Round: 27 Ground: Hardcourt outdoor
| ITF Qatar F1 | 2016/04/06 22:00 | Sam Barry v Tallon Griekspoor | 6-7,2-6 |
| ITF Qatar F1 | 2016/04/05 22:00 | Sam Barry v Baptiste Crepatte | 6-3,7-6 |
| ITF Qatar F1 | 2016/04/04 22:00 | Sam Barry v Antoine Bellier | 4-6,6-4,6-2 |
| ITF Bahrain F1 | 2016/03/31 11:00 | Tobias Simon v Sam Barry | 6-1,6-4 |
| ITF Bahrain F1 | 2016/03/30 10:50 | Quinton Vega v Sam Barry | 6-3,3-6,3-6 |
| ITF Bahrain F1 | 2016/03/29 16:35 | Alexander Braun v Sam Barry | 1-6,0-6 |
| ITF France F7 | 2016/03/21 14:45 | Pierre Faivre v Sam Barry | 6-4,3-6,6-0 |
| Davis Cup | 2016/03/03 15:15 | Sam Barry v Michael Avetisyan | 6-1,6-0 |
| 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 |
| Challenger Launceston | 2016/02/03 04:30 | Jarryd Chaplin v Benjamin Mitchell | 4-6,2-6 |
| Challenger Launceston | 2016/02/01 02:20 | Jarryd Chaplin v Alexei Popyrin | 6-2,7-5 |
| ITF Kuwait F1 | 2016/01/10 23:00 | Yoshihito Nishioka v Jarryd Chaplin | 3-6,6-1,6-4 |