | 6-2,7-5 |
| ITF M25 Johannesburg | 2021/09/13 09:15 | Sahar Simon v Seth Seely | 6-1,6-2 |
| ITF M25 Johannesburg | 2021/09/12 10:40 | Sahar Simon v Guy Dagan | 6-1,6-1 |
| ITF M15 Castelo Branco | 2021/07/27 08:30 | Sahar Simon v Raphael Lambling | 3-6,6-3,9-11 |
| ITF M15 Castelo Branco | 2021/07/26 11:00 | Sahar Simon v Osgar O'Hoisin | 4-6,6-4,10-6 |
| ITF M15 Castelo Branco | 2021/07/25 08:30 | Sahar Simon v Victor Bini | 6-3,6-4 |
| ITF M25 Idanha-A-Nova | 2021/07/19 08:55 | Sahar Simon v Ben Jones | 4-6,4-6 |