Stadium: Court 8 Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Cancún | 2021/10/04 14:00 | Jack Gibbens v Diego Bustamante | 6-2,6-1 |
| ITF - M15 Cancún | 2021/10/03 14:00 | Jack Gibbens v Alex Jones | 6-4,6-2 |
| ITF - M15 Cancún | 2021/09/27 14:30 | Jack Gibbens v Osgar O'Hoisin | 3-6,7-6,7-10 |
| ITF - M15 Cancún | 2021/09/26 15:00 | Jack Gibbens v Lucca Pinto | 5-7,6-3,10-2 |
| ITF M25 Sintra | 2021/09/16 09:00 | Santiago Rodriguez Taverna v Jack Gibbens | 6-2,6-2 |
| 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 |
| ITF - M15 Cancún | 2021/10/04 14:00 | Hans C B Gonzalez v Lucca Pinto | 6-1,6-2 |
| ITF - M15 Cancún | 2021/10/03 14:00 | Hans C B Gonzalez v Ricardo Reyna | 6-1,6-0 |
| ITF - M15 Cancún | 2021/09/26 15:00 | Hans C B Gonzalez v Nicholas Bybel | 3-6,2-6 |