Ground: Hardcourt outdoor
| 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 Canada F2 | 2014/03/12 15:00 | Edward Corrie v Dean O'Brien | 5-7,6-4,6-3 |
| ITF Canada F1 | 2014/03/06 15:00 | Richard Gabb v Dean O'Brien | 5-7,6-4,6-3 |
| ITF Canada F1 | 2014/03/05 18:10 | Adam El Mihdawy v Dean O'Brien | 4-6,4-6 |
| Challenger Morelos | 2014/02/17 16:00 | Dennis Novikov v Dean O'Brien | 5-7,6-4,1-6 |
| ITF Mexico F3 | 2014/05/07 15:00 | Gonzalo Escobar v Maximiliano Estevez | 6-3,3-6,3-6 |
| ITF Mexico F2 | 2014/05/02 15:30 | Mauricio Echazu v Maximiliano Estevez | 6-3,6-7,6-4 |
| ITF Mexico F2 | 2014/04/30 18:50 | Pavel Krainik v Maximiliano Estevez | 5-7,2-6 |
| ITF Argentina F6 | 2014/03/29 18:00 | Juan Pablo Paz v Maximiliano Estevez | 6-4,6-1 |
| ITF Argentina F6 | 2014/03/28 18:05 | Maximiliano Estevez v Hugo Dellien | 6-1,6-4 |
| ITF Argentina F6 | 2014/03/27 16:10 | Luciano Doria v Maximiliano Estevez | 4-6,4-6 |
| ITF Argentina F6 | 2014/03/26 15:50 | Eduardo Agustin Torre v Maximiliano Estevez | 6-4,3-6,5-7 |
| ITF Argentina F6 | 2014/03/25 13:00 | Ryusei Makiguchi v Maximiliano Estevez | 3-6,4-6 |