Round: 62 Ground: Hardcourt outdoor
| ITF Portugal F5 Qual | 2016/05/09 09:00 | O'Mara, Jonny v von Hafe Perez, Jose | 6-1,6-2 |
| ITF Greece F5 | 2016/04/24 07:00 | O'Mara, Jonny v Glasspool, Lloyd | 3-6,6-4,6-7 |
| ITF Greece F5 | 2016/04/22 07:00 | Libietis, Mikelis v O'Mara, Jonny | 3-6,5-7 |
| ITF Greece F5 | 2016/04/21 07:00 | Fabian, Patrik v O'Mara, Jonny | 3-6,6-7 |
| ITF Greece F5 | 2016/04/19 09:10 | O'Mara, Jonny v Mousley, Bradley | 6-4,6-3 |
| ITF Greece F4 | 2016/04/09 11:30 | O'Mara, Jonny v Guichoud, Maxime | 6-0,6-2 |
| ITF Greece F3 | 2016/04/08 07:00 | Manafov, Vladyslav v O'Mara, Jonny | 6-3,6-7,6-3 |
| ITF Greece F3 | 2016/04/07 07:00 | O'Mara, Jonny v Sikora, Adrian | 6-2,6-1 |
| ITF Portugal F5 Qual | 2016/05/07 12:00 | Redondo Pereira, Sergio v Leote Prata, Martim | 4-6,6-2,6-3 |
| ITF Spain F11 | 2016/04/26 11:05 | Redondo Pereira, Sergio v Ojeda Lara, Ricardo | 1-6,4-6 |
| ITF Spain F11 | 2016/04/25 07:30 | Mardones, Bruno v Redondo Pereira, Sergio | 4-6,4-6 |
| ITF Spain F11 | 2016/04/24 07:30 | Redondo Pereira, Sergio v Paya Gonzalez, Enrique | 6-4,7-5 |
| ITF Spain F11 | 2016/04/23 08:00 | Miguel Damas v Redondo Pereira, Sergio | 0-6,4-6 |
| ITF Spain F8 | 2016/04/03 12:30 | Cortes Alcaraz, Aaron v Redondo Pereira, Sergio | 6-1,6-0 |
| ITF Portugal F1 | 2016/02/21 15:00 | Meehan, Harry David v Redondo Pereira, Sergio | 6-2,6-2 |
| ITF Spain F19 Qual | 2015/06/28 17:10 | Ribeiro Navarrete, Samuel v Redondo Pereira, Sergio | 6-3,6-3 |