Round: 25 Ground: Clay
| ITF Spain F5 | 2016/02/25 12:30 | Arthur De Greef v Akira Santillan | 6-4,1-6,0-6 |
| Challenger Cali 2 | 2016/07/07 17:10 | Cristian Rodriguez v Akira Santillan | 6-4,6-3 |
| Challenger Cali 2 | 2016/07/06 18:30 | Akira Santillan v Alejandro Gonzalez | 6-3,7-5 |
| ITF Spain F18 | 2016/06/25 20:00 | Remi Boutillier v Akira Santillan | 5-7,3-6 |
| ITF Spain F18 | 2016/06/24 19:45 | Fred Gil v Akira Santillan | 6-3,6-7,6-7 |
| ITF Spain F18 | 2016/06/23 18:30 | Akira Santillan v Sam Barry | 6-3,7-5 |
| ITF Spain F18 | 2016/06/22 17:30 | Akira Santillan v Bernabe Zapata Miralles | 6-2,6-1 |
| ITF Spain F18 | 2016/06/21 19:50 | Akira Santillan v N.Sriram Balaji | 6-4,6-3 |
| ITF China F9 | 2016/06/04 03:00 | Finn Tearney v Akira Santillan | 6-4,6-3 |
| Challenger Todi | 2016/07/07 12:00 | Alessandro Giannessi v Arthur De Greef | 4-6,6-0,6-1 |
| Challenger Todi | 2016/07/06 09:00 | Gregoire Barrere v Arthur De Greef | 3-6,7-5,4-6 |
| Challenger Marburg | 2016/06/28 14:00 | Arthur De Greef v Dimitar Kuzmanov | 3-6,6-7 |
| Challenger Milan Qual | 2016/06/24 14:10 | Arthur De Greef v Marco Cecchinato | 3-6,2-6 |
| Challenger Milan Qual | 2016/06/23 10:00 | Rogerio Dutra Silva v Arthur De Greef | 7-6,2-6,3-6 |
| Challenger Milan Qual | 2016/06/21 09:50 | Nicolas Jarry v Arthur De Greef | 5-7,3-6 |
| French Open Qual | 2016/05/18 11:45 | Arthur De Greef v Carlos Berlocq | 3-6,7-5,7-9 |
| French Open Qual | 2016/05/16 14:35 | Jurgen Zopp v Arthur De Greef | 5-7,6-7 |