Stadium: Court 6 Round: 25 Ground: Clay
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/08/21 14:30 | Lulli, Gregorio v Winkler, Georg | 6-1,6-4 |
| Santa Cristina Val Gardena, Singles M-ITF-ITA-18A | 2019/08/14 07:30 | Federico Campana v Winkler, Georg | 3-6,6-3,7-6 |
| Appiano, Singles M-ITF-ITA-17A | 2019/08/05 07:30 | Winkler, Georg v Lorenzo Rottoli | 3-6,2-6 |
| ITF M25 Bolzano | 2019/07/29 10:50 | Winkler, Georg v Giuseppe La Vela | 6-7,2-6 |
| ITF M15 Casablanca | 2019/07/24 15:00 | Winkler, Georg v Moundir, Adam | 7-5,1-6,2-6 |
| Tanger, Singles M-ITF-MAR-01A | 2019/07/16 12:30 | Perchicot, Mathieu v Winkler, Georg | 6-1,6-4 |
| ITF M25 Getxo | 2019/07/10 11:05 | Johan Nikles v Winkler, Georg | 6-2,6-0 |
| ITF M25 Getxo | 2019/07/09 10:40 | Winkler, Georg v Kotecha, Sheil | 6-2,6-2 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/08/21 08:00 | Ghorbel, Anis v Luigi Sorrentino | 6-4,6-2 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/08/15 08:00 | Ghorbel, Anis v Mathys Erhard | 4-6,4-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/08/13 08:00 | Aziz Ouakaa v Ghorbel, Anis | 4-6,4-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/06/12 10:35 | Toby Martin v Ghorbel, Anis | 6-4,6-3 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/05/21 10:10 | Diep, Florent v Ghorbel, Anis | 6-3,6-3 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/05/15 11:15 | Ghorbel, Anis v Luca Giacomini | 2-6,4-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/05/10 10:25 | Ghorbel, Anis v Alessandro Ingarao | 3-6,6-7 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/05/09 10:20 | Ghorbel, Anis v Taisei Ichikawa | 6-3,6-4 |