Stadium: Court 2 Round: 26 Ground: Clay
| Challenger Florence MD | 2019/09/26 15:30 | Bolelli/Vega Hernandez v Draganja/Safwat | 6-1,7-6 |
| Challenger Florence MD | 2019/09/26 15:30 | Bolelli/Vega Hernandez v Draganja/Safwat | 6-1,7-6 |
| Challenger Florence MD | 2019/09/27 14:30 | Bolelli/Vega Hernandez v Ehrat/Eriksson | 5-7,7-5,9-11 |
| Challenger Florence MD | 2019/09/26 15:30 | Bolelli/Vega Hernandez v Draganja/Safwat | 6-1,7-6 |
| Challenger L'Aquila MD | 2019/08/20 13:30 | Bolelli/Vega Hernandez v Brkic/Pavic | 7-6,4-6,8-10 |