Stadium: Court 5 Round: 25 Ground: Hardcourt indoor
| Challenger Charlottesville | 2019/10/28 14:00 | Caruana, Liam v Cannon Kingsley | 6-3,7-6 |
| Columbus III, USA | 2019/09/17 17:45 | Thai-Son Kwiatkowski v Cannon Kingsley | 3-6,6-4,6-3 |
| Columbus III, USA | 2019/09/16 20:10 | Song, Evan v Cannon Kingsley | 4-6,6-2,2-6 |
| ITF M25 Champaign | 2019/07/26 21:00 | Cannon Kingsley v Aleksandar Kovacevic | 4-6,4-6 |
| ITF M25 Champaign | 2019/07/25 17:00 | Cannon Kingsley v Shabaz, Michael | 6-7,6-2,6-4 |
| ITF M25 Champaign | 2019/07/23 18:35 | Cannon Kingsley v Bushamuka, William | 6-3,6-4 |
| Challenger Columbus | 2019/06/10 22:45 | Cannon Kingsley v Nam, Ji Sung | 5-7,4-6 |
| Challenger - Savannah | 2019/05/01 15:15 | Cannon Kingsley v Corentin Moutet | 1-6,1-6 |
| ITF M15 Helsinki | 2019/08/20 08:30 | Siimar, Mattias v Rikkonen, Roni | 5-7,6-0,9-11 |
| ITF M15 Helsinki | 2019/08/19 10:00 | Siimar, Mattias v Vanko, Tomas | 6-1,6-0 |
| ITF M15 Parnu | 2019/07/15 07:00 | Siimar, Mattias v Tadas Babelis | 6-2,3-6,13-15 |
| ITF Finland F2 | 2018/08/08 12:55 | Siimar, Mattias v Hansson, Gustav | 2-6,2-6 |
| ITF Finland F2 | 2018/08/06 08:00 | Siim Troost v Siimar, Mattias | 6-2,1-6,0-6 |
| ITF Finland F1 | 2018/08/02 11:00 | Siimar, Mattias v Niklas-Salminen, Patrick | 4-6,6-7 |
| ITF Finland F1 | 2018/08/01 09:35 | Pontico, Hugo v Siimar, Mattias | 4-6,4-6 |
| ITF Finland F1 | 2018/07/30 07:00 | Siimar, Mattias v Kristjan Tamm | 6-1,6-2 |