Stadium: Centre Court Round: 26 Ground: Clay
| Challenger Sopot | 2019/07/31 11:00 | Jurgen Zopp v Ivan Nedelko | 6-2,6-1 |
| Challenger - Tampere | 2019/07/24 14:45 | Ivan Nedelko v Jurgen Zopp | 6-2,6-7,6-2 |
| ITF - M15 Parnu | 2019/07/21 09:00 | Jurgen Zopp v Bogdan Bobrov | 6-4,6-3 |
| ITF - M15 Parnu | 2019/07/20 09:45 | Jurgen Zopp v Nikita Mashtakov | 6-3,6-4 |
| ITF - M15 Parnu | 2019/07/19 08:00 | Jurgen Zopp v Georgii Kravchenko | 7-6,6-2 |
| ITF - M15 Parnu | 2019/07/18 15:00 | Jurgen Zopp v Kenneth Raisma | 6-7,7-6,6-2 |
| ITF - M15 Parnu | 2019/07/18 07:20 | Jurgen Zopp v Andrey Uvarov | 4-6,6-2,6-4 |
| Wimbledon | 2019/06/24 12:45 | Jurgen Zopp v Quentin Halys | 6-7,6-7 |
| Challenger Sopot | 2019/07/31 08:00 | Martin Cuevas v Paolo Lorenzi | 3-6,1-6 |
| ATP Gstaad | 2019/07/22 12:30 | Roberto Carballes Baena v Paolo Lorenzi | 6-7,6-3,6-2 |
| ATP - Umag | 2019/07/17 17:45 | Laslo Djere v Paolo Lorenzi | 6-3,3-6,6-4 |
| ATP - Umag | 2019/07/16 14:00 | Peter Torebko v Paolo Lorenzi | 7-5,4-6,6-7 |
| Challenger - Perugia | 2019/07/11 17:00 | Paolo Lorenzi v Daniel Elahi Galan | 6-7,2-6 |
| Challenger - Perugia | 2019/07/10 19:25 | Paolo Lorenzi v Tristan Lamasine | 6-1,7-6 |
| Wimbledon | 2019/07/01 14:50 | Daniil Medvedev v Paolo Lorenzi | 6-3,7-6,7-6 |
| Challenger - Milano | 2019/06/26 13:30 | Sebastian Fanselow v Paolo Lorenzi | 6-4,7-5 |