Stadium: Court 9 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Sintra | 2021/09/14 17:05 | Jack Gibbens v Stepan Pecak | 6-1,3-6,11-9 |
| UK Pro League | 2021/08/28 13:15 | Jack Gibbens v David Quayle | 7-6,6-1 |
| UK Pro League | 2021/08/27 14:30 | Jack Gibbens v Ewan Moore | 3-6,7-6,11-9 |
| UK Pro League | 2021/08/26 16:00 | Daniel Little v Jack Gibbens | 6-3,6-7,12-14 |
| UK Pro League | 2021/08/25 11:15 | Joshua Paris v Jack Gibbens | 6-1,7-5 |
| UK Pro League | 2021/08/24 10:00 | Billy Harris v Jack Gibbens | 6-2,6-2 |
| 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 |
| ITF M25 Sintra | 2021/09/07 11:25 | Kirill Kivattsev v Daniel Batista | 6-3,6-7,10-12 |
| ITF M25 Sintra | 2021/09/06 08:30 | Kirill Kivattsev v Tomas Tenil | 6-0,6-0 |
| ITF M25 Bolzano | 2021/08/03 16:15 | Emiliano Maggioli v Kirill Kivattsev | 1-6,6-4,6-4 |
| ITF M15 Esch/Alzette | 2021/07/20 15:50 | Kirill Kivattsev v Mick Veldheer | 4-6,3-6 |
| ITF M25 Telfs | 2021/07/18 13:20 | Filip Misolic v Kirill Kivattsev | 6-2,6-4 |
| ITF M25 Telfs | 2021/07/18 08:00 | Kirill Kivattsev v Alex M Pujolras | 6-3,6-1 |
| ITF M25 Telfs | 2021/07/16 10:00 | Kirill Kivattsev v Ondrej Horak | 6-2,6-2 |
| ITF M25 Telfs | 2021/07/13 09:00 | Danylo Kalenichenko v Kirill Kivattsev | 4-6,3-6 |