Stadium: Grand Stand Round: 27 Ground: Hardcourt outdoor
| Challenger Columbus 2 | 2016/11/21 20:00 | Christian Harrison v Austin Krajicek | 6-2,7-5 |
| Challenger Champaign | 2016/11/15 16:00 | Austin Krajicek v Stefan Kozlov | 4-6,6-7 |
| Challenger Knoxville | 2016/11/11 20:05 | Michael Mmoh v Austin Krajicek | 6-4,6-4 |
| Challenger Knoxville | 2016/11/10 20:40 | Austin Krajicek v Frances Tiafoe | 6-3,3-6,6-3 |
| Challenger Knoxville | 2016/11/09 18:05 | Brian Baker v Austin Krajicek | 6-4,2-6,6-7 |
| Challenger Charlottesville | 2016/11/03 20:05 | Austin Krajicek v Peter Polansky | 2-6,4-6 |
| Challenger Charlottesville | 2016/11/01 14:00 | Austin Krajicek v Edward Corrie | 7-6,6-4 |
| Challenger Las Vegas | 2016/10/20 19:45 | Austin Krajicek v Mikael Torpegaard | 6-7,3-6 |
| ITF Colombia F9 | 2016/12/02 17:55 | Daniel Elahi Galan v Ivan Endara | 6-3,6-4 |
| ITF Colombia F9 | 2016/12/01 15:00 | Ivan Endara v Oscar Jose Gutierrez | 6-2,7-5 |
| ITF Colombia F9 | 2016/11/30 16:15 | Ivan Endara v Jose Daniel Bendeck | 6-0,6-1 |
| ITF Colombia F9 | 2016/11/29 18:40 | Ivan Endara v Felipe Mantilla | 4-6,6-2,7-5 |
| ITF Colombia F8 | 2016/11/24 18:00 | Daniel Elahi Galan v Ivan Endara | 3-6,6-2,6-4 |
| ITF Colombia F8 | 2016/11/23 14:30 | Tiago Lopes v Ivan Endara | 3-6,7-5,6-7 |
| ITF Colombia F8 | 2016/11/22 15:00 | Jose Daniel Bendeck v Ivan Endara | 3-6,1-6 |
| Challenger Guayaquil | 2016/11/02 23:00 | Guido Andreozzi v Ivan Endara | 7-5,6-2 |