| UTR Pro Tennis Series Texas | 11/14 20:00 | - | Jack Pinnington Jones v Grant Lothringer | 6-1,7-5 | |
| ITF M25 Austin | 11/12 16:30 | 27 | Christian Sigsgaard v Jack Pinnington Jones | 7-5,2-6,6-3 | |
| ITF M25 Austin | 11/10 17:00 | 26 | Tadeas Paroulek v Jack Pinnington Jones | 4-6,3-6 | |
| ITF M25 Austin | 11/09 20:30 | 25 | Maciej Rajski v Jack Pinnington Jones | 6-7,4-6 | |
| Challenger Las Vegas | 10/26 19:35 | 26 | Jack Pinnington Jones v Tennys Sandgren | 5-7,3-6 | |
| Challenger Las Vegas | 10/25 19:10 | 25 | Vasek Pospisil v Jack Pinnington Jones | 4-6,6-3,2-6 | |
| Challenger Las Vegas | 10/24 17:30 | 19 | Jack Pinnington Jones v Nathan Ponwith | 6-3,6-3 | |
| Challenger Las Vegas | 10/23 20:40 | 14 | Edan Leshem v Jack Pinnington Jones | 5-7,3-6 | |
| Challenger Fairfield | 10/09 19:35 | 14 | Sam Riffice v Jack Pinnington Jones | 6-3,6-4 | |
| ITF M15 Fayetteville | 09/23 17:15 | 27 | Jack Pinnington Jones v Sam Riffice | 6-4,2-6,3-6 | |
| ITF M15 Fayetteville | 09/22 14:00 | 26 | Jack Pinnington Jones v Alexander Petrov | Retired | |
| ITF M15 Fayetteville | 09/20 20:55 | 25 | Jack Pinnington Jones v Luciano Tacchi | 6-2,7-6 | |
| Challenger Francavilla | 05/16 10:10 | 19 | Jack Pinnington Jones v Omar Giacalone | 1-6,4-6 | |
| ITF M25 Santa Margherita | 05/07 11:50 | 29 | Giorgio Tabacco v Jack Pinnington Jones | 5-7,2-6 | |
| ITF M25 Santa Margherita | 05/06 12:00 | 28 | Jack Pinnington Jones v Carlos L-Montagud | 6-4,7-6 | |
| ITF M25 Santa Margherita | 05/05 14:35 | 27 | Alexander Weis v Jack Pinnington Jones | 2-6,0-6 | |
| ITF M25 Santa Margherita | 05/04 16:50 | 26 | Biagio Gramaticopolo v Jack Pinnington Jones | 0-6,2-6 | |
| ITF M25 Santa Margherita | 05/02 15:45 | 25 | Jack Pinnington Jones v Harold Mayot | 7-5,7-5 | |
| ITF M25 Santa Margherita | 04/15 12:00 | 28 | Laurent Lokoli v Jack Pinnington Jones | 4-6,6-4,7-6 | |
| ITF M25 Santa Margherita | 04/14 12:00 | 27 | Dan Added v Jack Pinnington Jones | 1-6,0-6 | |
| ITF M25 Santa Margherita | 04/13 13:55 | 26 | Marko Topo v Jack Pinnington Jones | 4-6,4-6 | |
| ITF M25 Santa Margherita | 04/11 14:30 | 25 | Jack Pinnington Jones v Gustavo Heide | 6-2,6-1 | |
| ITF M25 Calabasas | 03/23 18:10 | 25 | Jisung Nam v Jack Pinnington Jones | 7-5,6-4 | |
| ITF - M25 Bakersfield | 03/16 21:20 | 25 | Jack Pinnington Jones v Julian Lenz | 4-6,4-6 | |
| ITF - M25 Bakersfield | 03/15 18:25 | 54 | Jack Pinnington Jones v Dennis Novikov | 6-1,6-1 | |
| Challenger Monterrey | 03/06 18:25 | 14 | Sho Shimabukuro v Jack Pinnington Jones | 6-3,7-6 | |
| ITF M25 Glasgow | 02/16 10:00 | 25 | Jack Pinnington Jones v Alexis Galarneau | 6-7,3-6 | |
| ITF M25 Shrewsbury | 02/10 13:40 | 27 | Henri Squire v Jack Pinnington Jones | 7-6,6-1 | |
| ITF M25 Shrewsbury | 02/09 16:25 | 26 | Jack Pinnington Jones v Paul Jubb | 7-6,6-3 | |
| ITF M25 Shrewsbury | 02/08 11:35 | 25 | Jack Pinnington Jones v Alec Beckley | 6-2,6-3 |