Round: 26 Ground: Clay
| Challenger Praga - MD | 2018/07/28 12:00 | Gille/Vliegen v Romboli/Vega Hernandez | 6-4,6-2 |
| Challenger Praga - MD | 2018/07/27 14:15 | Draganja/Sabanov v Romboli/Vega Hernandez | 6-7,3-6 |
| Challenger Praga - MD | 2018/07/26 15:00 | Mertl/Satral v Romboli/Vega Hernandez | 4-6,5-7 |
| Challenger Genova - MD | 2019/09/03 16:40 | Gaio/Pellegrino v Arneodo/Nys | 4-6,5-7 |
| Challenger Perugia - MD | 2019/07/12 16:30 | Dutra Silva/Walkow v Gaio/Pellegrino | 6-2,7-5 |
| Challenger Perugia - MD | 2019/07/11 15:00 | Gaio/Pellegrino v Galovic/Napolitano | 6-3,6-1 |
| Challenger Perugia - MD | 2018/07/13 13:00 | Bracciali/Donati v Gaio/Pellegrino | 6-2,6-7,10-3 |
| Challenger Perugia - MD | 2018/07/12 12:00 | Cacic/Margaroli v Gaio/Pellegrino | 4-6,5-7 |
| Challenger Perugia - MD | 2018/07/10 10:00 | De Bernardis/Delic v Gaio/Pellegrino | 2-6,6-7 |
| Challenger Caltanissetta MD | 2018/06/16 12:30 | Gaio/Pellegrino v Rola/Vesely | 7-6,7-6 |
| Challenger Caltanissetta MD | 2018/06/15 16:05 | Cuevas/Cuevas v Gaio/Pellegrino | 2-6,6-7 |