Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| Segovia, Spain | 2019/07/29 09:50 | Dubrivnyy, Artem v Ocleppo, Julian | 6-7,6-4,2-6 |
| ATP Bastad | 2019/07/14 08:30 | Ocleppo, Julian v Alexey Vatutin | 2-6,2-6 |
| Challenger Perugia | 2019/07/08 15:35 | Aldin Setkic v Ocleppo, Julian | 6-4,6-3 |
| Cuneo, Singles Qualifying M-ITF-ITA-12A | 2019/07/05 12:45 | Hernandez-Fernandez, Jose v Ocleppo, Julian | 6-0,6-2 |
| Cuneo, Singles Qualifying M-ITF-ITA-12A | 2019/07/04 10:50 | Andrea Gola v Ocleppo, Julian | 6-4,0-6,6-7 |
| Cuneo, Singles Qualifying M-ITF-ITA-12A | 2019/07/02 16:00 | Cigna, Nicola v Ocleppo, Julian | 7-6,1-6,4-6 |
| Milan, Italy | 2019/06/26 08:00 | Ocleppo, Julian v Sousa, Pedro | 3-6,5-7 |
| Milan, Italy | 2019/06/24 15:50 | Raul Brancaccio v Ocleppo, Julian | 1-6,6-3,5-7 |
| Binghamton, USA | 2019/07/24 19:20 | Sugita, Yuichi v Ortega-Olmedo, Roberto | 7-5,6-1 |
| Gatineau, Canada | 2019/07/15 21:30 | Ortega-Olmedo, Roberto v Skander Mansouri | 1-6,4-6 |
| Challenger Winnipeg | 2019/07/11 20:00 | Cem Ilkel v Ortega-Olmedo, Roberto | 7-6,6-3 |
| Challenger Winnipeg | 2019/07/10 16:40 | Ortega-Olmedo, Roberto v Sela, Dudi | 6-4,6-2 |
| Challenger Winnipeg | 2019/07/08 21:00 | Song, Evan v Ortega-Olmedo, Roberto | 1-6,4-6 |
| ITF M25 Bakio | 2019/07/04 10:30 | Ortega-Olmedo, Roberto v Laurent Lokoli | 3-6,5-7 |
| ITF M25 Bakio | 2019/07/03 16:00 | Ortega-Olmedo, Roberto v Hendrik Jebens | 6-1,6-4 |
| Antalya, Turquie | 2019/06/23 10:30 | Troicki, Viktor v Ortega-Olmedo, Roberto | 3-6,7-6,6-2 |