| ITF Colombia F4 | 2014/08/25 16:00 | Dean O'Brien v Fabiano De Paula | 6-7,3-6 |
| ITF France F11 | 2014/06/18 08:00 | Nils Langer v Dean O'Brien | 6-4,6-2 |
| ITF South Africa F3 | 2014/06/11 09:15 | Dean O'Brien v Ruan Roelofse | 4-6,4-6 |
| ITF South Africa F2 | 2014/06/06 09:30 | Dean O'Brien v Nicolaas Scholtz | 2-6,4-6 |
| ITF South Africa F2 | 2014/06/04 09:15 | Dean O'Brien v Brandon Laubser | 6-4,5-7,7-5 |
| ITF Mexico F3 | 2014/05/10 15:00 | Dean O'Brien v Kevin King | 3-6,2-6 |
| ITF Mexico F3 | 2014/05/09 15:00 | Dean O'Brien v Maximiliano Estevez | 4-6,6-0,6-1 |
| ITF Mexico F3 | 2014/05/06 15:00 | Manuel Sanchez v Dean O'Brien | 3-6,5-7 |
| ITF Colombia F5 | 2014/09/08 15:30 | Pedro Bernardi v Tomas Builes | 6-4,6-2 |
| ITF Colombia F4 | 2014/08/26 19:00 | Pedro Bernardi v Tomas Builes | 7-5,6-4 |
| ITF Colombia F4 | 2014/08/24 16:20 | Pedro Bernardi v Juan Sebastian Osorio | 6-2,6-4 |
| ITF Colombia F3 | 2014/08/20 16:40 | Pedro Bernardi v Gianni Mina | 6-7,6-7 |
| ITF Colombia F3 | 2014/08/18 14:30 | Pedro Bernardi v Tomas Builes | 6-3,6-2 |
| ITF Mexico F5 | 2014/05/22 02:05 | Eduardo Struvay v Pedro Bernardi | 6-1,6-1 |
| ITF Mexico F5 | 2014/05/19 17:30 | Juan Ignacio Ameal v Pedro Bernardi | 3-6,7-6,6-7 |
| ITF Mexico F4 | 2014/05/13 19:45 | Pedro Bernardi v Nicolas Meister | 2-6,1-6 |