Stadium: COURT 1 Round: 26 Ground: Hardcourt outdoor
| Challenger Las Vegas | 2016/10/19 19:35 | Santiago Giraldo v Roberto Ortega-Olmedo | 6-3,6-2 |
| 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 Las Vegas | 2016/10/18 18:40 | Tucker Vorster v Peter Polansky | 4-6,6-7 |
| Challenger Monterrey | 2016/10/14 20:00 | Peter Polansky v Denis Kudla | 2-6,2-6 |
| Challenger Monterrey | 2016/10/13 18:00 | Alejandro Falla v Peter Polansky | 4-6,1-6 |
| Challenger Monterrey | 2016/10/12 18:00 | Roberto Quiroz v Peter Polansky | 6-7,4-6 |
| Challenger Monterrey | 2016/10/11 20:15 | Caio Zampieri v Peter Polansky | 5-7,2-6 |
| Challenger Stockton | 2016/10/03 23:15 | Peter Polansky v Brian Baker | 6-7,6-3,5-7 |
| Challenger Tiburon | 2016/09/27 21:25 | Peter Polansky v Mackenzie McDonald | 3-6,4-6 |
| Challenger Columbus | 2016/09/21 19:05 | Mikael Torpegaard v Peter Polansky | 6-4,6-7,6-4 |