Stadium: Court 1 Round: 26 Ground: Clay
| Challenger Milan | 2019/06/24 09:00 | Nino Serdarusic v Guilherme Clezar | 7-6,6-4 |
| Challenger Parma | 2019/06/19 08:00 | Guilherme Clezar v Andrea Pellegrino | 7-5,6-7,4-6 |
| ATP Lyon | 2019/05/18 10:00 | Guilherme Clezar v Maxime Janvier | 5-7,6-4,4-6 |
| Challenger Samarkand | 2019/05/14 11:30 | Aleksandar Vukic v Guilherme Clezar | 7-5,6-4 |
| Challenger Aix en Provence | 2019/05/06 10:00 | Guilherme Clezar v Rogerio Dutra Silva | 2-6,3-6 |
| Challenger Savannah | 2019/04/30 19:55 | Aleksandar Vukic v Guilherme Clezar | 7-6,6-7,6-3 |
| Challenger Tallahassee | 2019/04/24 14:00 | Guilherme Clezar v Sandro Ehrat | 7-6,5-7,2-6 |
| Challenger Sarasota | 2019/04/18 18:50 | Guilherme Clezar v Tennys Sandgren | 6-7,2-6 |
| Wimbledon | 2019/06/24 14:30 | Marcel Granollers v Pedja Krstin | 6-2,6-4 |
| Challenger Fergana | 2019/06/19 05:00 | Pedja Krstin v Emil Ruusuvuori | 6-4,4-6,0-6 |
| Challenger Shymkent 2 | 2019/06/13 07:50 | Pedja Krstin v Federico Coria | 4-6,1-6 |
| Challenger Shymkent 2 | 2019/06/12 07:25 | Pedja Krstin v Aleksandar Vukic | 6-3,6-4 |
| Challenger Almaty | 2019/06/04 09:00 | Pavel Kotov v Pedja Krstin | 6-3,6-4 |
| Challenger Vicenza | 2019/05/29 14:45 | Adam Pavlasek v Pedja Krstin | 7-6,6-1 |
| French Open | 2019/05/22 11:50 | Guillermo Garcia-Lopez v Pedja Krstin | 4-6,6-3,6-4 |
| French Open | 2019/05/20 15:20 | Pedja Krstin v Lorenzo Giustino | 6-4,6-2 |