Stadium: Court 3 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Sharm El Sheikh | 2019/10/16 12:40 | Naoki Tajima v Max Houkes | 6-3,6-4 |
| ITF M15 Sharm El Sheikh | 2019/10/11 08:00 | Naoki Tajima v Adam Moundir | 1-6,3-6 |
| ITF M15 Sharm El Sheikh | 2019/10/10 09:55 | Naoki Tajima v Kalman Boyd | 6-2,6-3 |
| ITF M15 Sharm El Sheikh | 2019/10/09 13:20 | Naoki Tajima v Daniele Catini | 6-4,6-2 |
| ITF M25 Stockholm | 2019/09/24 12:40 | Evgeny Tyurnev v Naoki Tajima | 6-1,6-3 |
| ITF M15 Pajulahti | 2019/09/21 09:15 | Naoki Tajima v Savriyan Danilov | 4-6,4-6 |
| ITF M15 Pajulahti | 2019/09/20 10:30 | Naoki Tajima v Yanki Erel | 7-5,1-6,7-6 |
| ITF M15 Pajulahti | 2019/09/19 07:30 | Naoki Tajima v Carl Bret Parko | 6-4,6-2 |
| ITF M15 Sharm El Sheikh | 2019/10/16 14:30 | Kalman Boyd v Kristjan Tamm | 7-6,6-7,6-7 |
| ITF M15 Sharm El Sheikh | 2019/10/09 12:00 | Boris Fassbender v Kristjan Tamm | 6-3,4-6,6-3 |
| Davis Cup | 2019/09/14 09:10 | Hubert Hurkacz v Kristjan Tamm | 6-1,7-5 |
| ITF M15 Haren | 2019/08/29 10:40 | Kristjan Tamm v Stefan Seifert | 3-6,3-6 |
| ITF M15 Haren | 2019/08/28 11:15 | Benjamin Dhoe v Kristjan Tamm | 3-6,2-6 |
| ITF M15 Helsinki | 2019/08/21 10:15 | Kristjan Tamm v Karl Friberg | 3-6,1-6 |
| ITF M15 Telavi | 2019/08/03 06:00 | Yan Bondarevskiy v Kristjan Tamm | 6-2,6-1 |
| ITF M15 Telavi | 2019/08/02 06:00 | Kristjan Tamm v George Tsivadze | 6-4,6-3 |