Stadium: Court 2 Round: 27 Ground: Hardcourt outdoor
| ITF Tunisia F30 | 2018/09/06 09:00 | Winkler, Georg v Vigani, Joy | 7-6,6-3 |
| ITF Tunisia F30 | 2018/09/04 10:20 | Winkler, Georg v Trocker, Moritz | 6-3,6-3 |
| ITF Tunisia F29 | 2018/08/29 09:30 | Winkler, Georg v Rosenzweig, Nicolas | 4-6,5-7 |
| ITF Italy F23 | 2018/08/14 10:15 | Pontoglio, Davide v Winkler, Georg | 6-3,6-7,6-3 |
| ITF Italy F22 | 2018/08/05 15:25 | Winkler, Georg v Narcisi, Luca | 2-6,6-7 |
| ITF Italy F21 Qual | 2018/07/28 13:15 | Winkler, Georg v Roggero, Tommaso | 3-6,6-4,2-6 |
| ITF Austria F4 | 2018/07/24 08:00 | Filip Duda v Winkler, Georg | 7-5,6-0 |
| ITF Italy F19 | 2018/07/16 11:00 | Winkler, Georg v Genaro Alberto Olivieri | 3-6,7-6,1-6 |
| ITF Tunisia F30 | 2018/09/06 11:15 | Rieder, Horst v Benitez Chavarriaga, Juan Manuel | 1-6,1-6 |
| ITF Tunisia F30 | 2018/09/05 09:00 | Diego F Flores v Benitez Chavarriaga, Juan Manuel | 1-6,2-6 |
| ITF Tunisia F29 | 2018/08/30 09:30 | Benitez Chavarriaga, Juan Manuel v Ornago, Fabrizio | 1-6,3-6 |
| ITF Tunisia F29 | 2018/08/29 10:10 | Benitez Chavarriaga, Juan Manuel v Diego F Flores | 6-3,6-3 |
| ITF Portugal F16 | 2018/08/23 10:40 | Cacao, Tiago v Benitez Chavarriaga, Juan Manuel | 6-3,6-7,1-0 |
| ITF Portugal F16 | 2018/08/22 09:00 | Faria, Luis v Benitez Chavarriaga, Juan Manuel | 2-6,5-7 |
| ITF Portugal F16 | 2018/08/20 09:00 | Benitez Chavarriaga, Juan Manuel v Bresson, Leo | 7-5,7-5 |
| ITF Portugal F16 | 2018/08/19 08:30 | Benitez Chavarriaga, Juan Manuel v Almeida, Tomas | 6-0,6-3 |