Stadium: Cancha 1 Round: 28 Ground: Clay
| Challenger Punta del Este MD | 2019/01/24 20:55 | Gille/Vliegen v Coppejans/Serdarusic | 6-3,6-4 |
| Challenger Punta del Este MD | 2019/01/22 17:35 | Gille/Vliegen v Agamenone/Bagnis | 7-5,6-4 |
| Challenger Canberra MD | 2019/01/09 02:10 | Demoliner/Nys v Gille/Vliegen | 6-3,7-6 |
| Challenger Playford MD | 2019/01/05 04:30 | Gille/Vliegen v Purcell/Saville | 6-3,6-7,5-10 |
| Challenger Playford MD | 2019/01/02 06:55 | Gille/Vliegen v Mousley/Whittington | 6-3,6-3 |
| Challenger Andria MD | 2018/11/21 15:45 | Gille/Vliegen v Kolar/Oliveira | 6-4,6-7,7-10 |
| Challenger Mouilleron le Captif MD | 2018/11/11 12:00 | Arneodo/Halys v Gille/Vliegen | 3-6,6-4,2-10 |
| Challenger Mouilleron le Captif MD | 2018/11/09 10:00 | Gille/Vliegen v Cerretani/Erlich | 6-4,6-4 |
| Challenger Punta del Este MD | 2019/01/25 00:05 | Cuevas/Dellien v Gonzalez/Olivo | 6-7,7-5,8-10 |
| Challenger Punta del Este MD | 2019/01/22 20:35 | Gonzalez/Olivo v Basso/Giannessi | 6-4,6-7,10-2 |