Stadium: CANCHA 2 Round: 26 Ground: Hardcourt outdoor
| Challenger Medellin MD | 2016/09/30 23:50 | Ghem/Lizariturry v Falla/Struvay | 3-6,2-6 |
| Challenger Medellin MD | 2016/09/30 02:05 | Falla/Struvay v Romboli/Zampieri | 6-4,6-3 |
| Challenger Medellin MD | 2016/09/28 21:20 | Mena/Montero v Falla/Struvay | 4-6,4-6 |
| Challenger Medellin MD | 2016/09/26 22:10 | Matos/Menezes v Falla/Struvay | 2-6,3-6 |
| Challenger Barranquilla MD | 2016/09/11 01:00 | Escobar/Quiroz v Falla/Struvay | 4-6,5-7 |
| Challenger Barranquilla MD | 2016/09/10 00:15 | Falla/Struvay v Romboli/Zampieri | 6-3,6-0 |
| Challenger Barranquilla MD | 2016/09/09 02:25 | Falla/Struvay v Arevalo/King | 6-3,4-6,10-7 |
| Challenger Stockton MD | 2016/10/05 17:00 | Fratangelo/Paul v Bester/Polansky | 6-0,6-2 |
| Challenger Tiburon MD | 2016/09/28 19:45 | King/Tiafoe v Bester/Polansky | 7-6,6-7,10-8 |
| Challenger Columbus MD | 2016/09/25 16:00 | Libietis/Novikov v Bester/Polansky | 7-5,7-6 |
| Challenger Columbus MD | 2016/09/24 20:20 | Bester/Polansky v Meister/Quigley | 2-6,7-6,10-6 |
| Challenger Columbus MD | 2016/09/23 20:15 | Clezar/Martinez v Bester/Polansky | 5-7,6-4,6-10 |
| Challenger Cary MD | 2016/09/18 17:00 | Kozlov/Krajicek v Bester/Polansky | 2-6,2-6 |
| Challenger Cary MD | 2016/09/17 17:00 | El Mihdawy/King v Bester/Polansky | 4-6,1-6 |
| Challenger Cary MD | 2016/09/16 21:10 | Meister/Quigley v Bester/Polansky | 3-6,3-6 |