| UK Pro League | 2021/10/29 15:30 | Jack Gibbens v Llewelyn Bevan | 4-6,6-7 |
| UK Pro League | 2021/10/27 09:00 | N. Vijay Sundar Prashanth v Jack Gibbens | 6-7,6-4,10-12 |
| UK Pro League | 2021/10/26 12:00 | Julian Cash v Jack Gibbens | 6-4,6-0 |
| UK Pro League | 2021/10/25 12:30 | Jack Gibbens v Liam Hignett | 4-6,6-4,4-10 |
| ITF M15 - Cancun | 2021/10/13 20:45 | Matic Spec v Jack Gibbens | 6-0,6-3 |
| ITF M15 - Cancun | 2021/10/05 14:00 | Jack Gibbens v Hans C B Gonzalez | 6-4,1-6,3-10 |
| ITF M15 - Cancun | 2021/10/04 14:00 | Jack Gibbens v Diego Bustamante | 6-2,6-1 |
| ITF M15 - Cancun | 2021/10/03 14:00 | Jack Gibbens v Alex Jones | 6-4,6-2 |
| UK Pro League | 2021/10/29 15:30 | Cheraag Bajwa v Yujiro Onuma | 2-6,2-6 |
| UK Pro League | 2021/10/26 12:00 | Sean Hodkin v Cheraag Bajwa | 6-2,6-2 |
| UK Pro League | 2021/10/25 12:30 | Tom Hands v Cheraag Bajwa | 6-3,6-4 |
| ITF M15 - Doha | 2021/10/03 16:10 | Cheraag Bajwa v Chinmaya Dev Chauhan | 7-5,0-6,6-10 |
| ITF M15 - Heraklion | 2021/06/06 07:30 | Cheraag Bajwa v Pavel Kravchenko | 5-7,3-6 |
| ITF M15 - Heraklion | 2021/05/31 09:00 | Joshua Paris v Cheraag Bajwa | 6-1,6-3 |
| ITF M15 - Heraklion | 2021/05/23 08:00 | Rishab Agarwal v Cheraag Bajwa | 6-2,6-1 |
| ITF M15 - Heraklion | 2021/05/16 06:30 | Cheraag Bajwa v Tom Gentzsch | 2-6,1-6 |