Stadium: Court 4 Round: 27 Ground: Hardcourt indoor
| ITF Estonia F2 | 2016/10/27 14:30 | Kenneth Raisma v Mattias Siimar | 6-1,6-4 |
| ITF - Parnu M15 | 2021/08/05 07:55 | Tadas Babelis v Kenneth Raisma | 5-7,2-6 |
| ITF - Parnu M15 | 2021/08/04 13:55 | Kenneth Raisma v Mark Lajal | 6-2,1-6,6-3 |
| ITF - Antalya M15 | 2021/06/21 10:05 | Kenneth Raisma v Lorenzo Joaquin Rodriguez | 1-6,3-6 |
| ITF - Antalya M15 | 2021/06/20 07:00 | Kenneth Raisma v Inigo G Olasagasti | 6-4,6-3 |
| ITF - Monastir M15 | 2021/02/22 12:30 | Stuart Parker v Kenneth Raisma | 6-3,6-2 |
| ITF - Monastir M15 | 2021/02/22 08:00 | Jonas Greif v Kenneth Raisma | 2-6,2-6 |
| ITF - Monastir M15 | 2021/02/17 12:35 | Mateus Alves v Kenneth Raisma | 6-3,7-5 |
| ITF - Monastir M15 | 2021/02/15 12:30 | Kenneth Raisma v Liova Ajavon | 6-2,6-2 |
| ITF - Parnu M15 | 2021/08/05 09:45 | Mattias Siimar v Benjamin Lock | 6-3,6-4 |
| ITF - Parnu M15 | 2021/08/04 10:15 | Mattias Siimar v Vilius Gaubas | 4-6,6-1,7-5 |
| ITF - Parnu M15 | 2020/11/06 08:00 | Simon Freund v Mattias Siimar | 1-6,6-3,1-6 |
| ITF - Parnu M15 | 2020/11/05 11:10 | Mattias Siimar v Kristjan Tamm | 6-3,6-7,6-3 |
| ITF - Parnu M15 | 2020/11/04 08:00 | Mattias Siimar v Roni Mikael Hietaranta | 6-3,6-2 |
| ITF - East Lansing M15 | 2019/11/20 21:15 | Cannon Kingsley v Mattias Siimar | 7-5,6-2 |
| ITF - Helsinki M15 | 2019/08/20 08:30 | Mattias Siimar v Roni Rikkonen | 5-7,6-0,9-11 |
| ITF - Helsinki M15 | 2019/08/19 10:00 | Mattias Siimar v Tomas Vanko | 6-1,6-0 |