Stadium: Center Court Round: 1
| Challenger Helsinki | 2019/11/12 11:00 | Mischa Zverev v Michael Vrbensky | 6-3,6-3 |
| Challenger Bratislava | 2019/11/04 09:00 | Illya Marchenko v Mischa Zverev | 3-6,6-2,6-2 |
| Challenger Eckental | 2019/10/28 17:20 | Tobias Kamke v Mischa Zverev | 7-6,6-1 |
| Challenger Hamburg | 2019/10/21 15:00 | Bernabe Zapata Miralles v Mischa Zverev | 2-6,7-6,6-4 |
| Challenger Mouilleron le Captif | 2019/10/08 15:15 | Marius Copil v Mischa Zverev | 6-3,6-3 |
| Challenger Mouilleron le Captif | 2019/10/07 12:45 | Mischa Zverev v James Ward | 7-6,6-3 |
| Challenger Nur-Sultan 2 | 2019/10/01 15:00 | Mischa Zverev v Yannick Maden | 7-5,0-6,3-6 |
| Challenger Nur-Sultan 2 | 2019/09/30 14:30 | Danylo Kalenichenko v Mischa Zverev | 2-6,5-7 |
| ITF M15 Cancun | 2019/12/15 15:00 | Nick Chappell v Vasil Kirkov | 7-6,6-7,6-7 |
| ITF M15 Cancun | 2019/12/13 15:00 | Joshua Ortlip v Vasil Kirkov | 6-2,3-6,1-6 |
| ITF M15 Cancun | 2019/12/12 16:40 | Manuel Barros v Vasil Kirkov | 4-6,2-6 |
| ITF M15 Cancun | 2019/12/10 14:00 | Skyler Butts v Vasil Kirkov | 1-6,4-6 |
| ITF M15 Tallahassee | 2019/12/04 16:40 | Vasil Kirkov v Dennis Novikov | 6-3,4-6,6-7 |
| ITF M15 Heraklion | 2019/11/23 08:00 | Vasil Kirkov v Mick Veldheer | 6-4,5-7,1-6 |
| ITF M15 Heraklion | 2019/11/22 09:30 | Vasil Kirkov v Lenny Hampel | 7-6,4-6,6-3 |
| ITF M15 Heraklion | 2019/11/20 12:20 | Aristotelis Thanos v Vasil Kirkov | 4-6,2-6 |