Ground: Hardcourt outdoor
| 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 Mexico F2 | 2014/05/02 15:30 | Jorge Panta v Dean O'Brien | 6-2,6-2 |
| Challenger San Luis Potosi | 2014/04/15 21:45 | Marcelo Arevalo v Dean O'Brien | 6-1,7-6 |
| Challenger San Luis Potosi Qual | 2014/04/13 18:25 | Dean O'Brien v Pavel Krainik | 6-4,6-4 |
| ITF South Africa F3 | 2014/06/10 09:10 | Benjamin Lock v Ruan Roelofse | 6-7,1-6 |
| ITF South Africa F2 | 2014/06/05 08:00 | Nicolaas Scholtz v Ruan Roelofse | 3-6,6-3,7-6 |
| ITF South Africa F1 | 2014/05/27 09:40 | Lance Cohen v Ruan Roelofse | 4-6,6-7 |
| ITF Korea F1 | 2014/04/23 02:40 | Ruan Roelofse v Cheong-Eui Kim | 3-6,4-6 |
| ITF Qatar F3 | 2014/04/16 13:00 | Ruan Roelofse v Oliver Golding | 5-7,6-3,6-7 |
| Davis Cup | 2014/04/06 09:30 | Ruan Roelofse v Laurynas Grigelis | 6-7,6-3,6-7,4-6 |
| ITF China F1 | 2014/03/05 03:30 | Hyeon Chung v Ruan Roelofse | 6-3,7-5 |