Round: 25 Ground: Hardcourt indoor
| ITF Estonia F1 | 2016/07/26 22:00 | Kenneth Raisma v Mikelis Libietis | 6-7,3-6 |
| ITF Estonia F1 | 2016/07/25 22:00 | Kenneth Raisma v Tadas Babelis | 6-4,5-7,6-3 |
| ITF Italy F14 | 2016/06/08 11:35 | Christopher O'Connell v Kenneth Raisma | 2-6,7-6,6-3 |
| ITF Italy F14 | 2016/06/07 09:05 | Kenneth Raisma v Simone Roncalli | 7-6,2-6,6-3 |
| ITF Italy F14 Qual | 2016/06/05 10:20 | Kenneth Raisma v Davide Pontoglio | 6-2,6-4 |
| ITF Italy F14 Qual | 2016/06/04 09:25 | Kenneth Raisma v Manfred Fellin | 6-2,6-2 |
| ITF France F9 Qual | 2016/04/24 09:00 | Tadiwa Chinamo v Kenneth Raisma | 6-3,6-3 |
| ITF France F9 Qual | 2016/04/23 07:30 | Paolo Dagnino v Kenneth Raisma | 6-7,1-6 |
| Challenger Genova Qual | 2016/09/05 14:15 | Fred Simonsson v Dino Marcan | 4-6,1-6 |
| Challenger Genova Qual | 2016/09/05 09:25 | Nikola Mektic v Fred Simonsson | 6-7,7-5,6-7 |
| Challenger Genova Qual | 2016/09/04 10:15 | Fred Simonsson v Aliaksandr Bury | 6-3,6-1 |
| ITF Lithuania F1 | 2016/07/22 12:00 | Fred Simonsson v Krisjanis Stabins | 4-6,6-7 |
| ITF Lithuania F1 | 2016/07/21 11:00 | Fred Simonsson v Mikalai Haliak | 6-1,6-3 |
| ITF Lithuania F1 | 2016/07/20 08:00 | Fred Simonsson v Michal Dembek | 4-6,6-4,6-1 |
| ATP Bastad | 2016/07/12 14:05 | Fred Simonsson v Carl Soderlund | 3-6,6-3,6-7 |
| Challenger Bastad Qual | 2016/07/03 11:25 | Prajnesh Gunneswaran v Fred Simonsson | 4-6,7-5,6-3 |