Stadium: Center Court Round: 25 Ground: Clay
| Challenger Biella | 2019/09/22 09:00 | Paolo Lorenzi v Gianluca Mager | 0-6,7-6,5-7 |
| Challenger Biella | 2019/09/21 11:10 | Alejandro Davidovich Fokina v Paolo Lorenzi | 3-6,6-4,5-7 |
| Challenger Biella | 2019/09/20 10:00 | Paolo Lorenzi v Andrea Collarini | 5-7,6-4,6-1 |
| Challenger Biella | 2019/09/19 11:30 | Paolo Lorenzi v Carlos Berlocq | 6-4,6-3 |
| Challenger Biella | 2019/09/17 11:45 | Paolo Lorenzi v Andrea Arnaboldi | 6-3,7-5 |
| Challenger Seville | 2019/09/12 11:00 | Paolo Lorenzi v Carlos Taberner | 1-6,2-6 |
| Challenger Seville | 2019/09/10 15:30 | Paolo Lorenzi v Nicolas Alvarez | 7-5,6-3 |
| US Open | 2019/08/30 19:15 | Stan Wawrinka v Paolo Lorenzi | 6-4,7-6,7-6 |
| Challenger Florence | 2019/09/24 08:00 | Giulio Zeppieri v Elliot Benchetrit | 4-6,4-6 |
| Challenger Biella | 2019/09/19 14:20 | Alejandro Davidovich Fokina v Elliot Benchetrit | 6-2,6-2 |
| Challenger Biella | 2019/09/18 10:10 | Maxime Chazal v Elliot Benchetrit | 3-6,6-3,4-6 |
| Challenger Szczecin | 2019/09/12 11:00 | Roberto Carballes Baena v Elliot Benchetrit | 6-4,6-3 |
| Challenger Szczecin | 2019/09/11 08:00 | Alessandro Bega v Elliot Benchetrit | 2-6,3-6 |
| Challenger Genova | 2019/09/02 15:50 | Federico Coria v Elliot Benchetrit | 6-1,7-5 |
| US Open | 2019/08/26 20:20 | Elliot Benchetrit v Damir Dzumhur | 6-4,2-6,3-6,0-6 |
| US Open | 2019/08/23 15:00 | Elliot Benchetrit v Kimmer Coppejans | 6-3,3-6,6-3 |