Round: 25 Ground: Hardcourt outdoor
| ITF Portugal F5 Qual | 2016/05/10 10:00 | Jonny O'Mara v Sergio R Pereira | 6-1,6-1 |
| ITF Portugal F5 Qual | 2016/05/09 09:00 | Jonny O'Mara v Jose Von Hafe Perez | 6-1,6-2 |
| ITF Greece F5 | 2016/04/24 07:00 | Jonny O'Mara v Lloyd Glasspool | 3-6,6-4,6-7 |
| 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 F6 | 2016/04/26 07:30 | Pavel Krainik v Scott Clayton | 6-4,7-5 |
| ITF Greece F5 | 2016/04/20 07:00 | Scott Clayton v Edan Leshem | 2-6,1-6 |
| ITF Greece F4 | 2016/04/12 09:15 | Scott Clayton v Darian King | 3-6,4-6 |
| ITF Portugal F3 | 2016/03/12 15:00 | Frederico Ferreira Silva v Scott Clayton | 6-1,2-6,6-3 |
| ITF Portugal F3 | 2016/03/11 12:00 | Andres Artunedo Martinavarr v Scott Clayton | 6-7,1-6 |
| ITF Portugal F3 | 2016/03/10 14:55 | Scott Clayton v Oscar Otte | 7-6,6-3 |
| ITF Portugal F3 | 2016/03/09 12:00 | Scott Clayton v Valentin Nourrissat | 6-2,6-1 |
| ITF Portugal F2 Qual | 2016/02/28 12:30 | Scott Clayton v Diego-Jose Manrique-Velazquez | 4-6,6-0,1-6 |