Stadium: Court 1 Round: 25 Ground: Clay
| ITF M25 Appiano | 2019/08/07 13:15 | Marco De Rossi v Giuseppe La Vela | 7-6,6-7,4-6 |
| ITF M25 Appiano | 2019/08/05 13:50 | Marco De Rossi v Andrea Borroni | 6-2,7-6 |
| ITF M25 Appiano | 2019/08/05 07:30 | Marco De Rossi v Massimo Brambati | 6-0,6-2 |
| ITF M25 Bolzano | 2019/07/29 13:00 | Marco De Rossi v Sebastian Brzezinski | 4-6,4-6 |
| Davis Cup | 2019/07/18 11:00 | Ricardo Rodeiro-Stetson v Marco De Rossi | 2-6,1-6 |
| Davis Cup | 2019/07/16 13:55 | Matthew Cassar Torregiani v Marco De Rossi | 1-6,2-6 |
| Davis Cup | 2019/07/16 08:00 | Peter Bothwell v Marco De Rossi | 7-5,3-6,4-6 |
| ITF M25 Lasne | 2019/07/04 13:40 | Marco De Rossi v Bastian Malla | 4-6,2-6 |
| Challenger Manerbio | 2019/08/06 08:00 | Marco Bortolotti v Martin Cuevas | 6-7,1-6 |
| Challenger Manerbio | 2019/08/05 08:00 | Marco Bortolotti v Riccardo Mascarini | 6-2,6-2 |
| Challenger Sopot | 2019/07/29 13:50 | Marco Bortolotti v Andrea Pellegrino | 3-6,1-6 |
| Challenger Recanati | 2019/07/01 14:30 | Andrea Vavassori v Marco Bortolotti | 6-4,7-5 |
| Challenger Parma | 2019/06/19 11:45 | Marco Bortolotti v Gianluigi Quinzi | 1-6,3-6 |
| Challenger Parma | 2019/06/18 08:00 | Marco Bortolotti v Emiliano Maggioli | 6-1,2-6,6-2 |
| Challenger Parma | 2019/06/17 08:00 | Marco Bortolotti v Sem Verbeek | 6-2,6-0 |
| Challenger Prostejov | 2019/06/03 11:50 | Benjamin Hassan v Marco Bortolotti | 6-7,6-0,6-2 |