Round: 26 Ground: Hardcourt outdoor
| ITF Israel F9 | 2016/05/31 06:00 | Jarryd Chaplin v Alon Elia | 6-2,7-6 |
| ITF Israel F9 | 2016/05/29 07:00 | Jarryd Chaplin v Brant Vaughan Switzler | 6-3,6-2 |
| ITF Israel F9 | 2016/05/29 06:00 | Jarryd Chaplin v Jordan Hasson | 6-3,6-1 |
| ITF USA F12 Qual | 2016/04/04 14:00 | Jarryd Chaplin v Dane Webb | 4-6,4-6 |
| Challenger Drummondville Qual | 2016/03/13 15:20 | Hugo Nys v Jarryd Chaplin | 6-2,6-2 |
| Challenger Drummondville Qual | 2016/03/12 18:00 | Jarryd Chaplin v Nicaise Muamba | 1-6,7-5,6-4 |
| ITF Canada F1 | 2016/03/01 16:30 | Alejandro Tabilo v Jarryd Chaplin | 6-3,3-6,7-6 |
| ITF Canada F1 Qual | 2016/02/28 15:00 | Jarryd Chaplin v Benjamin Sigouin | 7-6,3-6,7-6 |
| ITF Israel F9 | 2016/05/30 06:30 | Tal Goldengoren v Ram Kapach | 6-4,6-2 |
| ITF Israel F8 | 2016/05/24 07:00 | Tal Goldengoren v Antoine Escoffier | 5-7,3-6 |
| ITF Israel F7 | 2016/05/18 09:50 | Tal Goldengoren v Jesse Witten | 6-3,2-6,5-7 |
| ITF Israel F7 | 2016/05/16 06:30 | Tal Goldengoren v Hunter Reese | 5-7,7-5,6-3 |
| ITF Israel F6 | 2016/03/23 11:20 | Amir Weintraub v Tal Goldengoren | 6-0,6-3 |
| ITF Israel F6 | 2016/03/21 09:00 | Ben Patael v Tal Goldengoren | 1-6,3-6 |
| ITF Israel F3 | 2016/02/25 08:00 | Tal Goldengoren v Peter Heller | 6-3,3-6,2-6 |
| ITF Israel F3 | 2016/02/24 09:55 | Emmanuel Luria v Tal Goldengoren | 0-6,1-6 |