Round: 27 Ground: Clay
| ITF - Estónia F2 | 2016/10/27 14:30 | Kenneth Raisma v Mattias Siimar | 6-1,6-4 |
| ITF - Estónia F2 | 2016/10/25 15:00 | Vitaly Kozyukov v Kenneth Raisma | 3-6,6-3,3-6 |
| ITF - Suécia F5 | 2016/10/05 12:00 | Kenneth Raisma v Tim Van Rijthoven | 2-6,6-3,2-6 |
| ITF - Suécia F5 | 2016/10/04 15:10 | Kenneth Raisma v Fred Simonsson | 6-3,7-5 |
| ITF - Suécia F4 | 2016/09/28 08:00 | Markus Eriksson v Kenneth Raisma | 6-4,6-0 |
| ITF - Suécia F4 | 2016/09/27 10:35 | Kenneth Raisma v Christian Samuelsson | 6-3,7-6 |
| ITF - Estónia F1 | 2016/07/26 22:00 | Kenneth Raisma v Mikelis Libietis | 6-7,3-6 |
| ITF - Estónia F1 | 2016/07/25 22:00 | Kenneth Raisma v Tadas Babelis | 6-4,5-7,6-3 |
| ITF - Estónia F2 | 2016/10/26 11:00 | Krisjanis Stabins v Ivan Nedelko | 6-3,6-7,6-3 |
| ITF - Estónia F2 | 2016/10/24 08:00 | Bart Stevens v Krisjanis Stabins | 4-6,6-7 |
| ITF - Ucrânia F6 | 2016/10/04 08:30 | Krisjanis Stabins v Denis Yevseyev | 6-7,6-2,1-6 |
| ITF - Hungria F4 | 2016/09/08 08:00 | Dominic Weidinger v Krisjanis Stabins | 6-7,7-6,6-3 |
| ITF - Hungria F4 | 2016/09/07 10:40 | Krisjanis Stabins v Gabor Borsos | 6-4,6-3 |
| ITF - Itália F27 | 2016/08/27 14:00 | Krisjanis Stabins v Giovanni Oradini | 2-6,6-7 |
| ITF - Letónia F1 | 2016/08/02 07:00 | Peter Goldsteiner v Krisjanis Stabins | 6-1,6-3 |
| ITF - Lituânia F1 | 2016/07/23 08:00 | Mikelis Libietis v Krisjanis Stabins | 6-2,6-7,6-0 |