Stadium: Court 1 Round: 24 Ground: Hardcourt outdoor
| Challenger Baotou | 2019/08/28 05:45 | Runhao Hua v Teymuraz Gabashvili | 6-3,3-6,7-6 |
| Challenger L'Aquila | 2019/08/21 10:50 | Marc-Andrea Huesler v Teymuraz Gabashvili | 6-1,6-3 |
| Challenger Portoroz | 2019/08/14 19:30 | Blaz Rola v Teymuraz Gabashvili | 7-5,6-2 |
| Challenger Portoroz | 2019/08/12 19:40 | Teymuraz Gabashvili v Edan Leshem | 4-6,6-1,6-0 |
| Challenger Manerbio | 2019/08/10 13:40 | Paolo Lorenzi v Teymuraz Gabashvili | 6-4,6-4 |
| Challenger Manerbio | 2019/08/09 12:05 | Teymuraz Gabashvili v Andrea Arnaboldi | 7-6,4-6,6-3 |
| Challenger Manerbio | 2019/08/08 15:00 | Teymuraz Gabashvili v Evan King | 6-3,6-4 |
| Challenger Manerbio | 2019/08/07 10:35 | Kimmer Coppejans v Teymuraz Gabashvili | 7-5,3-6,3-6 |
| Challenger Baotou | 2019/08/26 02:00 | Jacob Grills v Di Wu | 6-7,4-6 |
| ATP Los Cabos | 2019/07/29 00:00 | Dominik Koepfer v Jacob Grills | 6-3,7-6 |
| ATP Los Cabos | 2019/07/28 01:25 | Jacob Grills v Lukas Lacko | 6-3,6-2 |
| Challenger Granby | 2019/07/22 17:30 | Cem Ilkel v Jacob Grills | 6-1,6-0 |
| Challenger Gatineau | 2019/07/16 18:10 | Yosuke Watanuki v Jacob Grills | 6-7,6-1,6-0 |
| Challenger Winnipeg | 2019/07/10 15:00 | Jacob Grills v Shintaro Imai | 7-6,6-7,0-6 |
| Challenger Parma | 2019/06/20 08:00 | Jacob Grills v Jacopo Berrettini | 1-6,4-6 |
| Challenger Parma | 2019/06/18 08:00 | Taro Daniel v Jacob Grills | 6-4,3-6,4-6 |