Stadium: Tammsaare 1 Round: 25 Ground: Hardcourt indoor
| ITF M15 - Vejle | 2021/08/01 10:20 | Ergi Kirkin v August Holmgren | 7-6,6-4 |
| ITF M15 - Vejle | 2021/07/31 07:50 | Ergi Kirkin v Matias Zukas | 6-1,6-4 |
| ITF M15 - Vejle | 2021/07/30 13:00 | Ergi Kirkin v Karl Friberg | 6-3,6-0 |
| ITF M15 - Vejle | 2021/07/30 08:00 | Ergi Kirkin v Alexander Kotzen | 6-2,6-3 |
| ITF M15 - Vejle | 2021/07/28 10:25 | Ergi Kirkin v Andrea Del Federico | 3-6,6-2,6-2 |
| Challenger - Nur-Sultan | 2021/07/20 09:10 | Ergi Kirkin v Ryan Peniston | 2-6,3-6 |
| Challenger - Nur-Sultan | 2021/07/19 06:10 | Ergi Kirkin v Benjamin Lock | 5-7,7-6,3-6 |
| Challenger - Nur-Sultan | 2021/07/12 04:00 | Ergi Kirkin v Oleksii Krutykh | 1-6,6-7 |
| UK Pro League | 2021/07/18 15:43 | Jack Gibbens v Oscar Weightman | 3-6,6-4,0-0 |
| UK Pro League | 2021/07/18 14:30 | Oscar Weightman v Jack Gibbens | 6-3,4-6,11-13 |
| UK Pro League | 2021/07/16 10:00 | Oscar Weightman v Liam Hignett | 7-6,6-4 |
| UK Pro League | 2021/07/15 11:30 | Lui Maxted v Oscar Weightman | 6-3,6-3 |
| UK Pro League | 2021/07/14 10:00 | Oscar Weightman v Tom Hands | 6-3,6-3 |
| UK Pro League | 2021/07/12 10:00 | Julian Cash v Oscar Weightman | 6-7,6-4,10-6 |
| ITF - M15 Monastir | 2021/06/24 10:10 | Oscar Weightman v Duckhee Lee | 3-6,7-6,3-6 |
| ITF - M15 Monastir | 2021/06/23 13:30 | Oscar Weightman v Kelsey Stevenson | 1-6,7-5,7-5 |