Stadium: Court 1 Round: 54 Ground: Clay
| ITF M25 Bolzano | 2019/07/29 10:50 | Georg Winkler v Giuseppe La Vela | 6-7,2-6 |
| ITF M15 Casablanca | 2019/07/24 15:00 | Georg Winkler v Adam Moundir | 7-5,1-6,2-6 |
| ITF M15 Tanger | 2019/07/16 12:30 | Mathieu Perchicot v Georg Winkler | 6-1,6-4 |
| ITF M25 Getxo | 2019/07/10 11:05 | Johan Nikles v Georg Winkler | 6-2,6-0 |
| ITF M25 Getxo | 2019/07/09 10:40 | Georg Winkler v Sheil Kotecha | 6-2,6-2 |
| ITF M25 Getxo | 2019/07/08 11:00 | Georg Winkler v Mikel L Hernaez | 6-3,6-1 |
| ITF M25 Vercelli | 2019/05/07 09:55 | Georg Winkler v Filippo Moroni | 5-7,4-6 |
| ITF M25 Vercelli | 2019/05/06 10:50 | Georg Winkler v Mattia Scotti | 6-3,6-4 |
| ITF Italy F3 Qual | 2017/03/05 13:00 | Gianluca Di Nicola v Lorenzo Rottoli | 6-2,7-5 |
| ITF Italy F3 Qual | 2017/03/04 13:00 | Lorenzo Rottoli v Francesco Ferrari | 6-4,6-4 |
| Challenger Como Qual | 2016/08/27 16:35 | Lorenzo Rottoli v Riccardo Bonadio | 2-6,1-6 |