Round: 29 Ground: Hardcourt outdoor
| ITF Greece F5 | 2016/04/22 07:00 | Mikelis Libietis v Jonny O'Mara | 3-6,5-7 |
| ITF Greece F5 | 2016/04/21 07:00 | Patrik Fabian v Jonny O'Mara | 3-6,6-7 |
| ITF Greece F5 | 2016/04/19 09:10 | Jonny O'Mara v Bradley Mousley | 6-4,6-3 |
| ITF Greece F4 | 2016/04/09 11:30 | Jonny O'Mara v Maxime Guichoud | 6-0,6-2 |
| ITF Greece F3 | 2016/04/08 07:00 | Vladyslav Manafov v Jonny O'Mara | 6-3,6-7,6-3 |
| ITF Greece F3 | 2016/04/07 07:00 | Jonny O'Mara v Adrian Sikora | 6-2,6-1 |
| ITF Greece F3 | 2016/04/05 07:00 | Themi Sitzoukis v Jonny O'Mara | 0-6,1-6 |
| ITF Portugal F2 | 2016/03/02 11:30 | Jesse Huta Galung v Jonny O'Mara | 6-2,6-2 |
| ITF Greece F5 | 2016/04/23 07:00 | Lloyd Glasspool v Mick Lescure | 6-3,6-3 |
| ITF Greece F5 | 2016/04/22 08:45 | Daniel Cukierman v Lloyd Glasspool | 4-6,4-6 |
| ITF Greece F5 | 2016/04/21 10:15 | Hunter Callahan v Lloyd Glasspool | 6-7,2-6 |
| ITF Greece F5 | 2016/04/20 10:20 | Pavel Krainik v Lloyd Glasspool | 3-6,0-6 |
| ITF Greece F4 | 2016/04/17 09:05 | Yannick Mertens v Lloyd Glasspool | 6-2,7-5 |
| ITF Greece F4 | 2016/04/16 07:00 | Lloyd Glasspool v Darian King | 6-3,6-2 |
| ITF Greece F4 | 2016/04/15 07:00 | Lloyd Glasspool v Thomas Brechemier | 6-4,6-2 |
| ITF Greece F4 | 2016/04/14 08:30 | Lloyd Glasspool v Daniel Hobart | 6-7,6-4,6-4 |