Stadium: COURT 2 Round: 25 Ground: Hardcourt outdoor
| Challenger - Fairfield | 2016/10/16 23:30 | Quentin Halys v Santiago Giraldo | 6-4,4-6,2-6 |
| Challenger - Fairfield | 2016/10/15 21:10 | Joris De Loore v Santiago Giraldo | 3-6,4-6 |
| Challenger - Fairfield | 2016/10/15 17:00 | Grega Zemlja v Santiago Giraldo | 1-6,4-6 |
| Challenger - Fairfield | 2016/10/13 19:00 | Brian Baker v Santiago Giraldo | 4-6,7-5,4-6 |
| Challenger - Fairfield | 2016/10/11 20:55 | Michael Mmoh v Santiago Giraldo | 3-6,5-7 |
| Challenger Stockton | 2016/10/04 17:00 | Santiago Giraldo v Marcelo Arevalo | 3-6,6-2,4-6 |
| Challenger - Medellin | 2016/09/30 00:00 | Santiago Giraldo v Facundo Bagnis | 3-6,6-2,4-6 |
| Challenger - Medellin | 2016/09/28 21:00 | Santiago Giraldo v Nicolas Santos | 6-3,6-3 |
| Challenger Las Vegas Qual | 2016/10/17 17:30 | Roberto Ortega-Olmedo v Gonzalo Escobar | 6-3,2-6,6-4 |
| Challenger Las Vegas Qual | 2016/10/16 19:45 | Roberto Ortega-Olmedo v Hendrik Jebens | 6-0,6-1 |
| Challenger - Monterrey | 2016/10/12 18:00 | Denis Kudla v Roberto Ortega-Olmedo | 6-3,6-3 |
| Challenger - Monterrey | 2016/10/10 19:40 | Roberto Ortega-Olmedo v Juan Lizariturry | 6-3,6-1 |
| ITF - M15 Monastir | 2016/09/24 12:55 | Yann Marti v Roberto Ortega-Olmedo | 6-7,7-6,6-1 |
| ATP Metz Qual | 2016/09/18 13:30 | Roberto Ortega-Olmedo v Constant Lestienne | 3-6,6-3,1-6 |
| Challenger - Sevilla | 2016/09/06 11:00 | Roberto Ortega-Olmedo v Taro Daniel | 1-6,4-6 |
| Challenger Seville Qual | 2016/09/04 09:00 | Roberto Ortega-Olmedo v Pol Toledo Bague | 6-4,5-7,1-6 |