Stadium: Court 1 Round: 26 Ground: Clay
| ITF M15 Reggio Emilia | 2019/06/02 14:00 | Andrea Guerrieri v Pietro Rondoni | 4-6,4-6 |
| ITF Italy F29 | 2017/09/13 15:00 | Pietro Rondoni v Andrea Guerrieri | 6-4,6-1 |
| Challenger Perugia | 2019/07/08 10:25 | Gian Marco Moroni v Pietro Rondoni | 4-6,6-1,6-0 |
| ITF M25 Cuneo | 2019/07/03 12:55 | Jose Hernandez-Fernandez v Pietro Rondoni | 7-6,6-4 |
| ITF M25 Pardubice | 2019/06/27 13:05 | Lukas Klein v Pietro Rondoni | 3-6,7-5,6-3 |
| ITF M25 Pardubice | 2019/06/26 14:25 | Vitaliy Sachko v Pietro Rondoni | 6-1,4-6,4-6 |
| Challenger Bratislava | 2019/06/18 09:55 | Pietro Rondoni v Benjamin Hassan | 6-2,3-6,4-6 |
| Challenger Poznan | 2019/06/04 10:35 | Pietro Rondoni v Andrea Arnaboldi | 6-7,4-6 |
| ITF M15 Reggio Emilia | 2019/06/02 14:00 | Andrea Guerrieri v Pietro Rondoni | 4-6,4-6 |
| ITF M15 Reggio Emilia | 2019/06/01 15:25 | Pietro Rondoni v Lorenzo Frigerio | 6-2,4-6,10-5 |
| ITF M25 Casinalbo | 2019/07/08 13:00 | Adelchi Virgili v Andrea Guerrieri | 6-4,6-3 |
| ITF M25 Casinalbo | 2019/07/08 07:00 | Maurizio Speziali v Andrea Guerrieri | 6-4,5-7,7-10 |
| ITF M25 Cuneo | 2019/07/03 09:30 | Remy Bertola v Andrea Guerrieri | 6-3,6-0 |
| ITF M25 Arlon | 2019/06/26 09:50 | Arnaud Bovy v Andrea Guerrieri | 6-3,6-4 |
| ITF M25 Arlon | 2019/06/25 09:55 | Andrea Guerrieri v Frane Nincevic | 7-6,6-1 |
| ITF M25 Arlon | 2019/06/24 11:15 | Andrea Guerrieri v Leon Hoeveler | 6-4,6-1 |
| ITF M15 Reggio Emilia | 2019/06/02 14:00 | Andrea Guerrieri v Pietro Rondoni | 4-6,4-6 |
| ITF M15 Reggio Emilia | 2019/06/01 13:30 | Riccardo Maiga v Andrea Guerrieri | 4-6,4-6 |