Stadium: Stadium Round: 25 Ground: Clay
| Challenger Las Vegas | 2016/10/18 20:20 | Ernesto Escobedo v Alejandro Falla | 6-4,6-3 |
| Challenger Monterrey | 2016/10/13 18:00 | Alejandro Falla v Peter Polansky | 4-6,1-6 |
| Challenger Monterrey | 2016/10/12 21:10 | Victor Estrella Burgos v Alejandro Falla | 2-6,7-5,6-7 |
| Challenger Monterrey | 2016/10/11 17:50 | Alejandro Falla v Nicolaas Scholtz | 6-3,6-4 |
| Challenger Medellin | 2016/09/29 21:20 | Alejandro Falla v Caio Zampieri | 6-7,7-6,2-6 |
| Challenger Medellin | 2016/09/28 17:50 | Alejandro Falla v Andre Ghem | 6-3,7-6 |
| Challenger Medellin | 2016/09/27 23:30 | Victor Estrella Burgos v Alejandro Falla | 6-7,6-7 |
| Challenger Barranquilla | 2016/09/08 23:10 | Santiago Giraldo v Alejandro Falla | 6-2,3-6,7-5 |
| Challenger Brest | 2016/10/19 09:00 | Alessandro Giannessi v Maximilian Neuchrist | 1-6,6-7 |
| Challenger Fairfield | 2016/10/15 17:00 | Alessandro Giannessi v Joris De Loore | 4-6,1-6 |
| Challenger Fairfield | 2016/10/12 19:40 | Alessandro Giannessi v Lorenzo Sonego | 6-2,6-4 |
| Challenger Fairfield | 2016/10/10 22:00 | Alessandro Giannessi v James McGee | 6-7,7-6,6-3 |
| Challenger Stockton | 2016/10/07 17:00 | Alessandro Giannessi v Frances Tiafoe | 6-7,3-6 |
| Challenger Stockton | 2016/10/05 18:15 | Alessandro Giannessi v Daniel Nguyen | 4-6,7-5,7-5 |
| Challenger Stockton | 2016/10/04 22:50 | Alessandro Giannessi v Jose Chamba Gomez | 6-1,6-4 |
| Challenger Tiburon Qual | 2016/09/25 20:20 | Alessandro Giannessi v Matt Reid | 6-7,5-7 |