Ground: Hardcourt outdoor
| ITF South Africa F1 | 2014/05/28 12:00 | Tukhula Jacobs v Tyler Hochwalt | 4-6,2-6 |
| ITF South Africa F2 | 2014/06/03 08:00 | Tyler Hochwalt v Nicolaas Scholtz | 6-4,6-7,4-6 |
| ITF South Africa F1 | 2014/05/30 08:00 | Tyler Hochwalt v Tucker Vorster | 6-7,5-7 |
| ITF South Africa F1 | 2014/05/29 09:45 | Milos Sekulic v Tyler Hochwalt | 6-7,6-7 |
| ITF South Africa F1 | 2014/05/28 12:00 | Tukhula Jacobs v Tyler Hochwalt | 4-6,2-6 |
| ITF Mexico F5 | 2014/05/21 20:50 | Dennis Novikov v Tyler Hochwalt | 7-6,7-5 |
| ITF Mexico F5 | 2014/05/19 22:50 | Tyler Hochwalt v Sanam Singh | 6-4,6-1 |
| ITF Mexico F4 | 2014/05/12 18:30 | Tyler Hochwalt v Miguel Angel Reyes-Varela | 4-6,4-6 |
| ITF Mexico F3 | 2014/05/06 16:25 | Christopher Diaz-Figueroa v Tyler Hochwalt | 3-6,6-4,6-3 |
| ITF South Africa F1 | 2014/05/28 12:00 | Tukhula Jacobs v Tyler Hochwalt | 4-6,2-6 |
| ITF South Africa F1 | 2014/05/26 10:30 | Tukhula Jacobs v Sagar Ahuja | 6-3,6-2 |