Round: 46 Ground: Clay
| Challenger Lima Qual | 2016/10/22 18:45 | Sergio Monges v Fernando Romboli | 5-7,2-6 |
| Challenger Buenos Aires 2 Qual | 2016/10/10 15:05 | Marcelo Zormann v Fernando Romboli | 7-5,6-3 |
| Challenger Buenos Aires 2 Qual | 2016/10/09 16:45 | Tiago Lopes v Fernando Romboli | 4-6,4-6 |
| Challenger Buenos Aires 2 Qual | 2016/10/08 18:00 | Federico Moreno v Fernando Romboli | 2-6,4-6 |
| Challenger Campinas Qual | 2016/10/01 19:40 | Alex Blumenberg v Fernando Romboli | 2-6,1-6 |
| Challenger - Medellín | 2016/09/26 17:20 | Fernando Romboli v Nicolas Kicker | 6-3,6-7,6-7 |
| Challenger - Medellín | 2016/09/24 17:35 | Fernando Romboli v Michel Vernier | 5-7,6-4,6-1 |
| Challenger Barranquilla | 2016/09/08 19:10 | Fernando Romboli v Victor Estrella Burgos | 6-4,2-6,2-6 |
| Challenger - Fairfield | 2016/10/11 19:00 | Reilly Opelka v Hans Podlipnik-Castillo | 6-3,6-1 |
| 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 19:05 | Hans Podlipnik-Castillo v Greg Jones | 6-4,3-6,6-3 |
| Challenger - Biella | 2016/07/26 16:00 | Matteo Donati v Hans Podlipnik-Castillo | 6-3,6-4 |
| Challenger Cali 2 | 2016/07/06 17:50 | Joao Souza v Hans Podlipnik-Castillo | 6-2,6-2 |
| Wimbledon Qual | 2016/06/20 16:20 | Hans Podlipnik-Castillo v Quentin Halys | 0-6,1-6 |
| Challenger Poprad Tatry | 2016/06/14 08:00 | Andre Ghem v Hans Podlipnik-Castillo | 6-3,6-3 |
| French Open Qual | 2016/05/18 08:00 | Hans Podlipnik-Castillo v Adam Pavlasek | 2-6,2-6 |