Round: 25 Ground: Hardcourt outdoor
| ITF Canada F3 | 2016/06/22 17:00 | Jarryd Chaplin v Henry Choi | 6-7,6-7 |
| ITF Israel F10 | 2016/06/10 07:00 | Jarryd Chaplin v Nick Chappell | 7-5,3-6,2-6 |
| ITF Israel F10 | 2016/06/09 07:00 | Sam Barry v Jarryd Chaplin | 2-6,7-5,3-6 |
| ITF Israel F10 | 2016/06/08 06:30 | Orel Ovil v Jarryd Chaplin | 1-6,2-6 |
| ITF Israel F10 | 2016/06/07 09:30 | Motvey Radionov v Jarryd Chaplin | 1-6,4-6 |
| ITF Israel F9 | 2016/06/03 07:00 | Jarryd Chaplin v Edan Leshem | 4-6,1-6 |
| ITF Israel F9 | 2016/06/01 07:00 | Jarryd Chaplin v Tal Goldengoren | 6-3,3-6,6-3 |
| ITF Israel F9 | 2016/05/31 06:00 | Jarryd Chaplin v Alon Elia | 6-2,7-6 |
| ITF Canada F3 | 2016/06/22 18:10 | Finn Tearney v Joshua Peck | 4-6,7-6,6-1 |
| Challenger Drummondville Qual | 2016/03/12 20:05 | Victor Krustev v Joshua Peck | 6-4,3-6,6-3 |
| ITF Canada F2 | 2016/03/09 16:30 | Joshua Peck v Hugo Nys | 3-6,2-6 |
| ITF Canada F2 | 2016/03/08 18:25 | Joshua Peck v Nicaise Muamba | 6-4,7-6 |
| ITF Canada F2 Qual | 2016/03/07 17:05 | Mico Santiago v Joshua Peck | 7-5,6-4 |
| ITF Canada F2 Qual | 2016/03/06 13:00 | Iancu-Iustinian Ghinda v Joshua Peck | 3-6,4-6 |
| ITF Canada F1 Qual | 2016/02/28 15:00 | Jack Mingjie Lin v Joshua Peck | 4-6,7-6,6-4 |
| ITF Canada F9 Qual | 2015/09/12 13:00 | Alexis Galarneau v Joshua Peck | 7-6,6-2 |