Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| ITF M25 Poznan | 2019/08/22 09:00 | Jacopo Berrettini v Camilo Ugo Carabelli | 1-6,1-6 |
| ITF M25 Poznan | 2019/08/21 10:00 | Jacopo Berrettini v Mikolaj Szmyrgala | 6-4,7-6 |
| Challenger Cordenons | 2019/08/12 13:30 | Jacopo Berrettini v Enrico Dalla Valle | 4-6,4-6 |
| Challenger Manerbio | 2019/08/06 09:30 | Jacopo Berrettini v Teymuraz Gabashvili | 0-6,7-6,3-6 |
| Challenger Sopot | 2019/07/29 11:25 | Ivan Gakhov v Jacopo Berrettini | 6-3,7-5 |
| ITF M25 Arlon | 2019/06/27 08:00 | Jacopo Berrettini v Jeroen Vanneste | 1-6,4-6 |
| ITF M25 Arlon | 2019/06/26 09:40 | Jacopo Berrettini v Sebastian Baez | 6-4,3-6,7-6 |
| Challenger Parma | 2019/06/21 09:00 | Jacopo Berrettini v Julian Lenz | 1-6,3-6 |
| ITF M15 Minsk | 2019/08/22 07:00 | Artem Dubrivnyy v Artsiom Bardzin | 6-1,6-0 |
| ITF M15 Minsk | 2019/08/21 08:30 | Artem Dubrivnyy v Aliaksandr Sasnouski | 6-1,6-1 |
| Challenger Portoroz | 2019/08/15 14:00 | Artem Dubrivnyy v Tomas Lipovsek Puches | 7-6,6-3 |
| Challenger Portoroz | 2019/08/14 16:40 | Luca Vanni v Artem Dubrivnyy | 6-7,6-4,4-6 |
| Challenger Portoroz | 2019/08/12 17:10 | Artem Dubrivnyy v Mike Urbanija | 6-3,6-4 |
| ITF M25 Pozoblanco | 2019/08/07 18:10 | Roberto Ortega-Olmedo v Artem Dubrivnyy | 6-4,6-4 |
| Challenger Segovia | 2019/07/29 09:50 | Artem Dubrivnyy v Julian Ocleppo | 6-7,6-4,2-6 |
| ITF M15 Piestany | 2019/07/20 08:00 | Artem Dubrivnyy v Fabian Marozsan | 7-5,3-6,1-6 |