Stadium: Annexe Round: 24 Ground: Hardcourt indoor
| Nur-Sultan II, Kazakhstan | 2019/10/01 15:00 | Zverev, Mischa v Maden, Yannick | 7-5,0-6,3-6 |
| Nur-Sultan II, Kazakhstan | 2019/09/30 14:30 | Kalenichenko, Danylo v Zverev, Mischa | 2-6,5-7 |
| US Open, New York, USA | 2019/08/21 19:50 | Giraldo, Santiago v Zverev, Mischa | 7-5,6-3 |
| US Open, New York, USA | 2019/08/19 20:15 | Zverev, Mischa v Istomin, Denis | 7-6,7-6 |
| Vancouver, Canada | 2019/08/13 02:05 | Zverev, Mischa v Thanasi Kokkinakis | 6-7,5-7 |
| Newport, USA | 2019/07/19 15:00 | Zverev, Mischa v Granollers, Marcel | 3-6,0-6 |
| Newport, USA | 2019/07/17 18:00 | Guido Andreozzi v Zverev, Mischa | 4-6,4-6 |
| Newport, USA | 2019/07/16 21:30 | Zverev, Mischa v Smyczek, Tim | 6-3,7-6 |
| Challenger Kaohsiung | 2019/09/16 04:20 | Ward, James v Kaichi Uchida | 4-6,6-0,4-6 |
| Challenger Shanghai | 2019/09/10 05:50 | Gunneswaran, Prajnesh v Ward, James | 6-4,7-6 |
| Challenger Shanghai | 2019/09/09 02:00 | Ward, James v Renta Tokuda | 6-3,6-4 |
| Jinan, China | 2019/09/05 03:00 | Lopez Perez v Ward, James | 7-6,6-3 |
| Jinan, China | 2019/09/03 04:45 | Ward, James v Yasutaka Uchiyama | 4-6,7-6,6-0 |
| Jinan, China | 2019/09/02 06:20 | Aleksandar Vukic v Ward, James | 3-6,6-3,3-6 |
| US Open, New York, USA | 2019/08/22 17:35 | Ward, James v Marco Trungelliti | 4-6,3-6 |
| US Open, New York, USA | 2019/08/20 21:05 | Ward, James v Zhe Li | 7-6,6-3 |