stadio: COURT 2 Round: 46 Ground: Hardcourt outdoor
| Challenger Fairfield - Qual. | 2016/10/10 17:00 | Lloyd Glasspool v Brydan Klein | 4-6,3-6 |
| Challenger Fairfield - Qual. | 2016/10/09 18:20 | Lloyd Glasspool v Erik Crepaldi | 6-2,6-3 |
| Challenger Fairfield - Qual. | 2016/10/08 17:00 | Lloyd Glasspool v Hendrik Jebens | 6-3,6-7,7-6 |
| Challenger Tiburon | 2016/09/27 19:35 | Joris De Loore v Lloyd Glasspool | 6-2,7-6 |
| Challenger Tiburon - Qual. | 2016/09/26 17:00 | Dennis Nevolo v Lloyd Glasspool | 3-6,6-4,6-7 |
| Challenger Tiburon - Qual. | 2016/09/25 17:00 | Hubert Hurkacz v Lloyd Glasspool | 7-5,2-6,5-7 |
| Challenger Tiburon - Qual. | 2016/09/24 20:35 | Frederik Nielsen v Lloyd Glasspool | 7-5,1-6,4-6 |
| Challenger Columbus | 2016/09/21 15:00 | Hubert Hurkacz v Lloyd Glasspool | 6-4,7-5 |
| Challenger Las Vegas - Qual. | 2016/10/15 19:35 | Ruan Roelofse v Alexander Cozbinov | 6-2,6-2 |
| Challenger Fairfield - Qual. | 2016/10/10 17:00 | Hans Podlipnik-Castillo v Ruan Roelofse | 7-5,1-6,6-3 |
| Challenger Fairfield - Qual. | 2016/10/09 19:10 | Ruan Roelofse v Salvatore Caruso | 6-3,6-4 |
| Challenger Fairfield - Qual. | 2016/10/08 20:25 | Ruan Roelofse v Collin Altamirano | 6-3,4-6,7-6 |
| ITF M25 Tbilisi | 2016/09/25 08:00 | Andrey Golubev v Ruan Roelofse | 3-6,7-6,7-6 |
| ITF M25 Tbilisi | 2016/09/24 10:30 | Ruan Roelofse v Andrei Vasilevski | 7-6,5-7,7-5 |
| Challenger Izmir - Qual. | 2016/09/17 11:45 | Marek Jaloviec v Ruan Roelofse | 7-6,7-6 |
| Challenger Izmir - Qual. | 2016/09/17 09:00 | Ruan Roelofse v Dean O'Brien | 6-0,6-3 |