Round: 25 Ground: Hardcourt outdoor
| ITF Mexico F5 | 2016/05/30 15:30 | Mateus Rubiano, Juan Jose v Dempster, Ian | 2-6,6-7 |
| ITF Mexico F5 | 2016/05/29 16:00 | Martinez, Esdras v Dempster, Ian | 3-6,1-6 |
| ITF Mexico F5 | 2016/05/28 17:00 | Dempster, Ian v Beddow, Samuel | 5-7,6-4,6-2 |
| ITF Mexico F4 | 2016/05/23 15:00 | Dempster, Ian v Rodriguez, J. A. | 2-6,2-6 |
| ITF Mexico F4 | 2016/05/22 15:00 | Bendeck, Jose Daniel v Dempster, Ian | 7-5,3-6,6-7 |
| ITF USA F19 | 2015/06/24 17:45 | Dempster, Ian v Ryan Haviland | 5-7,3-6 |
| ITF USA F15 Qual | 2014/06/16 14:00 | Sarmiento, Raymond v Dempster, Ian | 6-4,6-1 |
| ITF Mexico F4 | 2016/05/26 22:00 | Manuel Sanchez v Carter, Andrew | 6-0,6-1 |
| ITF Mexico F4 | 2016/05/24 20:10 | Carter, Andrew v Koch Carrillo, David | 6-0,6-1 |
| ITF Mexico F3 | 2016/05/16 15:00 | Carter, Andrew v Gosea, Farris Fathi | 1-6,4-6 |
| ITF Mexico F3 | 2016/05/15 15:00 | Carter, Andrew v Gabriel P Tumasonis | 6-3,7-6 |
| ITF Mexico F3 | 2016/05/14 14:30 | Carter, Andrew v Alcantara Rangel, Orlando | 6-1,4-6,7-6 |
| ITF Mexico F2 | 2016/05/11 17:45 | Carter, Andrew v Patino, Luis | 1-6,4-6 |
| ITF Mexico F1 | 2016/05/06 17:30 | Carter, Andrew v Manuel Sanchez | 3-6,3-6 |
| ITF Mexico F1 | 2016/05/06 00:05 | Carter, Andrew v Palencia, Carlos | 6-3,6-4 |