Stadium: Grandstand Round: 24 Ground: Clay
| Challenger Mestre | 2017/05/23 15:30 | Andrea Pellegrino v Julian Ocleppo | 1-6,6-7 |
| Challenger Bordeaux | 2019/04/30 14:50 | Maxime Janvier v Andrea Pellegrino | 6-1,6-4 |
| Challenger Francavilla | 2019/04/24 15:45 | Stefano Travaglia v Andrea Pellegrino | 7-6,6-3 |
| Challenger Francavilla | 2019/04/23 08:00 | Andrea Pellegrino v Andrea Vavassori | 3-6,6-1,6-2 |
| Challenger Barletta | 2019/04/09 13:55 | Johannes Haerteis v Andrea Pellegrino | 4-6,4-6 |
| ITF M25 Santa Margherita | 2019/03/31 12:00 | Jannik Sinner v Andrea Pellegrino | 6-1,6-1 |
| ITF M25 Santa Margherita | 2019/03/30 13:00 | Alessandro Petrone v Andrea Pellegrino | 4-6,5-7 |
| ITF M25 Santa Margherita | 2019/03/29 13:00 | Giovanni Fonio v Andrea Pellegrino | 6-7,4-6 |
| ITF M25 Santa Margherita | 2019/03/28 14:30 | Lorenzo Musetti v Andrea Pellegrino | 3-6,2-6 |
| Challenger Jerusalem | 2019/05/22 10:25 | Julian Ocleppo v John-Patrick Smith | 6-7,5-7 |
| Challenger Jerusalem | 2019/05/21 08:25 | Yshai Oliel v Julian Ocleppo | 6-7,2-6 |
| Challenger Jerusalem | 2019/05/20 07:00 | Julian Ocleppo v Yair Sarouk | 6-1,6-4 |
| Challenger Rome | 2019/05/06 15:00 | Mate Valkusz v Julian Ocleppo | 6-2,6-2 |
| Challenger Ostrava | 2019/04/29 08:00 | Enrico Dalla Valle v Julian Ocleppo | 6-2,6-2 |
| Challenger Francavilla | 2019/04/23 14:20 | Julian Ocleppo v Rudolf Molleker | 4-6,6-3,4-6 |
| Challenger Francavilla | 2019/04/22 09:00 | Julian Ocleppo v Johan Sebastien Tatlot | 6-3,3-6,6-2 |
| ATP Monte Carlo | 2019/04/14 09:00 | Julian Ocleppo v Guido Andreozzi | 3-6,1-6 |