Stadium: Court 5 Round: 44 Ground: Hardcourt outdoor
| 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 |
| 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 |
| ITF - M15 Cancún | 2021/09/28 14:00 | Mateo Gomez v Alex Jones | 6-2,6-2 |
| ITF - M15 Cancún | 2021/09/26 17:00 | Alex Jones v Jonas Maier | 6-1,6-2 |
| ITF - M15 Cancún | 2021/09/19 14:00 | Ronaldo Alexandre v Alex Jones | 2-6,6-3,2-10 |
| ITF M25 Denia | 2021/07/25 16:00 | Alex Jones v Xavi Matas Ortega | 1-6,4-6 |
| ITF M25 Gandia | 2021/07/18 08:00 | Ivan Bas Mengual v Alex Jones | 6-4,7-5 |
| ITF M15 Monastir | 2021/06/28 08:00 | Alex Jones v Jake Van Emburgh | 3-6,2-6 |
| ITF M15 Monastir | 2021/06/27 08:00 | Alex Jones v Giacomo Revelli | 6-4,6-4 |
| ITF M15 Monastir | 2021/06/20 09:30 | Alex Jones v Terence Atmane | 3-6,2-6 |