Stadion: Court 4 Round: 24 Ground: Hardcourt outdoor
| Challenger - Nur-Sultan 2 | 2019/09/30 14:30 | Danylo Kalenichenko v Mischa Zverev | 2-6,5-7 |
| ITF - M25 - Oliveira De Azemeis | 2019/09/24 16:35 | Danylo Kalenichenko v Matteo Martineau | 6-3,6-7,1-6 |
| Challenger - Banja Luka | 2019/09/12 10:55 | Danylo Kalenichenko v Federico Coria | 6-7,0-6 |
| Challenger - Banja Luka | 2019/09/10 13:25 | Danilo Petrovic v Danylo Kalenichenko | 6-3,5-7,6-7 |
| Challenger - Banja Luka | 2019/09/09 12:45 | Danylo Kalenichenko v Jacopo Berrettini | 6-3,6-1 |
| ITF - M15 - Szekesfehervar | 2019/09/05 08:00 | Danylo Kalenichenko v Michael Vrbensky | 2-6,2-6 |
| ITF - M15 - Szekesfehervar | 2019/09/03 08:00 | Mikhail Korovin v Danylo Kalenichenko | 0-6,5-7 |
| ITF - M15 - Bratislava | 2019/08/28 08:00 | Samuel Puskar v Danylo Kalenichenko | 7-5,6-2 |
| ITF - M25 - Tay Ninh | 2019/10/04 08:00 | Yusuke Takahashi v Kazuki Nishiwaki | 0-6,6-3,2-6 |
| ITF - M25 - Tay Ninh | 2019/10/03 02:00 | Yusuke Takahashi v Naoki Nakagawa | 6-4,6-3 |
| ITF - M25 - Tay Ninh | 2019/10/01 03:30 | Yusuke Takahashi v Linh Giang Trinh | 6-1,6-4 |
| Challenger - Kaohsiung | 2019/09/17 03:45 | Harry Bourchier v Yusuke Takahashi | 3-6,6-1,6-2 |
| Challenger - Kaohsiung | 2019/09/16 01:30 | Yusuke Takahashi v Kuan-Yi Lee | 6-4,6-2 |
| Challenger - Shanghai | 2019/09/11 04:15 | Kaichi Uchida v Yusuke Takahashi | 4-6,7-6,6-0 |
| Challenger - Shanghai | 2019/09/10 02:30 | Chuhan Wang v Yusuke Takahashi | 4-6,4-6 |
| ITF - M15 - Hua Hin | 2019/09/07 03:00 | Makoto Ochi v Yusuke Takahashi | 6-2,4-6,6-1 |