Stadium: Centre Court Round: 24 Ground: Grass
| Challenger Nottingham | 2019/06/14 11:00 | Tatsuma Ito v Lukas Rosol | 4-6,7-6,3-6 |
| Challenger Nottingham | 2019/06/13 12:00 | Marcel Granollers v Tatsuma Ito | 3-6,5-7 |
| Challenger Nottingham | 2019/06/11 17:15 | Tatsuma Ito v Jason Kubler | 6-4,6-4 |
| French Open | 2019/05/20 08:00 | Tatsuma Ito v Johan Sebastien Tatlot | 2-6,6-7 |
| Challenger Busan | 2019/05/10 05:00 | Yasutaka Uchiyama v Tatsuma Ito | 4-6,6-0,6-3 |
| Challenger Busan | 2019/05/09 04:40 | Tatsuma Ito v Cem Ilkel | 7-5,6-7,6-4 |
| Challenger Busan | 2019/05/07 05:25 | Tatsuma Ito v Tung-Lin Wu | 6-4,7-6 |
| Challenger Seoul | 2019/05/03 03:35 | Tatsuma Ito v Max Purcell | 7-6,6-7,3-6 |
| Challenger Nottingham | 2019/06/15 13:20 | Ruben Bemelmans v Antoine Hoang | 3-6,4-6 |
| Challenger Nottingham | 2019/06/14 15:30 | Yannick Maden v Ruben Bemelmans | 6-4,3-6,4-6 |
| Challenger Nottingham | 2019/06/12 19:25 | Ruben Bemelmans v Ramkumar Ramanathan | 6-1,6-0 |
| Challenger Nottingham | 2019/06/11 14:45 | Andrew Harris v Ruben Bemelmans | 3-6,2-6 |
| Challenger Surbiton | 2019/06/05 13:10 | Ruben Bemelmans v Daniel Evans | 4-6,4-6 |
| Challenger Surbiton | 2019/06/03 12:05 | John-Patrick Smith v Ruben Bemelmans | 4-6,6-3,6-7 |
| French Open | 2019/05/20 08:00 | Sebastian Ofner v Ruben Bemelmans | 6-2,7-6 |
| Challenger Gwangju | 2019/05/16 02:00 | Ruben Bemelmans v Jason Jung | 2-6,5-7 |